Chicago Pride Parade
Photograph: Jordan Avery
Photograph: Jordan Avery

June 2026 events calendar for Chicago

Jump into summer in Chicago with our picks for the best festivals, fairs, exhibits and events.

Jeffy Mai
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Is there anything better than June in Chicago? The days are long, summer festival season has arrived and cold weather finally feels like a distant memory, giving us ample opportunity to enjoy afternoons at Chicago beaches and evenings spent sipping frozen cocktails at the city's best rooftop bars. As always, you'll find plenty of seasonal events to keep busy, from big summer music festivals like the Chicago Blues Festival and the Lyrical Lemonade Summer Smash to charming neighborhood art fairs. Plus, don't miss the numerous Pride events happening. Say hello to summer with our list of the best things to do in Chicago this June.

RECOMMENDED: Events calendar for Chicago in 2026

The best events in Chicago this June

  • Comedy
  • Uptown
  • Recommended
This weekly “live magazine” is a cavalcade of culture, politics and wit featuring journalists, actors, comedians and musicians offering idiosyncratic reports on the news of the day. Head to Uptown’s iconic Green Mill for drinks, hot takes and laughs; the longstanding Saturday afternoon edition tends to run about two and a half hours.
  • Sports and fitness
  • Yoga & Pilates
  • Streeterville
  • price 2 of 4
  • Recommended
Head to 360 Chicago on Saturdays for yoga with a killer view. Instructor Britta Eumann will lead an hour-long class on the 94th floor of 875 North Michigan Avenue (formerly the John Hancock Center) that’s suitable for all ages and skill levels—you just need to bring your own mat and arrived properly dressed. Registration is $55 and includes a cocktail or coffee, plus admission to the observation deck so you can stick around and snap some photos after you're done striking poses on the mat.
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  • Things to do
  • Performances
  • Loop
  • price 2 of 4
You’ve probably seen a Shakespeare play before, but never like this. Five professional actors come together for each performance of Drunk Shakespeare. The twist? One of them has had five shots before the show and is trying to stay on track while the other four actors do their best to hold the performance together.
  • Things to do
  • Suburbs
Just when you thought the state's largest mall couldn't surprise you anymore, Woodfield Mall announces WONDRA, a sprawling new immersive experience. Inside, you’ll wander through enchanted meadows that respond to the sound of your voice, stumble across bioluminescent landscapes and drift into crystal caves and celestial gardens that blur the line between digital spectacle and raw wonder. Every corner is crafted to ignite curiosity and inspire a sense of awe we, whether you’re a kid seeing it all for the first time or an adult who forgot what it feels like to play.
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  • Kids
  • Lincoln Park
Find your flow with the whole family in the cozy confines of the Peggy Notebaert Nature Museum at a Brain to Belly Kids Yoga session! This creative class flows through several fun poses, each one complementing the month's children's story. Children (ages two to eight) and their grown-ups will enjoy moving, breathing and connecting together while bringing the story's plot to life. Bonus: Your ticket includes full access to all museum exhibits, so stick around after class!

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