Name: 2Bears Tavern
Address: 1140 W Wilson Ave, Chicago, IL 60640, USA
Telephone: (773) 672-4900
Rating: 4.1

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2Bears Tavern is a bar in Chicago. Located at 1140 W Wilson Ave, Chicago, IL 60640, USA.

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2Bears Tavern Uptown

First & Third Friday Karaoke

Sing your heart out every Monday night at 2Bears Tavern Uptown.

Monday Night Karaoke

Join us every Monday for a fun and challenging trivia night at 2Bears Tavern Uptown.

Weekly Monday Night Trivia

Play poker and enjoy a night of friendly competition every Tuesday at 2Bears Tavern Uptown.

Tuesday Poker Night

Dance the night away with our Thursday DJ sessions at 2Bears Tavern Uptown.

Thursday Night DJ Party

Poker night event hosted by Taylor Grimes, open to all skill levels, no gambling involved, just fun. Win prizes!

Texas Hold'em Poker in The Rear

Taylor Grimes

Uptown's late night singsation featuring Tyler Meyer, Andrew, and Tyler Hall. Every Monday night from 12AM to 3:30AM at 2 Bears Tavern Uptown.

Serve! Voice Edition

Weekly queer trivia game hosted by Pup Figaro at 2 Bears Tavern, every Monday from 7:30 PM to 9:30 PM.

SQUABBLE: A GAME OF QUEERIES

Pup Figaro

Enjoy an entertaining drag performance every Friday starting at 7 PM at 2Bears Tavern Uptown.

Friday Night Drag Show

Join us for game nights featuring hosts Deanie and Ruff. Every 1st and 3rd Friday from 11 PM to 1:30 AM.

Game Night at 2 Bears Tavern

Deanie and Ruff

2Bears Tavern is a welcoming bar in Chicago that offers a friendly atmosphere and attentive bartenders, with patrons praising the drinks and overall vibe. However, some reviews mention inconsistencies in service, particularly regarding game setups and drink options. While many enjoy the lively environment and community feel, others feel the bar has declined in quality compared to nearby options.

Chicago's LGBTQ+ community is centered around Boystown (now officially called Northalsted), the first officially recognized gay village in the United States. The area features iconic venues like Sidetrack, Roscoe's Tavern, and The Closet. The city also has vibrant queer scenes in Andersonville, Lakeview, and the South Loop. Chicago Pride is one of the largest Pride celebrations globally, and the city hosts numerous LGBTQ+ events including Market Days and the Chicago International Film Festival's LGBTQ+ programming. The city's diverse queer community spans multiple neighborhoods and includes strong representation across all identities.

2Bears Tavern

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January 2026