Local Hangout · Chicago

Neighborhood Night

Name: Neighborhood Night
Start: 2026-12-03T17:00:00-06:00
Location: 2Bears Tavern Uptown

2Bears Tavern Uptown

1140 West Wilson Avenue, Chicago, IL 60640

directions(773) 672-4900website

Coming up

Thu, Dec 3 · 5:00 PM

Thursday, December 3, 2026

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About

Neighborhood Night at 2Bears Tavern Uptown in Chicago's Uptown is a late-night LGBTQIA+ hangout steps from the Wilson CTA station. Expect free pinball, darts and Nintendo Switch gaming, plus everyday drink specials you can enjoy with your dog in tow.

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More Events at 2Bears Tavern Uptown

Showing 6 upcoming events

Trivia

Are You Smarter Than a Drag Queen?

Friday, November 13th, 2026

7:00 PM

High-energy drag trivia night hosted by Tia Pet at 2Bears Tavern Uptown. The questions are tricky, the host is shady, and the room is completely out of control—in the best way. Gather your team and test your wits over three hours of comedy, competition, and chaos. Free to play, no cover, drinks flowing, and the perfect way to kick off a Friday night at this neighborhood bar. Every Friday from 7pm to 10pm.

Karaoke

Serve! Vocal Edition Karaoke

Monday, November 16th, 2026

11:00 PM

Late-night karaoke for pop stars, divas, and anyone ready to take the stage and make it theirs. Every Monday from midnight to 3:30am at 2Bears Tavern Uptown, hosted by Tyler Hall, Tyler Meyer, and Andrew. Free, 21+, and packed with people who actually know how to have a good time on the mic—just show up and claim your moment.

Free

Poker in the Rear

Tuesday, November 17th, 2026

7:30 PM

Free Texas Hold'em every Tuesday night at 2Bears Tavern Uptown. Beginner-friendly and no experience needed—just show up, learn the game, and vie for prizes with a welcoming crowd of regulars and newcomers. Hosted by Taylor Grimes, it's a low-key weekly game night that keeps people coming back. First come, first served, so grab a seat, play some cards, and stick around for drinks.

Neighborhood Bar

Neighborhood Night

Thursday, November 19th, 2026

5:00 PM

Neighborhood Night at 2Bears Tavern Uptown is a late-night LGBTQIA+ night in Chicago's Uptown, steps from the Wilson CTA station. Expect the usual neighborhood-bar ease: pinball, darts, Nintendo Switch and a crowd that's happy to pull up a stool. Doors open at 5pm, so come early for a relaxed start.

Trivia

Are You Smarter Than a Drag Queen?

Friday, November 20th, 2026

7:00 PM

Karaoke

Serve! Vocal Edition Karaoke

Monday, November 23rd, 2026

11:00 PM

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Karaoke

Karaoke Cabaret

Thursday, November 12th, 2026

9:00 PM

Meeting House Tavern

Grab the mic and own the room every Thursday night at Meeting House Tavern's Karaoke Cabaret. Hosted by Bradley K8 Olsen with music powered by Creaoke Karaoke, this high-energy late-night singalong welcomes everyone — seasoned divas and first-timers alike. Expect big vocals, crowd favorites, cocktails, and a genuinely supportive room full of unapologetic queer nightlife energy. It's the kind of low-pressure, high-fun night that keeps people coming back week after week.

Latin Nights

Let's Go! Latin Thursday

Thursday, November 12th, 2026

9:00 PM

Sidetrack

Sidetrack's weekly Thursday night party takes over the Main, Cherry, and North Bars with high-energy Latin beats, DJ-driven dance floors, and a crowd that knows how to move. Expect a packed dance floor, strong drinks, and great vibes — the go-to Thursday escape for anyone who wants to dance to Latin rhythms without the pretense. Occasional themed editions swap in pop music videos and special guest hosts.

Late Night

Sativa's Hot Boxxx

Thursday, November 12th, 2026

11:00 PM

Hydrate Nightclub

Sativa's Hot Boxxx is a late-night drag show at Hydrate in Chicago's Boystown, where Sativa Diamond hosts Kara Mel D'Ville, Howdy Rowan and Judith Priest for an hour-and-change of camp and high-energy fun. It's on Thursday, November 12, from 11 PM to 1 AM, and there's no cover, so you can roll in without the door math. Grab the $12 TT Baby drink special and get settled in for a night you won't see coming.

rooftop

T.g.i.f. Show Tunes

Friday, November 13th, 2026

4:00 PM

Sidetrack

Kick off your weekend at Sidetrack's legendary Friday show tunes sing-along! Every other Friday, the rooftop and video bar come alive with a crowd that knows every word to their favorite Broadway classics and pop standards. Grab a drink, catch the sunset, and get ready to belt out the hits with fellow show tune lovers in the kind of communal, joyful singing that makes this Chicago tradition legendary.

Drag Shows

Oops We Did It Again: Y2K Drag Dinner

Friday, November 13th, 2026

Times on venue site

Kit Kat Club

Oops We Did It Again is a Y2K-themed drag dinner at Kit Kat Club, Chicago's original drag show lounge in Lakeview on Halsted Street. Pull out your frosted tips and butterfly clips, settle in for an elevated dinner by Chef Chelsea Poe, and watch the Kit Kat Divas take the velvet stage. It kicks off Friday, November 13 at 7pm, so you'll want to book a table early.

Happy Hour

Queer Happy Hour @ Nightshade & Dark

Friday, November 13th, 2026

7:00 PM

LGBTQ+ Center Lake County

A Friday night gathering for queer folks to eat, drink, and connect in a genuinely welcoming space. No pretense, no pressure — just good company and a chance to be yourself. 21+.