29+ Fun Things to Do in Chicago This Weekend

Spend your weekend brunching, dancing, vintage shopping and doing your best in a Sloth Runners Race

six men upstairs in background, four men in sparkly suits with microphones in foreground, three backup female singers in golden dresses behind them

"Jersey Boys"

By Paula Skaggs

Whatever you’re looking for this weekend, Chicago has you covered. Hoping to see a drag superstar like Bianca Del Rio? Well, she’s in town. Want to dance the night away at a vintage soul music dance party? Bam. What about a “Sloth Runners Race,” where the goal is just to finish, regardless of your pace? We’ve got that too. Meanwhile, if you’re in the Easter spirit, Saturday brings us a slew of egg hunts for both kids and adults (looking at you, Wrigleyville), with brunch specials galore on Sunday. Read on for more fun things to do in Chicago this weekend.

Friday, March 29 

“Jersey Boys”
Jersey Boys

Jersey Boys at Mercury Theater

Regardless if you’re a diehard Frankie Valli and the Four Seasons fan or if you don’t know your “Sherry” from your “Beggin,’” you’ll love this musical that follows the legendary groups’ 40-year friendships and career ups and downs. The show runs through May 19, and tickets start at $55. (Be ready to have the songs stuck in your head for the next six months.) 

Bianca Del Rio at The Chicago Theatre

Everyone’s favorite foul-mouthed Drag Race-winning superstar is back in Chicago this weekend with “Dead Inside,” her sixth stand-up comedy tour. Her new show covers everything from politics to current events to cancel culture, with — as always — plenty of audience interaction. Tickets start at $43, but if you want the chance to be heckled by the “Joan Rivers of the Drag World” herself, there’s still a few front row seats available at the time of writing. (Sit at your own risk.)

Field Family Night: Clues from the Collection at the Field Museum

Bring your budding scientists to the Field Museum this Friday for a family-friendly “whodunnit” mystery event. Attendees of all ages will dress in disguise and help solve a mystery at the museum, all while also learning about how the museum’s specimens give their own clues about the past. Tickets are $30; for $50, you also receive a tour of the museum’s secret passages for your own Night at the Museum-esque adventure. 

Bad Bunny at United Center

Sure, the Easter Bunny’s great. But until he’s won three Grammys, nine Latin Grammys, 10 Billboard Music Awards, two MTV Video Music Awards, six American Music Awards and 22 Premios Juventud awards, Bad Bunny will still reign supreme. The iconic Puerto Rican rapper and singer is in town this weekend with shows on Thursday through Sunday. Tickets start at $150 on Ticketmaster. 

A scene from “Coffin Painter”
Asian Pop-Up Cinema Festival

Asian Pop-Up Cinema at Locations Across the City

The Asian Pop-Up Cinema Festival continues this weekend in Chicago, bringing with it dozens of films from across Asia. The goal of the festival is to bring together the east and the west while helping folks foster a deeper appreciation for the diversity of Asian cultures and cinema. The festival has both IRL and virtual showings available, starting at around $10 per film. 

The Best Rooftop Bars in Chicago
Where to enjoy scenic views, open-air vibes and plenty of inventive drinks and bites

Saturday, March 30 

Easter Vintage Eggstravagana Fest at Patio Theater

Who needs chocolate rabbits when you can have deals on vintage clothing, accessories, toys, art, home goods and more from 100+ vendors? This Easter-branded vintage show has vintage, artisan and food vendors, as well as fun on-theme surprises like an Easter photo booth and an egg hunt. Entrance is free with an online RSVP and is $5 at the door without an RSVP.

Heart of Chicago Soul Club at The Hideout

In what may truly be the coolest club in the whole city, Heart of Chicago Soul Club is a group of women who collect rare northern soul music records from the 1960s and ’70s. The group will be hosting a dance party this weekend that features some of the gems they’ve found on vinyl. Tickets are $15. 

Sloth Runners Race

Finally, a stress-free fun run for those of us who aren’t running a four minute mile (yet). The Sloth Runners Race is a place to band together with other runners and move at the pace that works for you. There’s a 5k, 10k and half-marathon available, with t-shirts and medals to boot. Take all the time you need for this one — they’ll wait for you at the finish line. Registration ranges from $35 to $45, but move fast (at least during this part) because registration fills up quickly. 

Joe Pera at The Vic

Beloved sweater-wearing comedian, writer and filmmaker Joe Pera is at The Vic this weekend. Best known for his Adult Swim series Joe Pera Talks with You, numerous stand-up specials and appearances on shows like Search Party, the show is sold out, but resale tickets are still available. 

Easter Egg Hunts  

Sunday, March 31

“Purpose”
Michael Brosilow

Purpose at Steppenwolf Theatre

A drama with moments of hilarity, spirit and intrigue, Purpose follows the Jaspers — pillars of Black American politics — and the secrets that sit just under the surface of their family and all families. The Steppenwolf production is the world premiere of Branden Jacobs-Jenkins’s new show; he’s a Brooklyn-based playwright, producer and two-time Pulitzer Prize finalist. Tickets start at $70, and the show just received an extension through April 28. 

Spring Flower Show at Garfield Park Conservatory

Check out a flower show full of stunning spring blooms while also learning more about what plant names teach us about history, culture and identity. The show runs through May 12 and tickets are included in the Garfield Park Conservatory admissions (which is a suggested $10 donation).

Big Star
Kelly Sandos

Easter Brunch, Lunch and More Specials Across the City 

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