Uptown Chicago · LGBTQIA+ · Late Night Bar
Where Uptown
Meets Community
Your neighborhood bar at 1140 W. Wilson Ave. — steps from the Wilson CTA Red Line. Open late every night. No cover. No attitude.
NIGHTLY
A Safe Space
for Everyone
2Bears Tavern Uptown is Uptown Chicago's premier late-night LGBTQIA+ bar — a place where every identity is celebrated, every neighbor is welcome, and every night has something worth showing up for.
Located at 1140 W. Wilson Ave., steps from the Wilson CTA Red Line, we're your home base for games, laughs, community events, and drinks that don't break the bank. No dress code. No attitude. Just good people having a great time.
A proud member of the 2Bears Tavern Group — Chicago's family of LGBTQIA+ establishments.
LGBTQIA+ Safe Space
Inclusive, welcoming, zero tolerance for hate.
Games All Night
Pinball, darts, Nintendo Switch & more.
Weekly Events
Free karaoke, trivia, poker & open mic.
Real Value
Daily specials crafted with affordability in mind.
Weekly Programming
Free to attend · 21+ after 10PM · Steps from the Wilson Red Line
Squabble Night
Uptown's queer board game night. Come early, come competitive, come ready to play.
SERVE! Karaoke
Late-night karaoke that hits different. Grab the mic and give the room everything you've got.
Poker Night
Hold 'em, fold 'em — friendly stakes and big laughs. No poker face required.
Beer Belly Open Mic
Your stage. Comedy, spoken word, original music — all voices welcome under one roof.
Are You Smarter Than a Drag Queen?
Trivia hosted by our queens — they will entertain, educate, and absolutely read you.
Switch Party
Nintendo Switch tournament nights. Bring your skills. Leave with bragging rights.
All recurring events are free unless otherwise noted.
Full Event Calendar
Happy Hour
Specials
Friday Kickoff
- $4 New Amsterdam Cocktails
- $5 Chicago Handshakes
Saturday Starter
- ½ Off All Draft Beers
Come to Play
Why just drink when you can play? 2Bears Tavern Uptown is stocked with games to keep your night going — from pinball and darts to full Nintendo Switch setups.
Hungry? Bring your own food or order delivery right to your table. We pair great drinks with great times, zero judgment required.
Your Uptown Chicago Neighborhood Bar
2Bears Tavern Uptown is Uptown Chicago's favorite late-night LGBTQIA+ bar, located at 1140 W. Wilson Ave., Chicago, IL 60640 — just steps from the Wilson CTA Red Line station. Whether you're searching for a gay bar in Uptown, a welcoming late-night spot after a show at the Riviera or Aragon Ballroom, or the best drag trivia and karaoke bar in Chicago — 2Bears Tavern Uptown has you covered.
Open late every night (5AM Saturdays). No cover charge. No dress code. No attitude. Just a neighborhood bar that genuinely loves its community.