The best things to do in Chicago this weekend

The Chicago Pride Parade is set to return to the streets of Chicago this June. CThe city's LGTBQ+ community and its allies will gather along the route: Starting at West Sheridan and Broadway (viewing begins at Grace and Broadway), continuing south along Broadway, then Halsted, east along Belmont to Broadway, then south to Diversey. Plan on staking out your spot along the route early if you can. 

The Obama Presidential Center in Jackson Park spans nearly 20 acres, featuring a towering, 235-foot-tall museum building, a public plaza and expansive surrounding green spaces. The center serves as a space to explore the career and legacy of President Barack Obama, as well as a vibrant community gathering space. You'll need tickets to enter, but Illinois residents get in free on Tuesdays, and children two and under are always free.

Ed Sheeran hits town this month as part of his LOOP tour at Soldier Field. He'll take the stage to perform hits like "The A Team" and "Shape of You." Myles Smith and Ellie Banke will open the show.

Celebrate Pride with the whole family at OUT at Gallagher Way. The free all-day event features face painting, balloon artists, bracelet-making, giveaways and Voguing classes, plus performances by the Chicago Gay Men's Chorus and Rock and Roll Playhouse.

Get outside and eat some tacos at this lively Lincoln Park festival, which brings together some of the city's best tortilla-wrapped dishes and drinks made with tequila at Wrightwood Park. General admission includes a sample-sized margarita as well as access to live music from Mike & Joe, Gizzae Reggae, Dancing Queen: An ABBA Salute and more.

Stages, tents and food trucks will once again spring up around the Illinois Centennial Monument this year for the annual Logan Square Arts Festival. The beloved community fest celebrates local art, food, beer and music—while raising money for neighborhood non-profits.

Experience the power of the Force like never before. The Chicago Symphony Orchestra presents Star Wars: A New Hope, featuring John Williams’ legendary, Oscar-winning score performed live-to-picture. From the iconic opening fanfare to the soaring themes of a galaxy far, far away, witness this cinematic masterpiece in the unparalleled acoustics of Symphony Center.

Pepsi is taking over Big Star in Wicker Park through its Local Eats Deserve Pepsi platform. TV star Dylan Efron will make an appearance to celebrate the taco dish he created in collaboration with the restaurant. The event is free to attend, and guests can expect free food and performances by country artist Lauren Watkins and DJ JayFunk.

Take a stroll around the neighborhood to hear live tunes performed on front porches during this unique music fest hosted in Lakeview and Roscoe Village. Homeowners volunteer their porches to serve as stages, and half of the ticket fees go directly to the artists. There's no better way to spend the weekend than potentially discovering that your neighbor is a killer guitarist. 

Filmspotting Fest returns for a second year at the Music Box Theatre and the Athenaeum Center for Thought & Culture. Presented by Filmspotting, the Chicago-based podcast and WBEZ radio program hosted by Adam Kempenaar and Josh Larsen, the two-day event will explore the theme of "time" through screenings and programming. Check out the full schedule of events here.

Watch Grateful Dead tribute band BERTHA: Grateful Drag take the stage at Gallagher Way in Wrigleyville during Pride weekend. The show kicks off with performances by Rozbot and Yoko and the Oh No's before the main event.

The Budweiser Concert Series is back at Gallagher Way this summer, with three outdoor shows from Guster, Hippo Campus and Ashley McBryde. GA and VIP tickets are available, and $1 from each ticket sold will go to mental health and wellness organization Backline or sustainability organization Reverb.

Chicago's opulent new magic lounge, The Hand & The Eye, is introducing a limited-edition series dubbed Summer Friday Magic. Through Labor Day, a limited number of guests can enjoy a truncated, 45-minute show in the venue's Vault Theatre without having to commit to the typical full evening of programming.

From June through September, more than 90 movies will screen in parks across Chicago as part of the Park District's annual Movies in the Parks program. From recent blockbusters like Zootopia 2 and Freakier Friday to classics like Back to the Future and Jumangi, you're sure to find something good to watch (for free!) beneath the stars this summer. Screenings typically begin at 8:45pm, or dusk, each evening. Take a look at the full list of movies and participating parks.

Navy Pier's former Crystal Gardens space is transforming into a retro roller skating rink this summer. Grab your skates and hit the rink for some of the best views in the city, plus an arcade, drinks and groovy disco tunes. At night, the Skate After Dark party turns up the energy for the 21+ crowd with DJ sets on select nights throughout the summer.

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.

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.

“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.

In honor of America's 250th anniversary, the American Writers Museum presents a pop-up exhibition titled "Declarations: 250 Years of Writing Toward Independence." An 1832 William Stone print of the Declaration of Independence, a 1776 British edition of Thomas Paine's Common Sense, which advocated for the independence of U.S. colonies, and more artifacts will be on view. Visitors can also explore works related to the Declaration by Abraham Lincoln, Frederick Douglass and other historical figures, as well as edit the document into their own words through interactive activations.

The Newberry Library explores the origins of the nation's inception in "Free and Independent: The Declaration of Independence and the Words That Made the United States." The free exhibition features a rare early copy of the Declaration of Independence and invites visitors to ponder its meaning 250 years after America's founding.

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.

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. 

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.

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. 

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.

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.

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.

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.

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 Rhythem 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. 

"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. 

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.

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. 

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.

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.

Ready to explore Chicago's amazing architecture while floating on the river? The Chicago Architecture Center River Cruise takes place aboard a 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.

What separates the Chicago Architecture Center River Cruise from similar tours are the knowledgeable Chicago Architecture Center docents that lead each excursion. You'll be able to chat with experts who know the nitty-gritty details of Chicago architecture and are eager to help you learn more about the structures surrounding you—something that makes this attraction appealing to tourists and longtime residents.

All tours depart from the First Lady dock on the Chicago Riverwalk, located just down the stairs from the northeast corner of Michigan Avenue and Wacker Drive. If you want to continue learning about Chicago's buildings after your tour, you can add a Chicago Architecture Center ticket for just $5—and it's good for seven days after you board the boat.

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.

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.

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.

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 every time you show up to see it.

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.

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.

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.

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. 

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. 

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.