Food & Drink events in Chicago

Check out happening food & drink events all around Chicago, IL

African/Caribbean International Festival of Life (IFOL) - 33rd Annual.

 Fri, 03 Jul at 12:00 am Union Park USD 20 to 145

Andersonville Midsommarfest

 Fri, 12 Jun at 05:00 pm 5200 N Clark St, Chicago, IL 60640-2102, United States

Taste of Randolph 2026

 Fri, 19 Jun at 05:00 pm 900 West Randolph Street, Chicago, IL, United States, Illinois 60607

Wells Street Art Festival 2026

 Sat, 13 Jun at 10:00 am West Division Street

Belmont-Sheffield Music Festival

 Fri, 22 May at 04:00 pm 3200 N Sheffield Ave, Chicago, IL 60657-2211, United States

Taste of Chicago

 Sat, 11 Jul at 05:00 am Chicago, Illinois, USA

The 79th Annual 57th Street Art Fair: June 6–7, 2026

 Sat, 06 Jun at 11:00 am Hyde Park

IFT FIRST 2026 Exhibition Booth Builder in Chicago

 Sun, 12 Jul at 09:00 am McCormick Place Free

Adults Night Out: Block Party

 Fri, 22 May at 06:30 pm N Cannon Dr at W Fullerton Pkwy, Chicago, IL, United States, Illinois 60614

Old Town Art Fair 2026

 Sat, 13 Jun at 10:00 am Old Town

Zoo-ologie 2026

 Fri, 15 May at 06:00 pm N Cannon Dr at W Fullerton Pkwy, Chicago, IL, United States, Illinois 60614

2026 Windy City Smokeout - Saturday at Windy City Smokeout Festival

 Sat, 11 Jul at 12:00 pm Windy City Smokeout Festival

Lincoln Park Mayfest

 Fri, 15 May at 04:00 pm 1000 W Armitage Ave, Chicago, IL 60614-4126, United States

Colombian Fest Chicago 2026

 Fri, 17 Jul at 01:00 pm Humboldt Park

Chicago Food Truck Festival, Season 13, "Summer Daisy Margarita Returns"

 Sat, 20 Jun at 10:00 am 2300 S Indiana Ave USD 0 to 87

Chicago Arte Agave Tequila and Mezcal Festival

 Fri, 29 May at 06:00 pm Artifact Events USD 86 to 114

MOTOBLOT #13 (Official)

 Fri, 19 Jun at 04:00 pm Bridgeport, Chicago, Illinois

2026 Windy City Smokeout - Saturday at United Center

 Sat, 11 Jul at 12:00 pm United Center

Second Hand Soul Band | Roscoe Village Burger Fest | Chicago | Fri Jul 17 | 6:00 pm

 Fri, 17 Jul at 06:00 pm 2000 W Belmont Ave, Chicago, IL 60618-6412, United States

Jazzin' at the Shedd

 Wed, 03 Jun at 05:00 pm 1200 S. DuSable Lake Shore Drive, Chicago, IL, United States, Illinois 60605

Beer Under Glass in Downtown Chicago

 Fri, 08 May at 05:30 pm Harris Theatre @Millennium Park

10th Annual Juneteenth Black Bar Crawl Chicago

 Sat, 20 Jun at 12:00 pm Jerk Villa Bar & Grill USD 23 to 269

ALL WHITE ESCAPE YACHT CRUISE

 Sat, 16 May at 01:30 pm Anita Dee Yacht Charters USD 45 to 535

2026 Windy City Smokeout - Friday at Windy City Smokeout Festival

 Fri, 10 Jul at 12:00 pm Windy City Smokeout Festival

Chicago Margarita Festival Season 12, "Summer Daisy Margarita Returns"

 Sat, 20 Jun at 10:00 am South Loop USD 10 to 66

FESTIVAL OF LIFE - Click Here for EARLY BIRD SPECIALS

 Fri, 03 Jul at 12:00 pm Martin's International Special Events USD 21 to 156

Sixteen Candles at LINCOLN PARK MAYFEST! **Racine Main Stage**

 Sat, 16 May at 08:00 pm Mayfest

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

 Sat, 09 May at 12:00 pm Wrigleyville's Best Bars USD 16 to 40

Air & Water Show Oasis Viewing Party - (Saturday | 8/15)

 Sat, 15 Aug at 09:00 am Shore Club USD 408 to 4,005

90s Forever Yacht Party (Chicago) 3 Levels

 Sun, 31 May at 06:45 pm Anita Dee Yacht Charters USD 45 to 482

Cinco De Mayo at Cafe Con Leche

 Tue, 05 May at 10:00 am Cafe Con Leche Free

Andersonville Wine Walk

Sun, 17 May at 03:00 pm Andersonville, Chicago, Il

U2 Tribute at Lincoln Park's Mayfest - INTO THE HEART

 Sat, 16 May at 04:15 pm 1000 W. Armitage Ave., Chicago, IL 60614

Bottomless Mimosas on the Riverwalk - Every Weekend in Chicago

 Sat, 02 May at 11:00 am Island Party Hut (between Lake Shore Drive and Columbus on the Riverwalk) USD 31

World Famous Gospel Brunch at House of Blues (CHI)

 Sun, 10 May at 10:00 am House of Blues Chicago

Rodney Atkins Live on the Water!

 Sat, 30 May at 06:00 pm 600 E Grand Ave Chicago, IL

Michelada Fest Chicago

 Fri, 26 Jun at 05:00 pm Chicago USD 39 to 322

Ritmo del Mar

 Sat, 15 Aug at 07:00 pm 1200 S. DuSable Lake Shore Drive, Chicago, IL, United States, Illinois 60605

Double Treble Dueling Pianos @ Lincoln Park Mayfest - Sheffield & Armitage Stage

 Fri, 15 May at 07:00 pm Mayfest

Cinco De Drinko Rooftop Day Party

 Sun, 03 May at 12:00 pm Utopian Tailgate USD 0 to 24

Lincoln Square Greek Fest 2026

 Fri, 12 Jun at 12:00 am St. Demetrios Greek Orthodox Church Free

Kentucky Derby Party at ROOF on theWit: Derby Disco

 Sat, 02 May at 03:00 pm ROOF on theWit USD 14 to 131

Mother's Day Brunch

 Sun, 10 May at 10:00 am 702 West Fulton Street, West Loop, Chicago, IL, United States, Illinois 60661

PILSEN'S CINCO DE MAYO BAR CRAWL PARTY!

 Sat, 02 May at 12:00 pm Pilsen, Chicago, IL, USA USD 49 to 61

Second Hand Soul Band | Chicago Mayfest | Lincoln Park | Sun May 17th 3p

 Sun, 17 May at 03:00 pm 1000 W Armitage Ave, Chicago, IL 60614-4126, United States

Gold Coast Art Fair (68th annual)

 Sat, 20 Jun at 10:00 am Grant Park

Good Company x Black Yacht Weekend: Beach Fest Juneteenth Celebration

 Sat, 20 Jun at 03:00 pm Whispers at Oak Street Beach USD 23 to 109

Lincoln Park Greek Fest

Sat, 06 Jun at 12:00 pm 2701 N Sheffield Ave, Chicago, IL, United States, Illinois 60614

Second Hand Soul Band | Chicago Taco & Tequila Fest | Wrightwood Park | Fri Jun 26th 6:30p

 Fri, 26 Jun at 06:30 pm 2555 N Ashland Ave, Chicago, IL 60614-2003, United States

TBD/TBD

 Sat, 02 May at 07:00 pm Kingston Mines - Chicago Blues Center USD 23

Millennium Art Festival

 Sat, 27 Jun at 10:00 am Michigan Ave & E Lake St, Chicago

Hoppin’ JoJo’s Spring Fling

 Fri, 15 May at 05:00 pm Stolen Saddle

South Side + Friends Chef Series: Mahari & Love Cork Screw (5/15)

 Fri, 15 May at 06:00 pm 3265 S Archer Ave USD 130

Sixteen Candles at LINCOLN PARK GREEK FEST!

 Fri, 05 Jun at 07:30 pm St George Greek Orthodox Church of Chicago

R&B BRUNCH

 Sun, 03 May at 01:30 pm 200 N Breakwater Access USD 55 to 535

World Famous Gospel Brunch at House of Blues (CHI)

 Sun, 10 May at 12:30 pm House of Blues Chicago

Mothers Day, Hands-On: Filled Pasta Roses

 Sat, 09 May at 01:00 pm Eataly Chicago USD 127

Brunch con Ritmo: Brunch & Dance Floor Experience

 Sun, 24 May at 11:00 am 702 West Fulton Street, West Loop, Chicago, IL, United States, Illinois 60661

Air & Water Show Viewing Party - (Sunday | 8/16)

 Sun, 16 Aug at 09:00 am Shore Club USD 95 to 3,436

Taco Tuesday Again! Cinco De Mayo EDITION

 Tue, 05 May at 09:00 pm Avondale Music Hall USD 0 to 23

ABBA Mamma Mia Drag Dinner

 Fri, 08 May at 06:00 pm Kit Kat Club USD 71

Lincoln Roscoe Art + Craft Fair

 Sat, 16 May at 10:00 am 3329 N Lincoln Ave Free

Singles Migle Mixer Barcocina Lakeview

 Tue, 28 Apr at 07:00 pm Barcocina Lakeview USD 20

Mother's Day Brunch Buffet With a View

 Sun, 10 May at 11:00 am Trump International Hotel & Tower® Chicago USD 71 to 253

A Taste of Spain! Pintxos with Chef Marcos Campos! 🍽️🌎

 Thu, 14 May at 06:00 pm 40 S Halsted St, Chicago, IL 60661-3506, United States

I|O Godfrey Kentucky Derby Viewing Event 2026

 Sat, 02 May at 12:00 pm I|O Godfrey Rooftop Lounge USD 45 to 2,403

Bottomless Margaritas & Fireworks on the Riverwalk - Every Weds & Sun!

 Wed, 03 Jun at 06:30 pm Island Party Hut (between Lake Shore Drive and Columbus on the Riverwalk) USD 25 to 58

Lincoln Roscoe Art + Craft Fair

 Sat, 16 May at 10:00 am N Lincoln Ave, Chicago, IL, United States

Millennium Art Festival

 Sat, 27 Jun at 10:00 am 180 N Stetson Ave Free

Air & Water Show Viewing Party - (Friday Preview | 8/14)

 Fri, 14 Aug at 11:00 am Shore Club USD 95 to 3,208

The Great Gatsby Boat Party

 Sat, 16 May at 06:30 pm 112 E Wacker Dr USD 250

Chicago Whiskey Washback

 Fri, 26 Jun at 06:00 pm Artifact Events USD 86 to 135

Hamilton Sing-Along Drag Brunch

 Sat, 23 May at 06:00 pm City Winery - Chicago

Third Coast Tattoo Show 2026

 Fri, 26 Jun at 03:00 pm Morgan MFG USD 0 to 72

Pride & Provisions

 Sun, 07 Jun at 12:00 pm Center on Halsted USD 0 to 29

AICP Midwest's 2026 MEET.DRINK.TALK

 Thu, 14 May at 05:00 pm Tunnel USD 0 to 109

Spring Wine Stroll 2026

 Thu, 07 May at 06:00 pm Lincoln Square Ravenswood neighborhood USD 27 to 64

Derby After Dark at The Bassment

 Sat, 02 May at 08:00 pm The Bassment Free

Chicago African Restaurant Week 2026

 Thu, 15 Oct at 12:00 pm Chicago Free

Chef’s Dinner: Primavera

 Sat, 16 May at 07:00 pm Eataly Chicago USD 144

ECI TUESDAY MAMBO SALSA BACHATA & MORE at PIER 31 - 2026 (Year 12)

 Tue, 26 May at 06:00 pm Pier 31

3rd Annual Taste of Bronzeville

 Sat, 25 Jul at 11:00 am 3701 S Martin Luther King Dr Free

Spectator Pass - Checkeditout 2026: The Chicago Porsche Convergence

 Sat, 22 Aug at 09:00 am Location: TBA USD 0 to 1,069

Chicago African Restaurant Week Festival 2026

 Sat, 10 Oct at 12:00 pm TBA Free

2026 Chicago Top Shelf Tequila and Whiskey Tasting Festival (Sept 26)

 Sat, 26 Sep at 02:30 pm Downtown Chicago USD 0 to 440

2026 Chicago Summer Tequila Tasting Festival (July 25)

 Sat, 25 Jul at 02:30 pm TBA Downtown Chicago USD 0 to 440

Mother's Day Hands-On: Ravioli and Filled Pastas with Brunch Buffet

 Sun, 10 May at 12:00 pm Eataly Chicago USD 151

Mothers Day Special: Hands-On: Focaccia with Bubbles

 Sat, 09 May at 04:00 pm Eataly Chicago USD 108

SummerSalt Market

 Sun, 31 May at 11:00 am The Salt Shed Outdoors (Fairgrounds) Free

Ambassador Room Mother's Day Grand Brunch

 Sun, 10 May at 10:00 am Ambassador Gold Coast - The Chicago Hotel Collection USD 30 to 95

Mothers Day Dinner & Demo: Classic Italian Sauces

 Sun, 10 May at 05:00 pm Eataly Chicago USD 151

Espresso Martini Fest at Hubbard Inn, Chicago - Tastings Included

 Sat, 03 Oct at 05:00 pm Hubbard Inn USD 25 to 42

Equality and Pride 365 2026

 Fri, 12 Jun at 07:00 pm IO Godfrey

Maifest

 Sat, 02 May at 11:00 am Goose Island Salt Shed Pub Free

Luminescence at LondonHouse Rooftop

 Fri, 01 May at 11:00 am LondonHouse Chicago, Curio Collection by Hilton

Cinco de Drunko Day Party - Sunday Cooking Series Edition

 Sun, 03 May at 03:00 pm Kitchen Chicago USD 23 to 82

37th Annual Real Men Cook: Real Men Needed

 Sun, 21 Jun at 03:00 pm The Quarry Event Center

Willie Lill's Annual Headsucker's Ball Crawfish Boil

 Sat, 16 May at 11:00 am Willie Lill's Spirits & Kitchen USD 56 to 68

Sazón Latin Food Festival 2026: Chicago’s Taste of Latin American Food

 Sun, 14 Jun at 12:00 pm KOVAL Store Free

Mother's Day in Somerset

 Sun, 10 May at 10:00 am Somerset