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The Best Things to Do in Chicago This January
The Best Things to Do in Chicago This January

The Best Things to Do in Chicago This January

Start 2022 with all the best things to do this month in Chicago. ❄️🏙🐻‍❄️


Published January 07, 2022

You’ve powered through the Chicago winter in style, conquering lockdowns, holiday shopping, and rung in 2022—you deserve an awesome January to keep the good times rocking. From live events to cocktail pop ups—Chi-town has you covered this month.

For all the best events and activities happening in Chicago for January, read on: 

Take Yoga Classes at Immersive Van Gogh Chicago

Take Yoga Classes at Immersive Van Gogh Chicago

Enjoy a yoga class while bathed in full-room projections of the animated, jaw dropping works of the legendary Vincent Van Gogh! A yoga instructor will lead participants of all levels through a 35 minute flow. And, each workout is choreographed in harmony with the music, sounds and lights of the art show around you. 

When: Wed, Sat, and Sun
Where: Lighthouse Artspace, 3418 W Armitage Ave

For tickets to Yoga class at Immersive Van Gogh Chicago.

For regular tickets to Immersive Van Gogh Chicago.

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Yachti Adventure Tours

location_on Burnham Harbor, CHI

Yachti Adventure Tours

From$84 $75 11% off
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Enjoy a yoga class while bathed in full-room projections of the animated, jaw dropping works of the legendary Vincent Van Gogh! A yoga instructor will lead participants of all levels through a 35 minute flow. And, each workout is choreographed in harmony with the music, sounds and lights of the art show around you. 

When: Wed, Sat, and Sun
Where: Lighthouse Artspace, 3418 W Armitage Ave

For tickets to Yoga class at Immersive Van Gogh Chicago.

For regular tickets to Immersive Van Gogh Chicago.

Go on a Chicago Snow Tubing and Brewery trip

Go on a Chicago Snow Tubing and Brewery trip

Wilmot Mountain snow tubing is one of the best ways to step away from the city for a thrilling nature-scape. Each Saturday night Chicagonians can hop on the Chicago Snow Tubing & Brewery Bus for a 2-hour night tubing session in the mountains, followed by a stop in at the local brewery for dinner before being dropped back in the city. 

When: Most Saturdays all winter long.
Where: Pickup location 100 W. Randolph Street on the corner of N Clark and W Randolph (Near the PNC Bank). 

For tickets to Chicago Snow Tubing and Brewery Bus.

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Yachti Adventure Tours

location_on Burnham Harbor, CHI

Yachti Adventure Tours

From$84 $75 11% off
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Wilmot Mountain snow tubing is one of the best ways to step away from the city for a thrilling nature-scape. Each Saturday night Chicagonians can hop on the Chicago Snow Tubing & Brewery Bus for a 2-hour night tubing session in the mountains, followed by a stop in at the local brewery for dinner before being dropped back in the city. 

When: Most Saturdays all winter long.
Where: Pickup location 100 W. Randolph Street on the corner of N Clark and W Randolph (Near the PNC Bank). 

For tickets to Chicago Snow Tubing and Brewery Bus.

Skate and Bumper at Winterland at Gallagher Way

Skate and Bumper at Winterland at Gallagher Way Photo courtesy of Gallagher Way

Though it's offseason for The Cubs, Winterland at Gallagher Way is still open as an awesome hangout spot in Wrigleyville. After the Christmas Market closes December 31, the space continues to host an ice skating rink through February 20 and they’ll introduce ice skating bumper cars! Bump, slide and spin on the rink Monday through Thursday from 5—9 PM, Saturdays from 5—9 PM and Sundays from 3—7 PM. The cost is $15 for a 10-minute ride.

When: Open daily 7 AM to 10 PM
Where: 3636 N Clark St

For more information on Winterland at Gallagher Way.

Though it's offseason for The Cubs, Winterland at Gallagher Way is still open as an awesome hangout spot in Wrigleyville. After the Christmas Market closes December 31, the space continues to host an ice skating rink through February 20 and they’ll introduce ice skating bumper cars! Bump, slide and spin on the rink Monday through Thursday from 5—9 PM, Saturdays from 5—9 PM and Sundays from 3—7 PM. The cost is $15 for a 10-minute ride.

When: Open daily 7 AM to 10 PM
Where: 3636 N Clark St

For more information on Winterland at Gallagher Way.

Attend a pop-up based off of "The Office"

Attend a pop-up based off of "The Office" Photo courtesy of The Office Expo

From the folks behind “The Friends Experience,” comes one for The Office fanatics (so, all of us, right?). The pop up experience is a nostalgic walk through that makes you feel like you’re in the thick of things as a Dunder Mifflin employee. The experience contains 17 rooms of recreated show sets, including Michaels office, Ryan’s closet, Schrute Farms, and more. Guests will even be able to recreate the epic Kevin chili spill!

Where: 540 Michigan Ave, Chicago, IL 60611

For tickets to The Office Experience.

From the folks behind “The Friends Experience,” comes one for The Office fanatics (so, all of us, right?). The pop up experience is a nostalgic walk through that makes you feel like you’re in the thick of things as a Dunder Mifflin employee. The experience contains 17 rooms of recreated show sets, including Michaels office, Ryan’s closet, Schrute Farms, and more. Guests will even be able to recreate the epic Kevin chili spill!

Where: 540 Michigan Ave, Chicago, IL 60611

For tickets to The Office Experience.

Have an Alice and Wonderland Cocktail Experience

Have an Alice and Wonderland Cocktail Experience Photo courtesy of Alice and Wonderland Cocktail Experience

Come in from the cold and warm up with no ordinary tea party. Join this immersive cocktail experience, where you’ll solve riddles, make two on-theme bespoke cocktails, devour “eat me” cake just like Alice herself—all under the watchful gaze of the Mad Hatter in this 90 minute, immersive experience.

When: Wed—Sun, varying times.
Where: The Galway Arms, 2442 N Clark St

For tickets to Chicago's Alice and Wonderland Cocktail Experience.

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Yachti Adventure Tours

location_on Burnham Harbor, CHI

Yachti Adventure Tours

From$84 $75 11% off
go to event

Come in from the cold and warm up with no ordinary tea party. Join this immersive cocktail experience, where you’ll solve riddles, make two on-theme bespoke cocktails, devour “eat me” cake just like Alice herself—all under the watchful gaze of the Mad Hatter in this 90 minute, immersive experience.

When: Wed—Sun, varying times.
Where: The Galway Arms, 2442 N Clark St

For tickets to Chicago's Alice and Wonderland Cocktail Experience.

Watch Stand Up Comedy at the Laugh Factory

Watch Stand Up Comedy at the Laugh Factory Photo courtesy of Laugh Factory

Chicago standup is back better than ever! Grab a ticket to the Laugh Factory to see a great mix of today's biggest names, and local comedy stars—each ready to deliver a belly laugh to shake away any winter blues you may have.

When: Sunday - Thursday Shows: $15 (originally $20), Friday or Saturday Shows: $20 (originally $30)
Where: 3175 N Broadway

For tickets to comedy at the Laugh Factory.

location_on Laugh Factory, CHI

Stand Up Comedy Tickets

From$20 $15 25% off
  • event 2022-06-01
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Chicago standup is back better than ever! Grab a ticket to the Laugh Factory to see a great mix of today's biggest names, and local comedy stars—each ready to deliver a belly laugh to shake away any winter blues you may have.

When: Sunday - Thursday Shows: $15 (originally $20), Friday or Saturday Shows: $20 (originally $30)
Where: 3175 N Broadway

For tickets to comedy at the Laugh Factory.

See Disney’s Frozen at the Cadillac Palace Theater

See Disney’s Frozen at the Cadillac Palace Theater Photo courtesy of Broadway in Chicago

From the producer of The Lion King and Aladdin, Frozen, the Tony-nominated Best Musical, has arrived at the Cadillac Palace theater. This Chicago Broadway show will feature the songs you know and love from the original movie, plus a dozen new tunes. Oscar winner Jennifer Lee, Tony and Olivier Award winner Michael Grandage (director), and Tony winner Rob Ashford (choreography) round out the team behind the stunning performance. In sum: you don’t want to miss this star studded theatrical experience.

When: Through January 22, 2022, 2 hour and 15 minute run time with intermission.
Where: 151 W Randolph St

For tickets to Disney’s Frozen Broadway in Chicago

From the producer of The Lion King and Aladdin, Frozen, the Tony-nominated Best Musical, has arrived at the Cadillac Palace theater. This Chicago Broadway show will feature the songs you know and love from the original movie, plus a dozen new tunes. Oscar winner Jennifer Lee, Tony and Olivier Award winner Michael Grandage (director), and Tony winner Rob Ashford (choreography) round out the team behind the stunning performance. In sum: you don’t want to miss this star studded theatrical experience.

When: Through January 22, 2022, 2 hour and 15 minute run time with intermission.
Where: 151 W Randolph St

For tickets to Disney’s Frozen Broadway in Chicago

Attend the Wizards Beer Festival on January 30

Attend the Wizards Beer Festival on January 30

If the HP universe is less your speed, there’s still another perfectly magical beer festival for you! Don your robes and enter the Empirical Brewery on Jan 30th to be surrounded by magicians, dry ice spectacles, local DJ’s and much more fantasy and magic goodness. 

When: Jan 30th, 11 AM—7 PM
Where: Empirical Brewing, 1801 W Foster Ave

For tickets to the Chicago Wizards Beer Festival.

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But you can check this event instead:

Yachti Adventure Tours

location_on Burnham Harbor, CHI

Yachti Adventure Tours

From$84 $75 11% off
go to event

If the HP universe is less your speed, there’s still another perfectly magical beer festival for you! Don your robes and enter the Empirical Brewery on Jan 30th to be surrounded by magicians, dry ice spectacles, local DJ’s and much more fantasy and magic goodness. 

When: Jan 30th, 11 AM—7 PM
Where: Empirical Brewing, 1801 W Foster Ave

For tickets to the Chicago Wizards Beer Festival.

Have a Night Out at the Drunk Shakespeare Experience

Have a Night Out at the Drunk Shakespeare Experience

The speakeasy of theater: this hidden venue in a library is where five classically-trained actors meet as members of "The Drunk Shakespeare Society." After one performer downs an impressive five shots of liquor, they attempt to perform a major role in a Shakespearean play, and the remaining four sober actors just try to keep the script on track. Every show is different depending on who is drinking—and there’s always craft cocktails on tap for the guests. 

When: Mon—Sun, 5 PM—9 PM
Where: The Lion Theater 182 N Wabash Ave

For tickets to the Chicago Drunk Shakespeare experience.

This event has ended.

But you can check this event instead:

Yachti Adventure Tours

location_on Burnham Harbor, CHI

Yachti Adventure Tours

From$84 $75 11% off
go to event

The speakeasy of theater: this hidden venue in a library is where five classically-trained actors meet as members of "The Drunk Shakespeare Society." After one performer downs an impressive five shots of liquor, they attempt to perform a major role in a Shakespearean play, and the remaining four sober actors just try to keep the script on track. Every show is different depending on who is drinking—and there’s always craft cocktails on tap for the guests. 

When: Mon—Sun, 5 PM—9 PM
Where: The Lion Theater 182 N Wabash Ave

For tickets to the Chicago Drunk Shakespeare experience.

Have a Very Harry Winter

Have a Very Harry Winter

Does winter make anyone else think of snowy holiday scenes from Hogwarts?! Now, you can really feel the magic at Replay Lincoln Park with their holiday bar pop-up: A Very Harry Winter! Grab a Buttered Bier and enter “The Great Hall,” decked out with candles, snow and magical custom artwork from the popular Harry Potter series. Featured events inside the pop-up range from a Yule Ball Tuesday 12/21 to Harry Potter trivia contests every Thursday! You’ll also be able to shop a variety of magical treats, hearty meals and cocktails!

When: Open daily until Jan 31st, 12 PM — 11 PM
Where: Replay on 2822 N. Sheffield Ave

For tickets to Chicago's Very Harry Winter Pop Up.

This event has ended.

But you can check this event instead:

Yachti Adventure Tours

location_on Burnham Harbor, CHI

Yachti Adventure Tours

From$84 $75 11% off
go to event

Does winter make anyone else think of snowy holiday scenes from Hogwarts?! Now, you can really feel the magic at Replay Lincoln Park with their holiday bar pop-up: A Very Harry Winter! Grab a Buttered Bier and enter “The Great Hall,” decked out with candles, snow and magical custom artwork from the popular Harry Potter series. Featured events inside the pop-up range from a Yule Ball Tuesday 12/21 to Harry Potter trivia contests every Thursday! You’ll also be able to shop a variety of magical treats, hearty meals and cocktails!

When: Open daily until Jan 31st, 12 PM — 11 PM
Where: Replay on 2822 N. Sheffield Ave

For tickets to Chicago's Very Harry Winter Pop Up.

See the Winter Flower Show at the Garfield Park Conservatory

See the Winter Flower Show at the Garfield Park Conservatory

The stunning Chicago’s Garfield Park Conservatory, aka the “landscape art under glass,” is one of the largest botanical conservatories in the US. Year-round, visitors can view the lush flora and tropical temperatures indoors and over 10 acres of outdoor gardens. Continuing in January, their winter flower show “Serenity” is all about bringing a feeling of tranquility to visitors after some hectic years. Come to be surrounded by pink poinsettias, white and silver foliage, and pleasant aroma therapy throughout the blooming room. 

When: Wednesdays 10am-8pm and Thursday through Sunday 10am-5pm.
Where: 300 N. Central Park Ave.

For reservations of the Garfield conservatory.

The stunning Chicago’s Garfield Park Conservatory, aka the “landscape art under glass,” is one of the largest botanical conservatories in the US. Year-round, visitors can view the lush flora and tropical temperatures indoors and over 10 acres of outdoor gardens. Continuing in January, their winter flower show “Serenity” is all about bringing a feeling of tranquility to visitors after some hectic years. Come to be surrounded by pink poinsettias, white and silver foliage, and pleasant aroma therapy throughout the blooming room. 

When: Wednesdays 10am-8pm and Thursday through Sunday 10am-5pm.
Where: 300 N. Central Park Ave.

For reservations of the Garfield conservatory.

Ice Skating at the Maggie Daley Park

Ice Skating at the Maggie Daley Park

The Maggie Daley Park is open for gliding all through March 13th! And this year, skaters can do so over the incredible Dutch artist, Vincent Van Gogh’s post-impressionist work. From the folks behind “Immersive Van Gogh,” the ribbon rink will feature larger-than-life static designs inspired by Gogh’s “Starry Night” and “Sunflowers” series embedded in the ice. The quarter mile long loop will be open daily for various sessions all January, weather permitting.

When: Open until March 13th, 11 AM–1 PM, 2 PM–4 PM, 5 PM–7 PM and 8 PM–10 PM; weather permitting.
Where: 337 E Randolph St

For tickets to ice skating at Maggie Daley Park

The Maggie Daley Park is open for gliding all through March 13th! And this year, skaters can do so over the incredible Dutch artist, Vincent Van Gogh’s post-impressionist work. From the folks behind “Immersive Van Gogh,” the ribbon rink will feature larger-than-life static designs inspired by Gogh’s “Starry Night” and “Sunflowers” series embedded in the ice. The quarter mile long loop will be open daily for various sessions all January, weather permitting.

When: Open until March 13th, 11 AM–1 PM, 2 PM–4 PM, 5 PM–7 PM and 8 PM–10 PM; weather permitting.
Where: 337 E Randolph St

For tickets to ice skating at Maggie Daley Park

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