Chicago Festivals Events

Joffrey Ballet - The Nutcracker at Lyric Opera House

Lyric Opera House 5 Dec 2025

Cirque Du Soleil Twas The Night Before at Chicago Theatre

Chicago Theatre 11 Dec 2025

2026 Chicago Beer Fest

The Field Museum 28 Feb 2026

First Bites Bash 2026

Field Museum 22 Jan 2026

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

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

BPSO XXVII: The 27th Annual Brewpub Shootout

Half Acre Beer Co 31 Jan 2026

2026 Chicago Winter Tequila Tasting Festival (February 14)

Downtown Chicago 14 Feb 2026

The Effigies / The Bollweevils / The Evictions

Cobra Lounge 21 Feb 2026

Chicago, IL: David Nihill at The Den Theatre

The Den Theatre 13 Feb 2026

2026 Chicago Winter Whiskey Tasting Festival (January 24) AE

King's 24 Jan 2026

VALENTINO KHAN at Sound-Bar

226 W Ontario St, Chicago, IL 24 Jan 2026

Karl Denson's Tiny Universe

Garcia's Chicago 31 Dec 2025

2026 Chicago Winter Whiskey Tasting Festival (January 24)

Downtown Chicago 24 Jan 2026

Don Was and the Pan-Detroit Ensemble

Garcia's Chicago 25 Jan 2026

Taste of Ravenswood

Ravenswood Event Center 6 Feb 2026

2026 Chicago Winter Tequila Tasting Festival (February 14) AE

Kings Dining & Entertainment 14 Feb 2026

Raks Inferno: A Valentine Speakeasy

The Newport Theater 13 Feb 2026

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

Headquarters Beercade 29 Nov 2025

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

Anita Dee II TEMPORARILY LOCATED at BURNHAM HARBOR (See directions below) 30 Dec 2025

PRETTY NEW YEAR

Hoste 31 Dec 2025

Parking Sound Tribe Sector 9 - STS9 - 3 Day Pass (12/29 - 12/31) (18+ Event)

Ramova Theatre 29 Dec 2025

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

BASSLINE 16 Jan 2026

Big Richard

Garcia's Chicago 31 Jan 2026

David Drake At The Lincoln Lodge

The Lincoln Lodge 27 Feb 2026

NYE at Liar's Club with Bev Rage & the Drinks / Yada Yada / DJ Scary Lady Sarah

Liar's Club 31 Dec 2025

West Loop Margarita Fest | Margarita Tastings & Pizza Included

PB&J: Pizza Beer and Jukebox 28 Feb 2026

Happy Baby & The Drop Productions Present A Dopamine Comedy Show

Laugh Factory 11 Jan 2026

Mario Adrion LIVE in Chicago, IL!

Zanies Comedy Club Chicago 22 Jan 2026

ZERO HOUR: NYE Music Festival at Everything Bar

1601 W Grand Ave 31 Dec 2025

Nate Craig - Live in Chicago - 2026

The Lincoln Lodge 9 Jan 2026

Cupid's Vintage & Artisan Fest presented by Windy City Market

Artifact Events 7 Feb 2026

GRUM at Sound-Bar

226 W Ontario St, Chicago, IL 30 Jan 2026

Opening Night of the 2026 Chicago International Puppet Theater Festival

Studebaker Theater 21 Jan 2026

Rough House Puppet Arts: Nasty, Brutish & Short: Wknd One

3111 N Western Ave. Chicago IL 60618 23 Jan 2026

Karl Denson's Tiny Universe

Garcia's Chicago 30 Dec 2025

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

Martyrs' 26 Dec 2025

MONDAY DECEMBER 29: LATE NITE MIC WITH VIK PANDYA

The Comedy Bar - Chicago Main Stage 29 Dec 2025

Bridgerton Ball

Ballroom Dance Chicago 10 Jan 2026

DeffJam - Celebrating the Life of Ryan Deffet @ Thalia Hall

Thalia Hall 3 Jan 2026

WINTERFEST: Chicago Roots Music 2026

Artifact Events 24 Jan 2026

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

Chicago's BEST Bars TBA 31 Jan 2026

DKV Trio *Night One*

Elastic Arts 26 Dec 2025

Caroling Together 2026 - Колядуймо Разом 2026

St. Nicholas Ukrainian Catholic Cathedral 18 Jan 2026

DKV Trio *Night Two*

Elastic Arts 27 Dec 2025

All Your Friends

235 N Ashland Ave, Chicago, IL 60607, USA 9 Jan 2026

Dinosaur Pile-Up

235 N Ashland Ave, Chicago, IL 60607, USA 11 Feb 2026

Playboy Manbaby: Corporations are People Toour

235 N Ashland Ave, Chicago, IL 60607, USA 10 Feb 2026

Apes of the State / Rent Strike!

235 N Ashland Ave, Chicago, IL 60607, USA 26 Feb 2026

MONDAY JANUARY 19: LATE NITE MIC WITH VIK PANDYA

The Comedy Bar - Chicago Main Stage 19 Jan 2026

Anarchotech, Voltaic Planes, Tatv Gral, DJ Veganinblack/ Fri 12.26.2025/ The Burlington Chicago

Burlington Bar 26 Dec 2025

2026 CHICAGO NEW YEAR SPARKLE AND SHOP

THE MART 2 Jan 2026

Phat Phunktion and Bumpus at Martyrs' Chicago

Martyrs' 9 Jan 2026

Golden Hour Featuring Vivian Garcia

Epiphany Center for the Arts 26 Feb 2026

Voices in Confluence: An Evening of Music, Poetry & Conversation

Bramble Arts Loft 23 Jan 2026

Skanking Through The Snow: Midwest Ska Fest

235 N Ashland Ave, Chicago, IL 60607, USA 3 Jan 2026

2025 Bronzeville Kwanzaa Celebration & Vendor Fair

4131 S State St, Chicago, IL 60609-2942, United States 27 Dec 2025

Broken Robots w/ Corn On My Dinner Plate at Martyrs'

3855 N Lincoln Ave, Chicago, IL, United States, Illinois 60613 10 Jan 2026

Chicago Hooley

Irish American Heritage Center 25 Jan 2026

INK Fest 2026

754 S Wabash Ave 13 Feb 2026

Bloomstock Kids Fest

Bloom Events 25 Jan 2026

Winter Wellness Experience // An Evening to Move Through the Season

311 W Huron St 19 Feb 2026

Chicago St. Patrick's Day Bar Crawl

Chicago 14 Mar 2026

Eureka Day at Broadway Playhouse at Water Tower Place

Broadway Playhouse at Water Tower Place 13 Jan 2026

Mardi Gras Ball

Ballroom Dance Chicago 17 Feb 2026

Stereophonic - Chicago

CIBC Theatre 28 Jan 2026

212 Christian Music Festival

230 N Kolmar Ave 28 Feb 2026

DJ Feature: Ca$h Era at Dorothy

Dorothy 9 Jan 2026

Future Artists

The Edge Theater 17 Jan 2026

NOSE Film Festival

FACETS of Chicago 24 Jan 2026

Official Claire * Sick Day * Almost There But Not Really

3740 N Clark St, Chicago, IL, United States, Illinois 60613 8 Jan 2026

Soxfest

Ramova Theatre 30 Jan 2026

C2E2: Chicago Comic and Entertainment Expo - Friday

McCormick Place 26 Mar 2026

Espresso Martini Fest at Hubbard Inn, Chicago - Tastings Included

Hubbard Inn 27 Sep 2025

Level Up Fest

Subterranean 28 Dec 2025

Deff Jam at Thalia Hall

Thalia Hall 3 Jan 2026

Rempis/Abrams/Ra + Baker

2319 W Belmont Ave Chicago IL 60618 28 Dec 2025

Ayse – Chicago Screening

Facets 15 Jan 2026

SOLO: The Book Launch!

The Understudy Coffee and Books 5 Jan 2026

Cre8ive Noize Mistleshow

The Promontory 27 Dec 2025

Legitimizing Your Food Business

R City Kitchen 19 Jan 2026

Leftover Salmon

Garcia's Chicago 6 Mar 2026

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

IO Godfrey Rooftop Lounge 12 Apr 2025

Hunter Hill (an evening of stand up comedy)

The Lincoln Lodge 7 Mar 2026

HEALTH + CARPENTER BRUT w/ Desire at The Salt Shed

The Salt Shed 11 Apr 2026

2026 Argyle Lunar New Year Celebration

1000 W Argyle St, Chicago, IL 60640-3755, United States 21 Feb 2026

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

Lake View 14 Mar 2026

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

Lincoln Park 14 Mar 2026

Leftover Salmon

Garcia's Chicago 7 Mar 2026

Femme Focused Film Festival & Chronic Premiere

Davis Theater, Chicago 12 Jan 2026

Suenos Music Festival - 2 Day Pass

Hutchinson Field Grant Park 22 May 2026

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

Headquarters Beercade 14 Mar 2026

Drug Church x White Reaper with Hot Rod Circuit and Death Lens, CHICAGO

Concord Music Hall 14 Mar 2026

Janaury Staged Reading: A New Works Mini-Festival

Augustana Lutheran Church 9 Jan 2026

El Ultimo Sueno de Frida y Diego at Lyric Opera House

Lyric Opera House 21 Mar 2026

St. Patrick's Day Evening Lake Michigan Shamrock Cruise on Sat, March 14

Anita Dee II TEMPORARILY LOCATED at BURNHAM HARBOR (See directions below) 14 Mar 2026

Chicago Pickle Fest: Live Bands, Beer and Everything Pickle!

Wrigleyville's Best Bars 9 May 2026

Siamese / Hawk / Mirrorcell

235 N Ashland Ave, Chicago, IL 60607, USA 13 Mar 2026

Frequency Series Presents: Daniel Schlosberg + Jamie Jordan

3111 N Western Ave Chicago IL 60618 25 Jan 2026

The High Kings - The Rocky Road Tour

The Vic Theatre 21 Mar 2026