Wine tasting events in Chicago

Check out happening wine tasting events all around Chicago, IL

Welcome to the Freakshow

Wed, 22 Oct at 06:30 pm Buzzed By ZEA - Salon & Bar USD 71

2026 Chicago Winter Tequila Tasting Festival (February 14)

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

3221 WINE TASTING CLASS: Sparkling, Rose, Orange

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

Freddie Jackson at City Winery - Chicago

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

Weekly Wine Tasting

Thu, 23 Oct at 06:00 pm WineStyles Chicago USD 13

Wine and Cheese: Holiday Edition

Sat, 22 Nov at 03:00 pm Eataly Chicago USD 66

“Bottle & Barrel " Fall Mini Wine and Spirits Fest

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

Sourdough and Wine: The Perfect Pairing!

Tue, 21 Oct at 06:30 pm WineStyles Chicago USD 31 to 37

NO SOMMS ALLOWED: Burgundy and Beaujolais

Sat, 22 Nov at 02:00 pm Rogers Park Social USD 50

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

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

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

3238 WINE TASTING CLASS-BECOME A WINE CONNOISSEUR:

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

Fall Wine Stroll 2025

Thu, 06 Nov at 06:00 pm Lincoln Square Ravenswood neighborhood USD 43 to 64

Sapori Presents Travaglini Gattinara Wine Dinner

Wed, 22 Oct at 06:30 pm Sapori Trattoria USD 109

Weekly Wine Tasting

Thu, 30 Oct at 06:00 pm WineStyles Chicago USD 13

Spirits & Spice Chicago Whiskey Experience

Fri, 10 Jan at 05:45 pm Spirits & Spice Chicago USD 13

Soif Solstice: Photography Exhibition, Wine Tasting, and Fundraiser

Sun, 02 Nov at 02:00 pm Easy Does It USD 39 to 82

Pre-Shift: A wine tasting for wine professionals

Tue, 21 Oct at 02:00 pm Rogers Park Social USD 23

Wine-Not Wednesdays - Spirits & Spice Chicago Wine Tasting

Wed, 10 Jan at 06:00 pm Spirits & Spice Chicago USD 13

3rd Fridays Free Admission Night with Museum Tour

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

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

Wine Down Wednesday

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