Holiday events in Chicago

Check out happening holiday events all around Chicago, IL

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

 Sat, 29 Nov Headquarters Beercade USD 60 to 85

The Wintrust Magnificent Mile Lights Festival

 Sat, 22 Nov at 11:00 am The Magnificent Mile, Chicago

Ornament Painting at Café Con Leche

 Thu, 11 Dec at 06:00 pm Cafe Con Leche USD 45

🎄 The Elfed Up Christmas Crawl 🎅🏻

 Sat, 20 Dec at 02:00 pm 60610 USD 10 to 20

Chicago SantaCon 2025

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

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

 Sat, 13 Dec at 08:30 am 737 N Michigan Ave USD 67 to 85

Randolph Street Market’s November Holiday Show

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

Woodys & Ignite Glass: Ornament Show 2025

 Sat, 15 Nov at 05:00 pm Ignite Glass Studios Free

The Holiday in Concert at Auditorium Theatre Chicago

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

Merry Makers Christmas Market

 Sat, 29 Nov at 12:00 pm 5504 West Lawrence Avenue, Chicago, IL, USA Free

Twas The Week Before Christmas in Chicago

 Fri, 05 Dec at 07:00 pm Irish American Heritage Center USD 25

Holiday Tree Lighting at NEWCITY

 Fri, 14 Nov at 05:00 pm NEWCITY Free

4th Annual Austin Community Dinner & Gift Giveaway

 Sat, 20 Dec at 12:00 pm 4757 W Lake St Free

Holiday Gift Party at Oliva Gallery

 Fri, 19 Dec at 05:00 pm Oliva Gallery Free

Chicago Official Ugly Sweater Bar Crawl

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

Gratitude Sound Bath

 Sun, 16 Nov at 05:00 pm Wildlight Yoga USD 55

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

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

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

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

Holiday Banned Book Drive

 Sat, 22 Nov at 06:00 pm Jamii Center for Arts and Media Free

Zen&B: A Reset Before The Holidays

 Fri, 21 Nov at 07:00 pm 422 1/2 E 87th St Free

Holiday Gift Market

 Sun, 30 Nov at 11:00 am The Salt Shed

Breakfast With Santa 2025

 Sat, 06 Dec at 09:00 am The Salvation Army Ray and Joan Kroc Corps Community Center Chicago USD 14

It's A Goblin Market Friendsgiving

 Sun, 30 Nov at 04:00 pm Goblin Market Manga & Curiosities, North Lincoln Avenue, Chicago, IL, USA Free

Wrigleyville Holiday Cavalcade!

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

A Flamenco Christmas

 Fri, 05 Dec at 07:30 pm Saint Mary of the Lake Catholic Church USD 50 to 77

A NIGHT OFF: ALL BLACK AFFAIR!

 Wed, 26 Nov at 07:00 pm Time Out Market Chicago USD 20

Cozy Worlds Market

 Sat, 06 Dec at 12:00 pm Uni Uni Boba Free

Millennium Park Tree Lighting Ceremony

 Fri, 21 Nov at 06:00 pm Millennium Park

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

 Sat, 06 Dec at 02:00 pm West Fulton Market Free

Connecting Dots Holiday Celebration

 Fri, 05 Dec at 07:00 pm Surge Billiards Free

Chicago Real Estate Holiday Party

 Thu, 11 Dec at 07:00 pm Navigator Taproom USD 61

Cozy & Bright: A Family Holiday Movie Night

 Fri, 21 Nov at 05:00 pm 657 W Fulton St Free

Holiday Dance Party! with the "In Full Swing" Jazz Orchestra

 Wed, 10 Dec at 06:30 pm Chicago Union Station

Lesbian Pre-Thanksgiving Potluck party

 Sun, 23 Nov at 05:00 pm Andersonville, Chicago

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

 Fri, 05 Dec at 08:00 pm Colvin House USD 34

Vibesgiving: A Fall Party

 Sat, 22 Nov at 09:00 pm Row 24 Chicago USD 0 to 55

Keeping It Real Estate Meetup: Holiday Party!

 Tue, 09 Dec at 06:30 pm Navigator Taproom Free

Renegade Chicago

 Sat, 20 Dec at 11:00 am Morgan Manufacturing

Ugly Sweater Disco Bingo

 Sat, 20 Dec at 06:00 pm Edison Park Inn Free

Lessons & Carols

 Fri, 05 Dec at 07:00 pm 1001 N Crosby St Free

Cranksgiving Chicago

 Sat, 22 Nov at 12:00 pm Cosmic Bikes Inc. Free

Club Christmas Inn

 Sat, 15 Nov at 10:00 pm Hubbard Inn USD 23 to 500

Celebrating Motown Soulful Music Holiday Lights Trolley BYOB

 Fri, 12 Dec at 06:30 pm 230 W North Ave USD 78

Vienna Boys Choir: Christmas in Vienna

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

Holiday Soirée

 Fri, 14 Nov at 04:00 pm Institute of Cultural Affairs USD 0 to 98

Virtual Riot, Grabbitz, Leotrix in Chicago

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

Randolph Street Market

 Sat, 15 Nov at 10:00 am 1341 W Randolph St, Chicago, IL 60607-1523, United States

Night 3 - Bells & Whispers

 Sat, 13 Dec at 07:00 pm International Museum of Surgical Science USD 29

Transgenders For Romney: A Christmas Extravaganza!

 Sat, 13 Dec at 06:00 pm The Lincoln Lodge USD 7

CHRISTMAS MINI-GOLF

 Fri, 05 Dec at 05:30 pm Awaken Chicago Church Free

KATCH Holiday Party

 Sat, 06 Dec at 07:00 pm HAIBAYÔ USD 18

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

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

DKG Holiday Party!!

 Sat, 13 Dec at 07:00 pm A and N Mortgage Services, Inc. Free

St. Patrick's Day Lucky Charms River North Bar Crawl | Morning

 Sat, 14 Mar at 09:00 am 230 N Clark St USD 20 to 50

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

You Are Beautiful Community Holiday Party!

 Fri, 12 Dec at 06:00 pm You Are Beautiful Free

Breakfast with Santa

 Sun, 14 Dec at 09:00 am Warwick Allerton - Chicago USD 17 to 50

Thanksgiving Dinner

 Thu, 27 Nov at 04:00 pm Ulon resource center Free

Grounded: A Womens Cacao Ceremony

 Sun, 23 Nov at 06:00 pm Hairpin Arts Center USD 50

AHEE in Chicago

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

Gratitude Yoga at Rauner Family YMCA

 Sat, 22 Nov at 11:00 am Rauner Family YMCA Free

Candlelight House Walk - 2025

 Sun, 14 Dec at 04:00 pm Pullman Exhibit Hall USD 55

Yngstr Exchange Kids' Clothing Swap

 Sun, 16 Nov at 12:00 pm Monday Coffee Co. Free

Night 2 - Bells & Whispers

 Fri, 12 Dec at 07:00 pm International Museum of Surgical Science USD 29

ONE LAST SLAY: The Promontory Finale

 Wed, 24 Dec at 10:00 pm The Promontory USD 0 to 180

Holiday Express, to Chicago's Lighting of the Christmas Tree

 Fri, 21 Nov at 03:30 pm Millennium Park USD 0 to 38

JAZZCRACKER

 Sat, 06 Dec at 03:00 pm Nicholas Senn Theater USD 0 to 109

Fall to Table: Friendsgiving Edition

 Fri, 05 Dec at 06:30 pm Trogo Kitchen and Market USD 93

12 Days of Christmas Dance Competition

 Sat, 13 Dec at 06:00 pm 2156 W Ogden Ave USD 0 to 34

City Wide Symphony Holiday Concert

 Fri, 12 Dec at 06:00 pm Copernicus Center

The Winter Affair

 Sat, 06 Dec at 10:00 pm Hubbard Inn USD 23 to 500

Night 6 - Bells & Whispers

 Fri, 19 Dec at 07:00 pm International Museum of Surgical Science USD 29

Queer Book Fair

 Fri, 05 Dec at 07:00 pm Goblin Market Manga & Curiosities, North Lincoln Avenue, Chicago, IL, USA

24 Hour Play Festival and Food Drive

 Sat, 22 Nov at 07:30 pm 4001 N Ravenswood Ave Free

Christmas Pajamas & Prosecco Party

 Sat, 13 Dec at 10:00 pm Hubbard Inn USD 23 to 500

Randolph Street Market

 Sat, 13 Dec at 10:00 am 1341 W Randolph St, Chicago, IL 60607-1523, United States

KEWN Gift Wrapping and Networking Holiday Brunch

 Sat, 06 Dec at 09:00 am Community Alternatives Unlimited Free

CRF C.A.R.E.S. Annual Holiday Party

 Fri, 12 Dec at 06:30 pm Mordecai USD 0 to 2,500

The Real Housewives of North Pole

Thu, 20 Nov at 07:30 pm 4335 N. Western Ave, Chicago, IL, United States, Illinois 60618

SEASONAL BAKED GOODS! KOMBUCHA TASTING!

 Sun, 16 Nov at 11:00 am The Center of Order and Experimentation Free

Third Friday Open Studios November 21, 2025

 Fri, 21 Nov at 07:00 pm Bridgeport Art Center Chicago Free

Decompress Before the Holiday Stress!

 Wed, 19 Nov at 05:30 pm LILY Therapy & Wellness, Inc. Free

Wine and Cheese: Holiday Edition

 Sat, 22 Nov at 03:00 pm Eataly Chicago USD 66

Holiday Paint & Sip @ La Michoacana

 Sat, 22 Nov at 05:00 pm 10533 S Ewing Ave USD 45

St. Al’s Christmas Ball

 Sat, 13 Dec at 05:30 pm 1429 W Wellington Ave, Chicago, IL

Hands-On: Gnocchi al Burro e Tartufo (Holiday Edition)

 Sat, 15 Nov at 01:00 pm Eataly Chicago USD 130

Gnocchi al Burro e Tartufo

 Sat, 20 Dec at 05:30 pm Eataly Chicago USD 130

Night 4 - Bells & Whispers

 Sun, 14 Dec at 07:00 pm International Museum of Surgical Science USD 29

Naughty & Nice Party

 Fri, 12 Dec at 10:00 pm Hubbard Inn USD 23 to 500

Under the Misteltoe

 Sat, 20 Dec at 10:00 pm Hubbard Inn USD 23 to 500

Black Friday Weekend at The Bassment

 Fri, 28 Nov at 08:00 pm The Bassment Free

Night 2 of Thanksgiving Harvest Wine Pairing

 Thu, 20 Nov at 06:30 pm Vinoteca USD 39

Hands-On Pasta: Tagliolini Burro e Caviale

 Fri, 19 Dec at 06:00 pm Eataly Chicago USD 130

The Official Christmas Bar Crawl - Chicago

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

A Holiday Celebration of Art and Belonging - Membership Appreciation Party

 Sat, 06 Dec at 06:00 pm Ukrainian Institute of Modern Art Free

Krampusnacht! presented by the Illumi-Naughtie Occult Burlesque

 Fri, 05 Dec at 09:30 pm The Newport Theater USD 29 to 45

Holiday Tasting: Chocolate & Cheese

 Fri, 19 Dec at 05:30 pm Eataly Chicago USD 66

Cosmo Rotary Holiday Pub Crawl Social

 Sat, 20 Dec at 03:00 pm The Graystone Tavern Free

Felt Holiday Ornaments

 Thu, 20 Nov at 06:00 pm Mochinut - Lincoln Park USD 54

Thanksgiving Harvest Wine Pairing

 Wed, 19 Nov at 06:30 pm Vinoteca USD 39