Musical Monday: Show Tunes at Sidetrack

Sidetrack's legendary Sunday show tunes tradition gets supersized during Pride Fest — grab some napkins and sing along to your favorite Broadway hits from 3-10pm. A room full of people who know every word, the kind of energy that only happens when a crowd is genuinely having the time of their lives, and enough nostalgia and joy to make you forget what day it is.

Test your Spider-Man and Marvel knowledge at Sidetrack's weekly trivia night. Get pumped for Spider-Man: Brand New Day opening weekend while competing for Men's Room and SWAY gift cards. Hosted by Stew, this is the perfect midweek trivia fix for comic book fans and casual Marvel enthusiasts alike.

The last Wednesday of every month, Sidetrack turns up the heat for Dua Lipa and Ariana Grande. Get on stage to show off your moves, win prizes, and dance with a crowd that knows every word. 9pm-2am of pure pop celebration.

A night of dancing and cocktails celebrating Lolla lineup artists past and present. Hosted by Veronica Pop, this themed Thursday at Sidetrack spins music videos from the festival's biggest performers, giving you a taste of the main stage energy without leaving the dance floor.

Sidetrack's monthly pup playdate is exactly what it sounds like — bring your dog (or just yourself) to hang out on the rooftop with other dog lovers, 1-5pm on the first Saturday of each month. No cover, no pressure, just good vibes and doggy swag from Tito's Handmade Vodka. It's a laid-back afternoon that somehow manages to be both a proper party and genuinely chill.

A monthly storytelling night celebrating real, personal stories from across Chicago's LGBTQ+ community. First Tuesday of every month at 7pm, OUTspoken brings people together to share what matters — the kind of intimate, genuine evening that reminds you why community spaces matter.