GayOut – World Gay Events

LGBTQ+ Events in Chicago

Upcoming gay events, parties and nights out

30 upcoming events Aug 2026 – Mar 2027
When All Today Tomorrow This week This month
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August 2026 September 2026 October 2026 November 2026 December 2026 January 2027 February 2027 March 2027 April 2027 May 2027 June 2027 July 2027
What All Drag 35 Community 24 Party 18 Women / Sapphic 12 Festival 11 Club Night 10
+ 7 more
Live Show 10 Film Screening 8 Comedy 7 Free Entry 6 Pride 5 Fetish 5 Cabaret 2

Monday, Aug 17 Tomorrow

2 events
17 AUG
10:00 AM

Roscoe's Drag Race 2026

Drag Race competition hosted by Kara Mel D’Ville and Ari Gato

Roscoe's
Drag Free Entry
Tickets
17 AUG
7:00 PM

The Drag Swap

Drag
Tickets

Wednesday, Aug 19

2 events
19 AUG
2:00 PM

Slaycation: a travel themed drag show at Dorothy

Dorothy
Drag
Tickets
19 AUG
7:00 PM

House of Couture Thursdays

kitkatchicago.com
Drag
Tickets

Thursday, Aug 20

2 events
20 AUG
4:30 PM

Death at the Drag Show ft Pi

Kit Kat Lounge & Supper Club
Drag
Tickets
20 AUG
7:00 PM

Girl Power Drag Dinner

Drag
Tickets

Friday, Aug 21

4 events
21 AUG
7:00 AM

Roscoe's Drag Brunch

Roscoe's
Drag
Tickets
21 AUG
2:00 PM

ARE YOU SMARTER THAN A DRAG QUEEN?

2Bears Tavern Uptown
Drag Comedy
Tickets
21 AUG
2:00 PM

Werkin Girls Drag Queen Show Chicago - An Unforgettable Drag Show Experience

Workin Girls Drag Show Chicago
Drag
Tickets
21 AUG
3:00 PM

Friday Night Lights

Roscoe's
Drag
Tickets

Saturday, Aug 22

3 events
22 AUG
6:00 AM

Hooked on Latin Bottomless Drag Brunch

Lark
Drag
Tickets
22 AUG
6:00 AM

The Greatest Showman Bottomless Drag Brunch

Kit Kat Club
Drag
Tickets
22 AUG
7:00 PM

Pitch Your Peeps: QUEER Slide Deck Match Making @ Two Hearted Queen

Drag
Tickets

Sunday, Aug 23

1 event
23 AUG
7:00 AM

Saturday Drag Brunch

Brunch with divalicious drag performances and bottomless mimosas

Roscoe's
Drag
Tickets

Wednesday, Aug 26

1 event
26 AUG
4:00 PM

All Things Dua & Ariana

Sidetrack
Drag
Tickets

Thursday, Aug 27

1 event
27 AUG
7:00 PM

Grammy Gold Diva Drag Dinner

Drag
Tickets

Friday, Aug 28

1 event
28 AUG
1:00 PM

Gear Night @ The Museum

Kinksters socialize with music, drinks, snacks; all gear welcome

Gerber/Hart Library
Drag Fetish
Tickets

Saturday, Aug 29

2 events
29 AUG
6:00 AM

It’s Brittney Bitch Bottomless Drag Brunch

Lark
Drag
Tickets
29 AUG
6:00 AM

The Ultimate Sing-along Bottomless Drag Brunch

Kit Kat Club
Drag
Tickets

Sunday, Sep 13

1 event
13 SEP
7:00 AM

Chicago, IL - Drag Brunch @ Punch Bowl Social

Punch Bowl Social Chicago
Drag Community
Tickets

Monday, Sep 14

1 event
14 SEP
6:00 PM

Let's discuss "HARRIET TUBMAN: LIVE IN CONCERT" + dinner and drinks at Wilde

Book discussion and dinner about Harriet Tubman novel by Bob the Drag Queen

708 W Belmont Ave
Drag Live Show
Tickets

Friday, Sep 18

1 event
18 SEP
4:30 PM

Death at the Drag Show

Elixir Lounge
Drag
Tickets

Sunday, Sep 20

1 event
20 SEP
8:00 AM

A Brunch of Drag

Simone's
Drag
Tickets

Wednesday, Sep 30

1 event
30 SEP
8:00 PM

Drag Talk, Tba

Reggies Rock Club
Drag
Tickets

Thursday, Oct 1

1 event
1 OCT
3:00 PM

Drag Night

2Bears Tavern Uptown
Drag
Tickets

Tuesday, Nov 3

1 event
3 NOV
1:00 PM

King of Drag: The Royal Tour

Bottom Lounge
Drag Live Show
Tickets

Wednesday, Nov 25

1 event
25 NOV
6:00 PM

A Drag Queen Christmas

Riviera Theatre - IL
Drag
Tickets

Thursday, Nov 26

1 event
26 NOV
6:00 PM

A Drag Queen Christmas at Riviera Theatre - IL

Riviera Theatre - IL
Drag
Tickets

Sunday, Dec 6

1 event
6 DEC
7:00 PM

The Jinkx & DeLa Holiday Show

The Auditorium
Drag Comedy
Tickets

Saturday, Mar 27, 2027

1 event
27 MAR
8:00 PM

RuPaul's Drag Race Werq The World 2027 Tour

The Chicago Theatre
Drag Live Show
Tickets

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