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Upcoming Chicago Events

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Christmas Day at Grill on 21 – Christmas Buffet
Dec25
Festivals, Fairs & Special Events

Christmas Day at Grill on 21 – Christmas Buffet

Experience Christmas Day a cut above with an exquisite holiday buffet complete with carving station, raw bar, fresh seafood, healthy salads, upscale comfort food, holiday…

Wednesday, December 25th
11:00 a.m.10:00 p.m.
Grill on 21
208 South LaSalle St.
Maggie Daley Ice Skating Ribbon
Dec25

Maggie Daley Ice Skating Ribbon

A unique skating experience awaits you in downtown Chicago at Maggie Daley Park.  Enjoy skating on a ribbon, surrounded by trees, bushes and other natural…

Wednesday, December 25th
11:00 a.m.10:00 p.m.
Maggie Daley Ice Ribbon
Christmas Day Premier Plus Brunch Cruise on the Chicago River
Dec25
Tours & Attractions

Christmas Day Premier Plus Brunch Cruise on the Chicago River

Delight in the merriment on Christmas Day reveling in breathtaking skyline views and unforgettable moments with family on our Premier Plus Chicago Christmas Day Brunch…

Wednesday, December 25th
12:00 p.m.2:30 p.m.
City Cruises – River Esplanade
455 N Cityfront Plaza Dr
NoMI Lounge Hot Chocolate Experience
Dec25
Festivals, Fairs & Special Events

NoMI Lounge Hot Chocolate Experience

Experience the warmth of the season at NoMI Lounge’s Hot Chocolate Experience, launching just in time for the Lights Festival. Saturday, November 23 – Monday,…

Wednesday, December 25th
2:00 p.m.8:00 p.m.
NoMI
800 N. Michigan Ave
Winterland, a Thrilling and One of a Kind Immersive Holiday Experience
Dec25
Festivals, Fairs & Special Events, Museums, Galleries & Exhibitions, Tours & Attractions

Winterland, a Thrilling and One of a Kind Immersive Holiday Experience

Prepare to step into a whimsical world of festive enchantment at Winterland, where, from the moment guests arrive, they’re transported into a wonderland of holiday delights.  Experience…

Wednesday, December 25th
2:00 p.m.9:00 p.m.
Navy Pier
600 East Grand Avenue
Neon Gardens Opens New Chicago Bears Themed Patio
Dec25
Sports & Recreation

Neon Gardens Opens New Chicago Bears Themed Patio

Neon Gardens, Lincoln Park’s newest hotspot for New York-style pizza, introduces the Chicago Bears Patio Pop-Up experience, now open to celebrate game days and showcase…

Wednesday, December 25th
5:00 p.m.
Neon Gardens
2576 N. Lincoln Ave
Willow Hill Lights
Dec25
Festivals, Fairs & Special Events

Willow Hill Lights

Get ready for an unforgettable holiday experience at Willow Hill Lights! This beloved annual drive-thru light show at the Willow Hill Golf Course in Northbrook,…

Wednesday, December 25th
5:00 p.m.10:00 p.m.
Willow Hill Golf Course
1350 Willow Rd
Tropical Wednesdays
Dec25
Tours & Attractions

Tropical Wednesdays

Immerge yourself in a cultural experience as Latin dances come alive on Taylor street – Salsa, Bachata, Cumbia, and Cha Cha Cha with margarita!

Wednesday, December 25th
6:00 p.m.8:00 p.m.
Vintage Bar Chicago
1449 W. Taylor St.
Christmas Day Premier Dinner Cruise on Lake Michigan
Dec25
Tours & Attractions

Christmas Day Premier Dinner Cruise on Lake Michigan

An unforgettable celebration of holiday cheer and fine dining awaits on our Premier Chicago Christmas Day Dinner Cruise. This festive evening on Lake Michigan features…

Wednesday, December 25th
6:00 p.m.9:00 p.m.
City Cruises Christmas Eve and Christmas Day Dinner Cruises
Dec25
Dec26
Tours & Attractions

City Cruises Christmas Eve and Christmas Day Dinner Cruises

It’s the most magical time of the year, and City Cruises invites all loved ones to cruise the ultimate holiday experience on Lake Michigan and…

Wednesday, December 25th
7:00 p.m.Thursday, December 26th
10:00 p.m.
City Cruises Chicago – Navy Pier
600 E Grand Ave
Big Bus Tours’ Sunset Live Tour
Dec25
Tours & Attractions

Big Bus Tours’ Sunset Live Tour

Big Bus Tours, the global leader in open-top bus sightseeing, invites visitors to experience the enhanced Sunset Live Tour in Chicago. Available now through Oct.…

Wednesday, December 25th
7:30 p.m.9:00 p.m.
63 West Ontario Street Chicago, IL 60654
63 West Ontario Street
Bramble Theatre Company’s Festival of Unfinished Work
Dec25
Theatre & Performing Arts

Bramble Theatre Company’s Festival of Unfinished Work

CHICAGO – Bramble Theatre Company, is proud to announce the third annual Festival of Unfinished Work at the new Bramble Arts Loft located on the…

Wednesday, December 25th
7:30 p.m.9:30 p.m.
Bramble Arts Loft
Marriott Theatre Presents Irving Berlin’s White Christmas
Dec25
Theatre & Performing Arts

Marriott Theatre Presents Irving Berlin’s White Christmas

Enjoy one of America’s most cherished silver screen classics, Irving Berlin’s White Christmas, as it finds its way to the Marriott Theatre stage this holiday…

Wednesday, December 25th
7:30 p.m.11:30 p.m.
Marriott Theatre
10 Marriott Dr.
GDC: “Season 61 | UNLIMITED!” Spring Harris Theater Engagement
Dec25
Dec26
Theatre & Performing Arts

GDC: “Season 61 | UNLIMITED!” Spring Harris Theater Engagement

Giordano Dance Chicago, America’s original jazz dance company, presents their spring engagement at the Harris Theater for Music and Dance, 205 E. Randolph St. at…

Wednesday, December 25th
7:30 p.m.Thursday, December 26th
9:30 p.m.
Hooch & Holler Comedy Show
Dec25
Music & Comedy, Theatre & Performing Arts

Hooch & Holler Comedy Show

Every Wednesday The Best Speakeasy In Chicago Hosts The Hottest Comedians The City Has To Offer! Indulge In Our Amazing Craft Cocktails And Enjoy An…

Wednesday, December 25th
9:00 p.m.11:00 p.m.
Bordel Cocktail & Cabaret
1721 W Division
City Cruises Holiday Fireworks and Drone Dinner Cruises
Dec26
Tours & Attractions

City Cruises Holiday Fireworks and Drone Dinner Cruises

Embark on an unforgettable evening filled with magic on a Holiday Fireworks or Drone Dinner Cruise on Lake Michigan or the Chicago River. Savor the…

Thursday, December 26th
12:00 a.m.
Navy Pier, 600 E Grand Ave, Chicago, IL 60611, United States
Frozen: The Broadway Musical
Dec26
Theatre & Performing Arts

Frozen: The Broadway Musical

THE REGIONAL PREMIERE! Nominated for a Tony Award for Best Musical, this sparkling Disney fairytale has been reimagined for the stage. The theatrical production of…

Thursday, December 26th
Paramount Theatre
23 E. Galena Blvd., Aurora, IL, 60506
Flyover Chicago: Two Flying Journeys Under One Roof
Dec26
Tours & Attractions

Flyover Chicago: Two Flying Journeys Under One Roof

Flyover, one of the city’s most exciting attractions to open in 2024, has launched an exciting new double feature that pairs their immersive Believe Chicago…

Thursday, December 26th
Navy Pier 600 East Grand Avenue Chicago, IL
600 East Grand Avenue
Wrigleyville Wonderland Returns
Dec26
Festivals, Fairs & Special Events

Wrigleyville Wonderland Returns

The Lakeview East Chamber of Commerce is proud to announce the return of one of Chicago’s favorite holiday celebrations, Wrigleyville Wonderland, at select venues throughout…

Thursday, December 26th
Various locations
Teatro ZinZanni Featuring Liv Warfield And Cunio Through February
Dec26
Theatre & Performing Arts

Teatro ZinZanni Featuring Liv Warfield And Cunio Through February

Teatro ZinZanni, named “Best Night Out in Chicago” by CS Magazine, is thrilled to announce their current production has been extended through February 16th due…

Thursday, December 26th
Teatro ZinZanni Chicago
32 West Randolph Street
Kimpton Gray Hotel and Center for Native Futures: Indigenous Art
Dec26
Museums, Galleries & Exhibitions

Kimpton Gray Hotel and Center for Native Futures: Indigenous Art

The Kimpton Gray Hotel is proud to partner with the Center for Native Futures art gallery to highlight the work of Indigenous artists in The Gray’s Living Room.…

Thursday, December 26th
The Kimpton Gray Hotel
126 W Monroe Street
The Original Rainbow Cone Brings Holiday Magic to Lombard and Wicker Park
Dec26
Festivals, Fairs & Special Events, Tours & Attractions

The Original Rainbow Cone Brings Holiday Magic to Lombard and Wicker Park

 WHAT: The Original Rainbow Cone (Rainbow Cone) is bringing a one-of-a-kind holiday experience to Lombard and Wicker Park with its Winter Wonderland Popup. From November 29, 2024, through…

Thursday, December 26th
The Original Rainbow Cone Lombard (498 E Roosevelt Rd, Lombard, IL 60148) The Original Rainbow Cone Wicker Park (1750 W Division St, Chicago, IL 60622)
498 E Roosevelt Road
Jimmy Buffett’s Christmas Island Holiday Pop-up Bar
Dec26
Festivals, Fairs & Special Events

Jimmy Buffett’s Christmas Island Holiday Pop-up Bar

Kick off the holiday season in spectacular style at Jimmy Buffett’s Christmas Island, Margaritaville’s exclusive holiday pop-up bar! This festive event will bring the magic…

Thursday, December 26th
Jimmy Buffett’s Margaritaville Chicago
700 East Grand #118
Emily Hotel’s Artist in Residence Through December: Takako Konishi
Dec26
Museums, Galleries & Exhibitions

Emily Hotel’s Artist in Residence Through December: Takako Konishi

Explore the transformative power of art at The Emily Hotel as we welcome our current Artist in Residence, Takako Konishi, through the end of the year.…

Thursday, December 26th
The Emily Hotel
311 N Morgan St.
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