Wine tasting events in Chicago

Check out happening wine tasting 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

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

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

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

Cider Fest 2025

 Thu, 25 Sep at 06:30 pm Artifact Events USD 32

Gunhild Carling at City Winery - Chicago

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

Port Wine Fest Chicago: A Celebration of Portuguese Wine + Culture!

 Thu, 02 Oct at 05:00 pm Walden

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

Guided Tasting Tour of Campania

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

40+ Christians Mixer: Pairing Party

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

Funkadesi at City Winery - Chicago

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

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

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

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

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

Food, Wine, Spirts, Music (Join the Waitlist for Details)

 Sun, 05 Oct at 02:00 pm TBD Free

Pinot Noirs From Around the World

 Wed, 03 Sep at 06:30 pm WineStyles Chicago USD 31 to 37

Weekly Wine Tasting

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

SMWSA presents The Art and Science of Tasting - Chicago

 Wed, 17 Sep at 06:00 pm Birch Road Clubhouse at Lincoln Park USD 116

Anthony Rapp at City Winery - Chicago

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

God Street Wine at Garcias Chicago

 Fri, 12 Sep at 08:00 pm Garcias Chicago

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

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

Ukrainian Boat Party | Chicago | Elegant Sunset Cruise | Piano, Wine & Skyline

 Sun, 14 Sep at 06:45 pm Anita Dee Yacht Charters

3238 WINE TASTING CLASS-BECOME A WINE CONNOISSEUR:

 Fri, 10 Oct at 07:00 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

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

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

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

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

A Night with the Duckhorn Portfolio

 Thu, 25 Sep at 07:00 pm 1 E Wacker Dr, Chicago, IL 60601

Classic Encounter with Terri Hemmert

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

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

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

Gettin Grown Podcast at City Winery - Chicago

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

Cold

 Sat, 01 Nov at 06:00 pm City Winery - Chicago

Clink & Sip Festival

 Sun, 21 Sep at 03:00 pm Morgan MFG USD 82

Giacomo Turra

 Tue, 23 Sep at 06:00 pm City Winery - Chicago

God Street Wine

 Sat, 13 Sep at 08:00 pm Garcia's Chicago

God Street Wine

 Fri, 12 Sep Garcia's Chicago USD 30 to 75

3rd Fridays Free Admission Night with Museum Tour

 Fri, 21 Jul at 05:00 pm Heritage Museum of Asian Art Free

God Street Wine

 Sat, 13 Sep Garcia's Chicago

George Wallace at City Winery - Chicago

 Sun, 12 Oct at 05:00 pm City Winery - Chicago

Jazmyn W

 Wed, 24 Sep at 06:00 pm City Winery - Chicago

God Street Wine

 Thu, 11 Sep Garcias Chicago

Tasting at Ten - Chicago

 Fri, 06 Jan at 10:00 am Counter Culture Coffee Free

Chicago Wine Fest at Hubbard Inn - Tastings Included

 Sat, 18 Oct at 05:00 pm Hubbard Inn USD 31 to 69

Thursday Wine Tasting

 Thu, 20 Mar at 05:00 pm Picnic Wine & Provisions Free

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

 Sat, 12 Apr at 01:00 pm IO Godfrey Rooftop Lounge

Coffee Origins: Varieties and Processing - Chicago

 Tue, 16 Sep at 11:00 am Counter Culture Coffee Chicago USD 200

Wine Wednesday at Shore Club Chicago

 Wed, 21 May at 11:00 am Shore Club Free

Wine Down Wednesday

 Wed, 26 Feb at 06:30 pm Creative Sippin USD 35