Chicago Festivals Events

28th Annual Haunted Halsted Halloween Parade

Northalsted 31 Oct 2025

Chicago Halloween Party Cruise | Pier Pressure® Black Pearl

Spirit of Chicago Yacht 31 Oct 2025

Haunted Halloween Night Lake Cruise on Friday, October 31st

Anita Dee II Boarding at Dusable Harbor (See map and directions at bottom of page for exact location) 31 Oct 2025

My Morning Jacket in Chicago

The Salt Shed 26 Oct 2025

Haunted Halloween Night River Cruise on Friday, October 31st

Anita Dee ONE Boarding at Dusable Harbor (See map and directions at bottom of page for exact location) 31 Oct 2025

The Wintrust Magnificent Mile Lights Festival

The Magnificent Mile, Chicago 22 Nov 2025

Daft Disko Halloween: Chicago @ Navy Pier

Bar Sol Navy Pier 31 Oct 2025

Simone's Bar Sweet 16 Anniversary Weekend Celebration.

Simone's 25 Oct 2025

Mexican Slum Rats in Chicago

Cobra Lounge 7 Nov 2025

STAY H: Trinket Fest Halloweentown!

1850 W Webster Ave 31 Oct 2025

AfroSocaLove : Chicago One Love Festival (Feat Maga Stories )

The Venue Chicago 6 Dec 2025

Midwest Ska Fest at House of Blues Chicago

House of Blues Chicago 1 Nov 2025

FRIGHT FEST: West Loop and River North Bar Crawl

Good Night John Boy 31 Oct 2025

312 Comedy Festival - Jared Freid at Riviera Theatre - IL

Riviera Theatre - IL 8 Nov 2025

Halloween R&B Fright Fest

Park Tavern 31 Oct 2025

The New Mastersounds

Garcia's Chicago 15 Nov 2025

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

Anita Dee II TEMPORARILY LOCATED at BURNHAM HARBOR (See directions below) 31 Dec 2025

Festival of Wood and Barrel-Aged Beers 2025

Credit Union 1 Arena 7 Nov 2025

Detroit Gospel Legends at Arie Crown Theater

Arie Crown Theater 30 Oct 2025

MEMENTO MORI Halloween Gala

International Museum of Surgical Science 30 Oct 2025

DJ Ca$h Era at Dorothy

Dorothy 14 Nov 2025

“Bottle & Barrel " Fall Mini Wine and Spirits Fest

Fulton Street Collective 2 Nov 2025

River North Halloween Bar Fest

River North 1 Nov 2025

SANCTUM FEST 2025 - Lebanon Hanover, Martin Dupont + more

Thalia Hall 31 Oct 2025

Samhain Brunch at Trogo Kitchen and Market

2545 W Diversey Ave 1 Nov 2025

Chicago/Премʼєра фільму «Ти — Космос!»/ Film "U Are The Universe"

Landmark's Century Centre Cinema 12 Nov 2025

Josh Ritter in Chicago

Thalia Hall 7 Nov 2025

Espresso Martini Fest at Hubbard Inn - Tastings Included

Hubbard Inn 27 Sep 2025

ROYAL PAWZ FURRY FALL FESTIVAL

Jackson Bark 1 Nov 2025

saturdays at your place in Chicago

Bottom Lounge 22 Nov 2025

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

West Lawn Branch, Chicago Public Library 13 Dec 2025

GRiZ presents Re:Connect

Wintrust Arena 1 Nov 2025

Riot Fest Presents: Koyo in Chicago

Reggies Rock Club 26 Oct 2025

23rd Annual Festival of Wood and Barrel-Aged Beer

525 S. Racine Ave., Chicago, IL, United States, Illinois 60607 7 Nov 2025

Infinity Song at Metro Chicago

Metro Chicago 1 Nov 2025

312 Comedy Festival: Heather Shaw at Zanies Chicago

1548 N Wells St, Chicago, IL, United States, Illinois 60610 9 Nov 2025

Thrill K*ll Kult: Delicate Terror Tour Part 1

Concord Music Hall 31 Oct 2025

Chicago "Boos Fest" Halloween Bar Crawl

Chop Shop 1 Nov 2025

Bad Momz of Comedy at Theater on the Lake

Theater on the Lake 14 Nov 2025

FESTIVAL OF LIGHTS CHANUKAH SOIREE

The Old Post Office 14 Dec 2025

Share the Love WinterFest

6402 S Honore St 13 Dec 2025

Armchair Boogie w/ Coyote Riot at Martyrs'

3855 N Lincoln Ave, Chicago, IL, United States, Illinois 60613 8 Nov 2025

Lit & Luz Live Magazine Show: Repair / Reparar

Museum of Contemporary Art Chicago 14 Nov 2025

Midwest Ska Fest

Back Porch Stage at House of Blues - Chicago 1 Nov 2025

Music in the Garden 4

Elastic Arts 1 Nov 2025

Tree Lighting & Cultural Festival

Griffin Museum of Science and Industry 8 Nov 2025

Chicago Whiskey Washback

Sarabande Chicago 7 Nov 2025

Raks Inferno: Cirque Burlesque

The Newport Theater 14 Nov 2025

Sam Grisman Project at Garcias Chicago

Garcias Chicago 7 Nov 2025

PIGMENTED BLACK FINE ART FAIRE

Zhou B Art Center 31 Oct 2025

2026 Chicago Winter Tequila Tasting Festival (February 14)

Downtown Chicago 14 Feb 2026

Mon Rovia at Thalia Hall

Thalia Hall 6 Nov 2025

Bryce Crawford at Park West

Park West 16 Nov 2025

The Autobiography of H. Lan Thao Lam by Lana Lin

Women & Children First 6 Nov 2025

ATREYU THE CURSE TOUR w/ NORMA JEAN AND ZERO 9:36

Concord Music Hall 28 Nov 2025

Tributes to Chris Stapleton, Eric Church & Lainey Wilson

Theater on the Lake 21 Nov 2025

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

IO Godfrey Rooftop Lounge 15 Nov 2025

RAYRAY at Sound-Bar

226 W Ontario St, Chicago, IL 1 Nov 2025

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

Martyrs' 26 Dec 2025

The Movement

Outset 7 Nov 2025

Big Richard

Garcia's Chicago 31 Jan 2026

Blue Heaven at Black Ensemble Theater

Black Ensemble Theater 24 Oct 2025

PRAISE FEST CHICAGO 2025

JLM Abundant Life 1 Nov 2025

C2E2: Chicago Comic and Entertainment Expo - Friday

McCormick Place 26 Mar 2026

Writer's Room Intensive with Eric Acosta

The Lincoln Lodge 8 Nov 2025

Chicago Official Ugly Sweater Bar Crawl

PB&J: Pizza Beer and Jukebox 20 Dec 2025

Radio Free Honduras at The WMF Listening Room

The World Music Foundation Listening Room 26 Oct 2025

Relax, Regroup, Reset: A Communal Mindfulness Experience

Green Line Performing Arts Center 6 Nov 2025

The Dirty Nil / War on Women

235 N Ashland Ave, Chicago, IL 60607, USA 15 Nov 2025

Big Gigantic at Salt Shed - Indoor Shed

Salt Shed - Indoor Shed 15 Nov 2025

Bird and Byron

Beat Kitchen 22 Nov 2025

Chicago SantaCon 2025

PB&J: Pizza Beer and Jukebox 20 Dec 2025

Haunted Halloween Night River Cruise on Saturday, November 1st

Anita Dee ONE Boarding at Dusable Harbor (See map and directions at bottom of page for exact location) 1 Nov 2025

Deff Jam at Thalia Hall

Thalia Hall 3 Jan 2026

National Cuatro Festival Puertorriqueno: Sonidos de mi Navidad

Harris Theater 14 Nov 2025

Sanctum Dark Music Festival

Thalia Hall 30 Oct 2025

Cumbia Catedral 3 - Cumbia Festival

Epiphany Center for the Arts 6 Dec 2025

Hallelujah Fest 25

The Salvation Army Ray and Joan Kroc Corps Community Center Chicago 31 Oct 2025

The Official Christmas Bar Crawl - Chicago

SPIN 20 Dec 2025

bar italia at Thalia Hall

Thalia Hall 14 Nov 2025

Nogu Svelo! in Chicago

201 S. Ashland Avenue, Chicago, IL, United States, Illinois 60607 22 Nov 2025

Ulcerate

Reggie's Rock Club 15 Nov 2025

Sunami & Scowl

Metro Chicago 9 Nov 2025

Wings & Things: Honoring the Monarch Butterfly with RIP Repurposed

The Insect Asylum 1 Nov 2025

CHICAGO ZOMBIE CRAWL - Halloween Bar Crawl - 10+ Bars - Oct 31st

Wrigleyville 31 Oct 2025

Pickin’ & Grinnin’ returns to Os Tap

O’s Tap 22 Nov 2025

Adam Ezra Group with Special Guest Jeff Kazee at Old Town School of Folk Music

Old Town School of Folk Music 8 Nov 2025

Kaytranada and Justice at United Center

United Center 5 Nov 2025

Nada del Amor me produce Envidia [Argentina] | Destinos Festival 2025

Virginia Wadsworth Wirtz Center for the Performing and Media Arts in Chicago (Wirtz Center Chicago) 30 Oct 2025

The Happy Fits

Vic Theatre 28 Nov 2025

LENNY PEARCE'S USA TODDLER TECHNO TOUR - PART 2

The Riviera Theatre 9 Nov 2025

Griz - 2 Day Pass at Wintrust Arena

Wintrust Arena 31 Oct 2025

Maddix at Concord Music Hall

Concord Music Hall 8 Nov 2025

Warren Miller's "SNO-CIETY"

Davis Theater 30 Oct 2025

Wednesday at Riviera Theatre - IL

Riviera Theatre - IL 17 Nov 2025

Mora in Chicago

The Chicago Theatre 26 Nov 2025

Book Launch: Dandelion: A Memoir in Essays by Danielle Bainbridge

Women & Children First 19 Nov 2025

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

Anita Dee II TEMPORARILY LOCATED at BURNHAM HARBOR (See directions below) 31 Dec 2025

The High Kings - The Rocky Road Tour

The Vic Theatre 21 Mar 2026

Marcus Liberty Weekend

Martin Luther King College Preparatory High School Auditorium 7 Nov 2025