• Outspoken! LGBTQ+ Storytelling 1/6

    Sidetrack 3349 N Halsted St, Chicago, Illinois

    Don't miss OUTspoken LGBTQ+ Stories, Sidetrack's monthly storytelling event celebrating uniquely personal stories from a cross-section of the LGBTQ+ community. OUTspoken is usually held on the first Tuesday of each month at Sidetrack. Seating in Main/Cherry/North Bars begins at 6pm Stories begin at 7pm Typically there will be 6 storytellers and one intermission.

  • New Year’s Eve with the Legacy Project

    Sidetrack 3349 N Halsted St, Chicago, Illinois

    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…

    $50 – $55
  • Santa Speedo Run 2025

    Sidetrack 3349 N Halsted St, Chicago, Illinois

    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…

  • OUTspoken! LGBTQ+ Storytelling at Sidetrack

    Sidetrack 3349 N Halsted St, Chicago, Illinois

    Outspoken and Sidetrack present OUTspoken LGBTQ+ Stories, a monthly storytelling event that celebrates uniquely personal stories from across the LGBTQ+ community. Seating in Main/Cherry/North Bars begins at 6pm Stories begin at 7pm This month's storytellers are: Allison Mitch, Jackson McKenzie, Alissa Castañeda, Christopher Bigelow, Elizabeth Gomez and Lou Dangelo.

  • Legacy Walk Dedication: Henry Gerber Plaque

    Sidetrack 3349 N Halsted St, Chicago, Illinois

    The Legacy Project will induct Chicago LGBTQ+ icon and activist Henry Gerber—founder of the Society for Human Rights, the first LGBTQ+ rights organization in the U.S.—into the Legacy Walk outdoor museum on Halsted Street.

    $25
  • Purple Tie Affair – Supporting E3 Radio

    Sidetrack 3349 N Halsted St, Chicago, Illinois

    The Purple Tie Affair is an annual benefit that raises visibility and support for E3 Radio, while also giving back to a Chicago-based nonprofit that strengthens our community.

    $70