Wine Events in Chicago

Check out happening wine events all around Chicago, IL

2025 Chicago Top Shelf Tequila and Whiskey Tasting Festival (Sept 27) AE

Sat, 27 Sep at 02:30 pm Downtown Chicago USD 25 to 89

Friday Night at the Zoo - An Adults Only Evening at Lincoln Park Zoo

Fri, 19 Sep at 06:30 pm Lincoln Park Zoo USD 20 to 42

Wine Crawl Chicago - Be a Tourist In Your Own Town

Sat, 13 Sep at 01:00 pm TBD Free

Art + Wine Tasting with Shall We Wine

Wed, 03 Sep at 06:00 pm 21c Museum Hotel Chicago Free

Cooking & Comedy: Sushi & Sass Night!

Fri, 26 Sep at 07:00 pm Get in the Kitchen USD 107

Curing Whiteness with Willie James Jennings

Fri, 26 Sep at 07:00 pm The Arts Club of Chicago USD 55

2025 Chicago Top Shelf Tasting Festival: Tequila vs Whiskey (Sept 20)

Sat, 20 Sep at 02:30 pm Downtown Chicago USD 0 to 440

Green City Market's 2025 Chef BBQ

Thu, 04 Sep at 06:30 pm South End of Lincoln Park USD 37 to 659

Gunhild Carling at City Winery - Chicago

Sun, 07 Sep at 07:00 pm City Winery - Chicago

East Lakeview Neighbors Oktoberfest 2025

Sat, 20 Sep at 03:30 pm Murphy's Bleachers USD 7 to 39

Sapori Presents Benzinger Wine Dinner

Wed, 10 Sep at 06:30 pm Sapori Trattoria USD 109

Golden Hour featuring The Put On

Sat, 27 Sep at 05:00 pm Epiphany Center for the Arts Free

Homemade Gnocchi Cooking Class

Fri, 05 Sep at 06:30 pm Bettie's Chicago USD 146

Tarot Tuesday

Tue, 11 Nov at 08:30 pm Colvin House Free

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

Sat, 15 Nov at 01:00 pm IO Godfrey Rooftop Lounge USD 31 to 42

Celebration of Life Gala

Fri, 12 Sep at 06:00 pm Chief O'Neill's Pub & Restaurant

“Bottle & Barrel " Fall Mini Wine and Spirits Fest

Sun, 02 Nov at 01:30 pm Fulton Street Collective USD 34 to 62

Tarot Tuesday

Tue, 09 Sep at 08:30 pm Colvin House Free

Guided Tasting Tour of Campania

Sat, 13 Sep at 03:00 pm Eataly Chicago USD 60

Gettin Grown Podcast at City Winery - Chicago

Sun, 07 Sep at 12:00 pm City Winery - Chicago

Loni Love at City Winery - Chicago

Fri, 05 Sep at 07:30 pm City Winery - Chicago

3242 ESSENTIAL MIXOLOGY BARTENDING CLASS

Sat, 13 Sep at 02:00 pm Discovery Center USD 42

40+ Christians Mixer: Pairing Party

Sat, 06 Sep at 07:00 pm Prāzbar USD 10

Tarot Tuesday

Tue, 09 Dec at 08:30 pm Colvin House Free

Romance in the Studio - A date night at the Gallery

Fri, 12 Sep at 06:00 pm 5504 West Lawrence Avenue, Chicago, IL, USA Free

Luenell at City Winery - Chicago

Thu, 02 Oct at 06:00 pm City Winery - Chicago

Funkadesi at City Winery - Chicago

Mon, 15 Sep at 07:30 pm City Winery - Chicago

FROM PIRATES TO PROM: Punch Making Class Experience

Wed, 10 Sep at 06:00 pm Punch House USD 62

The Sunday Sip in the Avondale Neighborhood

Sun, 14 Sep at 03:00 pm 3642 W Belmont Ave USD 45

Rose' on the Rooftop

Sun, 07 Sep at 03:00 pm Wicker Park Chicago, IL 60622

Surabhi Ensemble & Las Guitarras de Espana

Sun, 05 Oct at 06:00 pm City Winery - Chicago

Weekly Wine Tasting

Thu, 04 Sep at 06:00 pm WineStyles Chicago USD 13

Hands-On: Focaccia

Sun, 07 Sep at 03:00 pm Eataly Chicago USD 93

Chicago's BYOB Party Bus Holiday Lights Tour | Navy Pier

Sat, 27 Dec at 05:00 pm Old Crow Smokehouse - Wrigleyville

WINE & WORSHIP: Live Music Night @Prazbar

Sat, 13 Sep at 07:00 pm Prāzbar USD 13

NO SOMMS ALLOWED: Spain Series--Coastal Spain and Sherry

Sat, 20 Sep at 02:00 pm Rogers Park Social USD 45

Golden Hour Featuring Feestet Trio

Fri, 19 Sep at 05:00 pm Epiphany Center for the Arts Free

Speed Dating Chicago | In-Person | Cityswoon | Ages 29-49

Sat, 06 Sep at 06:00 pm Bar Moxy USD 43

Cooking & Queens!: Pasta Night!

Sat, 20 Sep at 07:00 pm Get in the Kitchen USD 107

The Social Chef - Tour of Italy

Sun, 14 Sep at 01:00 pm 215 W Washington St USD 85 to 160

McCormick & Schmick's + Duckhorn Wine Dinner - Chicago

Thu, 25 Sep at 07:00 pm McCormick & Schmick's Seafood & Steaks USD 155

Weekly Wine Tasting

Thu, 11 Sep at 06:00 pm WineStyles Chicago USD 13

Chicago's BYOB Party Bus Holiday Lights Tour | Navy Pier

Fri, 05 Dec at 05:00 pm Old Crow Smokehouse - Wrigleyville

Paint & Sip at Passages Wine and Books September 14

Sun, 14 Sep at 03:00 pm Passages Wine and Books USD 44 to 132

Funkadesi

Sun, 14 Sep at 06:00 pm City Winery - Chicago

Dinner & Dancing: Tapas Making Class & Dancing Lessons!

Fri, 19 Sep at 07:00 pm Get in the Kitchen USD 107

Ami Taf Ra at City Winery - Chicago

Fri, 26 Sep at 07:30 pm City Winery - Chicago

Speak Your Truf!

Tue, 09 Sep at 06:30 pm Wild Blossom Meadery and Winery Free

The Palm Wagyu, Wine & Beyond Dinner - Chicago

Sat, 20 Sep at 06:30 pm 323 E Wacker Dr USD 169

Anthony Rapp at City Winery - Chicago

Sun, 21 Sep at 07:00 pm City Winery - Chicago

All You Can Eataly Septemberfest - 7 pm entrance

Fri, 26 Sep at 07:00 pm Eataly Chicago USD 130

Bingo & Mimosas

Sat, 06 Sep at 05:00 pm Simpletreasures@tanya USD 32

Golden Hour featuring Jackson Jay Kidder

Thu, 04 Sep at 05:00 pm Epiphany Center for the Arts Free

2025 Lincoln Park Uncorked: A Lincoln Avenue Wine Stroll

Thu, 18 Sep at 06:00 pm 2468 N. Lincoln, Chicago, IL, United States, Illinois 60614

The Northman Riverwalk Cider Cruise-SEPT 7 2025

Sun, 07 Sep at 06:30 pm The Northman Beer & Cider Garden on the Riverwalk USD 111

Sip into Stillness

Fri, 12 Sep at 05:30 pm 1229 N North Branch St USD 61

Kofi B at City Winery - Chicago

Wed, 03 Sep at 07:30 pm City Winery - Chicago

Hands-On: Pizza alla Pala at 4:00pm

Sat, 13 Sep at 04:00 pm Eataly Chicago USD 107

Christian Supper Club - Chicago

Sat, 11 Oct at 07:00 pm Prāzbar USD 65

NO SOMMS ALLOWED: Candy and Wine Pairings!

Sat, 25 Oct at 02:00 pm Rogers Park Social USD 45

Hands-On: Tiramisù

Sat, 06 Sep at 12:00 pm Eataly Chicago USD 87

3238 WINE TASTING CLASS-BECOME A WINE CONNOISSEUR:

Fri, 10 Oct at 07:00 pm Discovery Center USD 42

3245 MIXOLOGY 102: SOPHISTICATED AND COMPLEX COCKTAILS

Sat, 18 Oct at 02:00 pm Discovery Center USD 42

McCormick & Schmick's + Stags Leap Wine Dinner - Chicago

Thu, 30 Oct at 07:00 pm McCormick & Schmick's Seafood & Steaks USD 139

Harvest Ball

Sat, 18 Oct at 08:00 pm Ballroom Dance Chicago USD 87

Freddie Jackson at City Winery - Chicago

Sun, 26 Oct at 07:00 pm City Winery - Chicago

Sweetest Day Wine, Spirits & Beer Tasting

Sat, 18 Oct at 01:00 pm 1060 E 47th St Chicago, IL

RL Book Club #103: "Our Share of the Night"

Tue, 21 Oct at 07:30 pm Reed's Local

Rose' on the Rooftop

Sun, 07 Sep at 03:00 pm 60622 USD 55

Taco at City Winery - Chicago

Wed, 24 Sep at 07:30 pm City Winery - Chicago

Romancing the Studio - A date night at the Gallery

Fri, 10 Oct at 06:00 pm 5504 West Lawrence Avenue, Chicago, IL, USA USD 13

Paella Cooking Demo

Fri, 12 Sep at 12:00 pm 2024 N Halsted St, Chicago, IL, United States, Illinois 60614

Saper Law Summer Soiree

Thu, 04 Sep at 05:30 pm The Ivy Hotel USD 0 to 20

Lincoln Park Wine Fest

Fri, 03 Oct at 05:00 pm Jonquil Park

Boney James at City Winery - Chicago

Sat, 15 Nov at 06:00 pm City Winery - Chicago

3221 WINE TASTING CLASS: Sparkling, Rose, Orange

Fri, 07 Nov at 07:00 pm Discovery Center USD 42

Sip & Dance: Latin vibes edition 🍷💃🕺

Thu, 02 Oct at 07:00 pm BottlesUp

OCT 18 – 5PM | CHICAGO| Sip & Stretch Couples Yoga Date Night

Sat, 18 Oct at 05:00 pm Dance Center Chicago USD 125

Colvin Concerts: Erez Dessel & Aaron Kaufman-Levine

Tue, 09 Sep at 06:30 pm Colvin House USD 17

Tarot Tuesday

Tue, 14 Oct at 08:30 pm Colvin House Free

Laugh Learn And Lead

Thu, 11 Sep at 05:00 pm North Oak Park Avenue USD 20 to 25

Paint Night: Honor Your Lost Pet This Día de los Muertos

Sun, 26 Oct at 06:30 pm BottlesUp! USD 54

Wine-O Bingo

Tue, 09 Sep at 06:30 pm WineStyles Chicago USD 11 to 13

Classic Encounter with Terri Hemmert

Thu, 20 Nov at 06:00 pm 220 S Michigan Ave, Chicago, IL, United States, Illinois 60604

Big Heart Bash

Thu, 25 Sep at 06:00 pm The Arbory

Packers Opening Weekend Tailgate Party at Ranalli's in Lincoln Park

Sun, 07 Sep at 10:00 am Ranalli's Pizza Bar - Lincoln Park, Chicago USD 34

The Psychology of Cults at City Winery - Chicago

Tue, 28 Oct at 07:30 pm City Winery - Chicago

Port Wine Fest: A Festival of Portuguese Wines Chicago 2025

Thu, 02 Oct at 05:00 pm Walden USD 77

3238 WINE TASTING CLASS-BECOME A WINE CONNOISSEUR:

Fri, 05 Dec at 07:00 pm Discovery Center USD 42

Studio Grand Opening BYOB Paint & Sip at Workshop 4200 September 21

Sun, 21 Sep at 03:00 pm Workshop 4200 USD 39 to 44

“Why was the mushroom invited to the Sip & Paint? Because he was a fungi!

Wed, 17 Sep at 06:00 pm ERIS Brewery and Cider House USD 31

2026 Chicago Winter Tequila Tasting Festival (February 14)

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

Kirk Whalum at City Winery - Chicago

Sun, 23 Nov at 05:00 pm City Winery - Chicago

Damien Escobar at City Winery - Chicago

Sun, 07 Dec at 05:00 pm City Winery - Chicago

FromThe108 Bobblehead | Patio Party | White Sox vs Orioles

Tue, 16 Sep at 04:30 pm Guaranteed Rate Field

Norman Brown

Fri, 07 Nov City Winery - Chicago