Chicago Holiday Events

Chicago Halloween Party Cruise | Pier Pressure® Black Pearl

Spirit of Chicago Yacht 31 Oct 2025

Nightmare on Chicago Street 2025

E Chicago St, Elgin, IL 60120, United States 25 Oct 2025

RAGS AND RICHES in Chicago

Subterranean 25 Oct 2025

Daft Disko Halloween: Chicago @ Navy Pier

Bar Sol Navy Pier 31 Oct 2025

DIA DE MUERTOS MARKET

2102 W Cermak Rd 25 Oct 2025

The Wintrust Magnificent Mile Lights Festival

The Magnificent Mile, Chicago 22 Nov 2025

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

Old Crow Smokehouse - Wrigleyville 6 Dec 2025

Chicago Halloween Bar Crawl 2025 | Saturday, November 1st

Joy District 1 Nov 2025

Randolph Street Market’s November Holiday Show

Chicago Antique Market Randolph Street 15 Nov 2025

Breakfast with Santa Chicago Neiman Marcus Saturday, December 13, 8:30am

737 N Michigan Ave 13 Dec 2025

Chicago Halloween Bar Crawl

Chicago 25 Oct 2025

Annual Nocturna All Hallows' Eve Goth Ball w/ DJ Scary Lady Sarah; 18+

Metro 31 Oct 2025

Virtual Riot, Grabbitz, Leotrix in Chicago

Concord Music Hall 29 Nov 2025

3RD ANNUAL FREEDOM CONCERT

Willye B. White Park 2 Nov 2025

Gratitude Sound Bath

Wildlight Yoga 16 Nov 2025

Wrigleyville Holiday Cavalcade!

The Newport Theater 24 Dec 2025

The 12 Cocktails of Christmas - Get on the Waitlist for Tickets

West Fulton Market 6 Dec 2025

Mannheim Steamroller Christmas at Nederlander Theatre Chicago

Nederlander Theatre Chicago 20 Dec 2025

AHEE in Chicago

Concord Music Hall 22 Nov 2025

Chicago Day of The Dead Bar Crawl - Dia De Muertos

Chicago 1 Nov 2025

Colvin Concerts: Kevin Wood's BeDazzled (Extended Holiday Extravaganza)

Colvin House 5 Dec 2025

Vienna Boys Choir: Christmas in Vienna

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

Lesbian Pre-Thanksgiving Potluck party

Andersonville, Chicago 23 Nov 2025

The Holiday in Concert at Auditorium Theatre Chicago

Auditorium Theatre Chicago 20 Dec 2025

Frost Children in Chicago

Lincoln Hall 6 Nov 2025

The Great Tree Lighting Friends & Family Celebration

Macy's 1 Nov 2025

Gabby's Dollhouse Live!

The Chicago Theatre 15 Nov 2025

Tree Lighting & Cultural Festival

Griffin Museum of Science and Industry 8 Nov 2025

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

Old Crow Smokehouse - Wrigleyville 5 Dec 2025

Shop & Share

Torque Ltd 8 Nov 2025

Tablao en Casa: Otoño Flamenco

The Ruth Page Center for the Arts 25 Oct 2025

2025 Chicago Halloween Bar Crawl

Chicago 1 Nov 2025

Shovels and Rope at Garcias Chicago

Garcias Chicago 21 Nov 2025

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

Old Crow Smokehouse - Wrigleyville 20 Dec 2025

Groove Thang Day Party - Halloween Weekend Finale

Hubbard Inn, West Hubbard Street, Chicago, IL, USA 2 Nov 2025

The Elfed Up Christmas Crawl

Headquarters Beercade 20 Dec 2025

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

Old Crow Smokehouse - Wrigleyville 27 Dec 2025

Soulful Sounds in Chicago

Wicker Park Lutheran Church 30 Oct 2025

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

Old Crow Smokehouse - Wrigleyville 19 Dec 2025

Bird and Byron

Beat Kitchen 22 Nov 2025

Chicago SantaCon 2025

PB&J: Pizza Beer and Jukebox 20 Dec 2025

Jay Bragg Presents: Christmas in New Vaudeville

UncommonGround - Lakeview 13 Dec 2025

Cherish the Ladies: Celtic Christmas

Mayfair Theatre 20 Dec 2025

Twas The Week Before Christmas in Chicago

Irish American Heritage Center 5 Dec 2025

Adult Prom Scholarship Fundraiser

Purcell Hall 25 Oct 2025

De Dia Los Muertos Halloween Rooftop Party

Selva 1 Nov 2025

The Official Christmas Bar Crawl - Chicago

SPIN 20 Dec 2025

Merry Makers Christmas Market

5504 West Lawrence Avenue, Chicago, IL, USA 29 Nov 2025

bar italia at Thalia Hall

Thalia Hall 14 Nov 2025

Cozy Worlds Market

Uni Uni Boba 6 Dec 2025

Hands-On Pasta: Tagliolini Burro e Caviale

Eataly Chicago 8 Nov 2025

Share the Love WinterFest

6402 S Honore St 13 Dec 2025

Jon McLaughlin and Friends: Home For The Holidays

Park West 5 Dec 2025

PILSEN HALLOWEEN BAR CRAWL PARTY! 2025

Pilsen, Chicago, IL, USA 25 Oct 2025

Macabre Pullman Tour - Oct 26

Pullman Exhibit Hall 26 Oct 2025

Ring-A-Ding Swing, It's Christmas! featuring Gary Thomas

201 S. Ashland Avenue, Chicago, IL, United States, Illinois 60607 19 Dec 2025

Holiday House Party

1200 S. DuSable Lake Shore Drive, Chicago, IL, United States, Illinois 60605 6 Dec 2025

Wine and Cheese: Holiday Edition

Eataly Chicago 22 Nov 2025

Wednesday at Riviera Theatre - IL

Riviera Theatre - IL 17 Nov 2025

Celebrating Motown Soulful Music Holiday Lights Trolley BYOB

230 W North Ave 6 Dec 2025

Mixology & Mischief: Perfecting the Punch

Colvin House 13 Nov 2025

Music in Movies - The Nightmare Before Christmas

The CheckOut 29 Oct 2025

HOH 2025: MACABRE, AVERNUS, BONES, TTCM, BRAINBLEED, DISROBE & CONDITION CRITICAL

Reggies 27 Dec 2025

Harvest Day: Turkey Giveaway

Bright Star Community Outreach 22 Nov 2025

Mocktail Experiences at Meet Me on Milwaukee

The Flatiron Arts Building 26 Oct 2025

Chicago St. Patrick's Day Bar Crawl

Chicago 14 Mar 2026

Hells Kitchen - Musical by Alicia Keys at Nederlander Theatre Chicago

Nederlander Theatre Chicago 14 Nov 2025

How to Throw a Sustainable Party

The Eco Cafe 11 Nov 2025

Quadrille Ball

Ballroom Dance Chicago 15 Nov 2025

Celebrating Motown Soulful Music Holiday Lights Trolley BYOB

230 W North Ave 5 Dec 2025

St. Patrick's Day Lucky Charms Lake View Bar Crawl

Lake View 14 Mar 2026

Untitled Supper Club All Black Attire 11/26/25

Untitled Supper Club 26 Nov 2025

Holiday Pies Baking Class

Bettie's Chicago 15 Nov 2025

A Live Presentation of 2001: A Space Odyssey

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

Viva Dia de los Muertos: Sip & Paint

ERIS Brewery and Cider House 12 Nov 2025

ZooLights Presented by Invesco QQQ and ComEd

Lincoln Park Zoo 21 Nov 2025

St. Patrick's Day Lucky Charms Lincoln Park Bar Crawl

Lincoln Park 14 Mar 2026

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

Old Crow Smokehouse - Wrigleyville 12 Dec 2025

The Movement at The Outset

The Outset 8 Nov 2025

Friday, 31st of October, 2025: Annual Nocturna All Hallows' Eve Ball w/ DJ Scary Lady Sarah + more!

Metro Chicago 31 Oct 2025

Artist Talk: Timeless Bodies

Oliva Gallery 15 Nov 2025

The Shops - Holiday Edition #1

Water Tower Place (Level 3 Next to JJill and White House Black Market) 13 Dec 2025

The Chicago Art Girls Holiday Pop-Up Shop

Alexander Graham Bell Elementary School 13 Dec 2025

Chicago Official Ugly Sweater Bar Crawl

PB&J: Pizza Beer and Jukebox 20 Dec 2025

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

West Lawn Branch, Chicago Public Library 13 Dec 2025

Shoe Fest 2025 Holiday Jam - Martyrs' - Chicago, IL

Martyrs' 26 Dec 2025

Holiday Etiquette 101

Muse Coffee Studio 16 Nov 2025

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

BottlesUp! 26 Oct 2025

John Denver Tribute: A Rocky Mountain Christmas

Broadway Playhouse at Water Tower Place 20 Dec 2025

Celebrating Motown Soulful Music Holiday Lights Trolley BYOB

230 W North Ave 19 Dec 2025

Holiday Lights Road Rave

Daley Plaza Downtown Chicago 21 Nov 2025

Jinkx and DeLa Holiday Show at Chicago Theatre

Chicago Theatre 7 Dec 2025

Day of the Dead Floral Arrangement Workshop

Brew Brew Coffee and Tea 26 Oct 2025

Bingo Loco: The Ultimate Bingo Party

Recess 7 Nov 2025

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

Headquarters Beercade 27 Dec 2025

Leah Johnson & George M. Johnson present THERE'S ALWAYS NEXT YEAR

Women & Children First 2 Dec 2025

Santa Hustle Chicago 5K, 10K, Kids Dash

Soldier Field 6 Dec 2025

Chicago Santa Bar Crawl

PB&J: Pizza Beer and Jukebox 20 Dec 2025

2025 Fuller Award Ceremony for Jackie Taylor

Black Ensemble Theater 20 Oct 2025

DOGE Holiday (DOHO) Bar Crawl 2025

The Whale Chicago 13 Dec 2025