Chicago Food & Drink Events

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

Island Party Hut (between Lake Shore Drive and Columbus on the Riverwalk) 3 Jun 2026

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

Union Park 3 Jul 2026

Taste of Chicago

Chicago, Illinois, USA 11 Jul 2026

Legends Chicago Festival

Butler Field 14 Jun 2026

Wells Street Art Festival 2026

West Division Street 13 Jun 2026

Taste of Randolph 2026

900 West Randolph Street, Chicago, IL, United States, Illinois 60607 19 Jun 2026

Belmont-Sheffield Music Festival

3200 N Sheffield Ave, Chicago, IL 60657-2211, United States 22 May 2026

Wells Street Art Festival

1400 N Wells St, Chicago, IL 60610-1306, United States 13 Jun 2026

2026 Windy City Smokeout - Saturday at United Center

United Center 11 Jul 2026

Andersonville Midsommarfest

5200 N Clark St, Chicago, IL 60640-2102, United States 12 Jun 2026

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

Hyde Park 6 Jun 2026

Chicago Arte Agave Tequila and Mezcal Festival

Artifact Events 29 May 2026

Windy City Food & Craft Festival

337 E Randolph St 3 Jul 2026

Tacos y Tamales Festival 2026

Blue Island Ave & Paulina St, Chicago, IL, United States, Illinois 60608 17 Jul 2026

2026 Windy City Smokeout - Friday at Windy City Smokeout Festival

Windy City Smokeout Festival 10 Jul 2026

Chicago Food Truck Festival, Season 13, "The Return of the Daisy"

2300 S Indiana Ave 20 Jun 2026

Old Town Art Fair 2026

Old Town 13 Jun 2026

10th Annual Juneteenth Black Bar Crawl Chicago

Jerk Villa Bar & Grill 20 Jun 2026

WingOut Chicago 2026

Gallagher Way 26 Sep 2026

FESTIVAL OF LIFE - Click Here for EARLY BIRD SPECIALS

Martin's International Special Events 3 Jul 2026

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

2000 W Belmont Ave, Chicago, IL 60618-6412, United States 17 Jul 2026

Colombian Fest Chicago 2026

Humboldt Park 17 Jul 2026

Adults Night Out: Block Party

N Cannon Dr at W Fullerton Pkwy, Chicago, IL, United States, Illinois 60614 22 May 2026

ALL WHITE ESCAPE YACHT CRUISE

Anita Dee Yacht Charters 16 May 2026

Zoo-ologie 2026

N Cannon Dr at W Fullerton Pkwy, Chicago, IL, United States, Illinois 60614 15 May 2026

IFT FIRST 2026 Exhibition Booth Builder in Chicago

McCormick Place 12 Jul 2026

Chicago Margarita Festival Season 12, "The Return of the Daisy"

South Loop 20 Jun 2026

Lincoln Park Mayfest

1000 W Armitage Ave, Chicago, IL 60614-4126, United States 15 May 2026

MOTOBLOT #13 (Official)

Bridgeport, Chicago, Illinois 19 Jun 2026

Chicago Street Food Festival

Maggie Daley Park 24 Jul 2026

WingOut Chicago 2026

Gallagher Way Chicago 26 Sep 2026

Candlelight RNB Sip & Sail Yacht Cruise (Chicago) 3 Level Yacht

Anita Dee Yacht Charters 31 May 2026

Lakeview Taco Fest

3500 N Southport Ave,, Chicago, Illinois 60657, United States 21 Aug 2026

Lincoln Park Greek Fest

2701 N Sheffield Ave, Chicago, IL 60614-1326, United States 5 Jun 2026

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

Shore Club 14 Aug 2026

2026 Windy City Smokeout - Saturday at Windy City Smokeout Festival

Windy City Smokeout Festival 11 Jul 2026

Michelada Fest Chicago

Union Park 26 Jun 2026

Jazzin' at the Shedd

1200 S. DuSable Lake Shore Drive, Chicago, IL, United States, Illinois 60605 3 Jun 2026

Good Company x Black Yacht Weekend: Beach Fest Juneteenth Celebration

Whispers at Oak Street Beach 20 Jun 2026

TBD/TBD

Kingston Mines - Chicago Blues Center 14 May 2026

Third Coast Tattoo Show 2026

Morgan MFG 26 Jun 2026

Chicago Whiskey Washback

Artifact Events 26 Jun 2026

Lincoln Square Greek Fest 2026

St. Demetrios Greek Orthodox Church 12 Jun 2026

Power Houses Of Pop Drag Dinner

Kit Kat Club 29 May 2026

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

Mayfest 16 May 2026

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

1000 W Armitage Ave, Chicago, IL 60614-4126, United States 17 May 2026

Lincoln Roscoe Art + Craft Fair

3329 N Lincoln Ave 16 May 2026

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

3265 S Archer Ave 15 May 2026

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

1000 W. Armitage Ave., Chicago, IL 60614 16 May 2026

Andersonville Wine Walk

Andersonville, Chicago, Il 17 May 2026

3rd Annual Taste of Bronzeville

3701 S Martin Luther King Dr 25 Jul 2026

Authentic Asian Dumplings - Cooking Class in Chicago | Classpop!™

Wolf Point Distilling 18 Jun 2026

Bottomless Mimosas on the Riverwalk - Every Weekend in Chicago

Island Party Hut (between Lake Shore Drive and Columbus on the Riverwalk) 2 May 2026

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

Mayfest 15 May 2026

SummerSalt Market

The Salt Shed Outdoors (Fairgrounds) 31 May 2026

AICP Midwest's 2026 MEET.DRINK.TALK

Tunnel 28 May 2026

Millennium Art Festival

180 N Stetson Ave 27 Jun 2026

Gold Coast Art Fair (68th annual)

Grant Park 20 Jun 2026

The Great Gatsby Boat Party

112 E Wacker Dr 16 May 2026

Rodney Atkins Live on the Water!

600 E Grand Ave Chicago, IL 30 May 2026

Willie Lill's Annual Headsucker's Ball Crawfish Boil

Willie Lill's Spirits & Kitchen 16 May 2026

Chef’s Dinner: Primavera

Eataly Chicago 16 May 2026

Sunday Service with DJ Duane Powell

The Land School 17 May 2026

Tour d'Italia Wine Around

Eataly Chicago 21 May 2026

EL CALENTON PA' LA CULTURA: KICKOFF JANGUEO!

Chicago Theater Works 7 Jun 2026

Founding Price - 2026 Chicago Summer Tequila Tasting Festival (July 25)

TBA Downtown Chicago 25 Jul 2026

Pride & Provisions

Center on Halsted 7 Jun 2026

A Celebration of Galicia, Spain

Mama Delia 21 May 2026

THE BASSMENT BEAT

Everything Bar 23 May 2026

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

Downtown Chicago 26 Sep 2026

All White Affair Yacht Cruise

200 N Breakwater Access 14 Jun 2026

PATIO BEEF - IML Memorial Day Cookout

The SoFo Tap 25 May 2026

Spectator Pass - Checkeditout 2026: The Chicago Porsche Convergence

Location: TBA 22 Aug 2026

Elvis Night @ Guaranteed Rate Field

Rate Field 21 Aug 2026

May 24th! Rooftop Sunday Funday Series Downtown!

Reserv 24 May 2026

Hoppin’ JoJo’s Spring Fling

Stolen Saddle 15 May 2026

Sexy Salsa Fridays @ Mirella’s – Blue & Gold Celebration Night

Mirella’s Tavern 29 May 2026

Lincoln Park Greek Fest

2701 N Sheffield Ave, Chicago, IL, United States, Illinois 60614 6 Jun 2026

Sixteen Candles at LINCOLN PARK GREEK FEST!

St George Greek Orthodox Church of Chicago 5 Jun 2026

The Great Bake Walk 2026

Lincoln Square Ravenswood neighborhood 7 Jun 2026

Hamilton Sing-Along Drag Brunch

City Winery - Chicago 23 May 2026

SUNDAY FUNDAY

ROOF on theWit 17 May 2026

Brews & Bites: The Ultimate Coffee & Chocolate Expo

3430 N Lincoln Ave 14 Jun 2026

Hands-On: Gnocchi al Pomodoro

Eataly Chicago 28 Mar 2026

Chicago African Restaurant Week 2026

Chicago 1 Oct 2026

Club Capri: Chicago's #1 Rooftop Party Series At Castaway's Beach Club

Castaways Beach Club 23 May 2026

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

2555 N Ashland Ave, Chicago, IL 60614-2003, United States 26 Jun 2026

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

Pier 31 26 May 2026

Brunch con Ritmo: Brunch & Dance Floor Experience

702 West Fulton Street, West Loop, Chicago, IL, United States, Illinois 60661 24 May 2026

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

Shore Club 15 Aug 2026

Hands-On: Pasta Carbonara

Eataly Chicago 20 May 2026

Hands-On Pasta Shaping Express Workshop

Eataly Chicago 2 May 2026

Sushi Making With Chef Rocky - Sushi Making Cooking Class in Chicago | Classpop!™

Wolf Point Distilling 27 Jun 2026

Sunday Service at Shore Club Chicago

Shore Club 31 May 2026

Ritmo del Mar

1200 S. DuSable Lake Shore Drive, Chicago, IL, United States, Illinois 60605 15 Aug 2026

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

40 S Halsted St, Chicago, IL 60661-3506, United States 14 May 2026

The Spectacle

1 E Wacker Dr 14 May 2026

Pasta Making With Chef Janet at a Local Distillery - Pasta Making Cooking Class in Chicago | Classpop!™

Wolf Point Distilling 21 May 2026

Bollywood cruise party Chicago

896 S Wells St 29 May 2026

The Malört Crawl: Tix include Entry, a T-Shirt, Buffet & 2 Shots of Malört

Wrigleyville's Best Bars TBA 16 May 2026