Upcoming Chicago Events
Check out what's happening all around Chicago.
Search events
Festivals, Fairs & Special Events, Music & Comedy, Tours & Attractions
The Holiday Hop
~a festive multi-tavern experience that will knock your stockings off~ Get ready to make merry at the 2nd annual Holiday Hop! This spirited event will…
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…
Theatre & Performing Arts
The Art Deco Nutcracker: Chicago’s Sparkling Holiday Tradition Returns for Its 10th Anniversary
The stage lights are calling, and the magic is about to unfold. The award-winning A&A BALLET announces the return of its critically acclaimed Art Deco…
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…
Theatre & Performing Arts
That’s Weird, Grandma: Holiday Party!
It’s an annual holiday tradition! PlayMakers Laboratory’s is pleased to welcome back its original sketch show That’s Weird, Grandma: Holiday Party! Playing five performances only…
Music & Comedy
Uniting Voices Chicago Presents Winter Glow! a Festive Concert at Chicago Symphony Center
Uniting Voices Chicago performs the festive Winter Glow concert at Chicago Symphony Center, 220 S. Michigan Ave, on Saturday, Dec. 6 for two shows only,…
Theatre & Performing Arts
The Taming of the Shrew
Deception, disguise, and desire. What if we want to be tamed? The richest man in town has two daughters and one big problem: he refuses to marry…
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…
Festivals, Fairs & Special Events
Gingerbread Jubillee
Step into the magic of the season at Somerset’s Gingerbread Jubilee, a delightful winter celebration where holiday dreams come to life! Perfect for families, friends,…
Festivals, Fairs & Special Events
Holiday Market at The Digs Chicago
We’re so excited to invite you to the Digs Holiday Market! Save the date for Saturday, December 6th, from 2-6pm. Check out new pieces by…
Theatre & Performing Arts
Superior Donuts
Arthur Przybyszewski owns a decrepit donut shop in the Uptown neighborhood of Chicago. Franco Wicks, a black teenager who is his only employee, wants to…
Theatre & Performing Arts
Oil Lamp Presents “It’s A Wonderful Life: A Live Radio Play”
Oil Lamp Theater is proud to present the final production in its 2025 season, It’s A Wonderful Life: A Live Radio Play, November 20 –…
Theatre & Performing Arts
Friends with Guns by Stephanie Alison Walker
November 7 – December 7 | The Den Theatre written by Stephanie Alison Walker directed by Nathan Dale Short assistant direction by Emma Leeper You…
Theatre & Performing Arts
Friends with Guns by Stephanie Alison Walker
You think you know your friends, your neighbors, your spouse; but what happens when you suddenly find out they have a garage full of guns?…
Theatre & Performing Arts
Falstaff, ossia Le tre burle
Chicago Opera Theater (COT) presents the highly anticipated Chicago premiere of Falstaff, ossia le tre burle by composer Antonio Salieri and librettist Carlo Prospero Defranceschi.…
Theatre & Performing Arts
Falstaff, ossia Le tre burle
Chicago Opera Theater (COT) presents the highly anticipated Chicago premiere of Falstaff, ossia le tre burle by composer Antonio Salieri and librettist Carlo Prospero Defranceschi.…
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…
Sports & Recreation
Chicago Puzzle Club & The Chicago Wolves – Teams Speed Puzzle Competition & Hockey Game Package
Chicago Puzzle Club and the Chicago Wolves are excited to collaborate and bring speed puzzling and hockey together! Teams of 4 will race to complete…
Theatre & 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 –…
Festivals, Fairs & Special Events, Theatre & Performing Arts
Sleigh the Canvas at the Sheraton Sleigh Bar
Sip, paint, and sleigh your holiday masterpiece during this festive sip & paint experience inside our holiday-themed Sheraton Sleigh Bar activation. On Saturday, December 6 from 4…
Theatre & Performing Arts
The Art Deco Nutcracker: Chicago’s Sparkling Holiday Tradition Returns for Its 10th Anniversary
The stage lights are calling, and the magic is about to unfold. The award-winning A&A BALLET announces the return of its critically acclaimed Art Deco…
Music & Comedy
Michael Blaustein Tour 2025: The Taste Me
Comedian Michael Blaustein will perform live at Vic Theatre on Dec. 6, 2025.
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…
Explore Chicago hotels, flights, deals, and more
Plan your trip
