Rashid Johnson, The Reader (2008)
Photograph: Courtesy Dr. Kenneth Montague | The Wedge Collection, Toronto and Monique Meloche Gallery. © Rashid Johnson. | Rashid Johnson, The Reader (2008)
Photograph: Courtesy Dr. Kenneth Montague | The Wedge Collection, Toronto and Monique Meloche Gallery. © Rashid Johnson.

The best things to do in Chicago this weekend

With our guide to the best festivals, shows and cultural happenings across the city, consider your weekend plans covered.

Lauren Brocato
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We’re probably not alone in saying that the weekend is always on our minds here at Time Out Chicago HQ. Like you (probably), we spend the workweek daydreaming about the next restaurant to obsess over and obsessively updating our concert calendars. Whether you’re museum-hopping, plotting a day trip to escape the city, or ready to ghost your original plans for something spontaneous, you’ll find plenty of ways to make the most of your weekend in Chicago.

Updated November 6, 2026: With anticipated museum exhibits, immersive experiences and the circus in town, there's no excuse to be bored this weekend. Ready to get in the holiday spirit? Head to Griffin MSI to see its annual Christmas Around the World experience. If you're looking for something a little more rowdy, try the wild Drunk Shakespeare show at The Lion Theater. Keep scrolling to discover more of the best things to do in Chicago this weekend.

RECOMMENDED: The best things to do in Chicago today

Best things to do in Chicago this weekend

  • Things to do
  • Exhibitions
  • Hyde Park
  • Recommended

Every year, the Griffin Museum of Science and Industry puts up its four-story Grand Tree and surrounds the towering pine with more than 50 trees that represent Chicago's various communities and their respective holiday celebrations. Visitors will be able to take in even more seasonal cheer at the accompanying Holidays of Light exhibit, which recognizes the traditions of Chinese New Year, Diwali, Kwanzaa, Ramadan, Hanukkah, Visakha Puja Day and St. Lucia Day. Admission to Christmas Around the World and Holidays of Light is included with a regular Museum of Science and Industry ticket.

  • Art
  • Streeterville
  • Recommended

Rashid Johnson: A Poem for Deep Thinkers is a major survey spanning the Chicago artist’s nearly three-decade career. Through photography, video, immersive painting and large-scale installation, the exhibition explores the fragility of the human psyche against the weight of historic forces. Centering freedom as his primary muse, Johnson draws inspiration from radical movements of the late 20th century, showcasing how individuals and communities resist established orders to carve out new paths through history.

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  • Things to do
  • Suburbs
  • Recommended

The circus is coming to town as Ringling Bros. and Barnum & Bailey presents a reimagined version of The Greatest Show on Earth from November 6-8. The new tour won’t have any animals, but instead features musical performances blended with aerial artistry, modern comedy and never-before-seen acts on highwire, trapeze, bicycles and more. Performers include The Navas Troupe on the Double Wheel of Destiny, unicyclist Weslley Williams, and trapeze group Flying Cáceres.

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  • Things to do
  • Late openings
  • Wicker Park
  • Recommended

Check out galleries and artistic spaces around Wicker Park and Bucktown during this free monthly event on the first Friday of each month. Venues will keep their doors open until 8pm so guests can meet gallery owners and artists, and explore a range of local art. Participating spots include Graveface Chicago, Little Broken Things, Heaven Gallery, David Leonardis Gallery and more.

  • Comedy
  • Stand-up
  • Recommended

Yes, the comedians will be naked. This 21+ stand-up show at The Crib Comedy Playspace features six comics who will take the stage—sans clothes—for what will probably be the most revealing sets of their lives. After launching in New York, the show returns to Chicago for a night of unfiltered and undressed fun.

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  • Art
  • Greektown
  • Recommended

If three hours in the theater wasn't enough Odyssey for you, then you're in luck. The National Hellenic Museum is celebrating the most iconic story of all time with a lineup of programming centered around Homer's epic, including the art exhibition The Odyssey Reimagined. Featuring works by 17 contemporary artists, the exhibit explores the current-day connections to the nearly 3,000-year-old story through paintings, photography, textiles, sound and more. 

  • Art
  • Lincoln Park
  • Recommended

Lincoln Park exhibition space Wrightwood 659 presents an engaging show that features the works of three trailblazing women: Yayoi Kusama, Niki de Saint Phalle and Mary Bauermeister. Inner Worlds showcases large-scale works, mixed-media works, sculptures and more by the artists, who are acclaimed for their approaches to perception and embodiment. Highlights of the exhibit are two of the late Kusama's Infinity Mirror Rooms.

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  • Art
  • Photography
  • Grant Park
  • Recommended

From model to battlefield correspondent—and with many other titles in between—Lee Miller was a complex figure, and this year, the Art Institute of Chicago is showcasing works from her career in an expansive exhibit titled Lee Miller: Fearless. The first comprehensive survey of Miller's photographs in more than 25 years, Lee Miller: Fearless will feature nearly 150 works and will explore her life and approach to creativity, both behind and in front of the camera.

  • Musicals
  • Sheffield & DePaul
  • Recommended

A Gen Z version of Grease takes the stage at the Apollo Theater this season. Vape! The Grease Parody is an Off-Broadway spoof of the iconic 1978 musical, complete with playful takes on the original storylines, modern references and, yes, vapes instead of cigarettes.

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  • 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.

  • Art
  • Painting
  • Grant Park
  • Recommended

Explore notable Impressionist Mary Cassatt's works in the first exhibit in more than 25 years dedicated solely to the American artist at the Art Institute. Known for her works depicting mothers with children and intimate caretaking scenes, Cassatt was the only American to join the French Impressionists. After Impressionism showcases paintings, pastels and prints from the time in her career when she began to take her art in a new direction.

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  • Art
  • Washington Park
  • 4 out of 5 stars
  • Recommended

The DuSable Black History Museum and Education Center's newest exhibition, “Paris in Black” charts the journeys of Black artists, performers and intellectuals who found a safe haven and creative incubator in 20th-century Paris. Experience the City of Lights through the eyes of visionaries like Langston Hughes, James Baldwin and Henry Ossawa Tanner, who lived and created in defiance of American racism. The exhibition houses over 100 objects, including magnificent paintings, historic photographs and multimedia elements—all telling the story of Black resilience and artistry.

  • Things to do
  • Exhibitions
  • Loop

This exhibition poses a devastatingly powerful question: What if Emmett Till had not been brutally lynched in Mississippi in 1955? Through photography, the exhibition imagines an alternate history in which Till lived—moving from images inspired by the last meal his mother packed before his trip south to meditations on the life he might have experienced, from the rise of the Chicago Bulls to the ongoing fight for civil rights.

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  • Things to do
  • Walks and tours
  • Loop
  • Recommended

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.

  • Things to do
  • Exhibitions
  • Museum Campus

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.

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  • Art
  • River West/West Town

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.

  • Museums
  • Art and design
  • River North
  • Recommended

This touring exhibition honoring one of the country's most significant sculptors of the 19th century stops at the Driehaus Museum. Known for major works like the Bethesda Fountain in New York City's Central Park, Stebbins' marble and bronze works are showcased in this career-spanning exhibition of sculptures, paintings, archival materials and more.

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  • Art
  • River North

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.

  • Art
  • Film and video
  • Recommended

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 for 30 minutes on Thursdays through Saturdays, it’s best viewed from the section of the Chicago Riverwalk between Wells Street and Franklin Street.

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  • Things to do
  • Exhibitions
  • Loop

"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. 

  • Sports and fitness
  • Yoga & Pilates
  • Streeterville
  • 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 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.

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  • Things to do
  • Performances
  • Loop

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.

  • Experimental
  • Uptown

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.

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  • Things to do
  • Exhibitions
  • Hyde Park

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.

  • 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.

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