Part of the Gay Chicago Guide — bars, events & things to do.
Thursday, July 2, 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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Sat, Jun 27
11 PM - 4 AM
Charlie's, Chicago
Weekly Saturday drag show at Charlie's Chicago featuring Bella DeBalle, Pixel, and Persephone Brooklyn with DJ Lightning LuLu. Late-night dance party.
WeeklySun, Jun 28
5 PM - 7 PM
Charlie's, Chicago
Monthly drag showcase every Sunday at Charlie's Chicago. Hosted by PB, featuring live performances and queer nightlife in a rodeo-themed venue.
MonthlySun, Jun 28
7 PM - 11 PM
Charlie's, Chicago
Weekly gay karaoke every Sunday at Charlie's in Chicago. Hosted by Sutton Fister. Sing, celebrate, and connect with the LGBTQ+ community.
WeeklySun, Jun 28
11 PM - 4 AM
Charlie's, Chicago
Weekly Latin dance party at Charlie's Chicago hosted by Persephone Brooklyn LaRue and Luna LaCatrina. DJ X-tasy spins every Sunday night.
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