Christmas Around the World exhibit at Museum of Science and Industry
Photograph: Heidi Peters
Photograph: Heidi Peters

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
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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.

Last updated November 5, 2025: Halloween is in the rearview mirror, and we’re heading straight into a winter wonderland, folks. Embrace the holiday spirit at the Griffin MSI's Tree Lighting and Cultural Festival, where you can be among the first to peep the “Christmas Around the World and Holiday of Lights” exhibition. (You can learn more about the team of volunteers who decorate the trees here.) If you’re yearning for laughs, swing by 312 Comedy Festival or Drunk Shakespeare Chicago. For the museum lovers among us, there’s no shortage of exhibitions to check out, ranging from the Peanuts to soundstage-sized balloons to Yoko Ono’s masterworks.

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The best things to do in Chicago this weekend

  • Things to do
  • Festivals
  • Little Italy, UIC
  • Recommended

More commonly known as FoBAB, the Festival of Wood and Barrel-Aged Beers offers a stacked lineup of wood- and barrel-aged concoctions—spanning 13 categories of brews—that are sought-after by beer nerds. This year, more than 350 beers, ciders, meads and perries from breweries across the country will be featured. 

  • Comedy

Chicago: a city that’s birthed more comedic icons than hot dog toppings, and the 312 Comedy Festival is here to remind you why. Returning for its third year, this multi-day celebration of stand-up brings over 20 comedians (and counting) to six iconic venues across the city. The 2025 lineup includes heavy-hitters like Fortune Feimster (Nov. 8, Chicago Theatre), Pete Holmes (Nov. 6, Riviera Theatre), and a cross-section of scene-stealers like Earthquake, Dusty Slay, Jared Freid, Patrick Warburton, Marie Faustin and Joe Machi.

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  • Things to do
  • Hyde Park

Be among the first to visit the Griffin MSI’s beloved “Christmas Around the World and Holiday of Lights” exhibit. The museum will flip the switch on its four-story Grand Tree at 11am with help from Santa Larry, the first Black Santa to spread holiday cheer at the Mall of America. Visitors will also enjoy treats from Stan's Donuts, live performances from local organizations and the Leo High School Choir—fresh off their incredible run on America’s Got Talent—and more.

  • Things to do
  • Loop

Check out galleries and artistic spaces around Wicker Park and Bucktown during this free monthly event that takes place 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 Jackson Junge Gallery, Tom Robinson Gallery, SoNa Contemporary Art, Torque Ltd., Prism Spaces and more.

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  • Kids
  • Exhibitions
  • Streeterville

“Take Care with Peanuts: The Exhibit” is an immersive fan experience inspired by a global initiative of the same name. Based on the captivating world depicted in Charles M. Schulz’s iconic comic strip, the exhibit brings the beloved Peanuts gang to life through interactive displays and hands-on activities promoting self-care, empathy and environmental stewardship. 

  • Things to do
  • Loop

Organized in partnership with the Street Vendors Association of Chicago, the Bike Tour is designed to build community, one bike and meal at a time. The event will kick off with two stops in Pilsen during which CyclingxSolidarity will highlight its mutual aid efforts and partnerships with local organizations. The bike tour will then move westward toward Little Village, where cyclists will meet street vendors, hear their stories and enjoy delicious food at three different stops.

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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.

  • Music
  • Rock and indie
  • Ukrainian Village

Keep a music venue at the top of its game for as many years as a vinyl record spins at RPMs, and you'll find a very cheeky anniversary to celebrate. In celebration of its 33 ⅓rd anniversary, the Bottle is hosting a series of concerts that welcome the return of memorable acts from the venue's storied past, like psych-pop sensation Cindy Lee, twangy soul outfit Whitney and dream pop quad The Pains of Being Pure at Heart. 

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  • Dance
  • Ballet
  • Millennium Park

Joffrey at the Harris: Matters of the Heart features new works by two of today’s leading female choreographers: Chanel da Silva and Annabelle Lopez Ochoa. Drawing on themes of love and resilience, The Joffrey Ballet will perform the world premiere of da Silva’s Wabash & You, a love story set in Chicago and featuring live on-stage accompaniment by Indiana-based funk band The Main Squeeze. Wabash & You will be followed by the Midwest debut of Lopez Ochoa’s Broken Wings (2024), a work inspired by Frida Kahlo's life and accompanied by the Chicago Philharmonic.

  • Drama
  • Lincoln Park

Peter Shaffer's 1979 masterwork brings to life the rivalry between composers Antonio Salieri (Ian Barford) and Wolfgang Amadeus Mozart (David Darrow). Salieri is the Court Composer and the established standard of the day—his compositions are palatable, albeit restrained. Enter Mozart, a wild child prodigy with climbing notoriety and the ability to make music like no one has ever heard. Mozart's music moves Salieri to tears, but also awakens a destructive jealousy that compells him to supress Mozart at every turn. 

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  • 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. 

  • Things to do
  • Classes and workshops
  • Lincoln Park

If you’re craving a deeper kind of calm (and really, who isn’t these days?), try a 75-minute yoga session inside the Peggy Notebaert Nature Museum’s Judy Istock Butterfly Haven. Here, your vinyasa flow finds quiet company among hundreds of fluttering butterflies and the occasional exotic bird. After class, wander through lush flora and tropical trees that will make Chicago feel half a world away—if only for a little while. 

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  • Nightlife
  • Pop-ups and food events
  • Lake View

The 2003 holiday movie Elf takes center stage at this Wrigleyville pop-up located inside of Stretch Bar & Grill, which gets dressed up with more than 1,000 decorative elves, Christmas trees and plenty of festive Christmas lights. Take a seat at tables stocked with the four main food groups (candy, candy canes, candy corn and syrup) and treat yourself to a plate of Buddy's breakfast pasta (spaghetti loaded with maple syrup, chocolate fudge and syrup, mini marshmallows and strawberry frosted pop tarts) or a beer served in a 36-ounce elf boot. 

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  • Things to do
  • Exhibitions
  • Streeterville

“Music of the Mind” is a retrospective that celebrates key moments of Ono’s career, showcasing art driven by ideas and expressed in poetic, humorous and profound ways. Tracing Ono’s career back to the 1950s, “Music of the Mind” presents over 200 works across a variety of media including performance footage, music and sound recordings, scores, film, photography, installation and archival materials. 

  • 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. 

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  • Art
  • Contemporary art
  • Lower West Side
  • Recommended

For 39 years and counting, the National Museum of Mexican Art has celebrated one of Mexico’s most extraordinary traditions with a multimedia exhibition. This year, Día de Muertos: A Celebration of Remembrance” is dedicated to the Texans and New Mexicans who tragically lost their lives in 2025's flash floods. After you've toured the exhibition, make your way to the museum's courtyard space, which will house an installation designed and curated by the youth artists of Yollocalli Arts Reach.

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  • 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
  • Exhibitions
  • Lincoln Park

Experimental Sound Studio's longtime partnership with the Chicago Park District and Lincoln Park Conservatory continues with “Semblance of Fern,” a new sound installation by composer Sarah Belle Reid. The immersive installation explores the formal connections between mathematical models and nature in the contemplative confines of the conservatory's Fern Room. After getting your fill of tropical palms and vibrant flowers, mosey over to the Alfred Caldwell Lily Pool, which is free to visit and recently reopened to the public.

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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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