Chicago Holiday Events
Holiday events Happening Next in Chicago, IL
11th Annual Arts in the Dark Halloween Parade 2025
State Street
18 Oct 2025
HALLOWEEN
Diwali Celebration Party
Alhambra Palace Restaurant
24 Oct 2025
FESTIVALS
USD 55 TO 82
Chicago Halloween Party Cruise | Pier Pressure® Black Pearl
Spirit of Chicago Yacht
31 Oct 2025
ENTERTAINMENT
USD 30 TO 56
Nightmare on Chicago Street 2025
E Chicago St, Elgin, IL 60120, United States
25 Oct 2025
PARTIES
RAGS AND RICHES in Chicago
Subterranean
25 Oct 2025
ART
Daft Disko Halloween: Chicago @ Navy Pier
Bar Sol Navy Pier
31 Oct 2025
HALLOWEEN
USD 21
Virtual Riot, Grabbitz, Leotrix in Chicago
Concord Music Hall
29 Nov 2025
CONCERTS
The Wintrust Magnificent Mile Lights Festival
The Magnificent Mile, Chicago
22 Nov 2025
FESTIVALS
Chicago's BYOB Party Bus Holiday Lights Tour | Navy Pier
Old Crow Smokehouse - Wrigleyville
6 Dec 2025
PARTIES
The Boos & Booze Chicago Halloween Bar Crawl | West Loop
Punch Bowl Social
25 Oct 2025
PARTIES
USD 14 TO 37
The Boos & Booze Chicago Halloween Bar Crawl | Lake View
Neon Gardens
25 Oct 2025
PARTIES
USD 14 TO 31
Chicago's BYOB Party Bus Holiday Lights Tour | Navy Pier
Old Crow Smokehouse - Wrigleyville
13 Dec 2025
PARTIES
Randolph Street Market’s November Holiday Show
Chicago Antique Market Randolph Street
15 Nov 2025
HOLIDAY
Breakfast with Santa Chicago Neiman Marcus Saturday, December 13, 8:30am
737 N Michigan Ave
13 Dec 2025
KIDS
USD 67 TO 85
Mid-Autumn Festival 2025
Set in Stone Gathering Space
4 Oct 2025
FESTIVALS
FREE
2025 Chicago Halloween Bar Crawl
Chicago
1 Nov 2025
PARTIES
USD 9 TO 18
Soulful Sounds in Chicago
Wicker Park Lutheran Church
30 Oct 2025
COMEDY
Chicago Halloween Bar Crawl
Chicago
25 Oct 2025
PARTIES
USD 15 TO 36
Wrigleyville Holiday Cavalcade!
The Newport Theater
24 Dec 2025
HOLIDAY
USD 15 TO 215
Harvest Ball
Ballroom Dance Chicago
18 Oct 2025
WORKSHOPS
USD 87
Mannheim Steamroller Christmas at Nederlander Theatre Chicago
Nederlander Theatre Chicago
20 Dec 2025
ART
Chicago St. Patrick's Day Bar Crawl
Chicago
14 Mar 2026
PARTIES
USD 0 TO 36
All Inclusive New Year's Eve 2026 Fireworks Cruise aboard Anita Dee II
Anita Dee II TEMPORARILY LOCATED at BURNHAM HARBOR (See directions below)
31 Dec 2025
FIREWORKS
USD 113 TO 217
The 12 Cocktails of Christmas - Get on the Waitlist for Tickets
West Fulton Market
6 Dec 2025
FOOD-DRINKS
FREE
Colvin Concerts: Kevin Wood's BeDazzled (Extended Holiday Extravaganza)
Colvin House
5 Dec 2025
HOLIDAY
USD 34
AHEE in Chicago
Concord Music Hall
22 Nov 2025
CONCERTS
Galena Country Fair
Galena IL
11 Oct 2025
Chicago Day of The Dead Bar Crawl - Dia De Muertos
Chicago
1 Nov 2025
DAY-OF-THE-DEAD
USD 15 TO 31
Vienna Boys Choir: Christmas in Vienna
220 S Michigan Ave, Chicago, IL, United States, Illinois 60604
29 Nov 2025
MUSIC
Just Dance - GaGa Themed Party
Subterranean
17 Oct 2025
PARTIES
Adult Prom Scholarship Fundraiser
Purcell Hall
25 Oct 2025
NONPROFIT
USD 55 TO 87
Tablao en Casa: Otoño Flamenco
The Ruth Page Center for the Arts
25 Oct 2025
MUSIC
USD 10 TO 100
Holiday Soirée
Institute of Cultural Affairs
14 Nov 2025
HOLIDAY
USD 0 TO 98
The Holiday in Concert at Auditorium Theatre Chicago
Auditorium Theatre Chicago
20 Dec 2025
ART
The Movement at The Outset
The Outset
8 Nov 2025
Gabby's Dollhouse Live!
The Chicago Theatre
15 Nov 2025
ART
Stardew Valley - Symphony of Seasons - Chicago
The Chicago Theatre
11 Oct 2025
ART
Boys Night Out
Bottom Lounge
31 Oct 2025
TRIPS-ADVENTURES
Paint Night: Honor Your Lost Pet This Día de los Muertos
BottlesUp!
26 Oct 2025
DRAWING-PAINTING
USD 54
Chicago Official Ugly Sweater Bar Crawl
PB&J: Pizza Beer and Jukebox
20 Dec 2025
UGLY-CHRISTMAS-SWEATER-DAY
USD 0 TO 31
Chicago's BYOB Party Bus Holiday Lights Tour | Navy Pier
Old Crow Smokehouse - Wrigleyville
19 Dec 2025
PARTIES
USD 78 TO 101
De Dia Los Muertos Halloween Rooftop Party
Selva
1 Nov 2025
HALLOWEEN
USD 30 TO 108
Chicago SantaCon 2025
PB&J: Pizza Beer and Jukebox
20 Dec 2025
PARTIES
USD 0 TO 31
WAKE IN FRIGHT - Music Box Of Horrors Screening!
Music Box Theatre
5 Oct 2025
FESTIVALS
Historic Pullman House Tour, October 11-12, 2025
Pullman Exhibit Hall
11 Oct 2025
MUSIC
USD 24 TO 31
A Christmas Carol
Albert Ivar Goodman Theatre
14 Nov 2025
CHRISTMAS-CAROLS
Jay Bragg Presents: Christmas in New Vaudeville
UncommonGround - Lakeview
13 Dec 2025
ENTERTAINMENT
USD 18 TO 23
The Boos & Booze Chicago Halloween Bar Crawl | Wicker Park
Chop Shop
25 Oct 2025
HALLOWEEN
USD 14 TO 31
Chicago Santa Bar Crawl
PB&J: Pizza Beer and Jukebox
20 Dec 2025
PARTIES
USD 0 TO 31
The Official Christmas Bar Crawl - Chicago
SPIN
20 Dec 2025
PARTIES
USD 7 TO 35
Bird and Byron
Beat Kitchen
22 Nov 2025
CONTESTS
bar italia at Thalia Hall
Thalia Hall
14 Nov 2025
CONTESTS
Shannon Rovers 99th Annual Dinner Dance
Soldier Field, Special Olympics Drive, Chicago, IL, USA
18 Oct 2025
MUSIC
USD 146 TO 1,763
Cozy Worlds Market
Uni Uni Boba
6 Dec 2025
ART
FREE
Festival del Arte Popular
1852 W 19th St, Chicago, IL, United States, Illinois 60608
10 Oct 2025
FESTIVALS
Home Alone in Concert
220 S Michigan Ave, Chicago, IL, United States, Illinois 60604
12 Dec 2025
ENTERTAINMENT
St. Patrick's Day Lucky Charms Lake View Bar Crawl
Lake View
14 Mar 2026
PARTIES
USD 19 TO 60
St. Patrick's Day Lucky Charms West Loop Bar Crawl
West Loop
14 Mar 2026
PARTIES
USD 19 TO 60
St. Patrick's Day Lucky Charms Wicker Park Bar Crawl
Wicker Park
14 Mar 2026
PARTIES
USD 19 TO 60
Wings & Things: Honoring the Monarch Butterfly with RIP Repurposed
The Insect Asylum
1 Nov 2025
WORKSHOPS
USD 23 TO 179
St. Patrick's Day Lucky Charms Lincoln Park Bar Crawl
Lincoln Park
14 Mar 2026
PARTIES
USD 14 TO 60
Jon McLaughlin and Friends: Home For The Holidays
Park West
5 Dec 2025
TRIPS-ADVENTURES
HOH 2025: MACABRE, AVERNUS, BONES, TTCM, BRAINBLEED, DISROBE & CONDITION CRITICAL
Reggies
27 Dec 2025
MUSIC
Merry Merry Chicago at Chicago Symphony Center
Chicago Symphony Center
19 Dec 2025
CONTESTS
Holiday House Party
1200 S. DuSable Lake Shore Drive, Chicago, IL, United States, Illinois 60605
6 Dec 2025
HOLIDAY
Radiant Transitions - 1/2 Day Wellness Retreat
InTouch & Motion Therapy
4 Oct 2025
HEALTH-WELLNESS
USD 212 TO 319
Hells Kitchen - Musical by Alicia Keys at Nederlander Theatre Chicago
Nederlander Theatre Chicago
14 Nov 2025
ART
Quadrille Ball
Ballroom Dance Chicago
15 Nov 2025
WORKSHOPS
USD 87
Macabre Pullman Tour - Oct 26
Pullman Exhibit Hall
26 Oct 2025
HOLIDAY
USD 0 TO 23
Chicago's BYOB Party Bus Holiday Lights Tour | Navy Pier
Old Crow Smokehouse - Wrigleyville
5 Dec 2025
PARTIES
Chicago's BYOB Party Bus Holiday Lights Tour | Navy Pier
Old Crow Smokehouse - Wrigleyville
12 Dec 2025
PARTIES
USD 78 TO 101
St. Patrick's Day Lucky Charms River North Bar Crawl | Afternoon
Headquarters Beercade
14 Mar 2026
PARTIES
USD 19 TO 60
Jinkx and DeLa Holiday Show at Chicago Theatre
Chicago Theatre
7 Dec 2025
ART
Chicago's BYOB Party Bus Holiday Lights Tour | Navy Pier
Old Crow Smokehouse - Wrigleyville
27 Dec 2025
PARTIES
A Live Presentation of 2001: A Space Odyssey
220 S Michigan Ave, Chicago, IL, United States, Illinois 60604
9 Jan 2026
ENTERTAINMENT
Wednesday at Riviera Theatre - IL
Riviera Theatre - IL
17 Nov 2025
ART
Chicago's BYOB Party Bus Holiday Lights Tour | Navy Pier
Old Crow Smokehouse - Wrigleyville
20 Dec 2025
PARTIES
Mannheim Steamroller Christmas
Nederlander Theatre at Ford Center for the Performing Arts
19 Dec 2025
ART
The Chicago Art Girls Holiday Pop-Up Shop
Alexander Graham Bell Elementary School
13 Dec 2025
POP-UPS
Chusoek Korean Thanksgiving Party
Welles Park Gazebo
5 Oct 2025
THANKSGIVING
FREE
Lesbian Pre-Thanksgiving Potluck party
Andersonville, Chicago
23 Nov 2025
FOOD-DRINKS
Shoe Fest 2025 Holiday Jam - Martyrs' - Chicago, IL
Martyrs'
26 Dec 2025
FESTIVALS
Christmas with the Celts at Ramova Theatre
3520 S Halsted , Chicago, IL, United States, Illinois 60609
20 Nov 2025
ART
Chicago Halloween Bar Crawl 2025 | Saturday, November 1st
Joy District
1 Nov 2025
HALLOWEEN
USD 18 TO 39
TBOX 2025 - Festa's 29th Annual Original 12 Bars Of Xmas Holiday Bar Crawl
Wrigleyville Chicago
13 Dec 2025
PARTIES
Chicago's BYOB Party Bus Holiday Lights Tour 'Tis The Season
Headquarters Beercade
27 Dec 2025
PARTIES
Candlelight: The Best of Hans Zimmer
Stan Mansion
25 Sep 2025
CANDLELIGHT-CONCERTS
Friday, 31st of October, 2025: Annual Nocturna All Hallows' Eve Ball w/ DJ Scary Lady Sarah + more!
Metro Chicago
31 Oct 2025
ENTERTAINMENT
CJO at Winter's with Devon Sandridge
Winter's Jazz Club
19 Oct 2025
MUSIC
2025 Fuller Award Ceremony for Jackie Taylor
Black Ensemble Theater
20 Oct 2025
ART
FREE
DOGE Holiday (DOHO) Bar Crawl 2025
The Whale Chicago
13 Dec 2025
PARTIES
Halloween Haunted Bike Night
Tarnish
28 Oct 2025
HALLOWEEN
John Denver Tribute: A Rocky Mountain Christmas
Broadway Playhouse at Water Tower Place
20 Dec 2025
FESTIVALS
Old Neighborhood Retro Teen Club Dance
St Jerome School
18 Oct 2025
Meghan Quinn in Chicago - Merry Christmas You Filthy Animal
The iO Theater
15 Oct 2025
ART
USD 29
The Shops - Holiday Edition #1
Water Tower Place (Level 3 Next to JJill and White House Black Market)
13 Dec 2025
HOLIDAY
USD 29 TO 290
Santa Hustle Chicago 5K, 10K, Kids Dash
Soldier Field
6 Dec 2025
KIDS
Cyanotype Holiday Cards
Lot'sa
7 Dec 2025
WORKSHOPS
USD 71
DIA DE MUERTOS MARKET
2102 W Cermak Rd
25 Oct 2025
DAY-OF-THE-DEAD
USD 23
1st Annual Ball- The Pride Ball - Benefiting 'Life is Work!'
Water Tower Place ( Level 3 at FASHIONBAR)
13 Dec 2025
ART
USD 45 TO 695
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Chicago Holiday Events