Meditative Yoga with Tony Perez

Drag brunch done right at Chicago's iconic Kit Kat Club. Catch the world-famous Kit Kat Divas performing while you enjoy elevated cuisine from Chef Chelsea Poe, signature craft cocktails, and that perfect blend of glamour and good food. Kitchen closes at 3:30pm, so arrive early and settle in for a long, luxurious morning.

Mondays hit different when there's a $5 drink special and a room full of people who get it. Make Mondays Suck Less is The SoFo Tap's weekly reset — 90s and 00s music videos playing all night, cheap drinks flowing, and that perfect vibe that makes you actually want to show up on a Monday. Log off and let go from 5pm to 2am.

Monday nights at Dorothy belong to the queer women and sapphic folks who show up to belt out their favorite songs with E hosting the mic. It's the kind of karaoke night where everyone's cheering each other on, the energy is genuinely fun, and you'll leave with new friends and a sore throat in the best way possible.

Monday night trivia at 2Bears Tavern Uptown is the kind of low-key, reliably fun thing that keeps regulars coming back — good questions, cheap drinks, and a room full of people who actually know how to have a good time. Show up solo or bring a team; either way, you'll fit right in.

Monday nights at Sidetrack belong to Broadway and movie musicals — big screens, sing-alongs, and a room full of people who know every word. Eight hours of pure theater magic, from 8pm to 2am, every single week.

Late-night Monday energy at Hydrate — a weekly gathering for bears, cubs, and the guys who love them. Expect a packed dance floor, strong drinks, and a room full of people ready to have a genuinely good time. This is the neighborhood's reliably fun way to shake off the start of the week.