Upcoming Chicago Events
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Theatre & Performing Arts
Mrs. Claus! A Holiday Musical at the Beverly Arts Center
Chicago Kids Company’s Holiday Classic returns for the 26th Year! Our biggest and most colorful show will put you in the Holiday Spirit in no…
Festivals, Fairs & Special Events
Christkindlmarket
What can you expect at the market? The German-style Christmas Market provides a safe outdoor experience for the whole family. All Christkindlmarkets are always free admission. The smell of roasted nuts,…
Sports & Recreation
McCormick Tribune Ice Rink
Ice skating at the McCormick Tribune Ice Rink in Millennium Park begins Nov. 21 (weather permitting). Admission to the ice rink will be free, but…
Chicago Greeter InstaGreeter Walks of the Loop
InstaGreeter Downtown walks Looking for a quick and easy way to see downtown Chicago’s top sights? Let InstaGreeter take you on a free hour-long guided…
Tours & Attractions
Sail with Captain Santa on a Heated Duffy Boat River Cruise
Who needs a mall Santa photo op? For one weekend only, Santa is ditching his sleigh and hopping aboard the Chicago River to captain Chicago…
Tours & Attractions
Seadog Architecture Tour on the Chicago River
Soak in unobstructed views of Chicago’s world-famous architecture with an exciting 45-minute ride on our Seadog Chicago River Architecture Tour! Starting right on the Chicago…
Tours & Attractions
Chicago River Sleigh Rides with Santa!
🎅🚢 Set sail on the iconic Chicago River this holiday season with our Santa Claus Sleigh Ride Cruises! 🌟 Join us for an unforgettable experience…
Theatre & Performing Arts
A Christmas Carol
“I will honor Christmas in my heart, and try to keep it all the year.” Rediscover a Dickens’ classic with an adaptation that “makes you…
Museums, Galleries & Exhibitions
The Beauty of Chicago
An ongoing showcase celebrating the people, places, and stories that define our city. Forum 301 Chicago will be hosting local Chicago artist to showcase their…
Festivals, Fairs & Special Events
Champagne Row, by Park Hyatt Chicago
CHAMPAGNE ROW, by Park Hyatt Chicago Thu – Sat, 3-8pm Reserve Your Seat | View Menu Park Hyatt Chicago hosts an intimate champagne experience…
Festivals, Fairs & Special Events
Holiday Magic
We’re lighting up the night this holiday season! Returning with a brand new light display, celebrate more than 40 years of Holiday Magic. Now with…
Festivals, Fairs & Special Events
The Glenlivet 55 Legacy Experience, by Park Hyatt Chicago
Park Hyatt Chicago presents a singular offering centered on The Glenlivet 55 Year Old – Edition No. 1 of The Eternal Collection. Matured for more…
Museums, Galleries & Exhibitions, Tours & Attractions
3rd Fridays Free Admission Night
Free Admission Museum Nights take place every third Friday of each month from 5 pm to 8 pm! The tour will start at 6:00 pm…
Festivals, Fairs & Special Events
Sheraton Sleigh Bar, Presented by Shula’s Steak House
Celebrate the holidays in Chicago at the Sheraton Sleigh Bar, presented by Shula’s Steak House—a limited-time holiday pop-up bar located inside the Sheraton Grand Chicago Riverwalk. This festive…
Music & Comedy, Theatre & Performing Arts
Millennium Park Holiday Sing-Along
The Millennium Park Holiday Sing-Along invites Chicagoans and visitors to sing out and celebrate Chicago’s diverse holiday traditions at 6 p.m. on Fridays between December…
Festivals, Fairs & Special Events, Museums, Galleries & Exhibitions
Wicker Park Bucktown’s “First Fridays” Art Walk
The “First Fridays Art Walk,” organized by the Wicker Park Bucktown Chamber of Commerce, welcomes art enthusiasts to explore the neighborhoods’ vibrant arts scene. All…
Theatre & Performing Arts
Charles Dickens Begrudgingly Performs ‘A Christmas Carol’ Again
Clownshow is proud to present Blake Montgomery in his award-winning solo production Charles Dickens Begrudgingly Performs ‘A Christmas Carol’ Again, at Theater Wit, 1229 W.…
Music & Comedy, Theatre & Performing Arts
The Infinite Wrench
Don’t miss the longest running late-night show in Chicago! At The Infinite Wrench you’ll see 30 original plays in 60 minutes written and performed by…
Theatre & Performing Arts
Who’s Holiday! at Theater Wit
Christmas Day is in our grasp. Why the vodka? Glad you asked! The tot from The Grinch has grown, you see! She’s cursing and drinking,…
Music & Comedy, Theatre & Performing Arts
ComedySportz Chicago
Chicago’s longest running and best interactive improv comedy experience. ComedySportz is comedy played as a sport, not comedy ABOUT sports (whew). Refs, fouls, points, games…
Music & Comedy, Theatre & Performing Arts
ComedySportz Chicago
Chicago’s longest running and best interactive improv comedy experience. ComedySportz is comedy played as a sport, not comedy ABOUT sports (whew). Refs, fouls, points, games…
Music & Comedy
Jason Ellis at The Comedy Bar
2-Item Minimum Per Guest Valid ID Required for Entry First Come, First Served Seating No Outside Food or Beverage Born in Melbourne Australia, and now…
Theatre & Performing Arts
The Nutcracker
With its inspiring story, exquisite music, and masterful choreography, The Nutcracker captures the spirit of the holiday season. As the city’s only annual traditional Nutcracker, Ballet Chicago’s production…
Music & Comedy
Chicago’s Best Stand Up
Welcome to The Laugh Factory – Chicago, where laughter is guaranteed with Chicago’s Best Stand Up performing live on December 19, 2025, at 7:00 PM.…
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