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A large Christmas tree and crowds at Winterland at Gallagher Way
Photograph: D TATUM
Photograph: D TATUM

The best December 2024 events in Chicago

Find the best holiday activities in Chicago, including free things to do and picks from theater, music and pop-ups.

Jeffy Mai
Edited by Jeffy Mai
Editor, Time Out Chicago
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The arrival of December sends the holiday season into full swing—prepare yourself for a jam-packed roster of glittering Christmas lights, festive holiday pop-ups and plenty of glühwein to be sipped at Christkindlmarket locations in both Daley Plaza and Aurora. As the month draws to a close, bid adieu to 2024 at New Year's Eve events and parties happening at Chicago hotels, clubs and other hotspots, where you'll find Champagne towers and other special ways to welcome 2025 in style. So make the most of the final month of the year with our guide to the best events in Chicago this December.

RECOMMENDED: Check out our 2024 Chicago events calendar

Time Out Market Chicago

Time Out Market Chicago

Time Out Market Chicago
Photograph: Jaclyn Rivas for Time Out

We've rounded up the best chefs in the city to join us at Time Out Market Chicago, a culinary and cultural destination in the heart of Fulton Market featuring more than 15 kitchens, three bars and one drop-dead gorgeous rooftop terrace—all spread across three floors.

Best Chicago events in December 2025

The Paper Machete

  • Comedy
  • Uptown
  • Recommended
The Paper Machete
The Paper Machete
Photograph: Sarah Larson
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.

360 Sky Yoga

  • Sports and fitness
  • Yoga & Pilates
  • Streeterville
  • price 2 of 4
  • Recommended
360 Sky Yoga
360 Sky Yoga
Photograph: Courtesy 360 CHICAGO
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 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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Drunk Shakespeare Chicago

  • Things to do
  • Performances
  • Loop
  • price 2 of 4
Drunk Shakespeare Chicago
Drunk Shakespeare Chicago
Photograph: Mike Sause
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.
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The Infinite Wrench

  • Experimental
  • Uptown
  • price 1 of 4
The Infinite Wrench
The Infinite Wrench
Photograph: Joe Mazza
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.
Buy ticket
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Mindful Looking

  • Museums
  • Grant Park
Mindful Looking
Mindful Looking
Photograph: Jaclyn Rivas for Time Out
Experience the Art Institute like never before by tagging along with Marielle Epstein, assistant director of Interpretation at the Art Institute of Chicago. “Mindful Looking” is a monthly program that teaches attendees how to use mindfulness practices to enhance their museum-going experience, encouraging reflection and contemplation. A close look at an artwork is followed by a discussion and a guided meditation around a theme presented in the session. No prior experience with meditation is required.

Butterfly Haven Yoga

  • Things to do
  • Classes and workshops
  • Lincoln Park
Butterfly Haven Yoga
Butterfly Haven Yoga
Photograph: Shutterstock
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. Just remember to bring your own mat, a water bottle and a mind ready to drift someplace lighter.
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Wicker Park First Fridays Art Walk

  • Things to do
  • Loop
Wicker Park First Fridays Art Walk
Wicker Park First Fridays Art Walk
Photograph: Courtesy Wicker Park Bucktown Chamber of Commerce
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.

Test Literary Series

  • Things to do
  • Literary events
  • Logan Square
Test Literary Series
Test Literary Series
Photograph: Jeff Marini
The Whistler’s monthly lit series pops up on the second Wednesday of every month, bringing an evening of readings, workshopping and discussion to the Logan Square cocktail bar. Each show is followed by an installment of the Relax Attack Jazz Series, a free event with a constantly rotating bill.
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The Nutcracker

  • Dance
  • Ballet
  • Loop
  • price 3 of 4
  • Recommended
The Nutcracker
The Nutcracker
Photograph: Lauren Quinn, Courtesy of Joffrey Ballet
Having retired cofounder Robert Joffrey's production of The Nutcracker after nearly 30 years, the Joffrey Ballet debuted a brand-new version in 2016, set in Chicago against the backdrop of the 1893 World's Columbian Exposition. This year's production will be staged in the Civic Opera House (where the Lyric Opera also resides), featuring music performed by the Lyric Opera Orchestra and the stunning choreography of Tony Award winner Christopher Wheeldon. The Chicago-inspired iteration of the classic Christmas ballet will have you humming “Dance of the Sugar Plum Fairy” for days after you leave the theater.
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The Joffrey Ballet presents The Nutcracker

  • Things to do
  • Loop
  • price 3 of 4
  • Recommended
The Joffrey Ballet presents The Nutcracker
The Joffrey Ballet presents The Nutcracker
Photograph: Lauren Quinn, Courtesy of Joffrey Ballet
This holiday season, The Joffrey Ballet celebrates the 10th anniversary of two-time Tony Award®-winning choreographer Christopher Wheeldon’s interpretation of The Nutcracker. Accompanied Tchaikovsky's classic score, The Nutcracker is a fantastical adventure engaging merging Chicago's rich cultural heritage and the wonder of the season. 
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Best Chicago events in December 2024

The Infinite Wrench

  • Experimental
  • Uptown
The Infinite Wrench
The Infinite Wrench
Photograph: Joe Mazza

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.

Read more
Buy ticket

The Paper Machete

  • Comedy
  • Uptown
  • Recommended
The Paper Machete
The Paper Machete
Photograph: Sarah Larson

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.

Read more
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