Wine tasting events in Chicago

Check out happening wine tasting events all around Chicago, IL

2026 Chicago Winter Tequila Tasting Festival (February 14)

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

Uncorked: Chicago

 Sat, 14 Mar at 07:00 pm Field Museum USD 99 to 145

Chef's Valentines Dinner: Italian Date Night

 Sat, 14 Feb at 06:30 pm Eataly Chicago USD 156

Love In The Making: Valentine's WineMaking Experience & Dinner

 Sat, 14 Feb at 06:00 pm Wild Blossom Meadery and Winery USD 157

Champagne & Sparkling Wine Fest at Hubbard Inn on Valentine's Day

 Sat, 14 Feb at 05:00 pm Hubbard Inn USD 36 to 47

Chicago Galentine’s Wine Tasting Experience | Hotel 55 & Lure Fishbar

 Fri, 13 Feb at 06:30 pm Lure Fishbar - Chicago USD 55

Roscoe Village Wine Walk

 Fri, 13 Feb at 05:30 pm Roscoe St from Paulina to Western USD 49 to 61

Sip & Savor: Alpine Wine & Cheese

 Fri, 06 Feb at 06:30 pm Eataly Chicago USD 71

Celebrate Valentine’s Day at Tre Dita

 Sat, 14 Feb at 04:00 pm 401 E Wacker Dr, Chicago, IL, United States, Illinois 60601

Talk Agave To Me

 Sun, 22 Feb at 04:00 pm Lena Brava USD 60

A Spirited Affair: Candle Making + Wine Pairing Experience at The Gwen

 Thu, 12 Feb at 06:00 pm The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago USD 89

Wine Tasting with Winebow Importers at Spirits & Spice Chicago

 Sat, 07 Feb at 04:00 pm Spirits & Spice Chicago Free

3238 WINE TASTING CLASS-BECOME A WINE CONNOISSEUR:

 Fri, 13 Feb at 07:00 pm Discovery Center USD 42

Fur Coats & Wine Tour

 Sat, 07 Feb at 06:00 pm Bronzeville Winery Free

PRP Galentines: A "Blind" Guided Tasting: Cultivating Deeper Love with Wine

 Tue, 10 Feb at 07:00 pm Birch Road (Lincoln Park) USD 83

Sip & Savor: Alpine Wine & Cheese

 Sat, 28 Feb at 03:00 pm Eataly Chicago USD 71

Made for Each Other: A Fair Trade Chocolate Tasting and Wine Pairing Event

 Fri, 06 Feb at 06:00 pm Chicago Fair Trade Museum USD 22 to 50

a love ain't DIRT or CHEAP WINE tasting

 Thu, 12 Feb at 05:00 pm middle brow - bungalow USD 14

Chicago WPF Galentine's Wine Tasting 2026

 Thu, 12 Feb at 04:30 pm Maxwells Trading Free

A Taste of Two Legends - Morton's Chicago (Downtown)

 Sat, 07 Mar at 06:30 pm Morton's The Steakhouse USD 155 to 174

Vino Days Tasting

 Thu, 12 Feb at 04:00 pm Eataly Chicago Free

Roscoe Village Wine Walk

Fri, 13 Feb at 05:30 pm 2232 W Roscoe St., Chicago, IL 60618

3238 WINE TASTING CLASS-BECOME A WINE CONNOISSEUR:

 Fri, 17 Apr at 07:00 pm Discovery Center USD 42

Pigweed

 Mon, 16 Feb at 07:30 pm 7006 W Diversey Ave USD 145

Winemaker Series: Davis Family Vineyards Tasting with Guy Davis

 Wed, 11 Feb at 06:00 pm WineStyles Chicago Free

Aura After Hours: Flow & Wine Social

 Sat, 07 Feb at 04:00 pm Loft Lucia USD 45

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

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

For the Love of CAD

 Sat, 14 Feb at 01:00 pm Chicago Art Department USD 135

Grape Expectations: Uncorking California’s Quirky Varietals

 Fri, 20 Feb at 06:30 pm WineStyles Chicago USD 25 to 31

Fun with Sparkling Wine on Valentine's! Chicago

 Wed, 11 Feb at 05:00 pm Spirits & Spice Chicago USD 7

Fur Coat & Wine Tour

 Sat, 14 Mar at 06:00 pm Mesler Kitchen | Bar | Lounge Free

Copajn Vodka Tasting at Stelios (West Loop)

 Fri, 27 Feb at 06:00 pm Stelios Bottles & Bites Free

*Bonus* NO SOMMS ALLOWED: Wines of Argentina and Chile

 Sat, 28 Feb at 02:00 pm Rogers Park Social USD 45

Weekly Wine Tasting

 Thu, 05 Feb at 06:00 pm WineStyles Chicago USD 13

Hennessy Guided Tasting Night

 Fri, 06 Feb at 07:00 pm 800 W 27th St USD 26

Weekly Wine Tasting

 Thu, 12 Feb at 06:00 pm WineStyles Chicago USD 13

Weekly Wine Tasting

 Thu, 19 Feb at 06:00 pm WineStyles Chicago USD 13

Galentine's Non-Alcoholic Wine Pairing Party

 Thu, 12 Feb at 06:30 pm A Non-Alc Wine Shop USD 50

Pour Into Yourself - Wine Tasting

 Sat, 14 Feb at 05:00 pm Lifescore Foundation USD 45

Educational Wine Series - Ancient Vines to Modern Wines

 Wed, 25 Feb at 06:30 pm WineStyles Chicago USD 31 to 37

Weekly Wine Tasting

 Thu, 26 Feb at 06:00 pm WineStyles Chicago USD 13

Pre-Shift: A wine tasting for wine professionals---Chenin Blanc

 Tue, 10 Feb at 02:00 pm Rogers Park Social USD 23

Sweep u Off ur Feet : Broom Making + Wine Drinking

 Fri, 13 Feb at 06:00 pm 350 North Ogden Avenue Ste 300, Chicago, IL, United States, Illinois 60607

3238 WINE TASTING CLASS-BECOME A WINE CONNOISSEUR:

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

3221 WINE TASTING CLASS: Sparkling, Rose, Orange

 Fri, 27 Mar at 07:00 pm Discovery Center USD 42

Perfect Wines for Valentines: A Guided Wine Tasting with Pairings

 Wed, 11 Feb at 06:00 pm Eataly Chicago USD 81

3221 WINE TASTING CLASS: Sparkling, Rose, Orange

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

West Loop Tequila and Wine Sample Tasting

 Sat, 21 Feb at 05:00 pm Private Venue Free

Pre-Shift: A wine tasting for wine professionals---Sangiovese

 Tue, 10 Mar at 02:00 pm Rogers Park Social USD 23

Which Reds Survive Dealcoholization?

 Thu, 05 Feb at 07:00 pm Prāzbar, Non-Alcoholic Wine Shop USD 61

John Arena Foundation Event-Chicago

 Mon, 16 Mar at 06:30 pm Spacca Napoli Pizzeria USD 149

Pre-Shift: A wine tasting for wine professionals---Bordeaux

 Tue, 24 Mar at 02:00 pm Rogers Park Social USD 23

Pre-Shift: A wine tasting for wine professionals---Burgundy

 Tue, 24 Feb at 02:00 pm Rogers Park Social USD 23

Chicago Wine Fest at Hubbard Inn - Tastings Included

 Sat, 18 Oct at 05:00 pm Hubbard Inn USD 25 to 42

American Airlines Global Wine Dinner Series: Greek Classics

 Thu, 16 Apr at 06:00 pm City Winery - Chicago

Wine Down Wednesday

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