Holiday events in Chicago

Check out happening holiday events all around Chicago, IL

Durango Fest 2025 - Plaza Garibaldi - Chicago, IL.

 Sun, 17 Aug at 01:00 pm Plaza Garibaldi Chicago IL

10cc in Chicago

 Fri, 05 Sep at 07:30 pm Park West

Boulet Brothers' Dragula: Season 666 Tour

 Thu, 21 Aug at 08:00 pm The Vic Theatre

AVLI NIGHTS IN MYKONOS - WHITE ATTIRE PARTY

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

Baila Habibi All White Yacht Party

 Fri, 29 Aug at 06:30 pm Anita Dee Yacht Charters USD 40 to 108

The Pilsen Cruise 2 (The Finale) Latin Beats Boat Party and Fireworks Show!

 Sat, 16 Aug at 07:30 pm Summer of George - Chicago Lakefront Cruises USD 39 to 61

Chicago Halloween Party Cruise | Pier Pressure® Black Pearl

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

11th Annual Arts in the Dark Halloween Parade 2025

 Sat, 18 Oct at 06:00 pm State Street

102ND YEAR ANNIVERSARY COMMUNITY OUTREACH & BACK 2 SCHOOL RALLY

 Sun, 24 Aug at 11:00 am True Light Baptist Church Free

Nightmare on Chicago Street 2025

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

My Momma’s Era

 Sat, 27 Sep at 07:00 pm Greenwood Oasis

Air & Water Show Yacht Cruise (Anita Dee 1) Chicago

 Sun, 17 Aug at 11:30 am Anita Dee Yacht Charters USD 82 to 535

Mannheim Steamroller Christmas at Nederlander Theatre Chicago

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

BLISS The Ultimate Caribbean Rooftop Day Party

 Sun, 17 Aug at 12:00 pm The Wild Hare & Singing Armadillo Frog Sanctuary USD 0 to 26

Diwali Celebration Party

 Fri, 24 Oct at 09:00 pm Alhambra Palace Restaurant USD 20 to 30

CVS White Party 2025

 Sat, 30 Aug at 04:00 pm 436 E 47th St USD 70

Turnpike Troubadours, Old Crow Medicine Show, Ken Pomeroy in Chicago

 Thu, 28 Aug at 07:00 pm The Salt Shed Outdoors (Fairgrounds)

Chicago Day of The Dead Bar Crawl - Dia De Muertos

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

Daft Disko Halloween: Chicago @ Navy Pier

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

Hanumankind in Chicago

 Thu, 28 Aug at 08:00 pm Thalia Hall

The Boos & Booze Chicago Halloween Bar Crawl | Lake View

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

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)

The Mighty Ducks Meet & Greet

 Sun, 31 Aug at 02:00 pm Sluggers World Class Sports Bar and Grill & Dueling Pianos USD 208

INDIA Independence Day- Rooftop Party

 Fri, 15 Aug at 09:00 pm Azul USD 0 to 23

Pups & Palomas

 Sat, 23 Aug at 02:00 pm Somerset Patio Free

Bad Pluma: Reggaeton, Banda and Corridos Dance Party

 Sat, 16 Aug at 09:00 pm Simone's Free

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

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

Invite Only: Celeste Venue Showcase

 Wed, 27 Aug at 06:00 pm Celeste Free

Chicago Halloween Bar Crawl

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

Pole Night - Latinx Heritage

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

The Crab Pad's 9th Anniversary Chill Celebration

 Mon, 18 Aug at 05:00 pm The Crab Pad Free

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

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

Summer Tropical Social Party | 08/16

 Sat, 16 Aug at 08:30 pm 600 W Roosevelt, Chicago, IL, United States, Illinois 60607

The Boos & Booze Chicago Halloween Bar Crawl | Wicker Park

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

Rituals of Remembering: Living Altars

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

Christmas Wonderland Mini Photoshoots | Chicago, IL

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

Karaoke SupaStarz VIP - Masquerade Yacht Soiree Powered by DJ Rock Hell

 Sat, 16 Aug at 07:30 pm 3155 S DuSable Lake Shore Dr USD 275

Elevated Evenings: 6-Course Infused Dinner Party Experience

 Sat, 16 Aug at 07:00 pm Prohibition THCafe USD 143

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

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

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

 Sat, 06 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

WHITE & SILVER (Grown & Sexy) PARTY

 Fri, 15 Aug at 09:00 pm Row 24 Chicago USD 0 to 355

Vienna Boys Choir: Christmas in Vienna

 Sat, 29 Nov at 01:30 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

AHEE in Chicago

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

40+ Christians Mixer: Pairing Party

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

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

Finish Strong: 90-Day Blitz to Close More Deals Before Year-End

 Thu, 21 Aug at 03:00 pm 6348 N Cicero Ave Free

Chicago SantaCon 2025

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

Beach Vibes: Sunday Funday Edition

 Sun, 24 Aug at 02:00 pm Whispers at Oak Street Beach USD 13 to 109

The Chicago Art Girls Holiday Pop-Up Shop

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

Christian Singles Meet & Greet in Chicago!

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

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

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

Ava Max vs. Dua Lipa Drag Brunch

 Sat, 16 Aug at 11:00 am Lark USD 85

Too Hype Crew at DeKalb Corn Fest with Rob Base, Color Me Badd & Young MC!

 Sat, 23 Aug at 07:00 pm Chicago, IL, United States, Illinois

Chicago Santa Bar Crawl

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

The Official Christmas Bar Crawl - Chicago

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

Hells Kitchen - Musical by Alicia Keys at Nederlander Theatre Chicago

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

LDW SUNDAY NIGHT - Afrobeats, Amapiano & More @ Masada

 Sun, 31 Aug at 09:30 pm To Be Announced USD 0 to 135

Alumni Gathering | Chicago Cubs

 Sat, 27 Sep at 01:20 pm Wrigley Field

2025 Chicago Halloween Bar Crawl

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

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

Weird Al Animal Mask Circle Pit

 Fri, 19 Sep at 07:00 pm Douglass Park

Labor Day Weekend Drag Brunch

 Sat, 30 Aug at 11:00 am Lark USD 85

Annual PACC Boat Outing

 Sun, 17 Aug at 10:30 am 900 S Wells St, Chicago, IL 60607, United States

Carnivale's 20th Anniversary Party!

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

LAVISH THE ULTIMATE VIRGO CELEBRATION!!!! WHITE & GOLD AFFAIR

 Sat, 30 Aug at 10:00 pm Juliana Restaurant USD 23 to 45

Martha Mae Studio Sale | Art Supplies + Oil Paint

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

Just Dance!: Lady Gaga Nite [Chicago]

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

SUMMER VIBES 2 - Yacht Party

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

Golden Hour featuring Jackson Jay Kidder

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

Labor Day Sunday Funday Sunset Cruise!

 Sun, 31 Aug at 07:30 pm Chicago Lakefront Cruises USD 40 to 50

THE CHICAGO STEPPERS HOMECOMING WEEK

 Sun, 31 Aug at 12:00 am Hyatt Regency Downtown Chicago

The Boos & Booze Chicago Halloween Bar Crawl | River North

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

Home Alone in Concert

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

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 | West Loop

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

Gabby's Dollhouse Live!

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

A Spirited Affair: A Private Pour Series with LALO Tequila

 Thu, 14 Aug at 06:00 pm The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago USD 51

Pizza and Cocktail Dinner at Ranalli's in West Loop

 Thu, 21 Aug at 07:00 pm Ranalli's Pizza Bar - West Loop, Chicago USD 55

The Cinderella Escape in Chicago

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

POP UP SHOP - LABOR DAY WEEKEND

 Sat, 30 Aug at 11:00 am Da Dip Free

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

the quiet part by Keegon Schuett

 Mon, 18 Aug at 07:30 pm The Understudy Coffee and Books USD 0 to 11

Santa Hustle Chicago 5K, 10K, Kids Dash

 Sat, 06 Dec at 08:00 am Soldier Field

Stardew Valley - Symphony of Seasons - Chicago

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

Merry Merry Chicago at Chicago Symphony Center

 Fri, 19 Dec at 07:30 pm Chicago Symphony Center

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

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

Boys Night Out

 Fri, 31 Oct Bottom Lounge

Day Drip Day Party

 Sun, 24 Aug at 04:00 pm Park Tavern USD 0 to 181

A Christmas Carol

 Fri, 14 Nov Albert Ivar Goodman Theatre

Harvest Ball

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

Hatch Chile Roast with Jewel-Osco!

 Sat, 30 Aug at 10:00 am Jewel-Osco (2940 N Ashland Ave, Chicago)

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

Candlelight: The Best of Hans Zimmer

 Thu, 21 Aug at 06:00 pm Stan Mansion

Adult Prom Scholarship Fundraiser

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

Mannheim Steamroller Christmas

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

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

 Sat, 27 Dec at 04:00 pm Headquarters Beercade