dog-friendly · Chicago

Neighborhood Night

Name: Neighborhood Night
Start: 2026-11-05T17:00:00-06:00
Location: 2Bears Tavern Uptown

2Bears Tavern Uptown

1140 West Wilson Avenue, Chicago, IL 60640

directions(773) 672-4900website

Coming up

Thu, Nov 5 · 5:00 PM

Thursday, November 5, 2026

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About

Neighborhood Night at 2Bears Tavern Uptown is a late-night LGBTQIA+ bar night in Chicago's Uptown, steps from the Wilson CTA station. Pull up a stool, grab a classic cocktail or a cold brew, and bring your pup along, since this tavern is dog-friendly. Starts at 5:00 PM and runs until 4:00 AM the next morning, so you can settle in for the long haul.

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More Events at 2Bears Tavern Uptown

Showing 6 upcoming events

Trivia

Are You Smarter Than a Drag Queen?

Friday, November 6th, 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 9th, 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 10th, 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.

Game Night

Queers Gambit Chess Night

Wednesday, November 11th, 2026

7:00 PM

Queers Gambit Chess Night is a relaxed Wednesday game night at 2Bears Tavern Uptown in Chicago's Uptown neighborhood, starting at 7:00 PM and wrapping up around 8:30 PM. Bring your best opening moves or just come to watch and enjoy a drink, since the tavern's drink specials and classic cocktails are right there. It's an easy, low-pressure way to meet other players in a friendly bar setting.

Neighborhood Bar

Neighborhood Night

Thursday, November 12th, 2026

5:00 PM

Neighborhood Night at 2Bears Tavern Uptown is a late-night LGBTQIA+ bar night in Chicago's Uptown, a few steps from the Wilson CTA station. Grab a seat, play some pinball or darts, and settle into the easy, dog-friendly vibe you'll find at this neighborhood tavern. It kicks off at 5pm and runs until 4am, with everyday drink specials and plenty of free entertainment to keep the night rolling.

Trivia

Are You Smarter Than a Drag Queen?

Friday, November 13th, 2026

7:00 PM

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Cocktails

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6:00 PM

Kit Kat Club

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Support Groups

YA Support Group (Ages 16 39)

Thursday, November 5th, 2026

6:00 PM

LGBTQ+ Center Lake County

A peer-led support group for queer young adults ages 16-39. This is a space to connect with others navigating identity, relationships, coming out, and the challenges of being young and queer. Whether you're just starting to explore your identity or looking for community with people who get it, this group welcomes you.

Cabaret

Thursday, November 5th, 2026

6:00 PM

Kit Kat Club

Showtunes, but make it Tuesday (and Wednesday, and Thursday) - a weekly live cabaret at Kit Kat Club, with drag shows, live performances and a piano bar soundtrack of showtunes. Your midweek finally has a plot twist. Cocktails and food are on hand, there's a dress code, so bring your best, and the nightclub energy means a dance party is never far off.

Performance Venue

You Are Here Presents: Fear

Thursday, November 5th, 2026

7:00 PM

Dorothy

You Are Here is a vibey, nostalgic, multidimensional show at Dorothy in Chicago's West Town, where colorful characters wrestle with everyday challenges. It's a night built on character and mood, so settle in, get lost in the story, and let it pull you along. It starts at 7:00 PM on Thursday, November 5th.

board-games

Open Board Game Night

Thursday, November 5th, 2026

7:30 PM

LGBTQ+ Center Lake County

Thursday nights at the center are for board games, good company, and no pressure to be anywhere else. Whether you're a strategy game veteran or just looking for a casual hangout with people who get it, this is the spot. Bring a game, learn something new, or just show up and see what everyone's playing.

Video Bar

Pink Pony Club Chappell Charli Sabrina & Kesha

Thursday, November 5th, 2026

9:00 PM

Sidetrack

The first Thursday of every month belongs to the Pop Brats at Sidetrack's Pink Pony Club. Dance and sing-along to Chappell Roan, Charli XCX, Sabrina Carpenter, and Kesha with a crowd that knows every word. It's the kind of night that reminds you why video bars do community better than anyone.