Empty Bottle
Photograph: Jaclyn Rivas for Time Out
Photograph: Jaclyn Rivas for Time Out

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 November 3, 2025: If you’re looking for things to do in Chicago, you’ve come to the right place. Halloween is in the rearview mirror, and now it’s time to embrace all things holly-jolly and pumpkin spice. If you’re ready to jump headfirst into holiday cheer, don’t miss the kickoff of Griffin MSI’s “Christmas Around the World” exhibition. For those seeking a much-needed escape from reality, the 312 Comedy Festival is barreling through town with a topnotch lineup and the Empty Bottle celebrates its 33 ⅓rd anniversary with a crew of local legends and indie darlings.

RECOMMENDED: Discover the best things to do in Chicago in November 2025

Time Out Market Chicago

Best events in Chicago this week

  • Comedy

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—from the Chicago Theatre to the legendary Zanies. 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
  • 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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  • 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.

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  • Museums
  • Museum Campus

Every Wednesday, the Adler stays open late from 4–10pm so that folks can visit after work or school—best of all, admission is free for Illinois residents. Escape the planet with exhibits about the first lunar missions, the solar system and more, plus sky shows in an immersive dome theater. 

  • 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. 

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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. 

  • 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.

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  • 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. 

  • 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
  • Exhibitions
  • Hyde Park

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. 

  • Things to do
  • 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? Some of this season's biggest speakers include Kate McKinnon, Margaret Atwood, Salman Rushdie and Nick Offerman.

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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. As usual, admission is free—anyone is welcome to stop by the museum and pay their respects.

  • 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.

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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.

  • 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.

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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. 

  • 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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  • 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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