The best things to do in Chicago this week

On June 13, teams of two will bring their custom-built bicycles to Chicago for the Red Bull Spin Off, a high-energy challenge requiring balance, brains and bravery to navigate a floating race track without falling in. This quirky athletic challenge will showcase 40 teams from across the country; they'll be judged on creativity, showmanship and race time.

In June 2026, the Chicago Symphony Center commemorates the United States’ 250th anniversary with a curated season reflecting the nation’s rich and evolving cultural landscape. Featuring the Chicago Symphony Orchestra alongside elite guest artists and jazz ensembles, these performances honor American resilience and creativity. From the seminal works of Copland, Gershwin and Ives to the cinematic grandeur of John Williams’ Star Wars: A New Hope score performed live to film, the season celebrates the enduring spirit of American music.

Highland Park's summertime tradition Food Truck Thursdays is back at the Ravinia District. From June 4 through September 3, more than a dozen local food trucks will set up on Thursday nights on Dean Avenue and at Jens Jensen Park. Bring the whole family (plus your own blankets and lawn chairs), and enjoy food, drinks, live performances and themed events on select nights. 

Located inside The Den, a 1920s greystone-turned-hotel in Lakeview, the Blind Wolf Speakeasy is an intimate, approachable bar, event venue and home to a free weekly comedy show. Blind Wolf Comedy hosts a rotating roster of Chicago comics each Wednesday at 8pm, as well as open mic nights on Thursdays at 7:30pm. There's no cost to attend, but you can reserve a seat through their Instagram page.

The oldest music festival in North America plays host to more than 90 shows throughout summer, featuring big-name headliners like Paul Simon, Alabama Shakes and Chance the Rapper. Check out the full schedule of artists coming to Highland Park this year, and don't forget to pack a picnic.

It's the 40th anniversary of this kilt-filled festival and there will be no shortage of fanfare with 1,000 bagpipers to commemorate the weekend. Cheer on the Scots in traditional games, or take the little ones to the special kids' area. Plus, a big screen with show Scotland's first World Cup match at the fest on Saturday night.

For classical music lovers who enjoy taking in a show set beneath Chicago's skyline, the annual Grant Park Music Festival is a perennial favorite summer event. This year's series of classical concerts runs through August 15 with performances ranging from symphonies by Mozart and Brahms to an evening of classic Broadway arrangements and the annual Independence Day salute. Take a look at the complete schedule of events below and find more information on the Grant Park Music Festival website.

Chicago Dance Month highlights the diversity of the city’s dance scene with four weeks of activations from nearly 35 dance artists and companies across a dozen free events throughout Chicago. The slate includes programming such as dance classes at Navy Pier's Wave Wall Platform on Wednesdays, pop-up performances at the Wave Wall stage on Saturdays, workshops, panels, film screenings and more. 

Local hip-hop blog and music video production house Lyrical Lemonade brings its Summer Smash festival back to SeatGeek Stadium in Bridgeview for another year, with a lineup includes Lil Uzi Vert, Chief Keef, Skrillex, Playboi Carti and North West's (yes, that North West) Chicagoland debut. If past year's lineups are any indication, the undercard will be filled with rising acts—for those looking for a glimpse of the future of hip-hop, you'll probably see it at the Summer Smash.

Celebrate Humboldt Park's vibrant Puerto Rican culture and history at this annual fest, which returns to the park of the same name this year with music, food, carnival rides and other community-centric festivities. You'll find attractions like a dominoes tournament, music stage, merengue dance performances, a shopping market, street food stands and more.

See the work of more than 100 artists and purchase original photography, paintings, jewelry and more at this two-day fest in Old Town. Food options include fare from local restaurants, and live entertainment from 16 Candles, Rod Tuffcurls, and more will be featured throughout the weekend.

Heads up, fashion girlies: Reformation is hosting a series of events this month. The "Hot Girls Have Hobbies" series features four themed events, from a game night to a book club, at Reformation shops across the city and will be hosted by local influencers Emily Wittman and Olivia Metzger, and romance book publisher 831 Stories. 

Take a stroll and browse the work of more than 200 artists on the streets of Old Town at this annual two-day art fair. Attendees can also take a self-guided tour of more than 50 local gardens, enjoy live music from local performers and explore a selection of food and drinks provided by area restaurants and vendors. Admission is free, but donations are encouraged.

“Willem de Kooning Drawing” is the first exhibition to explore the full scope of the artist's drawing practice, framing it as the foundation of his boundary-breaking career. Featuring more than 200 artworks—including rarely seen drawings alongside paintings, sculptures and prints—this exhibition offers an unprecedented opportunity to experience seven decades of his graphic production while shedding light on his constant experimentation with various materials, tools and techniques.

Whether you’re parenting a pint-sized Pokémon devotee or a nostalgic millennial still clinging to a holographic Charizard card for its “possible resale value” (guilty), the Pokémon Fossil Museum is designed to surprise and delight. Making its U.S. debut at the Field Museum in spring 2026, the international exhibition invites visitors to compare Fossil Pokémon like Tyrantrum and Archeops with real-world fossils—including SUE the T. rex. Expect Pokémon models, real fossil excavation tools and immersive soundscapes throughout.

"Flyway City: Architecture for a Flourishing Ecosystem," designed by Studio Gang and led by world-renowned architect Jeanne Gang, explores solutions to prevent the estimated one billion annual bird-glass collisions in the U.S. Through a variety of architectural models, interactive media and local artifacts, the exhibition demonstrates how urban design can coexist harmoniously with nature. 

This first-of-its-kind exhibition at the Museum of Contemporary Art Chicago explores the visual, political and spiritual histories of dancehall and reggaetón through contemporary art. Once grassroots scenes, both genres have become globally influential movements tied closely to sexual and political liberation. The show features works by more than 35 artists, including Jean-Michel Basquiat, Edra Soto, supakid and Lee “Scratch” Perry.

Part art installation, part psychological gauntlet, Theater of the Mind is David Byrne and Mala Gaonkar’s newest exploration of the self. Tucked inside a 15,000-square-foot office, the experience invites small groups of 16 or less to navigate a sensory-bending labyrinth. But the real variable isn't the set design; it’s the audience. Group participation is a central element of the show, which can be exhilarating but also sometimes awkward; the instructions are sometimes muddled, and the responses of the group can affect the narrative in ways that don’t always cohere. Ultimately, your enjoyment of Theater of the Mind may hinge on the group you’re there with—and on your own state of mind.

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!

Intuit Art Museum joins the national Handwork 2026 celebration with an exhibition investigating Henry Darger’s relationship to traditional American paper crafts. Drawing on research by art historian Dr. Mary Trent, the exhibition demonstrates how Darger adapted common practices—such as making paper dolls and scrapbooks—into a complex, mixed-media narrative style. By showcasing Darger’s source materials alongside his final works, the exhibition highlights how he reclaimed these institutionalized hobbies to express the interior lives and struggles of the marginalized.

Andersonville's beloved summer street fest returns to Clark Street for its 60th year of Swedish-themed festivities. Catch live entertainment across five stages from dozens of musical and entertainment acts. Plus, shop local vendors for gifts and food. And of course, don't miss out on Swedish heritage activities, including a traditional dance around the Midsommar Maypole.

Originally established in the late 1800s, the Maxwell Street Market brought vendors, musicians and cooks to an open-air flea market where shoppers could find just about anything they wanted. The market introduced the Maxwell Street Polish sausage, provided a venue for rising Chicago blues musicians and was immortalized in a scene in The Blues Brothers. These days, the market sets up on Maxwell Street, between South Halsted Street and South Union Avenue on Sundays, where visitors will find vendors hawking their wares, an abundance of delicious Mexican food and occasional performances by local bands and dance troupes. 

If dozens of vendors aren't enough of a draw for you to come to the lively Sunday market at this West Town neighborhood’s namesake park, maybe the weekly complimentary market programming—which includes free yoga, meditation and storytime for kids—will be. The market is also committed to sustainability, with plastic-free vendors and composting.

Looking for free concerts near Chicago? Hop on the Blue Line to Rosemont's Parkway Bank Park for Thursday night performances—with a few holiday and weekend dates sprinkled through the summer—including performances by Atomic Punks, Live the Who and Rhythm of the Rocketman, complete with a fireworks show at the end of the night. Beverage tents will be located on site, but we won't fault you if you prefer to pre-game with a fishbowl-sized spiked punch from nearby Sugar Factory. For a full schedule of shows, visit the Parkway Bank Park website. 

During the summer, the Chicago attraction hosts twice-weekly fireworks shows (on Wednesdays at 9pm and Saturdays at 10pm) from Memorial Day weekend through Labor Day weekend, with stunning views available from across the pier's public spaces. During the winter months, the pyrotechnics return for a much-needed encore. If you're feeling weary of crowds, you can also take in the show from nearby beaches or while cruising along the Lakefront Trail.

Enjoy outdoor live music all summer long at the Navy Pier Beer Garden. The free series will feature local, regional and national acts performing countless genres and musical styles every weekend. Check the official Navy Pier website for the full lineup and schedule.

Spin classes and weight lifting can wait for the winter. This summer, jump start your weekend with free cardio kickboxing, yoga, pilates and Zumba classes on Millennium Park’s Great Lawn and in Wrigley Square every Saturday from May through August.

Displaying a 25-story-tall video installation on the side of THE MART, ART on THE MART is the largest permanent digital art projection in the world, with programming that changes seasonally. ART on THE MART's array of 34 digital projectors show the creations after dusk every evening. Running Thursdays through Saturdays beginning at 7:30pm, it’s best viewed from the section of the Chicago Riverwalk between Wells Street and Franklin Street.

Escape the planet with exhibits about the first lunar missions, the solar system and more, plus immersive shows in the dome theater. Stationed just a stone's throw away from the Adler, the Doane Observatory is also home to the largest public telescope in the area and gathers 7,000 times more light than the human eye. Every Wednesday, the Adler stays open late from 4pm-10pm so that folks can visit after work or school. And best of all, admission is free on those nights for Illinois residents.

This immersive exhibition recreates the Secret Annex where Anne Frank, her family and four others hid during the Nazi occupation of the Netherlands. Chicago is only the second U.S. city—and the first in the Midwest—to host the experience, which includes rarely seen artifacts from Frank’s life. Visitors can walk through the reconstructed hiding place while learning about Anne’s childhood, the rise of Nazi Germany and the Frank family’s years in Amsterdam. The exhibition offers a powerful look at the risks, courage and daily realities of those who lived in hiding. Admission is free on Friday, June 12 in honor of what would have been Anne's 97th birthday. Guests can also enjoy the exhibit for free with the purchase of a general admission ticket for the rest of the weekend.

With soundstage-sized pieces like horned sculptures emitting soap bubbles, inflated spheres bedecked in abstract squiggles and surreal faceless figures hovering in space, “EmotionAir” reimagines the humble balloon as any other artistic medium—a conduit for creativity and emotion. 

Ready to explore Chicago's amazing architecture while floating on the river? The Chicago Architecture Foundation Center River Cruise takes place aboard a Chicago’s First Lady boat, transporting guests on a 90-minute tour that traverses three branches of the Chicago River and explores the stories behind more than 50 buildings that make up the city's iconic skyline. 

Spanning two distinct periods of Alberto Aguilar’s career, “I just really want to tell you this one thing” explores the delicate themes of communication and translation. Rather than a static display, the exhibition serves as a collective offering by Aguilar and his collaborators for viewers seeking an active creative conversation. Mirroring Aguilar’s broader practice, this collection prioritizes the unique meaning that emerges only through exchange. 

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 arrive 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.

How are some of the most iconic costumes of the past century made? Costume designer Paul Tazewell pulls back the curtain in this behind-the-scenes exhibition. Highlights include costumes from Wicked, Janelle Monáe’s MET Gala looks and Steven Spielberg’s West Side Story. Sketches, videos and narration reveal how imagination becomes wearable art.

The Whistler’s monthly lit series pops up on the second Wednesday of every month, bringing an evening of readings, workshopping and discussion to the Logan Square cocktail bar. Each show is followed by an installment of the Relax Attack Jazz Series, a free event with a constantly rotating bill.

To celebrate A Red Orchid Theatre’s 33rd season, join the Solidarity and Truth Summit—a gathering of the most “persecuted” and “misunderstood” people on earth. These self-identified Targeted Individuals believe they are victims of a vast, covert program of systematic surveillance and harassment by global powers. Over one whirlwind weekend in the woods, they will attempt to expose the Deep State, raise awareness for their plight and—despite their immense suffering—reclaim their humanity.

Thanks to a landmark donation from the family of Lee Kun-Hee, the late chairman of Samsung Group, Chicagoans will be able to view extraordinary Korean artworks once held in private collections. Spanning painting, ceramics and Buddhist sculpture, the exhibition includes 140 works that trace two millennia of artistic legacy—22 of which are officially designated National Treasures or Treasures by the Korean government.

As the Driehaus Museum’s first artist-in-residence, Brendan Fernandes will transform the Murphy Auditorium into a dynamic site for sculpture, movement and sound. Inspired by the Judson Dance Theater, Fernandes’ Scores for the Murphy Auditorium will unfold as an episodic residency throughout 2026, with performances and public programs announced over time.

Lifeline Theatre invites you to the greatest rock & roll show not on Earth! LOKI has arrived in Asgard, bringing chaos, comedy, and three (possibly) monstrous children in tow. As Loki tangles with Odin, Thor, and the mysterious Freya, secrets unravel and agendas collide. With the end of the world on the horizon, one question remains: In an “us vs. them” world, can we envision a new mythology?

Experience Chicago through the eyes of artist Marvin Young at Intuit Art Museum’s latest exhibition. Since joining the Arts of Life studio in 2024, the lifelong South Sider has used vibrant mixed media to capture both imagined and remembered urban scenes. From large-scale portraits to detailed architectural landscapes, Young’s work brings the city to life with vintage walk-ups, classic cars and the energy of the streets. 

This sweeping exhibition examines the long legacy of dispossession across the Americas, tracking colonial conquest up to the present day. Bringing together more than 40 works by 36 artists from across Latin America, the show explores how land, culture and identity have been shaped by centuries of extraction and resistance. Organized around themes of Territory, Body and Cultural Heritage, the exhibition spans photography, sculpture, installation and video.

DePaul Art Museum will be unfortunately closing this June, and they're going out with some of their finest curatorial work yet. Since the 1960s, Barbara Nessim has built a distinctive visual language that challenges traditional ideas about femininity and representation. One of the first women to gain prominence in the male-dominated world of commercial illustration, Nessim later became a pioneer of computer art in the 1980s. This exhibition—her first in Chicago—features paintings, drawings, digital works and a site-specific installation. It also highlights her famed sketchbooks, which the artist calls her “forever books,” a raw and unfiltered record of her creative process.

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, whether you’re a kid seeing it all for the first time or an adult who forgot what it feels like to play.

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.

For more than 30 years, the Neo-Futurists have been delighting late-night crowds with performances that pack 30 miniature plays into a 60-minute show. The company's signature show is more unpredictable than ever these days, with a handful of compact new plays premiering every week. Within the span of 10 minutes, you may be treated to a poignant monologue about everyday life or an irreverent diatribe delivered by a pantsless member of the cast—all inspired by the experiences of the performers on stage. Always changing and evolving, it's the rare show that truly offers something different everytime you show up to see it.

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.

Every Wednesday, the Old Town School of Folk Music hosts a showcase of world music and dance. Featuring both local and touring talent, you're sure to hear something new and exciting at this long-running series. Before the show, be sure to peruse the Old Town School of Folk Music Store, where you can rent instruments, learn about lessons and peruse a wide selection of books.