International Mr. Leather (IML)

Local Event
May 21 – May 25
Official Site

IML is the leather community's biggest gathering of the year — a full weekend of competitions, performances, and pageantry that treats leather as both craft and identity. You'll see legendary contestants from around the world, intricate leather artistry, and a room dressed to the nines with people who know this community inside and out. Whether you've been in the scene for years or you're just curious about what it's really about, this is where it all happens.

61 events

Events

61 events during International Mr. Leather (IML)

Friday, May 22

Leather Archives & Museum

Leather Archives & Museum
May 22
11:00 AM

Step into one of the world's most important collections of leather and LGBTQ+ history. The Leather Archives & Museum in Rogers Park houses decades of community artifacts, photographs, and cultural documents that tell the story of leather culture and queer resilience. Whether you're deeply embedded in the scene or curious about this vital piece of LGBTQ+ heritage, it's a genuinely moving place to spend a few hours.

Activism Class: "Boots on the Ground"

Activism Class: "Boots on the Ground"
May 22
11:00 AM

Turn anger into action in one fired-up hour. Learn the ACLU's proven protest strategies—from rallies to creative direct action—plus the 3.5% rule that can stop authoritarianism. You'll walk away with practical tools (calls, emails, social media, community organizing) and the inspiration of Sophie Scholl and Gandhi. Democracy needs people ready to show up. Bring water, your phone, and a friend.

Leather Recovery Meeting

Leather Recovery Meeting
May 22
11:00 AM

A dedicated space for people in the leather community navigating recovery and sobriety. This Friday morning gathering brings together folks who understand both the leather lifestyle and the challenges of staying sober—no judgment, just real conversation and mutual support from people who get it.

LeatherU: Better BDSM

LeatherU: Better BDSM
May 22
12:00 PM

LeatherU is an educational workshop series diving deep into BDSM fundamentals, safety practices, and community culture. Presented by Mufasa's Pride Productions, this Friday session brings together leather enthusiasts and curious newcomers for hands-on learning in a judgment-free space. Whether you're exploring for the first time or deepening existing knowledge, expect practical skills, honest conversation, and a room full of people who take this seriously.

IMBB Bootblacks

IMBB Bootblacks
May 22
12:00 PM

The International Mr. Bootblack competition brings together leather and kink community members for a day of competition, camaraderie, and celebration. Watch as contestants compete for the title while the community gathers to support, celebrate, and connect with one another. It's a significant event in the leather calendar — part pageantry, part community gathering, all heart.

Vendor Market

Vendor Market
May 22
12:00 PM

Fifty-plus vendors fill 28,000 square feet of the Congress Plaza Hotel with everything from local makers and LGBTQ+-owned businesses to art, fashion, crafts, and goods you won't find anywhere else. It's the kind of market where you actually discover something — not just browse, but find your next favorite thing. Perfect for a Friday afternoon of shopping, supporting community, and seeing what's new.

LA&M Sling Raffle with JimSupport

LA&M Sling Raffle with JimSupport
May 22
12:00 PM

The LA&M booth is running their legendary sling raffle at the vendor mart — grab tickets at $10 each or 3 for $25 and you might just win. Thanks to JimSupport for donating the prize, and yes, it can be shipped to you if you're the lucky one.

IMLBB and LA&M's Inaugural Art Show: 'Defiant/Restraint'

IMLBB and LA&M's Inaugural Art Show: 'Defiant/Restraint'
May 22
12:00 PM

Two organizations coming together for their first collaborative art show, exploring the tension between defiance and restraint through visual work. This inaugural exhibition brings together artists and community in a space designed to provoke conversation and challenge perspective.

IMLBB Newcomer Social

IMLBB Newcomer Social
May 22
12:00 PM

New to the International Mr. Leather Bear Brotherhood Chicago chapter? This is your low-pressure intro to the community — a chance to meet other bears, ask questions, and get the lay of the land before diving deeper. Friendly faces, no judgment, just folks who get it.

LeatherU: Leather Leadership

LeatherU: Leather Leadership
May 22
1:15 PM

A leadership development program for the leather community, presented by Mufasa's Pride Productions. LeatherU brings together experienced leather practitioners and emerging leaders for education, mentorship, and community building. Whether you're new to leather culture or deepening your knowledge, this is an opportunity to learn from seasoned voices and connect with people who share your passion for the lifestyle.

Open Shine Bootblacks

Open Shine Bootblacks
May 22
2:00 PM

A daytime gathering for the leather and bootblack community to connect, share skills, and celebrate the craft of boot shining and leather care. Whether you're experienced or curious about the scene, this is a welcoming space to learn, socialize, and be part of the community.

LeatherU: Discovering Kink

LeatherU: Discovering Kink
May 22
2:30 PM

An educational workshop diving into leather and kink culture, presented by Mufasa's Pride Productions. Whether you're curious about the community, exploring your interests, or looking to deepen your knowledge, this Friday afternoon session creates space for real conversation and learning in a welcoming environment.

LeatherU: Bondage Made Simple

LeatherU: Bondage Made Simple
May 22
3:45 PM

A hands-on workshop from Mufasa's Pride Productions that breaks down bondage basics for curious newcomers and seasoned folks alike. Learn safety, technique, and communication in a judgment-free space designed to demystify kink culture. Whether you're exploring for the first time or sharpening your skills, this is the kind of educational event the leather community actually needs.

Open Shine Bootblacks

Open Shine Bootblacks
May 22
4:00 PM

The leather community's regular gathering for bootblacks and enthusiasts — a Friday afternoon space to connect, learn, and celebrate the craft and culture. Whether you're experienced or curious about the scene, this is where the community comes together.

Off Leash!

Off Leash!
May 22
7:00 PM

The leather community's annual pet and handler party is exactly what it sounds like — a free evening of pup play, human-animal roleplay, squeaky toys, treats, and special guests. Brought to you by Arizona Pups and Handlers and Chicago Pet Patrol, it's the kind of uninhibited, playful gathering that only happens once a year. Cash bar available.

IML & IMBB Preliminary Contest Night

IML & IMBB Preliminary Contest Night
May 22
8:00 PM

The leather community's biggest competition heats up with preliminary rounds for International Mr. Leather and International Mr. Bear Brotherhood. Watch contenders from across the country compete for the crown in front of a packed room of leather enthusiasts and supporters. This is the night the community comes together to celebrate its finest.

Nightshift: A Recon Social

Nightshift: A Recon Social
May 22
10:00 PM

Nightshift brings the Recon community together for a late-night social — a chance to connect with like-minded folks in a relaxed, welcoming space. Whether you're new to the scene or a regular, this is where the night gets interesting.

Rubber Gear Social

Rubber Gear Social
May 22
10:30 PM

A late-night gathering for the rubber and gear community hosted by MIR International Rubber Weekend and Chicago Rubber Club. Connect with others who share your passion for latex, leather, and fetish wear in a welcoming, judgment-free space. Perfect for seasoned enthusiasts and curious newcomers alike.

Leather Recovery Meeting

Leather Recovery Meeting
May 22
11:00 PM

A safe space for people in the leather community navigating recovery and sobriety. This Friday night gathering brings together folks who understand both the leather lifestyle and the challenges of staying sober—no judgment, just real conversation and mutual support from people who get it.

Saturday, May 23

IMBB Educational Presentations

IMBB Educational Presentations
May 23
9:00 AM

Saturday morning sessions diving into topics that matter to the leather and kink community — workshops, panels, and presentations led by experienced educators and community members. Whether you're curious, experienced, or somewhere in between, there's something here to learn and explore.

Leather Archives & Museum

Leather Archives & Museum
May 23
11:00 AM

Step into one of the world's most significant collections of leather and LGBTQ+ history. The Leather Archives & Museum in Rogers Park houses rare artifacts, photographs, and documents that tell the story of leather culture, kink communities, and queer resilience. Whether you're curious about the scene's roots or a longtime community member, there's something here that speaks to you.

Vendor Market

Vendor Market
May 23
11:00 AM

Fifty-plus vendors filling 28,000 square feet of the Congress Plaza Hotel — this is the kind of sprawling marketplace where you'll find everything from local makers and boutique goods to services and community organizations. Whether you're hunting for something specific or just browsing, there's enough here to spend a real afternoon. Ticketed event.

LA&M Sling Raffle with JimSupport

LA&M Sling Raffle with JimSupport
May 23
11:00 AM

The LA&M booth is running their legendary sling raffle at the vendor mart — grab a fistful of tickets for $10 each (or 3 for $25) and you might win big. Thanks to JimSupport for supplying the prize, and yes, it can be shipped to you if you're the lucky winner.

Open Shine Bootblacks

Open Shine Bootblacks
May 23
11:00 AM

A Saturday morning gathering for the leather and bootblack community — a chance to connect, share techniques, and celebrate the craft and culture that brings people together. Whether you're seasoned or just curious about the scene, this is a welcoming space to learn, polish, and belong.

Leather Recovery Meeting

Leather Recovery Meeting
May 23
11:00 AM

A Saturday morning gathering for folks in the leather community working on recovery and sobriety. This is a space to connect with others who get the culture, share what's on your mind, and build community around staying healthy. Low-key, judgment-free, and real.

LeatherU: Spicy Bootblacking

LeatherU: Spicy Bootblacking
May 23
12:00 PM

A hands-on bootblacking workshop from Mufasa's Pride Productions that teaches the craft, ritual, and sensuality of this leather tradition. Whether you're curious about the culture or looking to refine your technique, this Saturday afternoon session brings together folks who get what makes bootblacking special — the care, the attention, the connection. Come ready to learn and connect with the community.

Open Shine Bootblacks

Open Shine Bootblacks
May 23
12:00 PM

A daytime gathering for the leather and bootblack community to connect, learn, and celebrate the craft. Whether you're seasoned in the scene or curious about what bootblacking is all about, this is a welcoming space to shine boots, share techniques, and meet people who take pride in the tradition. Saturday afternoons belong to community.

Defiant/Restraint: IMLBB and LA&M's Inaugural Art Show

Defiant/Restraint: IMLBB and LA&M's Inaugural Art Show
May 23
12:00 PM

The inaugural collaboration between IMLBB and LA&M brings together queer and trans artists for an exhibition that pushes boundaries. Defiant/Restraint explores tension, identity, and creative resistance through painting, sculpture, photography, and mixed media. A Saturday afternoon opening that's part gallery moment, part community gathering—exactly the kind of art space the city needs.

Leather Recovery Brunch

Leather Recovery Brunch
May 23
12:45 PM

A brunch for the leather community focused on recovery, wellness, and connection. Gather with folks who understand the lifestyle and are committed to sobriety and health. Good food, good company, and real conversation — exactly what a recovery-focused community space should be.

Bator Bash: Leather Lust and Lube

Bator Bash: Leather Lust and Lube
May 23
1:00 PM

A daytime gathering for the leather and kink community centered around mutual pleasure and connection. This ticketed event brings together folks who appreciate the scene's sensuality and camaraderie in a space designed for comfort and exploration.

LeatherU: Intro to Electro

LeatherU: Intro to Electro
May 23
1:15 PM

A hands-on workshop diving into electro play for the leather community. Whether you're curious about the basics or looking to expand your skills, LeatherU breaks down techniques, safety, and sensation in a judgment-free space. Perfect for folks new to electro or wanting to learn alongside others in the scene.

People of Color Leather Caucus @ IMLBB

People of Color Leather Caucus @ IMLBB
May 23
1:30 PM

A gathering for leather community members of color at the International Mr. Leather Beer Bust. Connect with others who share your identity and passion for leather culture in a space built for you.

IMBB Bootblacks

IMBB Bootblacks
May 23
2:00 PM

The International Mr. Leather bootblack competition brings together the community's finest in service, skill, and style. Watch competitors demonstrate their craft, celebrate leather culture, and support the artistry that defines this cornerstone of the scene. A Saturday afternoon dedicated to excellence, community, and the boots that matter.

LeatherU: Rubber Care & Repair

LeatherU: Rubber Care & Repair
May 23
2:30 PM

Learn the essentials of leather and rubber care, maintenance, and repair from the experts. This hands-on workshop covers cleaning techniques, conditioning, storage, and how to fix common wear and tear so your gear stays in top shape for years to come. Perfect for anyone serious about protecting their investment in quality leather and rubber pieces.

LeatherU: Rough Body Play

LeatherU: Rough Body Play
May 23
3:45 PM

An educational workshop from Mufasa's Pride Productions diving into the physical and consensual practices of rough body play within the leather community. Learn techniques, safety practices, and how to communicate with partners in this hands-on afternoon session designed for curious newcomers and experienced folks alike.

MAFIA's Fist Club Rush

MAFIA's Fist Club Rush
May 23
4:00 PM

A bold gathering uniting fisting clubs and communities in one space—part celebration, part education, all connection. Hosted by M.A.F.I.A. (Mid-America Fists in Action), a Chicago-rooted 501(c)(3) nonprofit building the nation's premier fisting organization. Whether you're seasoned, curious, or just looking to connect with your people, expect a vibrant, affirming, fiercely inclusive afternoon. Come feel the legacy. Come build the future.

BIPOC Social

BIPOC Social
May 23
6:00 PM

A gathering hosted by Brianna Buni, PUP YOSHI, EMPRESS JESSICA, Boy PAULO, and THADDY KEWAL — five voices bringing energy, community, and celebration to a space made for BIPOC queer folks. Come connect, celebrate, and build with people who get it.

APEX Party

APEX Party
May 23
10:00 PM

The Eagles are gathering for a night built for their community. APEX brings together bears and masculine-identified men for a high-energy party with DJ entertainment, dancing, and the kind of crowd that knows how to celebrate together. Late night, full volume, exactly what you're looking for.

GearBlast: IMLBB

GearBlast: IMLBB
May 23
10:00 PM

A late-night social gathering for the gear community — the kind of night where you show up as yourself and find your people. Whether you're into leather, uniforms, or the whole aesthetic, this is where the Chicago gear scene connects, celebrates, and just has a good time together.

Sunday, May 24

Vendor Market

Vendor Market
May 24
11:00 AM

A sprawling marketplace bringing together over 50 vendors across 28,000 square feet — the kind of Sunday morning where you can browse everything from local makers to LGBTQ+-owned businesses all in one place. Perfect for finding something special, supporting community sellers, and discovering new favorites.

Open Shine Bootblacks

Open Shine Bootblacks
May 24
11:00 AM

A Sunday gathering for the leather and bootblack community — whether you're into polishing, service, or just curious about the craft. This is where people who love gear, boots, and the culture come together in a low-pressure, welcoming space. Bring your boots, your knowledge, or just yourself.

Leather Archives & Museum

Leather Archives & Museum
May 24
11:00 AM

Step into one of the world's most important collections of leather and LGBTQ+ history. The Leather Archives & Museum in Rogers Park houses decades of community artifacts, photography, and cultural documentation that tell the story of leather culture from the ground up. Whether you're deeply embedded in the scene or curious about this vital piece of queer history, it's a genuinely moving place to spend a Sunday morning.

Leather Recovery Meeting

Leather Recovery Meeting
May 24
11:00 AM

A weekly gathering for folks in the leather community who are navigating recovery and sobriety. This is a safe, judgment-free space to connect with others who understand both the leather lifestyle and the challenges of staying sober. Sunday mornings, real talk, real community.

Defiant/Restraint: IMLBB and LA&M Inaugural Art Show

Defiant/Restraint: IMLBB and LA&M Inaugural Art Show
May 24
12:00 PM

The inaugural collaboration between IMLBB and LA&M brings together emerging and established queer artists for an exhibition that challenges, provokes, and celebrates. Defiant/Restraint explores the tension between resistance and control through painting, sculpture, photography, and mixed media. A Sunday afternoon in the gallery becomes a moment to sit with work that matters.

Open Shine Bootblacks

Open Shine Bootblacks
May 24
12:00 PM

Sunday afternoon gathering for the leather and bootblack community — a space to connect, share knowledge, and celebrate the craft and culture. Whether you're experienced or just curious about the scene, this is where the community comes together in a welcoming, judgment-free environment.

Chicago Hellfire Club IMLBB Cocktail Social

Chicago Hellfire Club IMLBB Cocktail Social
May 24
2:00 PM

The leather community's casual Sunday afternoon gathering — a chance to connect with fellow leather folks, enjoy good cocktails, and soak in the camaraderie that makes this community special. Low-key and welcoming, exactly what a community social should be.

MCC Church Service

MCC Church Service
May 24
2:00 PM

Metropolitan Community Church welcomes you to Sunday service — a space where faith and LGBTQ+ identity aren't at odds, they're woven together. This is church for people who've felt turned away elsewhere, where you'll find genuine community, spiritual grounding, and the kind of acceptance that actually feels like home.

International Mr. Leather & International Mr. Bootblack Contest Finals Night

International Mr. Leather & International Mr. Bootblack Contest Finals Night
May 24
6:00 PM

The leather community's biggest night of the year — watch as competitors from around the world vie for the titles of International Mr. Leather and International Mr. Bootblack. This is the final round of one of the most prestigious contests in the leather world, drawing an audience of leather enthusiasts, community members, and supporters ready to celebrate excellence, artistry, and the values that define the community.

IMLBB Victory Party

IMLBB Victory Party
May 24
9:00 PM

The celebration Chicago's leather community has earned—a victory party for International Mr. Leather Big Bear, bringing together the leather and bear communities for an evening of pride, camaraderie, and good people. This is the night the community gathers to honor the winner and revel in what makes this community special.

Monday, May 25

Art Show

Art Show
May 25
10:00 AM

Monday morning pickup for art you've purchased. Swing by to collect your pieces and support local artists.

Vendor Market

Vendor Market
May 25
11:00 AM

Fifty-plus vendors fill 28,000 square feet of the Congress Plaza Hotel with everything from fashion and art to crafts, jewelry, and local makers. Whether you're hunting for something specific or just browsing what the queer and allied small business community is creating, this is the kind of market where you'll find something you didn't know you needed. Ticketed event.

Leather Recovery Meeting

Leather Recovery Meeting
May 25
11:00 AM

A safe, confidential space for people in the leather community navigating recovery from addiction. This weekly Monday gathering offers peer support, shared experience, and the kind of judgment-free community that gets what leather life means. Whether you're early in recovery or supporting someone who is, you'll find people who understand both sides of your story.

Open Shine Bootblacks

Open Shine Bootblacks
May 25
11:00 AM

A Monday morning gathering for the leather and bootblack community to connect, share skills, and celebrate the craft. Whether you're experienced or just curious about the scene, this is a welcoming space to learn, polish, and build community with people who understand the culture.

Bootblack Cake

Bootblack Cake
May 25
12:00 PM

A leather community celebration where bootblacks showcase their craft and artistry. This midday gathering brings together leather enthusiasts to appreciate the skill, tradition, and creativity that goes into bootblacking — from polishing techniques to custom designs. It's the kind of niche community event that reminds you how deep the leather world really goes.

IMLBB Meet and Greet

IMLBB Meet and Greet
May 25
1:00 PM

An intimate reception for VIP ticket holders to meet the International Mr. Leather Bear and Boy winners. Enjoy champagne, light bites, and a photo opportunity with the winners in an exclusive setting.

Black and Blue Ball

Black and Blue Ball
May 25
9:00 PM

Chicago's leather and formal wear celebration brings the community together for an evening of elegance, connection, and pride. Dress to impress in black tie, leather, or your finest formal wear for a night that honors the city's leather heritage and brings people together in style.

More Events in Chicago During International Mr. Leather (IML)

Let's Get Glam Bingo

Let's Get Glam Bingo

Meeting House Tavern
May 20, 7:00 PM

Glam meets game night at this weekly bingo event where the stakes are fun and the crowd is fabulous. Meeting House Tavern's signature blend of drag entertainment, interactive gameplay, and a room full of people ready to have a good time makes Wednesday nights something to actually look forward to.

Horror Book Club: "Song for the Unraveling of the World" by Brian Evenson

Horror Book Club: "Song for the Unraveling of the World" by Brian Evenson

Unabridged Bookstore
May 20, 7:30 PM

Unabridged's Horror Book Club digs into Brian Evenson's unsettling "Song for the Unraveling of the World" — a collection that trades jump scares for psychological dread and existential unease. If you like horror that gets under your skin and stays there, this is your people. Come ready to talk about what made you uncomfortable and why.

Nerd Bear Trivia Wednesdays

Nerd Bear Trivia Wednesdays

The SoFo Tap
May 20, 8:00 PM

Weekly trivia night built for the geek-loving bear crowd at SoFo Tap. Test your knowledge on everything from pop culture to sci-fi, compete for 1st, 2nd, and 3rd place prizes, and catch new raffles every week. Eight to ten on Wednesday nights — show up, bring your brain, and hang with your people.

Wayback Wednesday

Wayback Wednesday

Cell Block Chicago
May 20, 8:00 PM

Backroom beats and club bangers from multiple eras, curated and pre-mixed by bartender Zack. Free entry, complimentary clothing check — exactly the kind of no-frills, good-time Wednesday that keeps people coming back.

All Things Gaga Wednesday

All Things Gaga Wednesday

Sidetrack
May 20, 9:00 PM

Every Wednesday at Sidetrack turns into a full-throttle celebration of Mother Monster — think music videos, pulsing beats, and a dance floor packed with people who know every word. The rooftop, the main floor, the whole venue becomes this electric Gaga universe where you can lose yourself in the music and the crowd that gets it. If you live for pop divas and the kind of night that doesn't end until you're completely spent, this is your midweek reset.

Lip Service Karaoke

Lip Service Karaoke

Jackhammer
May 20, 9:00 PM

Wednesday nights at Jackhammer belong to the people who actually want to sing — no judgment, just a room full of folks ready to cheer you on through your power ballad or guilty pleasure. Mix of regulars and newcomers, cheap drinks, and a leather bar vibe that somehow makes belting out show tunes feel exactly right.

Kinky Karaoke w/ Phab Phil!

Kinky Karaoke w/ Phab Phil!

Cell Block Chicago
May 20, 10:00 PM

Karaoke meets kink at Cell Block's Wednesday night showcase — Phab Phil behind the mic, a leather-clad crowd ready to cheer, and the kind of song selections that range from power ballads to pure camp. It's the sweet spot between getting loose on the mic and soaking in the unapologetically bold energy that makes this venue legendary. Whether you're belting it out or just here for the show, expect a room full of people who know how to have a genuinely good time.

Jorge Xolalpa's 'Ni De Aqui Ni De Alla' Book Tour

Jorge Xolalpa's 'Ni De Aqui Ni De Alla' Book Tour

Center on Halsted
May 21, 12:00 PM

OUT100 honoree Jorge Xolalpa brings his national book tour to Chicago. Hear directly from him about his inspiring journey, grab a signed copy, and connect one-on-one at the meet and greet. A chance to celebrate a voice that matters in our community.

Thursday Night at Jackhammer

Thursday Night at Jackhammer

Jackhammer
May 21, 5:00 PM

Join us for an evening of nightlife and community at Jackhammer, Chicago's iconic leather bar in Rogers Park. This welcoming LGBTQ+ space celebrates diversity and self-expression with a dance floor, games, and a vibrant atmosphere. Enjoy daily drink specials, our outdoor patio, and connect with friends in a judgment-free environment that has served the community for over 20 years.

Dad's Den

Dad's Den

Jackhammer
May 21, 5:00 PM

Head to Dad's Den at Jackhammer on Thursday, May 21st for a laid-back evening celebrating leather, denim, and all the folks who love them—no judgment, just good vibes and community. You'll find yourself in a welcoming space where you can shoot pool, throw darts, dance if the mood strikes, or just hang out on the patio with a drink special in hand. It's the kind of spot where you can be exactly who you are, surrounded by people who get it, all while supporting a Chicago institution that's been part of the neighborhood for over two decades.

Bodacious Burlesque Presents: Coochies & Cougars

Bodacious Burlesque Presents: Coochies & Cougars

Dorothy
May 21, 6:00 PM

Bodacious Burlesque is bringing the heat to Dorothy's underground speakeasy with a night of sultry performances that celebrate confidence, curves, and the art of the tease. This is burlesque that knows how to have fun — expect theatrical flair, live entertainment that commands the room, and a crowd that gets it. The intimate setting of Dorothy's retro basement space is the perfect backdrop for the kind of show that reminds you why live performance hits different. Thursday at 6pm, doors open for an evening that's equal parts sexy, playful, and unapologetically queer.

Bear Happy Hour

Bear Happy Hour

Jackhammer
May 21, 6:00 PM

Thursday evenings at Jackhammer belong to the bears — a laid-back gathering of guys who know how to enjoy a drink and good company without the pretense. Cheap drinks, a welcoming crowd, and the kind of vibe that keeps people coming back week after week.

Paint & Sip with Kimberly Summer

Paint & Sip with Kimberly Summer

Charlie's Chicago
May 21, 7:00 PM

Grab a brush, grab a drink, and let Kimberly Summer walk you through creating something you'll actually want to hang on your wall. It's the kind of Thursday night that feels like hanging with friends who happen to be teaching you how to paint — low-pressure, high-fun, and set in Charlie's legendary dance floor atmosphere. Strong cocktails, good company, and the satisfying chaos of a room full of people discovering they're more creative than they thought.

Horror Book Club: "Song for the Unraveling of the World" by Brian Evenson

Horror Book Club: "Song for the Unraveling of the World" by Brian Evenson

Unabridged Bookstore
May 21, 7:30 PM

Join the Horror Book Club for an evening diving into Brian Evenson's unsettling "Song for the Unraveling of the World." This is your chance to discuss a master of literary horror with fellow readers who appreciate stories that linger long after the last page. Expect thoughtful conversation, sharp observations, and the kind of community that makes book clubs actually worth showing up for.

IML Ruff Trade Welcome Party

IML Ruff Trade Welcome Party

Cell Block Chicago
May 21, 8:00 PM

Ruff Trade's IML welcome party brings together the pup, pet, and handler community at Cell Block, a legendary home for leather and fetish culture in Chicago. Meet other pups and handlers, swap scritches and sniffs, and dive into the scene that's been central to this community for decades. Whether you're new to pup play or a seasoned handler, this is the night to connect.

Pheromone - IML Special Edition

Pheromone - IML Special Edition

Jackhammer
May 21, 9:00 PM

A late-night basement experience where presence and instinct take over. Seven hours of raw energy, connection, and movement in The Hole—no distractions, no pretense, just the room responding to you. Themed attire encouraged; priority entrance available.

Karaoke Cabaret

Karaoke Cabaret

Meeting House Tavern
May 21, 9:00 PM

Thursday nights at Meeting House belong to the singers — whether you're belting out your go-to power ballad or discovering a new favorite in the crowd. Bradley K8 Olsen hosts this weekly cabaret where the energy is high, the drinks are strong, and nobody's here to judge. It's the kind of night that starts casual and ends with the whole room singing along.

Let's Go! Thursday

Let's Go! Thursday

Sidetrack
May 21, 9:00 PM

Sidetrack's Thursday night takeover starts at 9pm across the Main, Cherry, and North bars with pop music videos spinning till close. The Glass Bar keeps the party going from open to 2am with an all-pop video rotation — it's the kind of reliable weekly reset that keeps people coming back.

IML Kick-Off Glow Party

IML Kick-Off Glow Party

Sidetrack
May 21, 9:00 PM

Sidetrack lights up for IML week with a glow party that sets the tone for the leather community's biggest celebration. Thursday night across the main, cherry, and north bars means there's room to move, people to meet, and that electric feeling of a week about to happen. Glow gear optional but encouraged.

Beer Belly Open Mic

Beer Belly Open Mic

2Bears Tavern Uptown
May 21, 10:00 PM

Thursday night open mic at 2Bears where regulars and newcomers alike grab the mic for whatever's on their mind—comedy, songs, stories, whatever. Low-pressure, high-fun vibe in a room that actually listens. Cheap drinks, dog-friendly, and the kind of crowd that shows up to support each other.

T.G.I.F. Show Tunes

T.G.I.F. Show Tunes

Sidetrack
May 22, 3:00 PM

Three hours of singalong show tunes to kick off your Friday, then RuPaul's Drag Race All Stars on the screens, then the dance floor takes over for the night. It's the kind of event that starts with Broadway and ends at 2am — Sidetrack's Friday formula that's become the neighborhood's best reason to leave work early.

RuPaul's Drag Race All Stars Viewing Party

RuPaul's Drag Race All Stars Viewing Party

Sidetrack
May 22, 3:00 PM

TGIF Show Tunes kick things off at 3pm, then at 7pm the real fun starts — watch All Stars Season 11 with Boy J and Veronica Pop, compete for prizes, and stick around to dance until 2am. No cover, no reservations, just a room full of people who know how to celebrate drag done right.

RuPaul's Drag Race All Stars 11 Viewing Party with Aura Mayari & Morphine Love Dion

RuPaul's Drag Race All Stars 11 Viewing Party with Aura Mayari & Morphine Love Dion

Roscoe's Tavern
May 22, 7:00 PM

Roscoe's is hosting an All Stars 11 viewing party with hosts Naysha Lopez, Batty Davis, and Kara Mel D'Ville, plus special guests Aura Mayari and Morphine Love Dion. Dance floor seating, 21+, and a room full of people who actually care about the runway. Tickets are $37.89–$43.14 and selling fast.

RuPaul's Drag Race All Stars Season 11 Viewing Party

RuPaul's Drag Race All Stars Season 11 Viewing Party

Meeting House Tavern
May 22, 7:00 PM

Every Friday night, Drag Race superfans and Chicago's queer crowd gather for wigs, shade, cocktails, and fierce reactions. Hosted by Jairo Reyna, this weekly watch party is pure high-energy chaos — commentary, laughs, lip syncs, and all the dramatic eliminations you came for. Grab a drink, pick your favorite queen, and experience it surrounded by people who actually get it.

Are You Smarter Than a Drag Queen?

Are You Smarter Than a Drag Queen?

2Bears Tavern Uptown
May 22, 7:00 PM

Trivia night meets drag performance at 2Bears Tavern Uptown — test your knowledge against a rotating cast of local drag queens who'll keep the competition sharp and the laughs coming. It's the kind of Friday night that reminds you why this neighborhood bar does community entertainment so well: smart, fun, and genuinely welcoming to everyone who walks through the door.

RuPaul's Drag Race Viewing Party

RuPaul's Drag Race Viewing Party

Sidetrack
May 22, 7:00 PM

Every Friday at 7pm, Sidetrack's big screens light up with the latest episode of RuPaul's Drag Race — and the room fills with people who actually care about the runways, the lip syncs, and the drama. No cover, no reservations, just show up and settle in with your people. It's the kind of weekly tradition that keeps you coming back.

Heat IML

Heat IML

Jackhammer
May 22, 9:00 PM

Heat IML is your chance to experience the energy and community spirit of International Mr. Leather weekend at Jackhammer, a Rogers Park institution that's been a welcoming home for leather and alternative communities for over two decades. You'll find yourself in a judgment-free space where self-expression is celebrated, whether you're into the scene or just curious to see what the buzz is about—grab a drink, shoot some pool, and soak in the vibrant atmosphere on the dance floor or out on the patio. It's the kind of night where you'll meet people who get it, in a place that's genuinely happy you showed up.

Friday Night at Jackhammer

Friday Night at Jackhammer

Jackhammer
May 22, 9:00 PM

Join us for a Friday night out at Jackhammer, Chicago's premier LGBTQ+ leather and alternative bar in Rogers Park. Enjoy darts, pool, dancing on our spacious dance floor, and our outdoor patio while experiencing the welcoming, judgment-free atmosphere that has made Jackhammer a community favorite for over 20 years. With daily drink specials and engaging entertainment, it's the perfect spot to unwind and connect with friends.

GRRR Leather Bear

GRRR Leather Bear

The SoFo Tap
May 22, 9:00 PM

GRRR Leather Bear is the Friday night vibe you've been looking for at The SoFo Tap in Andersonville—a welcoming space where bears and their admirers come together for good music, great drinks, and genuine community. DJ Bearbie keeps the energy up while you enjoy an impressive selection of beers, cocktails, and creative drinks on the bar's spacious patio. It's the kind of night where you'll feel right at home, surrounded by people who get it, in a neighborhood spot that's become a real gathering place for Chicago's bear community.

Friday Night House Party

Friday Night House Party

Meeting House Tavern
May 22, 9:00 PM

Meeting House Tavern's Friday night dance experience brings the energy every week — a packed dance floor, rotating DJs, and a crowd that knows how to have a good time. It's the neighborhood's go-to spot for a reliably fun Friday night out.

Trash'd! Garbage Party 4 Garbage People!

Trash'd! Garbage Party 4 Garbage People!

Cell Block Chicago
May 22, 9:00 PM

Sweaty, trashy, and unapologetically fun — this is the house music dance party that doesn't take itself seriously. Milty Evans and JANKY are behind the decks spinning dirty house that'll have you moving without thinking. Free clothes check means you can shed what you don't need and just dance. Ten bucks gets you in; the rest is on you.

Latin Night: All Latin All Night with Jenny Fox

Latin Night: All Latin All Night with Jenny Fox

Dorothy
May 22, 9:00 PM

Jenny Fox takes over Dorothy's underground dance floor for a night of pure Latin heat — salsa, reggaeton, bachata, and everything in between. The subterranean speakeasy transforms into a packed, sweaty, joyful dance party where the rhythm doesn't stop and neither do you. This is the kind of night where you show up ready to move and leave drenched in sweat and feeling alive. Friday, May 22nd at 9pm.

Friday Night Dance Party

Friday Night Dance Party

Sidetrack
May 22, 9:00 PM

Sidetrack's Friday night is the rooftop's moment to shine — the dance floor gets packed, the energy builds fast, and the DJ keeps it moving until 2am. Early evening rooftop access means you can settle in before the night really takes off. This is where the week ends and the weekend officially begins.

Magical Kingdom Drag Brunch

Magical Kingdom Drag Brunch

Kit Kat Club
May 23, 11:00 AM

Saturday and Sunday mornings at Kit Kat Club belong to the Magical Kingdom — drag performances, elevated brunch by Chef Chelsea Poe, and a room that knows how to celebrate. Two seatings (11am and 1:30pm) mean there's a spot for everyone who wants to start their weekend right.

Doggy Days

Doggy Days

The SoFo Tap
May 23, 12:00 PM

Saturday afternoons at SoFo Tap built for pups and their people. Cheap drinks all day—$4 Old Style, PBR & Hamm's tallboys, $5 Fireball, Jägermeister & Malört shots—plus half-off all draft beers. Free dog treats, a dog-friendly patio, and a crowd that actually knows how to have a good time. Noon to 3pm, every Saturday.

IML Day Party

IML Day Party

Jackhammer
May 23, 2:00 PM

The International Mr. Leather weekend kicks off with Jackhammer's day party — a celebration of leather culture, community, and self-expression. This is where the energy builds before the main events, with a packed dance floor, good drinks, and a crowd that knows how to have a good time. Whether you're a leather enthusiast or just here for the party, you'll find your people.

Saturday Afternoon at Jackhammer

Saturday Afternoon at Jackhammer

Jackhammer
May 23, 2:00 PM

A laid-back Saturday afternoon gathering at Chicago's beloved Rogers Park leather bar. Pool, darts, drinks, and good company in a welcoming space that's been a neighborhood fixture for over two decades. Perfect for connecting with the community or just settling in for an easy afternoon.

Group Therapy

Group Therapy

Meeting House Tavern
May 23, 2:00 PM

Saturday afternoon at Meeting House Tavern where chosen family gathers to actually talk about the stuff that matters — mental health, life, what's weighing on you. It's part support group, part community hangout, with the kind of honest conversation that happens when you're surrounded by people who genuinely get it. No judgment, no pretense, just a room full of folks checking in on each other over drinks and good company.

Gooniversity Chicago Saturday

Gooniversity Chicago Saturday

Jackhammer
May 23, 3:00 PM

The largest gooner gathering of the year lands at Jackhammer for IML Weekend. Big Dick Clark brings his popular GOONIVERSITY podcast to life with a special pre-party taping at 2pm, followed by an immersive bate den experience from 3-7pm featuring wall-to-wall hypno visuals, live gooner demos, and a space designed for you to let go and sink deep into the goon headspace. Fetish gear encouraged.

Daddy Disco Party

Daddy Disco Party

Sidetrack
May 23, 4:00 PM

Sidetrack's Daddy Disco Party brings together the community for an afternoon-into-evening celebration of disco beats, good vibes, and the bears and daddies who make the scene. Four hours of dancing, drinks, and the kind of crowd that knows how to have a genuinely good time on a Saturday.

IML Saturday at Jackhammer

IML Saturday at Jackhammer

Jackhammer
May 23, 9:00 PM

Join the celebration at Jackhammer, Chicago's iconic leather bar, for IML Saturday night. This is your chance to experience the vibrant energy of one of Rogers Park's most welcoming LGBTQ+ venues, featuring a full dance floor, craft cocktails, and the community spirit that has made Jackhammer a beloved neighborhood institution for over two decades.

Saturday May 23rd

Saturday May 23rd

Jackhammer
May 23, 9:00 PM

Head to Jackhammer for PRIME, a raw and untamed dance party that's part of the legendary IML 2026 Weekend celebration. With top-tier DJs like Doggpound, Ryan Gorey, and Boost spinning all night, you'll be dancing from 9 PM until sunrise in a space that's been a judgment-free home for Chicago's leather and alternative communities for over two decades. Whether you're hitting the dance floor, catching up at the bar, or hanging on the outdoor patio, this is the kind of night where you can be exactly who you are and celebrate with your people.

IML Night

IML Night

Jackhammer
May 23, 9:00 PM

Jackhammer celebrates International Mr. Leather with a night of leather community pride and celebration. This is the moment the leather world comes together — expect a packed bar, high energy, and the kind of crowd that knows how to honor the culture. Whether you're a longtime leather enthusiast or curious about the scene, there's a place for you here.

IML Sleaze Haus Backroom Party

IML Sleaze Haus Backroom Party

Cell Block Chicago
May 23, 9:00 PM

Cell Block's legendary backroom gets properly rowdy for IML weekend — a $10 cover gets you into one of the city's most unapologetically hot spaces, with a full front bar starting at noon and the backroom opening at 8 p.m. Gear check opens at 9 p.m. This is where the energy gets real.

Pop'd

Pop'd

Meeting House Tavern
May 23, 9:00 PM

A Saturday night dance party at Meeting House Tavern where the dance floor gets packed and the energy stays high. DJ-driven beats, craft cocktails, and a crowd that knows how to have a good time — exactly what a neighborhood bar should do well.

Saturday Night Dance Party

Saturday Night Dance Party

Sidetrack
May 23, 9:00 PM

Sidetrack's Saturday night is where the dance floor takes over—six hours of pure energy from 9pm to 3am, with the kind of crowd that knows how to move and a sound system that won't quit. This is the weekend reset the city's been waiting for.

DILF IML Leather Daddy

DILF IML Leather Daddy

The SoFo Tap
May 23, 9:00 PM

Head to The SoFo Tap in Andersonville for DILF—a Saturday night celebration for men over 35 and those who appreciate them, with DJ Moose keeping the energy up. This welcoming bear bar spot is all about good vibes, great drinks, and connecting with your community in a space that actually gets it. Whether you're settling in at the bar or catching the action on the patio, you'll find exactly the kind of night you're looking for.

Special Event

Special Event

Jackhammer
May 23, 9:00 PM

Saturday event

Saturday Night at Jackhammer

Saturday Night at Jackhammer

Jackhammer
May 23, 9:00 PM

Saturday nights at Jackhammer are what the neighborhood looks forward to — a welcoming mix of regulars and newcomers on the dance floor, strong drinks, and the kind of energy that keeps this Rogers Park institution thriving after two decades. Whether you're there for the music, the people, or just a solid night out in a judgment-free space, it's the kind of place where you can be exactly who you are.

IML Weekend Event

IML Weekend Event

Jackhammer
May 23, 9:00 PM

Join us Saturday, May 23rd at 9:00 PM for an unforgettable night at Jackhammer, Chicago's iconic LGBTQ+ bar in Rogers Park. This legendary venue—a judgment-free sanctuary celebrating leather, denim, rubber, and alternative lifestyles for over 20 years—welcomes everyone to express themselves authentically while enjoying great drinks, dancing, pool, darts, and vibrant entertainment. Whether you're looking to connect with the community, dance the night away on the spacious floor, or relax on the outdoor patio, Jackhammer offers the perfect blend of comfort, inclusivity, and good times. Come celebrate with us and experience why this beloved neighborhood institution has been a cornerstone of Chicago's LGBTQ+ scene for two decades.

Primal IML

Primal IML

Jackhammer
May 23, 9:00 PM

Primal IML is your chance to dive into Chicago's leather and alternative scene at one of the city's most welcoming institutions—Jackhammer has been a judgment-free home for self-expression for over two decades. This Saturday night, you'll find yourself surrounded by folks celebrating leather, denim, rubber, and everything in between, with plenty of space to dance, connect, and just be yourself on the dance floor or out on the patio. Whether you're a seasoned leather enthusiast or just curious about the community, Primal IML brings together people who get it, in a place that's been earning trust and loyalty since day one.

IML Sunday

IML Sunday

Jackhammer
May 24, 12:00 PM

Join the community at Jackhammer for IML Sunday, a welcoming celebration during International Mr. Leather weekend. This judgment-free gathering welcomes all members of the LGBTQ+ community to enjoy drinks, games, and good company in a comfortable, modern space that has served Chicago's leather and alternative lifestyle communities for over 20 years.

Belly Up Afternoon IML

Belly Up Afternoon IML

Jackhammer
May 24, 12:00 PM

Kick off your Sunday at Belly Up Afternoon IML, where Jackhammer's legendary Rogers Park spot transforms into the perfect daytime hangout during International Mr. Leather weekend. You'll find a welcoming crowd ready to celebrate leather culture, alternative style, and pure community vibes—whether you're into the scene or just curious about what makes IML special. With pool, darts, a dance floor, and that judgment-free energy Jackhammer's known for, it's the ideal spot to connect with folks, grab a drink special, and soak in the weekend's electric atmosphere.

Sunday Funday

Sunday Funday

The SoFo Tap
May 24, 12:00 PM

Free hot dogs, cold drinks, and an easy Sunday afternoon at SoFo Tap. This is the kind of low-key hang that keeps you coming back—no fuss, just good food and good company from noon to 3pm every week.

Sunday Afternoon at Jackhammer

Sunday Afternoon at Jackhammer

Jackhammer
May 24, 12:00 PM

A laid-back Sunday afternoon gathering at Jackhammer, Chicago's welcoming LGBTQ+ bar in Rogers Park. Grab a drink, shoot some pool, hang with friends, and enjoy the relaxed vibe that's made this neighborhood institution a community favorite for over 20 years.

Beefy Afternoon at Jackhammer

Beefy Afternoon at Jackhammer

Jackhammer
May 24, 12:00 PM

Get ready to heat up your Sunday at Jackhammer's Beefy Afternoon, where Chicago's leather and alternative community gathers for a daytime celebration of self-expression and good times. With an all-star lineup of DJs spinning throughout the afternoon, you'll have the perfect soundtrack to enjoy pool, darts, and dancing on the spacious dance floor or outdoor patio. Whether you're looking to connect with friends, enjoy daily drink specials, or simply be yourself in a judgment-free zone that's been welcoming the community for over 20 years, this is the Sunday vibe you've been waiting for. Come as you are and celebrate what makes you authentically you.

Sunday May 24th

Sunday May 24th

Jackhammer
May 24, 12:00 PM

Head to Jackhammer on Sunday afternoon for a legendary Belly-Up event featuring an incredible lineup of DJs—Tracy McKenzie, Suzi Sudoku, Jesse Mercado, and Tim Arnold—spinning tracks from noon to 8pm. This is your chance to dance, connect, and celebrate with Chicago's vibrant leather and alternative community in a space that's been a judgment-free zone for over 20 years. Grab a drink at daily specials, shoot some pool, hit the dance floor, or chill on the outdoor patio—however you want to spend your Sunday, Jackhammer's got you covered.

Kwizmaster

Kwizmaster

Meeting House Tavern
May 24, 2:30 PM

Sunday afternoon trivia at Meeting House Tavern — the kind of low-pressure, high-fun gathering that's become a neighborhood staple. Bring a team, test your knowledge, and enjoy the company of people who actually know how to have a good time without taking themselves too seriously.

IML Sunday Bunday Disco Sweat

IML Sunday Bunday Disco Sweat

Cell Block Chicago
May 24, 3:00 PM

Sunday Bunday is the backroom tradition that defines Chicago's leather and kink scene — a full day and night of dancing, cruising, and unapologetic fun that's become a rite of passage for LGBTQ+ folks in the city. The front bar opens at noon, backroom at 3pm. Disco, sweat, and the kind of energy that only happens when a community shows up to celebrate itself.

Sunday Funday Show Tunes

Sunday Funday Show Tunes

Sidetrack
May 24, 3:00 PM

Sidetrack's Sunday institution splits the day into two distinct vibes: spend the afternoon and early evening in the Main, Cherry, and North bars singing along to show tunes with the crowd that actually knows every word, then transition into Sunday Funday After Dark at 9pm when the energy shifts to party music across the Glass, Side, Back, and Deck bars. It's the kind of all-day event that works whether you're looking for Broadway nostalgia or a proper dance floor.

Poker in the Bottom

Poker in the Bottom

Meeting House Tavern
May 24, 7:00 PM

Sunday night poker at Meeting House Tavern — a regular gathering for players of all skill levels. Low-key, social, and a great reason to show up for cards, drinks, and the kind of crowd that actually knows how to have a good time.

Sunday May 24th

Sunday May 24th

Jackhammer
May 24, 9:00 PM

Head to Jackhammer for Leather Slut, a bi/pan-focused kinky techno rave that brings Berlin's underground energy straight to Rogers Park. This is your chance to dance, express yourself freely, and connect with a community that celebrates leather, alternative style, and unapologetic sexuality in a judgment-free space. From 9 PM to 4 AM, you'll experience pulsing techno beats, a packed dance floor, and the kind of inclusive vibe that's made Jackhammer a Chicago institution for over 20 years.

Bearaoke IML with Rhett Butlah

Bearaoke IML with Rhett Butlah

The SoFo Tap
May 24, 9:00 PM

Grab your friends and get ready to belt out your favorite tunes at Bearaoke IML, hosted by the charismatic Rhett Butlah at The SoFo Tap in Andersonville. This is your chance to shine on the mic in a fun, welcoming space where bears and their admirers come together to celebrate—whether you're belting out power ballads or having a laugh with your crew. With craft beers, creative cocktails, and a patio vibe, it's the perfect Sunday night to let loose and connect with your community.

Xtasy Leather Slut

Xtasy Leather Slut

Jackhammer
May 24, 9:00 PM

Come celebrate unapologetically at Xtasy Leather Slut, where Jackhammer's legendary Sunday night energy brings together folks who love leather, attitude, and good times without judgment. This is your space to express yourself freely—whether you're into the scene or just curious—surrounded by a welcoming community that's been thriving in Rogers Park for over two decades. Expect a packed dance floor, killer vibes, and a crowd that knows how to have fun, all in a judgment-free zone that actually means it.

Vespertine Takes Over The Hole

Vespertine Takes Over The Hole

Jackhammer
May 25, 1:00 PM

Memorial Day afternoon takeover of Jackhammer's legendary subterranean space by Vespertine Chicago, a queer women's, trans, and non-binary community focused on education and exploration in fetish and BDSM. Interactive hands-on learning, safe scene play, and a strict fetish dress code (leather, PVC, uniforms, goth, rope, neoprene — no latex). Toy bags welcome, complimentary bag check available. 21+ with valid ID required. $30 advance tickets only.

Patio Beef IML Memorial Day Cookout

Patio Beef IML Memorial Day Cookout

The SoFo Tap
May 25, 2:00 PM

Head to The SoFo Tap's patio on Memorial Day for a laid-back cookout that's all about good food, good people, and no cover charge. You'll find perfectly grilled beef, a welcoming crowd of bears and friends, and plenty of cold drinks to enjoy in the Andersonville sunshine—plus your furry friends are welcome too. It's the kind of casual, community-focused afternoon that makes this neighborhood bar such a gem, so grab your crew and come hungry.

IML XXXTRA! Monday Bunday + Late Night Lights Out Party

IML XXXTRA! Monday Bunday + Late Night Lights Out Party

Cell Block Chicago
May 25, 3:00 PM

IML isn't over until Cell Block says it is. The backroom opens early at 3pm for an all-day cruising marathon—front bar kicks off at noon with no cover charge. Gear check, coat check, and a packed backroom ready for a very special Monday. This is the extended victory lap of International Mr. Leather weekend.