Discover Wine Tasting Events & Activities in Chicago, IL

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
Wine Tasting - Oak Park
Saturday at 6:00 PM + 20 more
Oak Park
Sales end soon
Wine Tasting - Oak Park
Saturday at 6:00 PM + 20 more
Oak Park
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
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
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
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
Uncorked: Chicago
Sat, Mar 8, 7:00 PM
Field Museum
Uncorked: Chicago
Sat, Mar 8, 7:00 PM
Field Museum
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
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 Crawl Chicago - Be a Tourist In Your Own Town
TBD
Wine Crawl Chicago - Be a Tourist In Your Own Town
TBD
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
An Afternoon with Château de Pommard
Birch Road (Lincoln Park)
An Afternoon with Château de Pommard
Birch Road (Lincoln Park)
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
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
Exclusive Wine Dinner
Mon, Jan 27, 6:30 PM
Oliver’s
Exclusive Wine Dinner
Mon, Jan 27, 6:30 PM
Oliver’s
Wine Crawl Presents The Guilty Pleasures Experience (Waitlist )
Sat, Feb 22, 1:00 PM
TBD
Wine Crawl Presents The Guilty Pleasures Experience (Waitlist )
Sat, Feb 22, 1:00 PM
TBD
New Year's Eve Festa
Tue, Dec 31, 5:00 PM
Eataly Chicago
New Year's Eve Festa
Tue, Dec 31, 5:00 PM
Eataly Chicago
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
No Somms Allowed: Wine and Dumpling Pairing
Sat, Mar 15, 2:00 PM
Rogers Park Social
No Somms Allowed: Wine and Dumpling Pairing
Sat, Mar 15, 2:00 PM
Rogers Park Social

NYE events are here. 🎉

Chicago Wine Fest at Hubbard Inn - Wine Tastings Included

Chicago Wine Fest at Hubbard Inn - Wine Tastings Included

Wine Tasting - Oak Park

Wine Tasting - Oak Park

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

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

Champagne & Sparkling Wine Fest at Hubbard Inn - Tastings Included

Champagne & Sparkling Wine Fest at Hubbard Inn - Tastings Included

BRONZEVILLE WINERY COLLECTIVE TASTING : Champagne Wishes & Caviar Dreams

BRONZEVILLE WINERY COLLECTIVE TASTING : Champagne Wishes & Caviar Dreams

The Sunday Sip - Wine and Dessert Tasting

The Sunday Sip - Wine and Dessert Tasting

Uncorked: Chicago

Uncorked: Chicago

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

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

Espresso Martini Fest at Hubbard Inn - Tastings Included

Espresso Martini Fest at Hubbard Inn - Tastings Included

Wine Crawl Chicago - Be a Tourist In Your Own Town

Wine Crawl Chicago - Be a Tourist In Your Own Town

Winter White and Rose Wines

Winter White and Rose Wines

An Afternoon with Château de Pommard

An Afternoon with Château de Pommard

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

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

2025 Chicago Winter Tequila Tasting Festival (February 15)

2025 Chicago Winter Tequila Tasting Festival (February 15)

Exclusive Wine Dinner

Exclusive Wine Dinner

Wine Crawl Presents The Guilty Pleasures Experience (Waitlist )

Wine Crawl Presents The Guilty Pleasures Experience (Waitlist )

New Year's Eve Festa

New Year's Eve Festa

No Somms Allowed: Greece and the Islands!

No Somms Allowed: Greece and the Islands!

No Somms Allowed: Wine and Dumpling Pairing

No Somms Allowed: Wine and Dumpling Pairing

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