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GOPRIDE

GoPride Chicago calendar

October 2025 events

Browse Chicago LGBTQIA+ events throughout October 2025.

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October 2025

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Events this month

1–24 of 57

  1. Past event

    Nerd Bear Trivia

    Wednesday, October 1, 2025 at 8:00 pm to 10:00 pm
    The Sofo Tap, Chicago

    Nerd Bear Trivia every Wednesday night

  2. Past event

    Lip Service

    Wednesday, October 1, 2025 at 9:00 pm
    Jackhammer, Chicago

    Lip Service is Chicago’s kinkiest karaoke night—where lyrics meet leather , rhythm meets rubber , and singing meets spandex . Whether you're belting ballads , screaming metal , or serving…

  3. Past event

    TGIF Showtunes

    Friday, October 3, 2025 at 3:00 pm to 7:00 pm
    Sidetrack, Chicago

    Start your weekend with Show Tunes! Doors open at 3pm every Friday. Sing along to Sidetrack's Famous Show Tunes from 3-7pm then stay for Chicago's RuPaul's Drag Race All Stars Viewing Party…

  5. Past event

    The Kennel

    Friday, October 3, 2025 at 9:00 pm
    Jackhammer, Chicago

    A leash and lust night for pets and their handlers.

  6. Past event

    Doggy Days

    Saturday, October 4, 2025 at 12:00 pm to 3:00 pm
    The Sofo Tap, Chicago

    Every Saturday from 12-3 pm.

  7. Past event

    Dog Day Afternoon

    Saturday, October 4, 2025 at 1:00 pm to 5:00 pm
    Sidetrack, Chicago

    Get Sidetrack'd the 1st Saturday of each month for our playdate with your pup from 1-5pm. Bonus for the pups, weather permitting they love being outside on our multi-level Rooftop Deck!…

  8. Past event

    DILF

    Saturday, October 4, 2025 at 9:00 pm
    The Sofo Tap, Chicago

    For men over 35 and the men who want them.

  9. Past event

    Sunday Funday

    Sunday, October 5, 2025 at 12:00 pm
    Sidetrack, Chicago

    Showtunes 4-9 pm. Party music in back and deck bars all day.

  10. Past event

    Bear Beep Blast

    Sunday, October 5, 2025 at 12:00 pm to 3:00 pm
    The Sofo Tap, Chicago

    Every Sunday from 12-3 pm.

  12. Past event

    Bearaoke

    Sunday, October 5, 2025 at 9:00 pm
    The Sofo Tap, Chicago

    Hosted by Rhett Butlah

  13. Past event

    Musical Mondays

    Monday, October 6, 2025 at 8:00 pm
    Sidetrack, Chicago

    Sing along at Showtunes every Monday from 8 pm - 2 am.

  14. Past event

    Outspoken! LGBTQ+ Storytelling

    Tuesday, October 7, 2025 at 7:00 pm to 9:00 pm
    Sidetrack, Chicago

    Join us for OUTspoken LGBTQ+ Stories, our monthly storytelling event celebrating uniquely personal stories from a cross-section of the Chicago LGBTQ+ community. OUTspoken is normally held…

  15. Past event

    Nerd Bear Trivia

    Wednesday, October 8, 2025 at 8:00 pm to 10:00 pm
    The Sofo Tap, Chicago

    Nerd Bear Trivia every Wednesday night

  16. Past event

    Lip Service

    Wednesday, October 8, 2025 at 9:00 pm
    Jackhammer, Chicago

    Lip Service is Chicago’s kinkiest karaoke night—where lyrics meet leather , rhythm meets rubber , and singing meets spandex . Whether you're belting ballads , screaming metal , or serving…

  17. Past event

    Bear Happy Hour Chi

    Thursday, October 9, 2025 at 5:00 pm to 9:00 pm
    The Sofo Tap, Chicago

    Bear Happy Hour every second Thursday of the month.

  18. Past event

    TGIF Showtunes

    Friday, October 10, 2025 at 3:00 pm to 7:00 pm
    Sidetrack, Chicago

    Start your weekend with Show Tunes! Doors open at 3pm every Friday. Sing along to Sidetrack's Famous Show Tunes from 3-7pm then stay for Chicago's RuPaul's Drag Race All Stars Viewing Party…

  20. Past event

    Freaq

    Friday, October 10, 2025 at 9:00 pm
    Jackhammer, Chicago

    Welcome to FREAQ —a dance party built for Chicago’s LGBTQ+ fetish and BDSM community. This isn’t just a night out—it’s a celebration of expression, desire, and unapologetic queerness. Step…

  21. Past event

    Doggy Days

    Saturday, October 11, 2025 at 12:00 pm to 3:00 pm
    The Sofo Tap, Chicago

    Every Saturday from 12-3 pm.

  22. Past event

    Y2Gay Dance Party at Sunday Bunday

    Saturday, October 11, 2025 at 3:00 pm
    Cell Block, Chicago

    90's - 2010's dance party the second Sunday of each month.

  23. Past event

    Sunday Funday

    Sunday, October 12, 2025 at 12:00 pm
    Sidetrack, Chicago

    Showtunes 4-9 pm. Party music in back and deck bars all day.

  24. Past event

    Bear Beep Blast

    Sunday, October 12, 2025 at 12:00 pm to 3:00 pm
    The Sofo Tap, Chicago

    Every Sunday from 12-3 pm.