Part of the Gay Chicago Guide — bars, events & things to do.
Thursday, September 3, 2026
Level up at Charlie's with Power Up Reloaded, a monthly cosplay and video game competition hosted by Pixel. Sign up between 10pm–11pm to compete in tournaments starting at 11pm, with prizes for the top three finishers ($75, $50, and $25). Whether you're here to compete, cheer on fellow gamers, or just soak in the energy, it's a fun twist on Charlie's usual country dancing—same welcoming crowd, different kind of night. This event was imported by Out x Out. Please visit the venue link to verify details.
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Thu, Sep 10
8 PM - 10 PM
Charlie's, Chicago
Monthly drag showcase at Charlie's gay bar in Chicago. Hosted by Aja Ajani with performances by Umami, Faye Wylde, Klymax, and more. Every Thursday.
MonthlyThu, Sep 10
11 PM - 4 AM
Charlie's, Chicago
Monthly fashion celebration every Thursday at Charlie's gay bar. Dance floor, styled crowd, design community vibes. Chicago nightlife.
MonthlyFri, Sep 11
7 PM - 11 PM
Charlie's, Chicago
Weekly B2B DJ showcase every Friday at Charlie's Chicago. Guest DJs spin electronic beats on the country-western dance floor. Register via QR code at venue.
WeeklyFri, Sep 11
10 PM - 4 AM
Charlie's, Chicago
Weekly Friday night at Charlie's gay bar in Chicago. High-energy house performances and dancing with themed adventures. Every Friday.
WeeklyFri, Sep 11
11 PM - 4 AM
Charlie's, Chicago
Monthly drag performances, go-go dancers, and neon body painting at Charlie's. High-energy dance floor hosted by Sapphire Feliciano, Luna LaCatrina, and Ron.
MonthlySat, Sep 12
11 PM - 4 AM
Charlie's, Chicago
Weekly Saturday drag show at Charlie's, Chicago's country-western gay bar. Bella DeBalle, Pixel, Persephone Brooklyn, and DJ Lightning LuLu after midnight.
WeeklyLet people know you're going, see who else is attending, and share the event with friends.
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