Chicago’s Soul: The Words and Music of Gwendolyn Brooks and Curtis Mayfield @Garfield Sep 13 Chicago’s Soul: The Words and Music of Gwendolyn Brooks and Curtis Mayfield @Garfield 5:00 pm Free
ChiPride Volunteering + Friends of the Forest – LaBagh Woods Sep 14 ChiPride Volunteering + Friends of the Forest – LaBagh Woods 9:00 am Free
American Prophets: James Baldwin & Queer Spirituality Sep 16 American Prophets: James Baldwin & Queer Spirituality 6:00 pm $10.38
Banff Centre Mountain Film Festival World Tour Sep 18 Banff Centre Mountain Film Festival World Tour 6:00 pm $30
Reeling: The Chicago LGBTQ+ International Film Festival 2025 Sep 19 Reeling: The Chicago LGBTQ+ International Film Festival 2025 September 19, 2025 - September 28, 2025
Navy Pier: Chicago Live! in 2025 Sep 20 Navy Pier: Chicago Live! in 2025 September 20, 2025 - September 21, 2025 Free
Unboxing Queer History LIVE AGAIN! The Gerber/Hart Fall Benefit Sep 20 Unboxing Queer History LIVE AGAIN! The Gerber/Hart Fall Benefit 7:00 pm $100 – $550
Patio Take Over with Midnight Iris at Rookies Sep 20 Patio Take Over with Midnight Iris at Rookies 7:00 pm Free
Lesbian Social Club: All White Yacht Party Sep 21 Lesbian Social Club: All White Yacht Party 12:30 pm
Music Box Theater: To Wong Foo, Thanks For Everything! Julie Newmar Sep 21 Music Box Theater: To Wong Foo, Thanks For Everything! Julie Newmar 7:00 pm $12 – $50
Unboxing Queer History at the Music Box Lounge Sep 22 Unboxing Queer History at the Music Box Lounge 7:00 pm Free
Windy City Times @40: Celebration at Sidetrack Sep 25 Windy City Times @40: Celebration at Sidetrack 6:00 pm $48 – $166
The Boy Kingdom / El reino de los varones by Achy Obejas Sep 26 The Boy Kingdom / El reino de los varones by Achy Obejas 7:00 pm Free
ChiPride Volunteering + Cornerstone Community Outreach Sep 27 ChiPride Volunteering + Cornerstone Community Outreach 10:00 am Free
Chicago Gay Men’s Chorus: Swiftie Cabaret Sep 27 Chicago Gay Men’s Chorus: Swiftie Cabaret 9:00 pm $30 – $75
LGBT Chamber of Commerce Illinois: Networking Happy Hour Oct 1 LGBT Chamber of Commerce Illinois: Networking Happy Hour 6:00 pm Free