Chicago Christmas Events

Hamilton at CIBC Theatre

CIBC Theatre 4 Mar 2026

Noche Buena Wrigleyville | Chicago's First and Only Latin Christmas Bar

Moe's Cantina - Wrigleyville 28 Nov 2025

Gospel Brunch at House of Blues Chicago

House of Blues Chicago 5 Apr 2026

Les Miserables at Cadillac Palace

Cadillac Palace 12 May 2026

WINTERFEST: Chicago Roots Music 2026

Artifact Events 24 Jan 2026

House of Blues Gospel Brunch

House of Blues Chicago 5 Apr 2026

Christmas Scavenger Hunt in Chicago: Help Santa save the Holiday!

Chicago Fire Relic 12 Dec 2025

A Very Vintage Christmas — The Brando’s Holiday Popup (Lincoln Park)

Brando's Lincoln Park 10 Dec 2025

"ALL THE FEELS" (R&B • Trap Soul • Slow Jams)

Row 24 Chicago 30 Jan 2026

Viennese Ball

Ballroom Dance Chicago 31 Jan 2026

Holiday Gala Social: Christmas & New Year's Latin Dance Bash

Dennis PaSamba Dance Company | Chicago 24 Jan 2026

Custom Candle Making Workshop for Christmas Gifts

Three Cities Social Club - Wicker Park 21 Jan 2026

2025 Christmas of Lights Holiday Concert

The CityLight Church 21 Dec 2025

The Study Black Tie Event

The Study at University of Chicago 9 Jan 2026

YAM Service Event - Holiday Decoration Take-Down

1429 W Wellington Ave, Chicago, IL 10 Jan 2026

#DiorChristmas

5353 W North Ave 20 Jan 2026

Godfrey Wine Fest - Wine Tasting at I|O Godfrey Rooftop in Chicago

IO Godfrey Rooftop Lounge 12 Apr 2025

McCormick Tribune Ice Rink

Millennium Park 26 Dec 2025

CHICAGO REDEMPTION WINTER MUSIC AND ART FEST

220 E Chicago Ave 14 Feb 2026

The Kibbitznest Comedy Club

kibbitznest books, brews & blarney 24 Nov 2024

SIP N SANG WEDNESDAYS

Jerk Villa Bar & Grill 12 Nov 2025

Kris Kringle Solutions: Perfect Gift for Teachers

Chicago 24 Jan 2026

Lincoln Park Conservatory - Winter Flower Show

Lincoln Park Conservatory 26 Nov 2025