The Ultimate LGBTQ Chicago Bucket List

The gay-friendly restaurants, clubs, museums and more your LGBTQ group needs to see in Chicago.

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Build out your group's ultimate LGBTQ itinerary with this list of must-see things to do, see, eat and drink around Chicago. Of course there are many more (as a stroll down N. Halsted in Boystown will quickly show), but start with these classics and gay travel essentials while in Chicago.



Kit Kat Lounge Chicago

  • Dish over swanky small plates from Alinea alum Ashlee Aubin at Wood
  • Toast vegan milkshakes at the retro-fab Chicago Diner, "meat-free-since-'83"
  • Cozy up for dinner and a drag show at Kit Kat Lounge & Supper Club
  • Nibble one of the best low-key pizzas in Chicago at Ceres' Table
  • Try the two-hander house burger at DryHop Brewers with a growler for the table


  • Sing along to show tunes at Sidetrack on Musical Mondays
  • Bust your best moves during music video parties at The Call
  • Feel the pulsing beat into the wee hours at Hydrate (open 'til 4 a.m.)
  • Knock back a beer and watch the game at Crew Bar & Grill, Chicago's premier LGBTQ sports bar
  • Belt out your best Britney and Barbra at Roscoe's Tavern karaoke


About Face Theatre Chicago 


  • Spend an entire day — and night — wandering North Halsted Street in Boystown
  • Stroll Clark Street's female-focused boutiques like Presence and Nabi
  • Delve into the archives at Gerber/Hart Library, the Midwest's largest LGBTQ circulating library 
  • Visit the Center On Halsted for mind-opening community events
  • Browse titillating collections devoted to fetishism and alt-sexual practices at the Leather Archives & Museum


Chicago Pride Parade 

Chicago Diner
3411 N. Halsted St.
Chicago, IL 60657
(773) 935-6696
Wood Restaurant
3335 N. Halsted St.
Chicago, IL 60657
(773) 935-9663
DryHop Brewers
3155 N. Broadway
Chicago, IL 60657
(773) 857-3155
Rogers Park Business Alliance
1448 W. Morse Ave.
Chicago, IL 60626
(773) 508-5885
Ceres' Table
3124 N. Broadway St.
Chicago, IL 60657
(773) 922-4020
Steep Theatre
1115 W. Berwyn Ave.
Chicago, IL 60640
(773) 649-3186
Featured Partners