Fundraiser - PRIDEChicago

New Year’s Eve with the Legacy Project

December 31 2025 @ 7:00 pm - 2:00 am

Join The Legacy Project for a spectacular New Year’s Eve 2026 Celebration at Sidetrack. A portion of the proceeds benefit the award-winning Legacy Project’s ongoing work to expand Illinois’s new LGBTQ-Inclusive Curriculum Public School Curriculum. Tickets include Party Favors, light bites from J&L Catering from 7-9pm, Sidetrack’s Chicago Drag Showcase from 8-10pm, and a Champagne Toast…

Santa Speedo Run 2025

December 6 @ 12:00 pm - 4:00 pm

Since 2011, hundreds of participants have spent a December day running through the heart of Lakeview, Chicago, clad in nothing more than Santa hats, speedos and other holiday attire. The run supports Center on Halsted, the Midwest’s most comprehensive community center dedicated to advancing community and securing the health and well-being of LGBTQ people across Chicagoland. Last…

Holly Dolly Christmas with the Chicago Gay Men’s Chorus

December 5 @ 8:00 pm - 10:00 pm

Have a holly Dolly holiday with CGMC! Over 200 performers will light up the stage with rhinestones, twang, and high-energy dancing in a dazzling tribute to Dolly Parton.

Network for Equality — Equality Illinois

October 21 @ 5:00 pm - 7:00 pm

Network for Equality—the premier LGBTQ+ networking event from Equality Illinois—takes place Tuesday, October 21, 2025.

Chicago House 40th Anniversary VIP Cocktail Party

October 18 @ 7:00 pm - 11:30 pm

Chicago House will mark 40 years of impact with an anniversary celebration recognizing its housing programs and connections to care for people affected by HIV/AIDS.

ALMA Chicago — 4th Annual Community Reception

October 16 @ 6:00 pm - 9:00 pm

Celebrate connection, progress, and 36 years of advocacy at ALMA Chicago’s 4th Annual Community Reception—with food, drinks, and inspiring conversation.

Howard Brown: Work It, Girl

October 11 @ 6:00 pm - 11:00 pm

Howard Brown Health’s bold, Vegas-style drag revue WIG returns—reimagining the beloved Who’s That Girl fundraiser with a journey through five decades of queer resilience, joy, and advocacy.