Mexican performers
Photograph: Courtesy of Navy Pier
Photograph: Courtesy of Navy Pier

The best things to do in Chicago this weekend

Find the best things to do in Chicago this weekend with our guide to concerts, exhibitions, festivals and more.

Shannon Shreibak
Advertising

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.

Last updated April 27, 2026: Hunting for the best weekend plans in Chicago? From dedicated planners to last-minute adventurers, we’ve got you covered. This week’s highlights include Mexico Fest at Navy Pier, the annual Chicago Artisan Market and can't-miss exhibitions awaiting you at the city's many world class museums. We’ve also rounded up some of the best free events in Chicago, too, for good measure. Scroll down to discover the best events across the city!

RECOMMENDED: The best things to do in Chicago today

RECOMMENDED: The best free things to do in Chicago this month

RECOMMENDED: The best cheap eats in Chicago

RECOMMENDED: Discover the 50 best things to do in Chicago right now

The best things to do in Chicago this weekend

  • 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 Thursdays through Saturdays beginning at 7:30pm, it’s best viewed from the section of the Chicago Riverwalk between Wells Street and Franklin Street.

  • Things to do
  • Suburbs

Launching on the cusp of the spring equinox, Glow Wild celebrates global cultures and communities through the artistry of light. As the sun sets, the Zoo transforms into an immersive wonderland featuring massive, hand-crafted animal lanterns that blend global storytelling with a message of conservation. Beyond the lights, guests can enjoy live music, dance performances and unique international cuisine. Every ticket includes event parking and rides on the Carousel and Ferris Wheel.

Advertising
  • Things to do
  • Streeterville

Make your way to Navy Pier over Cinco de Mayo weekend and enjoy a host of activities. Thrown in partnership with the Consulado General de México en Chicago and Estado de Mexico, the event will feature music and dance performances from Mexican artists and a mercadito packed with vendors selling handicrafts, jewelry, hats, clothing, dolls, blankets, bags, artwork and more. 

  • Things to do
  • Loop

Each year, the downtown department store transforms its historic flagship into a lush, flower-filled wonderland, filling the storied architecture with a vibrant collection of real blooms and exotic plants. This year’s theme celebrates the natural beauty of American gardens and the meticulous art of handcraft, inviting attendees to wander through a series of immersive greenhouse installations across the iconic main floor. These vivid displays showcase a rich tapestry of color, featuring violets, magnolias, poppies, carnations and roses sourced from across the country. As a tribute to the building’s century-long legacy, the experience artfully integrates the store’s heritage through subtle references to the original Marshall Field’s logo.

Advertising
  • Things to do
  • River West/West Town

Discover one-of-a-kind treasures from over 100 local small businesses at this curated indoor marketplace. You’ll be able to check out the best in Chicago food, fashion, home goods and art, as well as chat with vendors to learn about how the products are made. Well-behaved dogs are welcome to join the fun, and tickets are discounted when purchased in advance.

Advertising
  • Things to do
West Town First Fridays
West Town First Fridays

Explore a host of galleries and programming at this monthly event that showcases West Town’s dynamic arts community. On the first Friday of every month, galleries and arts-based businesses stay open until 8pm.

  • Things to do
  • East Garfield Park

Winter is almost over and the Garfield Park Conservatory is here to usher in warmer days with its annual Spring Flower Show. Make a reservation to explore this year's theme, "Showers of Flowers," which celebrates the vertical possibilities of plant life by way of 80+ aerial displays. You'll find spring favorites like tulips, cymbidium orchids, snapdragons, azaleas, hydrangea and more. 

Advertising
  • Shopping
  • Markets and fairs
  • Lake View

More than 90 artisan vendors show off handmade home decor, art, clothing, jewelry and more at the fall edition of Market for Makers, a two-day event that brings together crafty people from across the country. Every guest receives access to fun photo ops and a DIY Station where you can create a unique keepsake.

  • Movies
  • Documentary
  • Lincoln Square

Doc10, Chicago's only all-documentary film festival, returns to the Davis Theater and Gene Siskel Film Center for its big 10th anniversary. From Friday, April 24 through Sunday, May 3, the festival will screen 10 current documentaries culled from other top festivals around the globe (Sundance, Tribeca).

Advertising
  • Things to do
  • Exhibitions
  • Avondale

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. 

  • Things to do
  • River West/West Town

Discover one-of-a-kind treasures from over 100 local small businesses at this curated indoor marketplace. You’ll be able to check out the best in Chicago food, fashion, home goods and art, as well as chat with vendors to learn about how the products are made. Well-behaved dogs are welcome to join the fun, and tickets are discounted when purchased in advance.

Advertising
  • Things to do
  • Exhibitions
  • Loop

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. 

  • 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.

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.

Advertising
  • Things to do
  • Exhibitions
  • River North
  • 3 out of 5 stars
  • Recommended

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.

  • Things to do
  • Exhibitions
  • Streeterville

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.

Advertising
  • Drama
  • Lincoln Park

Following the tragic loss of his child in a confrontation with police, a grieving father is pressured by three strangers to take a cash settlement and disappear into a new life. He faces a devastating choice: accept the "hush money" and move on, or stay and be consumed by the ghosts of his past. The world premiere of this new work by Steppenwolf ensemble member Tarell Alvin McCraney is a lyrical, urgent exploration of grief and the corrosive power of the almighty dollar.

  • Things to do
  • Exhibitions
  • Grant Park
  • 4 out of 5 stars
  • Recommended

Immerse yourself in a new perspective on legendary artist Henri Matisse at this exciting new exhibition at The Art Institute of Chicago. Bedridden and unable to paint in the 1940s, Matisse turned to a new, more accessible medium: cut paper. Mining his memories of circuses, world travels, folktales and concerts in Parisian music halls, he produced a series of 20 maquettes that will be on display for the public to enjoy.

Advertising
  • Things to do
  • Exhibitions
  • Hyde Park

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.

  • Things to do
  • Festivals
  • Loop

This annual festival assembles luminaries from the fields of politics, journalism and the arts for a multi-week series of programming across the city, with events ranging from lectures and discussions to screenings and musical performances. Not sure which events to hit? Attendees can explore the five Festival Days, full days of programming in a given neighborhood, including Bridgeport Day on April 18, Lakeview Day on May 9 and Northwestern Day on May 17, as well as thought-provoking discussions and exciting live performances sprinkled throughout the schedule. 

Some of the fest’s biggest speakers this season include NPR's Planet Money podcast, How to Change Your Mind author Michael Pollan, musicians like Melissa Auf der Maur and more. You can see a full schedule of programming on the Chicago Humanities Festival website.

Advertising
  • Things to do
  • Exhibitions
  • Loop

The Museum of Contemporary Photography celebrates its 50th anniversary with a sweeping look at its collection. Each of the museum's five galleries will represent a decade of collecting, beginning with its most recent acquisitions (2016-2026) in the first gallery, then rewinding through time. The retrospective features rarely exhibited and newly acquired works by influential photographers including Dorothea Lange, Harry Callahan and Robert Frank.

  • Things to do
  • Exhibitions
  • Sheffield & DePaul

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.

Advertising
  • Things to do
  • Exhibitions
  • Grant Park

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.

  • Art
  • River West/West Town

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. 

Advertising
  • Things to do
  • Exhibitions
  • Streeterville

This family-friendly exhibition explores six habitats—Desert, Ocean, Rainforest, Sky, Woods and City—through the eyes of modernist artist Charley Harper. Designed to foster appreciation for biodiversity and interdependence, the exhibit includes interactive games, a DIY soundscape station and multisensory interpretations of Harper’s beloved work.

  • 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. 

Advertising
  • Things to do
  • Exhibitions
  • Lincoln Park

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.

Advertising
  • 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 levelsyou 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.

Advertising
  • 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 everytime you show up to see it.

  • 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.

Recommended
    Latest news
      Advertising