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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…
Saturday, December 20th
3:00 p.m. – 8:00 p.m.Park Hyatt Chicago
800 N. Michigan AveFestivals, 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…
Saturday, December 20th
3:00 p.m. – 9:00 p.m.Brookfield Zoo Chicago
3300 Golf RdTheatre & Performing Arts
It’s a Wonderful Life: Live in Chicago!
George Bailey – the Everyman from small town Bedford Falls whose dreams of escape and adventure were stopped by family obligation and civic duty –…
Saturday, December 20th
4:00 p.m. – 5:30 p.m.American Blues Theater
5627 N Lincoln BlvdTheatre & Performing Arts
‘Twas the Night Before… by Cirque du Soleil
The magic of ‘Twas the Night Before… by Cirque du Soleil is back for a limited run this holiday season at The Chicago Theatre, December…
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…
Saturday, December 20th
5:00 p.m. – 7:00 p.m.Park Hyatt Chicago
800 N. Michigan AveFestivals, Fairs & Special Events
Light Of Christmas Drive Thru
Chicago’s drive thru, Light Of Christmas is back at White Sox Rate Field. More info at www.lightofchristmas.com
Saturday, December 20th
5:00 p.m. – 9:00 p.m.Guaranteed Rate Field
333 W 35th StFestivals, 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…
Saturday, December 20th
5:30 p.m. – 9:00 p.m.Sheraton Grand Chicago Riverwalk
301 E. North Water StreetMusic & 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…
Saturday, December 20th
6:00 p.m. – 7:30 p.m.Malarkey Comedy Company
1501 N Kingsbury StSports & Recreation
PBR – Unleash The Beast
Professional Bull Riders (PBR) is bringing the thunder back to the Windy City for the 16th time as the premier PBR: Unleash The Beast series…
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…
Saturday, December 20th
7:00 p.m. – 8:00 p.m.The Neo-Futurist Theater
5153 N. Ashland Ave.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,…
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…
Saturday, December 20th
7:00 p.m. – 9:00 p.m.The Harris Theater for Music and Dance
205 East Randolph StreetMusic & Comedy
Chicago’s Best Stand Up
Welcome to Chicago’s Best Stand Up at The Laugh Factory – Chicago! Join us on December 20, 2025, at 7:00 PM for a night of…
Saturday, December 20th
7:00 p.m. – 9:00 p.m.The Laugh Factory
175 N BroadwayTheatre & Performing Arts
‘Twas the Night Before… by Cirque du Soleil
The magic of ‘Twas the Night Before… by Cirque du Soleil is back for a limited run this holiday season at The Chicago Theatre, December…
Music & Comedy
Ballet Folklorico de Chicago
Welcome to Copernicus Center, a beloved entertainment venue in the heart of Chicago, Illinois. We are thrilled to host Ballet Folklorico de Chicago for a…
Saturday, December 20th
7:00 p.m. – 9:00 p.m.Copernicus Center
5216 West Lawrence AvenueTheatre & Performing Arts
Lookingglass Theatre Company Presents “Anthony Rapp: Home for the Holidays”
Chicago’s Tony-Award winning Lookingglass Theatre Company, is proud to announce multi-award winner Anthony Rapp in the world premiere of a seasonal and intimate cabaret, Anthony…
Saturday, December 20th
7:00 p.m. – 9:00 p.m.Lookingglass Theatre Company
821 N. Michigan Ave.Theatre & Performing Arts
Much Ado About Nothing
Just in time for the holiday season, Shakespeare’s wittiest rom-com is “as merry as the day is long!” Beatrice is living it up as a…
Saturday, December 20th
7:00 p.m. – 9:30 p.m.Chicago Shakespeare Courtyard Theater
800 E. Grand, Chicago, IL, 60611Tours & Attractions
Chicago Holiday Fireworks Premier Dinner Cruise on Lake Michigan
Savor an elegant evening filled with magic on a Holiday Fireworks Premier Dinner Cruise on Lake Michigan. Savor the joy and enchantment of the holiday…
Saturday, December 20th
7:00 p.m. – 9:30 p.m.Navy Pier, 600 E Grand Ave, Chicago, IL 60611, United StatesTours & Attractions
Chicago Holiday Fireworks Premier Plus Dinner Cruise on the Chicago River
Savor an elegant evening filled with magic on a Holiday Fireworks Premier Plus Dinner Cruise on the Chicago River. Enjoy the joy and enchantment of…
Saturday, December 20th
7:00 p.m. – 9:30 p.m.City Cruises – River Esplanade
455 N Cityfront Plaza DrMusic & Comedy, Theatre & Performing Arts
Teatro Zinzanni
Tickets are on sale now at https://zinzanni.com/chicago/tickets/ “Best Night Out” – CS Magazine | “You must see to believe!” – Forbes Teatro ZinZanni, Chicago’s most…
Saturday, December 20th
7:00 p.m. – 10:00 p.m.Teatro ZinZanni – Cambria Hotel
32 W Randolph StFestivals, Fairs & Special Events, Tours & Attractions
Krampus: The Fright Before Christmas
We have transformed our haunted house into a Christmas wonderland, although it won’t be all glitter and snowflakes. You better watch out. You better not…
Saturday, December 20th
7:00 p.m. – 10:00 p.m.13th Floor Chicago
5050 River RdSaturday, December 20th
7:20 p.m. – 9:00 p.m.Soldier Field
1410 Special Olympics DriveTheatre & Performing Arts
Amadeus
Vienna: a cacophony of music and intrigue. The emperor’s composer, Antonio Salieri, holds court until the flamboyant entrance of Wolfgang Amadeus Mozart: prodigy and wild…
Saturday, December 20th
7:30 p.m.Steppenwolf Theatre Company
1650 N. Halsted St. , Chicago, IL, 60614

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