Discover Tastings Events & Activities in Chicago, IL

Nearly full
2025 Chicago Winter Whiskey Tasting Festival (January 25)
Sat, Jan 25, 2:30 PM
Downtown Chicago
Nearly full
2025 Chicago Winter Whiskey Tasting Festival (January 25)
Sat, Jan 25, 2:30 PM
Downtown Chicago
The Sunday Sip - Wine and Dessert Tasting
Sun, Feb 23, 3:00 PM
TBD
The Sunday Sip - Wine and Dessert Tasting
Sun, Feb 23, 3:00 PM
TBD
Selling quickly
2025 Chicago Winter Tequila Tasting Festival (February 15)
Sat, Feb 15, 2:30 PM
Downtown Chicago
Selling quickly
2025 Chicago Winter Tequila Tasting Festival (February 15)
Sat, Feb 15, 2:30 PM
Downtown Chicago
Cidercon Tasting : Raise a Glass : A Celebration of Diverse Cider Voices
Tue, Feb 4, 6:00 PM
Bronzeville Winery
Cidercon Tasting : Raise a Glass : A Celebration of Diverse Cider Voices
Tue, Feb 4, 6:00 PM
Bronzeville Winery
No I.D. Alcohol-Free Cocktail Competition & Tasting Event 2025
Thu, Jan 16, 6:30 PM
Artifact Events
No I.D. Alcohol-Free Cocktail Competition & Tasting Event 2025
Thu, Jan 16, 6:30 PM
Artifact Events
Sales end soon
Wine Tasting - Chicago
Saturday at 7:00 PM + 20 more
Chicago
Sales end soon
Wine Tasting - Chicago
Saturday at 7:00 PM + 20 more
Chicago
BRONZEVILLE WINERY COLLECTIVE TASTING : Champagne Wishes & Caviar Dreams
Mon, Dec 30, 6:00 PM
Bronzeville Winery
BRONZEVILLE WINERY COLLECTIVE TASTING : Champagne Wishes & Caviar Dreams
Mon, Dec 30, 6:00 PM
Bronzeville Winery
Champagne & Sparkling Wine Fest at Hubbard Inn - Tastings Included
Sat, Feb 15, 5:00 PM
Hubbard Inn
Champagne & Sparkling Wine Fest at Hubbard Inn - Tastings Included
Sat, Feb 15, 5:00 PM
Hubbard Inn
Cheese 101: Guided Italian Cheese Tasting
Sat, Jan 11, 3:00 PM
Eataly Chicago
Cheese 101: Guided Italian Cheese Tasting
Sat, Jan 11, 3:00 PM
Eataly Chicago
Chicago Wine Fest at Hubbard Inn - Wine Tastings Included
Sat, Mar 8, 5:00 PM
Hubbard Inn
Chicago Wine Fest at Hubbard Inn - Wine Tastings Included
Sat, Mar 8, 5:00 PM
Hubbard Inn
Sales end soon
Oro Chocolate and Coffee Tour
Saturday at 11:00 AM + 70 more
1553 North Milwaukee Avenue, Chicago, IL, USA
Sales end soon
Oro Chocolate and Coffee Tour
Saturday at 11:00 AM + 70 more
1553 North Milwaukee Avenue, Chicago, IL, USA
2025 Chicago Summer Tequila Tasting Festival (July 26)
Sat, Jul 26, 2:30 PM
Chicago
2025 Chicago Summer Tequila Tasting Festival (July 26)
Sat, Jul 26, 2:30 PM
Chicago
Winter White and Rose Wines
Sat, Jan 18, 2:00 PM
Rogers Park Social
Winter White and Rose Wines
Sat, Jan 18, 2:00 PM
Rogers Park Social
Tasting at Ten - Chicago
Friday at 10:00 AM + 52 more
Counter Culture Coffee
Tasting at Ten - Chicago
Friday at 10:00 AM + 52 more
Counter Culture Coffee
No Somms Allowed: Greece and the Islands!
Sat, Feb 1, 2:00 PM
Rogers Park Social
No Somms Allowed: Greece and the Islands!
Sat, Feb 1, 2:00 PM
Rogers Park Social
2025 Chicago Summer Whiskey Tasting Festival (August 23)
Sat, Aug 23, 2:30 PM
Downtown Chicago
2025 Chicago Summer Whiskey Tasting Festival (August 23)
Sat, Aug 23, 2:30 PM
Downtown Chicago
Wine & Bingo we sample 10 different wine and 5 cheeses with entertainment
Fri, Jan 10, 7:00 PM
4025 S Western Ave
Wine & Bingo we sample 10 different wine and 5 cheeses with entertainment
Fri, Jan 10, 7:00 PM
4025 S Western Ave
Espresso Martini Fest at Hubbard Inn - Tastings Included
Sat, Jan 25, 5:00 PM
Hubbard Inn
Espresso Martini Fest at Hubbard Inn - Tastings Included
Sat, Jan 25, 5:00 PM
Hubbard Inn
Wine Industry Training pt. 1: Viticulture, Vinification, and Tasting Basics
Tue, Jan 7, 2:30 PM
Rogers Park Social
Wine Industry Training pt. 1: Viticulture, Vinification, and Tasting Basics
Tue, Jan 7, 2:30 PM
Rogers Park Social

NYE events are here. 🎉

2025 Chicago Winter Whiskey Tasting Festival (January 25)

2025 Chicago Winter Whiskey Tasting Festival (January 25)

The Sunday Sip - Wine and Dessert Tasting

The Sunday Sip - Wine and Dessert Tasting

2025 Chicago Winter Tequila Tasting Festival (February 15)

2025 Chicago Winter Tequila Tasting Festival (February 15)

Cidercon Tasting : Raise a Glass : A Celebration of Diverse Cider Voices

Cidercon Tasting : Raise a Glass : A Celebration of Diverse Cider Voices

No I.D. Alcohol-Free Cocktail Competition & Tasting Event 2025

No I.D. Alcohol-Free Cocktail Competition & Tasting Event 2025

Wine Tasting - Chicago

Wine Tasting - Chicago

BRONZEVILLE WINERY COLLECTIVE TASTING : Champagne Wishes & Caviar Dreams

BRONZEVILLE WINERY COLLECTIVE TASTING : Champagne Wishes & Caviar Dreams

Champagne & Sparkling Wine Fest at Hubbard Inn - Tastings Included

Champagne & Sparkling Wine Fest at Hubbard Inn - Tastings Included

Cheese 101: Guided Italian Cheese Tasting

Cheese 101: Guided Italian Cheese Tasting

Chicago Wine Fest at Hubbard Inn - Wine Tastings Included

Chicago Wine Fest at Hubbard Inn - Wine Tastings Included

Oro Chocolate and Coffee Tour

Oro Chocolate and Coffee Tour

2025 Chicago Summer Tequila Tasting Festival (July 26)

2025 Chicago Summer Tequila Tasting Festival (July 26)

Winter White and Rose Wines

Winter White and Rose Wines

Tasting at Ten - Chicago

Tasting at Ten - Chicago

No Somms Allowed: Greece and the Islands!

No Somms Allowed: Greece and the Islands!

2025 Chicago Summer Whiskey Tasting Festival (August 23)

2025 Chicago Summer Whiskey Tasting Festival (August 23)

Wine & Bingo we sample 10 different wine and 5 cheeses with entertainment

Wine & Bingo we sample 10 different wine and 5 cheeses with entertainment

Espresso Martini Fest at Hubbard Inn - Tastings Included

Espresso Martini Fest at Hubbard Inn - Tastings Included

Wine Industry Training pt. 1: Viticulture, Vinification, and Tasting Basics

Wine Industry Training pt. 1: Viticulture, Vinification, and Tasting Basics

Things to do around Chicago

Trends in Chicago

1. New years eve parties

2. December

3. New years eve

4. Christmas events

5. Nye party

6. Breakfast with santa

7. Christmas bar crawl

8. Christmas

9. Bollywood

10. Bar crawl

11. January

12. New years eve cruise