The best events happening at Time Out Market Chicago

Get ready to werk it at our Pride Drag Show Extravaganza — an unforgettable afternoon of fierce performances, glitter, and non-stop beats in honor of Pride Month!

Prepare to be dazzled by a lineup of fabulous drag queens serving looks, attitude, and jaw-dropping talent. The market will be alive with energy, fueled by DJ Geo Diamond spinning everything from pop anthems to dance floor bangers. Tickets include bottomless mimosas and a guaranteed seat.

Add some sparkle to your day at our glitter body painting station — because more glitter is always the answer.

Join us for a sparkling summer afternoon on the roof featuring the award-winning Hampton Water Rosé!

Sip, socialize, and soak up the sun as Hampton Water pours complimentary samples of their crisp, refreshing rosé — the perfect pairing for warm weather and good company. Enjoy giveaways, mingle with fellow rose lovers, and experience rooftop season in the heart of west loop.

Get ready to sip into something fresher and celebrate Summertime Chi in style! We're officially launching patio season, and St-Germain is bringing the joie de vivre with their signature elderflower charm.

Saturday, June 14th, 1-4pm
Enjoy complimentary illustration artist as you take in the city views.
Live DJ 1-4pm

Sunday, June 15th, 1-4pm
Live DJ

Join us for a celebration of freedom, culture, and community at Time Out Market, featuring a live performance by the dynamic Magnificent Mile Orchestra! Experience an unforgettable evening filled with the rich sounds of jazz, R&B, and hip hop as this high-energy ensemble takes the stage to honor the legacy of Juneteenth through music.

Calling all sweets lovers! Chef and chocolatier Jorge Kauam offers an irresistible selection of specialty handmade confections, including the viral Dubai chocolate bar, at the Market on weekends. Stop by to indulge your sweet tooth or pick up an unforgettable gift for someone.

Head to Time Out Market Chicago on Mondays for industry night powered by Tromba Tequila's Cafeto. Enjoy a variety of delicious foods while sipping specialty Cafeto cocktails; all hospitality workers will receive 20% off their bar tab. This is the perfect opportunity to meet new people and expand your network!

Take a load off with Tini Tuesdays at Time Out Market Chicago. After 4pm, you can sip $10 martinis—your choice of classic, dirty or espresso—while enjoying delicious dumplings, finger-licking good fried chicken, mouthwatering burgers and much more from some of the best restaurants in the city.

Join Time Out Market Chicago every Wednesday for a relaxing evening of wine specials. Unwind with a glass of vino, paired with food from some of the best restaurants in the city. Whether you’re a wine connoisseur or just looking for a mid-week pick-me-up, Winesday is the perfect way to treat yourself with half-priced bottles of vino.

Come alone or bring a group for weekly trivia on Wednesdays at the Market! Hosted by Whaddayaknow?, the evening will test your knowledge on a variety of categories—all while enjoying bites and drinks from some of the city’s best restaurants. Trivia is free to play.

Looking for a place to groove on the weekends? Every Friday and Saturday, Time Out Market Chicago is home to live DJs spinning beats from 7-10pm. Come join us on the second floor for tunes, drinks and good times.