shucked
Photograph: Matthew Murphy and Evan Zimmerman
Photograph: Matthew Murphy and Evan Zimmerman

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.

Jeffy Mai
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Looking for fun activities to do this week? You've come to the right place! Winter has arrived and with it, frigid temps, so find fun things to indoors. If you'd rather embrace the elements, there are also plenty of things to do outdoors, including ice skating, snowboarding and skiining, and sledding. There’s even more on our list below, so scroll through the roundup of the best things to do in Chicago this week and start planning your calendar.

RECOMMENDED: Discover the best things to do in Chicago this weekend

Time Out Market Chicago

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 events in Chicago this week

  • Things to do
  • Loop

Broadway’s corniest hit musical comes to Chicago for a limited two-week engagement at CIBC Theatre. The Tony Award-winning production tells the tale of a woman who leaves home to learn why the corn in her small town is dying. Filled with humor and earworm songs, Shucked features a score by the Grammy Award-winning songwriting team of Brandy Clark and Shane McAnally, and is directed by Tony Award winner Jack O’Brien.

  • Music
  • Folk, country and blues
  • Loop

Most people call January "the first month of the year" or "four weeks of taking my resolutions seriously," but Chicago blues fans know that it's actually "Buddy Guy month." Throughout the month, the legendary bluesman picks up his polka-dot guitar and takes the stage during a residency at the South Loop blues clubs that bears his name. Guy performs every Thursday, Friday, Saturday and Sunday night, with a different supporting act joining him each evening. This year, you'll see Guy paired with folks like Wayne Baker Brooks, Bobby Rush and Laretha Weathersby. Tickets to Guy's January residency aren't exactly cheap, but witnessing a bonafide blues icon perform in his hometown is the kind of experience that's worth the dough.

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  • River West/West Town

Pegasus Theatre Chicago presents its 38th annual slate of competition-winning one-acts by Chicago high school students, staged and performed by professional directors and actors. This year's featured plays are Love & Gyros by Lily Zhang, Family Fishing Trip by Lydia Vodopic and Superheroes Anonymous by Carolina Boss.

  • Things to do
  • Avondale

Brush up on or test out your language skills at this casual hangout at Revolution Brewing. There will be tables set up for each requested language, so attendees can make some new friends while practicing speaking a language they’re learning or already know. All levels are welcome.

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  • Things to do
  • Ice skating
  • Millennium Park

Skate under the Chicago skyline and within eyeshot of the Chicago Christmas Tree at the McCormick Tribune Ice Rink in Millennium Park. Plus, take advantage of free skating lessons on most Saturdays and Sundays, where you can learn both beginner- and intermediate-level skills. Note that you'll need to make a free online reservation for both regular skating and lessons, and if it seems too warm to skate, call ahead—this rink is open through February 2, weather permitting.

  • Things to do
  • Ice skating
  • Millennium Park

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.

Admission to the Skating Ribbon is free Monday through Thursday and for 11am sessions Friday through Sunday (and $5 for other time slots Friday through Sunday, as well as holidays) if you bring your own skates. No skates? Entry is $17–$23 if you need to rent a pair. The Ribbon stays open through March (weather permitting) and even offers hours on Thanksgiving Day, Christmas Eve, Christmas Day, New Year's Eve and New Year's Day.

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  • Things to do
  • Streeterville

Located on the terrace of The Peninsula Chicago, the 2,100-square-foot Sky Rink offers ice skating in the shadows of the city's tallest buildings, all while overlooking Michigan Avenue. Show off your skills in a winter wonderland featuring snowflake lighting and festive music, and when you need to warm up, grab a hot drink and snack at the Chalet.

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  • Nightlife
  • Pop-ups and food events
  • Loop

Immerse yourself in a picture-perfect whimsical décor, sparkling lights and breathtaking Chicago skyline views from the 22nd floor and indulge in a delightful selection of holiday-themed cocktails, including steaming spiced mulled wine and chilled festive drinks. LondonHouse Chicago's rooftop also offers cozy heated igloos, which can be booked by contacting rsvp@londonhouse.com; reservations require a $600 food and drink minimum.

  • Things to do
  • Near North Side

There’s plenty of cold weather fun to be had on the Art Deco-inspired terrace at the Gwen Hotel, which offers curling lanes plus fire pits and hot cocktails so you can warm up between rounds. Heat lamps are set up around the perimeter to keep things toasty and you can also hang out with a group around one of the fire tables.

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  • Things to do
  • River North

The Godfrey’s rooftop becomes a winter wonderland when the temperatures plunge, featuring clear heated igloos decorated with festive lights that can be booked for groups of up to 10 people indulging in bottle service. Even if you’re not going all out, you can hang out at a booth under the retractable roof or gather around an outdoor fire pit for s’mores and a hot cocktail.

  • Things to do
  • Loop

Look out over Lake Michigan and Millennium Park from the glass atrium on top of the Chicago Athletic Association hotel. The outdoor terrace is accessible year round and features fire pits to keep you toasty while you sip drinks. Cindy’s is running an après ski-inspired pop-up, with classic cold weather cocktails and themed decorations that transport guests to a snowy mountain getaway, daily through February 28.

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  • Nightlife
  • Pop-ups and food events
  • Loop

Fairmont Chicago has brought back its seasonal experience, Fairmont Lodge, for another year of wintry fun. The hotel’s lobby is transformed into a wonderland featuring themed décor, festive programming and seasonal menus. Guests can reserve a Lodge experience and indulge in hand-crafted cocktails and sweet and savory fondue, capped off with some tabletop s'mores. There’s also live entertainment Thursday through Saturday.

  • Things to do
  • Wrigleyville

Just because baseball season is over doesn't mean the action in Wrigleyville goes into hibernation. Alma, the Hotel Zachary bar located across from Wrigley Field, is bringing back its heated terrace globes from November 16 to January 26. Up to six guests can enjoy holiday cocktails or kid-friendly options like hot chocolate, eggnog or sparkling cider, plus a build-your-own s’mores station curated by Amy’s Candy Bar. The globes also come equipped with a record player so you can play some holiday tunes, as well as board games and Polaroid cameras to help capture those picture-perfect moments.

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  • Loop

The six-time Tony Award-winning production kicks off its national tour with a five-month run in Chicago. Nineteen years after Harry, Ron, and Hermione saved the wizarding world, they’re back on a most extraordinary new adventure—joined by a brave new generation, including Harry’s son Albus—that threatens to change the past and future forever. The play has sold over 10 million tickets worldwide since its world premiere in London in July 2016, and holds a record 60 major honors.

  • Things to do
  • Streeterville

Iconic chocolate brand Hershey has brought its first-ever immersive attraction to Water Tower Place, transporting guests to a whimsical, real-life candyland. Upon entering the indoor play experience, guests will explore various themed zones to discover what makes Hershey treats so special. From navigating a Twizzlers maze to celebrating the perfect combination in Reese’s Peanut Butter Cups, it’s family-friendly fun that tugs at the heartstrings. Plus, when you’re finished, stop by the retail store to snag limited-edition merch.

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  • Things to do
  • Suburbs

This new exhibition from Chicago Gamespace and the Cleve Carney Museum explores the history of legendary Chicago video game company Midway and its rise to prominence in the ‘90s. Take a look at behind-the-scenes videos, interviews with former game designers, and art, or try your hand at any of the 15 playable arcade games. Midway’s celebrated legacy includes hits like NARC, Smash TV, Terminator 2, Mortal Kombat, NBA Jam and Cruis’N USA.

  • 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. 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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  • Things to do
  • Hyde Park

The Griffin Museum of Science and Industry has debuted an exhibit dedicated to the science and technology behind the world’s longest-running film franchise, James Bond. Fans can check out 13 vehicles and over 90 additional artifacts, including the prototype jetpack used in Thunderball, an MI6 Retina Scanner from GoldenEye and the Parahawk snowmobile hybrid from The World Is Not Enough. You’ll also be able to step into a lab space inspired by “Q” and test your skills developing the perfect vehicle for spy activities, designing stunts and more.

  • Comedy
  • Uptown

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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  • 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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