Holiday events in Chicago

Check out happening holiday events all around Chicago, IL

Waves Of Bollywood All White Glam Night

 Sat, 13 Sep at 08:00 pm 900 S Wells St USD 55

10cc in Chicago

 Fri, 05 Sep at 07:30 pm Park West

11th Annual Arts in the Dark Halloween Parade 2025

 Sat, 18 Oct at 06:00 pm State Street

AVLI NIGHTS IN MYKONOS - WHITE ATTIRE PARTY

 Sat, 06 Sep at 06:00 pm Avli on The Park (Chicago)

Chicago Halloween Party Cruise | Pier Pressure® Black Pearl

 Fri, 31 Oct at 09:00 pm Spirit of Chicago Yacht USD 30 to 56

Nightmare on Chicago Street 2025

 Sat, 25 Oct at 06:00 pm E Chicago St, Elgin, IL 60120, United States

RAGS AND RICHES in Chicago

 Sat, 25 Oct at 07:30 pm Subterranean

The Office E.N.T & ClubMeet4More Presents Carnival Night Cabin Party

 Fri, 05 Sep at 05:00 pm Chicago, IL

Diwali Celebration Party

 Fri, 24 Oct at 09:00 pm Alhambra Palace Restaurant USD 55 to 82

Daft Disko Halloween: Chicago @ Navy Pier

 Fri, 31 Oct at 09:00 pm Bar Sol Navy Pier USD 21

My Momma’s Era

 Sat, 27 Sep at 07:00 pm Greenwood Oasis

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

 Thu, 11 Sep at 06:00 pm The Salt Shed Outdoors (Fairgrounds)

AHEE in Chicago

 Sat, 22 Nov at 10:00 pm Concord Music Hall

The Boos & Booze Chicago Halloween Bar Crawl | Lake View

 Sat, 25 Oct at 02:00 pm Neon Gardens USD 14 to 31

Mannheim Steamroller Christmas at Nederlander Theatre Chicago

 Sat, 20 Dec at 03:00 pm Nederlander Theatre Chicago

Stardew Valley - Symphony of Seasons - Chicago

 Sat, 11 Oct at 08:00 pm The Chicago Theatre

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

 Sat, 13 Sep at 10:30 am Women & Children First Free

Randolph Street Market’s November Holiday Show

 Sat, 15 Nov at 10:00 am Chicago Antique Market Randolph Street

Virtual Riot, Grabbitz, Leotrix in Chicago

 Sat, 29 Nov at 10:00 pm Concord Music Hall

Chicago Halloween Bar Crawl

 Sat, 25 Oct at 04:00 pm Chicago USD 15 to 36

The Cinderella Escape in Chicago

 Sat, 20 Sep at 10:00 am Chicago USD 40

Homecoming House Party: For the Culture

Fri, 12 Sep at 06:00 pm 1200 S. DuSable Lake Shore Drive, Chicago, IL, United States, Illinois 60605

Chicago Day of The Dead Bar Crawl - Dia De Muertos

 Sat, 01 Nov at 04:00 pm Chicago USD 15 to 31

The Boos & Booze Chicago Halloween Bar Crawl | West Loop

 Sat, 25 Oct at 02:00 pm Punch Bowl Social USD 14 to 37

All Inclusive New Year's Eve 2026 Fireworks Cruise aboard Anita Dee II

 Wed, 31 Dec at 09:45 pm Anita Dee II TEMPORARILY LOCATED at BURNHAM HARBOR (See directions below) USD 113 to 217

Rituals of Remembering: Living Altars

 Sat, 20 Sep at 12:00 pm 4910 W Quincy St Free

The Boos & Booze Chicago Halloween Bar Crawl | Wicker Park

 Sat, 25 Oct at 02:00 pm Chop Shop USD 14 to 31

40+ Christians Mixer: Pairing Party

 Sat, 06 Sep at 07:00 pm Prāzbar USD 10

Pole Night - Latinx Heritage

 Fri, 19 Sep at 09:00 pm Provocateur USD 34 to 247

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

 Fri, 05 Sep at 07:00 pm Everybody's Coffee (Wilson Abbey) USD 52

The Holiday in Concert at Auditorium Theatre Chicago

 Sat, 20 Dec at 07:30 pm Auditorium Theatre Chicago

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

 Sat, 13 Dec at 05:00 pm Old Crow Smokehouse - Wrigleyville

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

 Sat, 27 Dec at 05:00 pm Old Crow Smokehouse - Wrigleyville

Christian Singles Meet & Greet in Chicago!

 Fri, 05 Sep at 07:00 pm Pinstripes USD 29 to 66

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

 Sat, 20 Dec at 05:00 pm Old Crow Smokehouse - Wrigleyville

Jinkx and DeLa Holiday Show at Chicago Theatre

 Sun, 07 Dec at 07:00 pm Chicago Theatre

Vienna Boys Choir: Christmas in Vienna

 Sat, 29 Nov at 01:30 pm 220 S Michigan Ave, Chicago, IL, United States, Illinois 60604

Carnivale's 20th Anniversary Party!

Wed, 10 Sep at 05:30 pm 702 W Fulton Market, Chicago, IL, United States, Illinois 60661

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

 Fri, 05 Dec at 05:00 pm Old Crow Smokehouse - Wrigleyville

Chicago Official Ugly Sweater Bar Crawl

 Sat, 20 Dec at 01:00 pm PB&J: Pizza Beer and Jukebox USD 0 to 31

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

 Fri, 19 Dec at 05:00 pm Old Crow Smokehouse - Wrigleyville USD 78 to 101

2025 Chicago Halloween Bar Crawl

 Sat, 01 Nov at 04:00 pm Chicago USD 9 to 18

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

 Fri, 12 Dec at 05:00 pm Old Crow Smokehouse - Wrigleyville USD 78 to 101

Chicago SantaCon 2025

 Sat, 20 Dec at 01:00 pm PB&J: Pizza Beer and Jukebox USD 0 to 31

SUMMER VIBES 2 - Yacht Party

 Sun, 07 Sep at 01:00 pm Anita Dee Yacht Charters USD 61 to 269

Just Dance!: Lady Gaga Nite [Chicago]

 Sat, 18 Oct at 09:00 pm Subterranean USD 0 to 21

Golden Hour featuring Jackson Jay Kidder

 Thu, 04 Sep at 05:00 pm Epiphany Center for the Arts Free

Chicago Santa Bar Crawl

 Sat, 20 Dec at 01:00 pm PB&J: Pizza Beer and Jukebox USD 0 to 31

Tipsy Rodeo

 Sat, 06 Sep at 06:30 pm Morgan MFG USD 22

IN CULINARY CONVERSATION WITH CHEF MATTHEW SKOLARUS

 Wed, 24 Sep at 06:00 pm Boelter Foodservice Design, Equipment & Supply USD 24 to 44

The Boos & Booze Chicago Halloween Bar Crawl | River North

 Sat, 25 Oct at 02:00 pm Headquarters Beercade USD 19 to 37

Gabby's Dollhouse Live!

 Sat, 15 Nov at 06:00 pm The Chicago Theatre

Boys Night Out

 Fri, 31 Oct at 06:00 pm Bottom Lounge

Christmas Wonderland Mini Photoshoots | Chicago, IL

 Sat, 27 Sep at 10:00 am Chicago, IL

Fizz Band Night ft The Joshua Jern Orchestra!

 Mon, 08 Sep at 08:00 pm 3868 N Lincoln Ave 2ND FLOOR, Chicago, IL, United States, Illinois 60613

A Christmas Carol

 Fri, 14 Nov at 06:00 pm Albert Ivar Goodman Theatre

2025 Fuller Award Ceremony for Jackie Taylor

 Mon, 20 Oct at 06:30 pm Black Ensemble Theater Free

Old Neighborhood Retro Teen Club Dance

 Sat, 18 Oct at 07:00 pm St Jerome School

Martha Mae Studio Sale | Art Supplies + Oil Paint

 Sat, 13 Sep at 12:00 pm 1727 W Grand Ave Free

Santa Hustle Chicago 5K, 10K, Kids Dash

 Sat, 06 Dec at 08:00 am Soldier Field

The Official Christmas Bar Crawl - Chicago

 Sat, 20 Dec at 04:00 pm SPIN USD 7 to 35

Chicago Labor History Tour: Pullman/ Steel Makers 8:30 a.m.-12:30 p.m.

 Fri, 19 Sep at 08:30 am 2301 S Prairie Ave USD 0 to 34

A Live Presentation of 2001: A Space Odyssey

 Fri, 09 Jan at 07:30 pm 220 S Michigan Ave, Chicago, IL, United States, Illinois 60604

Shannon Rovers 99th Annual Dinner Dance

 Sat, 18 Oct at 06:00 pm Soldier Field, Special Olympics Drive, Chicago, IL, USA USD 146 to 1,763

Harvest Ball

 Sat, 18 Oct at 08:00 pm Ballroom Dance Chicago USD 87

Adult Prom Scholarship Fundraiser

 Sat, 25 Oct at 07:00 pm Purcell Hall USD 55 to 87

Home Alone in Concert

 Fri, 12 Dec at 07:30 pm 220 S Michigan Ave, Chicago, IL, United States, Illinois 60604

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

 Sat, 06 Dec at 05:00 pm Old Crow Smokehouse - Wrigleyville

Wings & Things: Honoring the Monarch Butterfly with RIP Repurposed

 Sat, 01 Nov at 01:00 pm The Insect Asylum USD 23 to 179

Galena Country Fair

 Sat, 11 Oct at 10:00 am Galena IL

Alumni Gathering | Chicago Cubs

 Sat, 27 Sep at 01:20 pm Wrigley Field

Hells Kitchen - Musical by Alicia Keys at Nederlander Theatre Chicago

 Fri, 14 Nov at 07:00 pm Nederlander Theatre Chicago

Wednesday at Riviera Theatre - IL

 Mon, 17 Nov at 08:00 pm Riviera Theatre - IL

Weird Al Animal Mask Circle Pit

 Fri, 19 Sep at 07:00 pm Douglass Park

Sox Crawl - A Pregame Crawl Inside the Stadium - Game Ticket, Tweed Hat & Hockey Jersey Included!

Sat, 20 Sep at 02:30 pm Rate Field

Historic Pullman House Tour, October 11-12, 2025

 Sat, 11 Oct at 11:00 am Pullman Exhibit Hall USD 24 to 31

6th ANNUAL ROCK THE YACHT “ALL BLACK AFFAIR”

 Sun, 28 Sep at 01:30 pm Anita Dee Yacht Charters USD 45 to 535

The Chicago Art Girls Holiday Pop-Up Shop

 Sat, 13 Dec at 10:00 am Alexander Graham Bell Elementary School

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

 Sat, 27 Dec at 04:00 pm Headquarters Beercade

Mannheim Steamroller Christmas

 Fri, 19 Dec at 06:00 pm Nederlander Theatre at Ford Center for the Performing Arts

RUBII

 Fri, 07 Nov at 06:00 pm Sleeping Village

The Movement at The Outset

 Sat, 08 Nov at 07:00 pm The Outset

Carnivale’s 20th Anniversary Celebration

 Wed, 10 Sep at 05:30 pm Carnivale Chicago

bar italia at Thalia Hall

 Fri, 14 Nov Thalia Hall

Quadrille Ball

 Sat, 15 Nov at 08:00 pm Ballroom Dance Chicago USD 87

Hispanic Heritage with Jewel-Osco - Irving Park Rd, Chicago

 Sat, 20 Sep at 12:00 pm Jewel-Osco

The Shops - Holiday Edition #1

 Sat, 13 Dec at 11:00 am Water Tower Place (Level 3 Next to JJill and White House Black Market) USD 29 to 290

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

 Fri, 19 Sep at 08:30 am 2301 S Prairie Ave USD 0 to 34

Wrigleyville Holiday Cavalcade!

 Wed, 24 Dec at 07:00 pm The Newport Theater USD 15 to 215

Candlelight: The Best of Hans Zimmer

 Thu, 18 Sep at 06:00 pm Stan Mansion

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

 Sun, 26 Oct at 06:30 pm BottlesUp! USD 54

TBOX 2025 - Festa's 29th Annual Original 12 Bars Of Xmas Holiday Bar Crawl

 Sat, 13 Dec at 10:00 am Wrigleyville Chicago

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

 Sat, 13 Dec at 03:00 pm West Lawn Branch, Chicago Public Library Free

DOGE Holiday (DOHO) Bar Crawl 2025

 Sat, 13 Dec at 01:30 pm The Whale Chicago

Christmas with the Celts at Ramova Theatre

 Thu, 20 Nov at 07:00 pm 3520 S Halsted , Chicago, IL, United States, Illinois 60609

Chicago Labor History Tour: Haymarket / Packingtown 1:00 p.m. - 4:40 p.m.

 Fri, 19 Sep at 01:00 pm 2301 S Prairie Ave USD 0 to 34

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

 Fri, 19 Sep at 01:00 pm 2301 S Prairie Ave USD 0 to 34

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

 Sun, 19 Oct at 05:30 pm Winter's Jazz Club

John Denver Tribute: A Rocky Mountain Christmas

 Sat, 20 Dec Broadway Playhouse at Water Tower Place

WINTER WONDERLAND POP UP!

 Sat, 27 Dec at 11:00 am Kings Klothing Boutique