Chicago Holiday Events

Holiday events Happening Next in Chicago, IL

Waves Of Bollywood All White Glam Night

900 S Wells St 13 Sep 2025
BOLLYWOOD-PARTIES USD 55

10cc in Chicago

Park West 5 Sep 2025
CONCERTS

11th Annual Arts in the Dark Halloween Parade 2025

State Street 18 Oct 2025
HALLOWEEN

AVLI NIGHTS IN MYKONOS - WHITE ATTIRE PARTY

Avli on The Park (Chicago) 6 Sep 2025
PARTIES

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

Diwali Celebration Party

Alhambra Palace Restaurant 24 Oct 2025
FESTIVALS USD 55 TO 82

Daft Disko Halloween: Chicago @ Navy Pier

Bar Sol Navy Pier 31 Oct 2025
HALLOWEEN USD 21

My Momma’s Era

Greenwood Oasis 27 Sep 2025
PERFORMANCES

AHEE in Chicago

Concord Music Hall 22 Nov 2025
CONCERTS

The Boos & Booze Chicago Halloween Bar Crawl | Lake View

Neon Gardens 25 Oct 2025
PARTIES USD 14 TO 31

Mannheim Steamroller Christmas at Nederlander Theatre Chicago

Nederlander Theatre Chicago 20 Dec 2025
ART

The Story So Far, Neck Deep, Origami Angel, Pain of Truth in Chicago

The Salt Shed Outdoors (Fairgrounds) 11 Sep 2025
ART

Stardew Valley - Symphony of Seasons - Chicago

The Chicago Theatre 11 Oct 2025
ART

Randolph Street Market’s November Holiday Show

Chicago Antique Market Randolph Street 15 Nov 2025
HOLIDAY

Children's Storytime: HILWA'S GIFTS by Safa Suleiman

Women & Children First 13 Sep 2025
ART FREE

Virtual Riot, Grabbitz, Leotrix in Chicago

Concord Music Hall 29 Nov 2025
CONCERTS

Chicago Halloween Bar Crawl

Chicago 25 Oct 2025
PARTIES USD 15 TO 36

Homecoming House Party: For the Culture

1200 S. DuSable Lake Shore Drive, Chicago, IL, United States, Illinois 60605 12 Sep 2025
PARTIES

Chicago Day of The Dead Bar Crawl - Dia De Muertos

Chicago 1 Nov 2025
DAY-OF-THE-DEAD USD 15 TO 31

The Boos & Booze Chicago Halloween Bar Crawl | West Loop

Punch Bowl Social 25 Oct 2025
PARTIES USD 14 TO 37

Rituals of Remembering: Living Altars

4910 W Quincy St 20 Sep 2025
ART FREE

The Cinderella Escape in Chicago

Chicago 20 Sep 2025
TRIPS-ADVENTURES USD 40

The Boos & Booze Chicago Halloween Bar Crawl | Wicker Park

Chop Shop 25 Oct 2025
HALLOWEEN USD 14 TO 31

40+ Christians Mixer: Pairing Party

Prāzbar 6 Sep 2025
PARTIES USD 10

Pole Night - Latinx Heritage

Provocateur 19 Sep 2025
USD 34 TO 247

Dan Pelosi "Let's Party" at Everybody's Coffee

Everybody's Coffee (Wilson Abbey) 5 Sep 2025
PARTIES USD 52

The Holiday in Concert at Auditorium Theatre Chicago

Auditorium Theatre Chicago 20 Dec 2025
ART

Chicago's BYOB Party Bus Holiday Lights Tour | Navy Pier

Old Crow Smokehouse - Wrigleyville 13 Dec 2025
PARTIES

Christian Singles Meet & Greet in Chicago!

Pinstripes 5 Sep 2025
FOOD-TRUCK-FESTIVALS USD 29 TO 66

Chicago's BYOB Party Bus Holiday Lights Tour | Navy Pier

Old Crow Smokehouse - Wrigleyville 27 Dec 2025
PARTIES

Chicago's BYOB Party Bus Holiday Lights Tour | Navy Pier

Old Crow Smokehouse - Wrigleyville 20 Dec 2025
PARTIES

Jinkx and DeLa Holiday Show at Chicago Theatre

Chicago Theatre 7 Dec 2025
ART

Vienna Boys Choir: Christmas in Vienna

220 S Michigan Ave, Chicago, IL, United States, Illinois 60604 29 Nov 2025
MUSIC

Carnivale's 20th Anniversary Party!

702 W Fulton Market, Chicago, IL, United States, Illinois 60661 10 Sep 2025
ENTERTAINMENT

Chicago's BYOB Party Bus Holiday Lights Tour | Navy Pier

Old Crow Smokehouse - Wrigleyville 5 Dec 2025
PARTIES

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

2025 Chicago Halloween Bar Crawl

Chicago 1 Nov 2025
PARTIES USD 9 TO 18

Chicago's BYOB Party Bus Holiday Lights Tour | Navy Pier

Old Crow Smokehouse - Wrigleyville 12 Dec 2025
PARTIES USD 78 TO 101

Chicago SantaCon 2025

PB&J: Pizza Beer and Jukebox 20 Dec 2025
PARTIES USD 0 TO 31

SUMMER VIBES 2 - Yacht Party

Anita Dee Yacht Charters 7 Sep 2025
PARTIES USD 61 TO 269

Just Dance!: Lady Gaga Nite [Chicago]

Subterranean 18 Oct 2025
WORKSHOPS USD 0 TO 21

Golden Hour featuring Jackson Jay Kidder

Epiphany Center for the Arts 4 Sep 2025
MUSIC FREE

Chicago Santa Bar Crawl

PB&J: Pizza Beer and Jukebox 20 Dec 2025
PARTIES USD 0 TO 31

Tipsy Rodeo

Morgan MFG 6 Sep 2025
COUNTRY-MUSIC-FESTIVALS USD 22

IN CULINARY CONVERSATION WITH CHEF MATTHEW SKOLARUS

Boelter Foodservice Design, Equipment & Supply 24 Sep 2025
FOOD-DRINKS USD 24 TO 44

Gabby's Dollhouse Live!

The Chicago Theatre 15 Nov 2025
ART

Boys Night Out

Bottom Lounge 31 Oct 2025
TRIPS-ADVENTURES

Fizz Band Night ft The Joshua Jern Orchestra!

3868 N Lincoln Ave 2ND FLOOR, Chicago, IL, United States, Illinois 60613 8 Sep 2025
MUSIC

The Boos & Booze Chicago Halloween Bar Crawl | River North

Headquarters Beercade 25 Oct 2025
PARTIES USD 19 TO 37

A Christmas Carol

Albert Ivar Goodman Theatre 14 Nov 2025
ART

2025 Fuller Award Ceremony for Jackie Taylor

Black Ensemble Theater 20 Oct 2025
ART FREE

Old Neighborhood Retro Teen Club Dance

St Jerome School 18 Oct 2025

Martha Mae Studio Sale | Art Supplies + Oil Paint

1727 W Grand Ave 13 Sep 2025
ART FREE

Santa Hustle Chicago 5K, 10K, Kids Dash

Soldier Field 6 Dec 2025
KIDS

The Official Christmas Bar Crawl - Chicago

SPIN 20 Dec 2025
PARTIES USD 7 TO 35

A Live Presentation of 2001: A Space Odyssey

220 S Michigan Ave, Chicago, IL, United States, Illinois 60604 9 Jan 2026
ENTERTAINMENT

Shannon Rovers 99th Annual Dinner Dance

Soldier Field, Special Olympics Drive, Chicago, IL, USA 18 Oct 2025
MUSIC USD 146 TO 1,763

Harvest Ball

Ballroom Dance Chicago 18 Oct 2025
WORKSHOPS USD 87

Adult Prom Scholarship Fundraiser

Purcell Hall 25 Oct 2025
NONPROFIT USD 55 TO 87

Home Alone in Concert

220 S Michigan Ave, Chicago, IL, United States, Illinois 60604 12 Dec 2025
ENTERTAINMENT

Chicago's BYOB Party Bus Holiday Lights Tour | Navy Pier

Old Crow Smokehouse - Wrigleyville 6 Dec 2025
PARTIES

Wings & Things: Honoring the Monarch Butterfly with RIP Repurposed

The Insect Asylum 1 Nov 2025
WORKSHOPS USD 23 TO 179

Galena Country Fair

Galena IL 11 Oct 2025

Alumni Gathering | Chicago Cubs

Wrigley Field 27 Sep 2025

Hells Kitchen - Musical by Alicia Keys at Nederlander Theatre Chicago

Nederlander Theatre Chicago 14 Nov 2025
ART

Wednesday at Riviera Theatre - IL

Riviera Theatre - IL 17 Nov 2025
ART

Weird Al Animal Mask Circle Pit

Douglass Park 19 Sep 2025
FESTIVALS

Historic Pullman House Tour, October 11-12, 2025

Pullman Exhibit Hall 11 Oct 2025
MUSIC USD 24 TO 31

6th ANNUAL ROCK THE YACHT “ALL BLACK AFFAIR”

Anita Dee Yacht Charters 28 Sep 2025
DANCE USD 45 TO 535

The Chicago Art Girls Holiday Pop-Up Shop

Alexander Graham Bell Elementary School 13 Dec 2025
POP-UPS

Chicago's BYOB Party Bus Holiday Lights Tour 'Tis The Season

Headquarters Beercade 27 Dec 2025
PARTIES

Mannheim Steamroller Christmas

Nederlander Theatre at Ford Center for the Performing Arts 19 Dec 2025
ART

RUBII

Sleeping Village 7 Nov 2025

Carnivale’s 20th Anniversary Celebration

Carnivale Chicago 10 Sep 2025
FOOD-DRINKS

bar italia at Thalia Hall

Thalia Hall 14 Nov 2025
CONTESTS

Quadrille Ball

Ballroom Dance Chicago 15 Nov 2025
WORKSHOPS USD 87

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

Chicago Labor History Tour: Haymarket / Packingtown 8:30 a.m.-12:15 p.m.

2301 S Prairie Ave 19 Sep 2025
HOLIDAY USD 0 TO 34

Wrigleyville Holiday Cavalcade!

The Newport Theater 24 Dec 2025
HOLIDAY USD 15 TO 215

Paint Night: Honor Your Lost Pet This Día de los Muertos

BottlesUp! 26 Oct 2025
DRAWING-PAINTING USD 54

Chicago Artopia Presents: Chris White, A Charlie Brown Christmas Trio

West Lawn Branch, Chicago Public Library 13 Dec 2025
MUSIC FREE

The Movement at The Outset

The Outset 8 Nov 2025

DOGE Holiday (DOHO) Bar Crawl 2025

The Whale Chicago 13 Dec 2025
PARTIES

Christmas with the Celts at Ramova Theatre

3520 S Halsted , Chicago, IL, United States, Illinois 60609 20 Nov 2025
ART

Chicago Labor History Tour: Pullman/ Steel Makers 1:00 p.m.-5:00 p.m.

2301 S Prairie Ave 19 Sep 2025
HEALTH-WELLNESS USD 0 TO 34

SAVE THE DATE: CJO at Winter's with Devon Sandridge

Winter's Jazz Club 19 Oct 2025
MUSIC

Candlelight: The Best of Hans Zimmer

Stan Mansion 18 Sep 2025
CANDLELIGHT-CONCERTS

John Denver Tribute: A Rocky Mountain Christmas

Broadway Playhouse at Water Tower Place 20 Dec 2025
FESTIVALS

WINTER WONDERLAND POP UP!

Kings Klothing Boutique 27 Dec 2025
POP-UPS

Brandenburg Concertos

205 E Randolph St, Chicago, IL, United States, Illinois 60601 4 Dec 2025
CONCERTS

Packers Opening Weekend Tailgate Party at Ranalli's in Lincoln Park

Ranalli's Pizza Bar - Lincoln Park, Chicago 7 Sep 2025
PARTIES USD 34

Moorish Science Temple of America 98th Annual National Convention

Charles A. Hayes Family Investment Center 15 Sep 2025
WORKSHOPS USD 29 TO 82