Festivals in Chicago

Check out happening festivals 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

AfroSocaLove : Chicago One Love Festival (Feat Maga Stories )

 Sat, 06 Dec at 05:00 pm The Venue Chicago USD 0 to 534

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

Chicago SantaCon 2025

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

Cumbia Catedral 3 - Cumbia Festival

 Sat, 06 Dec at 07:30 pm Epiphany Center for the Arts

The Official Christmas Bar Crawl - Chicago

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

FESTIVAL OF LIGHTS CHANUKAH SOIREE

 Sun, 14 Dec at 07:00 pm The Old Post Office USD 20 to 500

Bridgerton Ball

 Sat, 10 Jan at 08:00 pm Ballroom Dance Chicago USD 100

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

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

Chicago Official Ugly Sweater Bar Crawl

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

Chicago St. Patrick's Day Bar Crawl

 Sat, 14 Mar at 01:00 pm Chicago USD 0 to 36

2026 Chicago Winter Whiskey Tasting Festival (January 24)

 Sat, 24 Jan at 02:30 pm Downtown Chicago USD 0 to 440

DKV Trio *Night Two*

 Sat, 27 Dec at 08:00 pm Elastic Arts USD 29 to 45

Dizgo and Space Bacon at Garcia's | 12/5

 Fri, 05 Dec at 07:00 pm 1001 W Washington Blvd, Chicago, IL, United States, Illinois 60607

National Coquito Festival 2025

 Sat, 13 Dec at 12:00 am 2726 W Roscoe St, Chicago, IL 60618-5910, United States

DKV Trio *Night One*

 Fri, 26 Dec at 08:00 pm Elastic Arts USD 29 to 45

The Chicago Cookie Market

 Sun, 14 Dec at 11:00 am Christmas Club Pop-Up Bar

Free Blues Friday featuring Ivy Ford

 Fri, 19 Dec at 07:30 pm Epiphany Center for the Arts Free

Renegade Chicago

 Sat, 20 Dec at 11:00 am Morgan Manufacturing

Espresso Martini Fest at Hubbard Inn, Chicago - Tastings Included

 Sat, 27 Sep at 05:00 pm Hubbard Inn USD 31 to 42

2026 Chicago Beer Fest

 Sat, 28 Feb at 07:00 pm The Field Museum USD 75 to 92

JG Shadid + Nicole Miglis

 Thu, 11 Dec at 08:30 pm 3111 N Western Ave Chicago IL 60618

2026 Chicago Winter Tequila Tasting Festival (February 14)

 Sat, 14 Feb at 02:30 pm Downtown Chicago USD 0 to 440

New Year's Eve Sunset Cocktail Cruise on Wednesday, December 31st

 Wed, 31 Dec at 04:30 pm Anita Dee II TEMPORARILY LOCATED at BURNHAM HARBOR (See directions below) USD 27 to 42

Robin Watson and Will Washington

 Sun, 07 Dec at 07:00 pm 201 S. Ashland Avenue, Chicago, IL, United States, Illinois 60607

Chicago Santa Bar Crawl

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

C2E2: Chicago Comic and Entertainment Expo - Friday

 Thu, 26 Mar at 06:00 pm McCormick Place

ROFest Trends Chicago 2025

 Sat, 06 Dec at 05:00 pm AMC River East 21 USD 0 to 55

Nate Craig - Live in Chicago - 2026

 Fri, 09 Jan at 08:00 pm The Lincoln Lodge USD 24

Eve of the Eve Lake Cocktail Cruise on Tuesday, December 30th

 Tue, 30 Dec at 08:00 pm Anita Dee II TEMPORARILY LOCATED at BURNHAM HARBOR (See directions below) USD 27 to 42

Mac Obrien and Band at BarStool Sports River North Chicago

 Fri, 12 Dec at 09:30 pm Barstool River North

CALCIUM at Sound-Bar

 Sat, 20 Dec at 10:00 pm 226 W Ontario St, Chicago, IL

MONDAY DECEMBER 15: LATE NITE MIC WITH VIK PANDYA

 Mon, 15 Dec at 07:00 pm The Comedy Bar - Chicago Main Stage Free

Performance | Reduction 11

 Fri, 19 Dec at 06:30 pm 220 E Chicago Ave, Chicago, IL, United States, Illinois 60611

Ravenswood Light Up Nights Festival + Holiday Market

 Sat, 06 Dec at 03:00 pm Ravenswood, Chicago

Dorothy's First Annual NUTCRACKER BALL

 Fri, 05 Dec at 06:00 pm Dorothy Free

Dirty Soda Fest - Unlimited Dirty Sodas, Cookies & Pretzel Bites

 Sat, 31 Jan at 01:00 pm Chicago's BEST Bars TBA USD 31 to 42

Steph Tolev at Zanies Chicago

 Thu, 11 Dec at 07:00 pm 1548 N Wells St, Chicago, IL, United States, Illinois 60610

Future Artists

 Sat, 17 Jan at 07:00 pm The Edge Theater USD 23

Afrofusion Friday : Afrobeats, Hiphop, Dancehall, Soca (Free Entry)

 Fri, 19 Dec at 09:00 pm BASSLINE USD 0 to 55

Sandy Film Festival

 Sat, 13 Dec at 06:00 pm Blanc Free

The Lawrence Arms 11th Annual War on X-Mas

 Fri, 05 Dec at 07:00 pm Metro Chicago

Jeff Libman with Max Morton

 Thu, 18 Dec at 07:00 pm UncommonGround - Lakeview USD 13

Rempis/Abrams/Ra + Baker

 Sun, 28 Dec at 09:00 pm 2319 W Belmont Ave Chicago IL 60618

Godfrey Wine Fest - Wine Tasting at I|O Godfrey Rooftop in Chicago

 Sat, 12 Apr at 01:00 pm IO Godfrey Rooftop Lounge

Newport Peek-Easy: Burlesque, Drag, and Variety Show

 Fri, 11 Jun at 08:00 pm The Newport Theater USD 23 to 33

Music Moves Chicago Presents: West African Dance Class with Rokya Ouattara

 Tue, 02 Dec at 06:30 pm Washington Park Free

Free Blues Friday featuring Cat Gaddis Project

 Fri, 05 Dec at 07:30 pm 201 S. Ashland Avenue, Chicago, IL, United States, Illinois 60607

13th Annual Krampus Fest at Martyrs'

Sat, 13 Dec at 12:00 pm 3855 N Lincoln Ave, Chicago, IL, United States, Illinois 60613

Golden Hour Featuring Brother Jacob With Chris Christmas

 Sat, 13 Dec at 05:00 pm Epiphany Center for the Arts Free

DJ Ca$h Era at Dorothy

 Fri, 12 Dec at 10:00 pm Dorothy Free

Karl Denson's Tiny Universe

 Tue, 30 Dec at 08:00 pm Garcia's Chicago

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

 Fri, 26 Dec at 08:00 pm Martyrs'

Raks Inferno: Holiday Cirque Burlesque

 Fri, 12 Dec at 07:00 pm The Newport Theater USD 33 to 43

Merry Merry Chicago at Chicago Symphony Center

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

Chicago Cinco De Mayo Bar Crawl

 Tue, 05 May at 05:00 pm PB&J: Pizza Beer and Jukebox USD 7 to 31

The Christkindlmarket 2025 | Chicago

 Thu, 20 Nov at 11:00 am Daley Plaza

STAY H: Trinket Fest Holiday Special!

 Sun, 14 Dec at 12:00 pm 4325 N Ravenswood Ave USD 0 to 7

Frosty Fest

Sat, 06 Dec at 09:30 am Downtown West Chicago, West Chicago, United States

Share the Love WinterFest

 Sat, 13 Dec at 01:00 pm 6402 S Honore St Free

Struggle Bus: A Comedy Show About Suffering

 Fri, 12 Dec at 10:00 pm The Lincoln Lodge USD 22

Leftover Salmon

 Sat, 07 Mar at 06:00 pm Garcia's Chicago

Ana Everling & Grażyna Auguścik: Pagan Carols From The East

 Fri, 12 Dec at 08:00 pm 201 S. Ashland Avenue, Chicago, IL, United States, Illinois 60607

David Drake At The Lincoln Lodge

 Fri, 27 Feb at 07:00 pm The Lincoln Lodge USD 18

Sulzer Comic & Arts Festival

 Sat, 06 Dec at 10:00 am Conrad Sulzer Regional Library

Fanfare for the New Year

 Sat, 13 Dec at 07:30 pm North Shore Baptist Church - Chicago, IL

Frequency Series Presents: Daniel Schlosberg + Jamie Jordan

 Sun, 25 Jan at 08:30 pm 3111 N Western Ave Chicago IL 60618

Tax Fairy’s Holiday Festival

 Sat, 06 Dec at 12:00 pm 4056 W Division St Free

Volpe Family Christmas!

 Sat, 13 Dec at 05:30 pm 235 N Ashland Ave, Chicago, IL 60607, USA

Suenos Music Festival - 2 Day Pass

 Fri, 22 May at 06:00 pm Hutchinson Field Grant Park

Rough House Puppet Arts: Nasty, Brutish & Short

 Fri, 23 Jan at 10:00 pm 3111 N Western Ave. Chicago IL 60618

JUKE FEST: THE LAST DANCE @ PROMONTORY 18+

 Sat, 21 Sep at 09:00 pm The Promontory Free

Krampusnacht! presented by the Illumi-Naughtie Occult Burlesque

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

MONDAY DECEMBER 1: LATE NITE MIC WITH VIK PANDYA

 Mon, 01 Dec at 07:00 pm The Comedy Bar - Chicago Main Stage Free

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

 Sat, 14 Mar at 12:00 pm Lincoln Park USD 14 to 60

Demo & Dine: Holiday Desserts

 Fri, 12 Dec at 06:00 pm Eataly Chicago USD 66

Chicago Immigrant Orchestra

 Sun, 21 Dec at 07:00 pm 201 S. Ashland Avenue, Chicago, IL, United States, Illinois 60607

GRUM at Sound-Bar

 Fri, 30 Jan at 10:00 pm 226 W Ontario St, Chicago, IL

Inaugural Chicago Jewish Book Festival at Chicago Loop Synagogue

 Sun, 07 Dec at 01:30 pm 16 South Clark Street, Chicago, IL, United States, Illinois 60603

GHENGAR at Ramova Theatre

 Sat, 24 Jan Ramova Theatre

Restorative Yoga Soundbath Chicago (90 minutes)

 Fri, 12 Dec at 06:00 pm 4007 N. Broadway #202, Chicago, IL, Illinois 60613

The Effigies / The Bollweevils / The Evictions

 Sat, 21 Feb at 06:30 pm Cobra Lounge

Rematch / When The Sun Sets / 5ever

 Sat, 20 Dec at 07:00 pm 235 N Ashland Ave, Chicago, IL 60607, USA

Chicago, IL: David Nihill at The Den Theatre

Fri, 13 Feb at 07:15 pm The Den Theatre

Improvised Music Series: Amos Egleston Quartet, Banana Acid

 Thu, 04 Dec at 08:30 pm 3429 W Diversey #208, Chicago, IL, United States, Illinois 60647

El Ultimo Sueno de Frida y Diego at Lyric Opera House

 Sat, 21 Mar at 07:30 pm Lyric Opera House

Rang De Christmas

 Fri, 19 Dec at 10:00 pm Fame Nightclub USD 13 to 162

Big Richard

 Sat, 31 Jan at 08:00 pm Garcia's Chicago

Catalytic Sound Festival

 Sat, 06 Dec at 03:00 pm 3111 N Western Ave Chicago IL 60618

HEALTH + CARPENTER BRUT w/ Desire at The Salt Shed

 Sat, 11 Apr at 06:30 pm The Salt Shed

DeffJam - Celebrating the Life of Ryan Deffet @ Thalia Hall

 Sat, 03 Jan at 05:00 pm Thalia Hall

NYE at Liar's Club with Bev Rage & the Drinks / Yada Yada

 Wed, 31 Dec at 08:00 pm Liar's Club

WINTERFEST: Chicago Roots Music 2026

 Sat, 24 Jan at 06:00 pm Artifact Events USD 23

NBGC's Frosty Fest

 Sat, 06 Dec at 12:00 pm 2501 W Irving Park Rd, Chicago, IL, United States, Illinois 60618

The High Kings - The Rocky Road Tour

 Sat, 21 Mar at 08:00 pm The Vic Theatre

Uncorked: Chicago

 Sat, 14 Mar at 07:00 pm Field Museum USD 99 to 145

Winter WonderFest 2025 - Navy Pier

 Fri, 05 Dec at 10:00 am Navy Pier

Independent Film at the Davis Theater

 Wed, 17 Dec at 07:00 pm Davis Theater, Chicago USD 29

All Your Friends

 Fri, 09 Jan at 08:00 pm 235 N Ashland Ave, Chicago, IL 60607, USA

PBR - Unleash the Beast - 2 Day Pass at United Center

 Fri, 19 Dec United Center