chicago polar plunge
Photograph: David T. Kindler
Photograph: David T. Kindler

The best things to do in Chicago this week

Find the very best things to do in Chicago this week, including cultural events, festivals and shows.

Shannon Shreibak
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Last updated February 23, 2026: Temperatures in Chicago may have plunged once again, but the city's events calendar is undoubtedly heating up. The week's lineup of events features everything from the Chicago Polar Plunge to Chinatown's massive Lunar New Year Parade. Even on a budget, you can take advantage of free admission days at several Chicago institutions or Garfield Park Conservatory's annual Spring Flower Show. Read on for our curated guide to the best events happening around town this week.

RECOMMENDED: Discover the best things to do in Chicago in February 2026

Best events in Chicago this week

  • Things to do
  • Festivals
  • Armour Square

Celebrate the Year of the Horse in Chinatown at the neighborhood's official Lunar New Year parade, which falls after the arrival of Chinese New Year (February 17). Attendees line Wentworth Avenue to see marching bands, decorated floats and traditional lion dancers. The colorful procession begins at 24th Street and Wentworth Avenue at 1pm, traveling north to Cermak Road.

  • Things to do
  • Lincoln Park
  • Recommended

Brave the cold and head to North Avenue Beach this March for the Chicago Polar Plunge, which sends thousands of shivering participants into the icy waters of Lake Michigan to raise money for local families. Can't make it to Oake Street Beach this year? You can still donate to the cause. All participating plungers will receive a souvenir T-shirt and towel when exiting the water.

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  • 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. The show only sticks around through Mother's Day weekend, so book your visit soon!

  • 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.

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  • Things to do
  • Ice skating
  • Millennium Park
  • Recommended

Situated in the heart of downtown Chicago with the city's sweeping skyline as a backdrop, the Skating Ribbon at Maggie Daley Park is a winter attraction unlike any other. Skaters can lace up and wind around a winding ice-covered path that's twice the length of a lap around a traditional rink. Reservations for the popular ice rink should be made in advance, as they tend to fill up quickly.

  • Things to do

The North Side is bringing back its own Restaurant Week, offering exclusive deals during lunch and dinner. Enjoy three-course menus at places throughout Lincoln Square, Ravenswood, Albany Park, Edgewater, Irving Park, Northcenter, North Park, Rogers Park and Uptown. Participating spots include Maman Zari, Bistro Campagne, Khmai, Boonie's, Luella's, the Warbler and more. Find the full list of restaurants and menus here.

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  • Things to do
  • Festivals
  • Recommended

Every two years, Chicago becomes a global hub of architecture and design during the Chicago Architecture Biennial. This edition’s theme is SHIFT: Architecture in Times of Radical Change, bringing together over 100 projects by architects, artists and designers from 30 countries—each piece engaging with the cultural, social and environmental fluxes transforming our world.

Not sure where to start? Check out our first-timer's guide to the exhibition. Stay up-to-date by visiting the Chicago Architecture Biennial website.

  • Museums
  • Museum Campus

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.

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  • Shopping
  • Markets and fairs
  • Edgewater

For five Saturdays, the Edgewater Indoor Market brightens the Chicago winter with a massive makers market at the Broadway Armory. Each event hosts more than 50 food vendors, artists and artisans. Come hungry—you’ll find an abundance of fresh baked goods, seasonal produce and locally made treats.

  • Things to do
  • Exhibitions
  • Grant Park

Known for his groundbreaking homes spanning across the United States and rejection of minimalist conventions, Bruce Goff—whose lifelong mentor was Frank Lloyd Wright—is one of the modern world's most celebrated architects. To celebrate his legacy, The Art Institute of Chicago will be hosting the first major exhibition of Goff’s work in 30 years. The show will feature more than 200 works celebrating every phase of Goff's creative practice, from elaborate architectural drawings and models to a selection of Goff's lesser-known artistic output in abstract painting.

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  • Children's
  • Rogers Park

What happened to the sun? In a gray, sunless city, two stray cats named Kitty and Tom are about to find out. When a trade for some “magic” beans leads to a magnificent beanstalk, these siblings must climb to new heights to confront a sun-stealing giant. Join the Lifeline Theatre for this world premiere musical adventure—a magical experience for kids 4+ and the families who love them.

  • Comedy
  • Storytelling

Wanna relive the thrill of punishing a captive audience like you did during grade school show-and-tell? Then Show & Tell for Grownups is the place for you! Once a month, comedians, storytellers and everyday passionate folks gather to share their quirky, heartfelt or downright fascinating interests. Each presenter gets five minutes on the clock to wax philosophical about their obsession, then it’s the audience’s turn with a quick Q&A. Think of it like falling down a Reddit rabbit hole—only live, and way more fun.

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  • 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
  • West Loop

A spot on the pine bleachers at Drip Collective has become one of the most coveted seats in the city, thanks to the cafe's adventurous beverage menu (hello, mango sticky rice matcha latte!) and hyper-local event programming. Aside from piping hot coffee, Drip has been bringing a different kind of heat this summer with Hot Drip Sessions, a weekends-only DJ pop-up. Can't make it to West Loop? 

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  • 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. 

  • Drama
  • Old Town
  • 4 out of 5 stars
  • Recommended

What do we talk about when we talk about the weather? We talk about the planet’s slow boil: the seasons that change without our consent, the arrow of time that pierces our lives regardless of our armors. Medical researcher John and his adult daughter Caitlyn talk about the weather constantly in Birds of North America; nearly every scene of Anna Ouyang Moench’s one-act play touches on the subject. Set in suburban Maryland and unfolding over a decade, the play tracks their relationship like an ornithologist watching the sky: full of hope, yet braced for disappointment. Birds of North America conveys this ache deeply: the grief of adaptation, the dangers of loyalty and the devastation of finding out that change comes whether we’re ready or not.

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  • 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.

  • LGBTQ+
  • Bucktown

Produced by World of Wonder—the company behind Drag Race and the global DragCon conventions—the attraction casts visitors as the main character inside some of the show’s most iconic spaces. You can strut the Main Stage, snap a selfie in the Werk Room, film a confessional and flip through racks of costumes pulled straight from the runway. Roll up with your squirrel friends and you’ll have a day that’s pure eleganza.

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  • Things to do
  • Suburbs

Sunday! Sunday! Sunday! Actually, this festival of revving engines takes place throughout the weekend. Colossal trucks slam, crush and perform stunts as cheesily entertaining as any wrestling match. The world’s best drivers tear up on the dirt as they battle for the Event Championship in four competitions: Racing, Skills, Donuts and Freestyle. Arrive early on Saturday or Sunday for the Monster Jam Pit Party, where families can get up close and personal with the massive trucks, snap a selfie, meet their favorite drivers and collect autographs.

  • Shopping
  • Markets and fairs
  • Edgewater

For five Saturdays, the Edgewater Indoor Market brightens the Chicago winter with a massive makers market at the Broadway Armory. Each event hosts more than 50 food vendors, artists and artisans. Come hungry—you’ll find an abundance of fresh baked goods, seasonal produce and locally made treats.

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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.

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  • Art
  • Kenwood

“Mutuality” a group exhibition of new works created during the 11th year of the Hyde Park Art Center’s biennial Center Program, a professional development program designed to elevate emerging and mid-career artists. The exhibition defines mutuality as demonstrating mutual care and interest, encouraging artists to consider how their intentions, works and practice impact the world. Artworks in “Mutuality” represent over 20 artists practicing a multitude of disciplines, from painting and drawing to fiber and printmaking to performance and sound.

  • Museums
  • Movies and TV
  • River North

Visiting “The Land of Oz: Beyond the Page” at the Gold Coast’s Driehaus Museum feels a bit like opening a very elegant jewelry box: beautifully crafted, lovingly arranged and also...surprisingly compact. Tucked away into two rooms on the museum’s top floor, the film-inspired exhibit offers a curated peek behind the yellow brick road—costumes, concept art, early editions of L. Frank Baum’s original book and just enough memorabilia to spark a pleasant jolt of nostalgia.

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  • Things to do
  • Exhibitions
  • River West/West Town

The newly renovated Intuit Art Museum is the perfect place to visit the exhibition, “Catalyst: Im/migration and Self-Taught Art in Chicago.” This exhibition is part of a citywide initiative highlighting Chicago's artistic heritage and creative communities. “Catalyst” focuses on the impact of immigration and migrant experiences within the self-taught artist community. The featured works investigate the inciting incidents for artists' displacement and subsequent settling in Chicago, offering a unique perspective on artistic practice as a personal narrative.

  • 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.

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  • 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.

  • Things to do
  • Exhibitions
  • Washington Park

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.

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  • 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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  • Music
  • Latin and world
  • Lincoln Square

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.

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