What are the top free Wine tasting events happening in Chicago?

Here are the top free Wine tasting events in Chicago: If You Insist Bottle Share is happening on Fri 30 Jan 2026 from 7:00 PM onwards at WineStyles Chicago Broadway Tequila and Wine Sample Tasting is happening on Sat 17 Jan 2026 from 3:00 PM onwards at 5947 N Broadway, Chicago Copajn Vodka Tasting at Stelios (West Loop) is happening on Fri 30 Jan 2026 from 6:00 PM onwards at Stelios Bottles & Bites, Chicago Edgewater Tequila and Wine Tasting is happening on Fri 16 Jan 2026 from 5:30 PM onwards at Independent Spirits, Inc., Chicago

What are the Wine tasting events happening in Chicago This Weekend January 16-18 2026?

Here are the Wine tasting events happening this weekend January 16-18 2026 in Chicago: Wine and Cheese: Winter Edition is happening on Sat 17 Jan 2026 from 3:00 PM onwards at Eataly Chicago Broadway Tequila and Wine Sample Tasting is happening on Sat 17 Jan 2026 from 3:00 PM onwards at 5947 N Broadway, Chicago

What are the top Wine tasting events happening in Chicago?

Here are the top Wine tasting events in Chicago: Roscoe Village Wine Walk is happening on Fri 13 Feb 2026 from 5:30 PM onwards at Roscoe St from Paulina to Western, Chicago 2026 Chicago Top Shelf Tequila and Whiskey Tasting Festival (Sept 26) is happening on Sat 26 Sep 2026 from 2:30 PM onwards at Downtown Chicago Wine and Cheese: Winter Edition is happening on Sat 17 Jan 2026 from 3:00 PM onwards at Eataly Chicago 3238 WINE TASTING CLASS-BECOME A WINE CONNOISSEUR: is happening on Fri 16 Jan 2026 from 7:00 PM onwards at Discovery Center, Chicago a love ain't DIRT or CHEAP WINE tasting is happening on Thu 12 Feb 2026 from 5:00 PM onwards at middle brow - bungalow, Chicago If You Insist Bottle Share is happening on Fri 30 Jan 2026 from 7:00 PM onwards at WineStyles Chicago How To Get Away With Merlot is happening on Wed 28 Jan 2026 from 6:30 PM onwards at Buzzed By ZEA - Salon & Bar, Chicago Broadway Tequila and Wine Sample Tasting is happening on Sat 17 Jan 2026 from 3:00 PM onwards at 5947 N Broadway, Chicago Copajn Vodka Tasting at Stelios (West Loop) is happening on Fri 30 Jan 2026 from 6:00 PM onwards at Stelios Bottles & Bites, Chicago Edgewater Tequila and Wine Tasting is happening on Fri 16 Jan 2026 from 5:30 PM onwards at Independent Spirits, Inc., Chicago

What are the Wine tasting events happening in Chicago this January 2026?

Here are the Wine tasting events happening in Chicago in January 2026 : Wine and Cheese: Winter Edition is happening on Sat 17 Jan 2026 from 3:00 PM onwards at Eataly Chicago 3238 WINE TASTING CLASS-BECOME A WINE CONNOISSEUR: is happening on Fri 16 Jan 2026 from 7:00 PM onwards at Discovery Center, Chicago If You Insist Bottle Share is happening on Fri 30 Jan 2026 from 7:00 PM onwards at WineStyles Chicago How To Get Away With Merlot is happening on Wed 28 Jan 2026 from 6:30 PM onwards at Buzzed By ZEA - Salon & Bar, Chicago Broadway Tequila and Wine Sample Tasting is happening on Sat 17 Jan 2026 from 3:00 PM onwards at 5947 N Broadway, Chicago

Best Of Wine Tasting Events In Chicago | Wine Festivals In Chicago

Wine tasting events in Chicago

Fri, 13 Feb, 2026 - 05:30 PM

Roscoe Village Wine Walk

Roscoe St from Paulina to Western

USD 49
Sat, 26 Sep, 2026 - 02:30 PM

2026 Chicago Top Shelf Tequila and Whiskey Tasting Festival (Sept 26)

Downtown Chicago

Free
Sat, 17 Jan, 2026 - 03:00 PM

Wine and Cheese: Winter Edition

Eataly Chicago

USD 71
Fri, 16 Jan, 2026 - 07:00 PM

3238 WINE TASTING CLASS-BECOME A WINE CONNOISSEUR:

Discovery Center

USD 42
Thu, 12 Feb, 2026 - 05:00 PM

a love ain't DIRT or CHEAP WINE tasting

middle brow - bungalow

USD 14
Fri, 30 Jan, 2026 - 07:00 PM

If You Insist Bottle Share

WineStyles Chicago

Free
Wed, 28 Jan, 2026 - 06:30 PM

How To Get Away With Merlot

Buzzed By ZEA - Salon & Bar

USD 71
Sat, 17 Jan, 2026 - 03:00 PM

Broadway Tequila and Wine Sample Tasting

5947 N Broadway

Free
Fri, 30 Jan, 2026 - 06:00 PM

Copajn Vodka Tasting at Stelios (West Loop)

Stelios Bottles & Bites

Free
Fri, 16 Jan, 2026 - 05:30 PM

Edgewater Tequila and Wine Tasting

Independent Spirits, Inc.

Free
Thu, 15 Jan, 2026 - 05:00 PM

Exceptional Tequila & Wine Tasting

Chez

USD 23
Sat, 24 Jan, 2026 - 02:00 PM

NO SOMMS ALLOWED: The Wines of South Africa

Rogers Park Social

USD 45
Tue, 27 Jan, 2026 - 02:00 PM

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

Rogers Park Social

USD 23
Tue, 27 Jan, 2026 - 05:30 PM

Pouring for a Purpose: A Fireside Wine Experience with SECC

Mesler Kitchen | Bar | Lounge

Free
Thu, 05 Feb, 2026 - 07:00 PM

Which Reds Survive Dealcoholization?

Prāzbar, Non-Alcoholic Wine Shop

USD 61

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Upcoming Wine tasting events in Chicago

Date	Event	Venue
13 Feb 2026	Roscoe Village Wine Walk	Roscoe St from Paulina to Western, Chicago
17 Jan 2026	Wine and Cheese Winter Edition	Eataly Chicago
16 Jan 2026	3238 WINE TASTING CLASS-BECOME A WINE CONNOISSEUR	Discovery Center, Chicago
30 Jan 2026	If You Insist Bottle Share	WineStyles Chicago
17 Jan 2026	Broadway Tequila and Wine Sample Tasting	5947 N Broadway, Chicago
30 Jan 2026	Copajn Vodka Tasting at Stelios (West Loop)	Stelios Bottles & Bites, Chicago
27 Jan 2026	Pre-Shift A wine tasting for wine professionals---Alsace	Rogers Park Social, Chicago
05 Feb 2026	Which Reds Survive Dealcoholization	Prāzbar, Non-Alcoholic Wine Shop, Chicago
13 Jan 2026	Pre-Shift A wine tasting for wine professionals---Ros Wines	Rogers Park Social, Chicago
21 Feb 2026	West Loop Tequila and Wine Sample Tasting	Private Venue, Chicago

Date

Event

Venue

13 Feb 2026

Roscoe Village Wine Walk

Roscoe St from Paulina to Western, Chicago

17 Jan 2026

Wine and Cheese Winter Edition

Eataly Chicago

16 Jan 2026

3238 WINE TASTING CLASS-BECOME A WINE CONNOISSEUR

Discovery Center, Chicago

30 Jan 2026

If You Insist Bottle Share

WineStyles Chicago

17 Jan 2026

Broadway Tequila and Wine Sample Tasting

5947 N Broadway, Chicago

30 Jan 2026

Copajn Vodka Tasting at Stelios (West Loop)

Stelios Bottles & Bites, Chicago

27 Jan 2026

Pre-Shift A wine tasting for wine professionals---Alsace

Rogers Park Social, Chicago

05 Feb 2026

Which Reds Survive Dealcoholization

Prāzbar, Non-Alcoholic Wine Shop, Chicago

13 Jan 2026

Pre-Shift A wine tasting for wine professionals---Ros Wines

Rogers Park Social, Chicago

21 Feb 2026

West Loop Tequila and Wine Sample Tasting

Private Venue, Chicago

Wine tasting events in Chicago

Wine tasting events in Chicago

Wine tasting events in Chicago

Roscoe Village Wine Walk

2026 Chicago Top Shelf Tequila and Whiskey Tasting Festival (Sept 26)

Wine and Cheese: Winter Edition

3238 WINE TASTING CLASS-BECOME A WINE CONNOISSEUR:

a love ain't DIRT or CHEAP WINE tasting

If You Insist Bottle Share

How To Get Away With Merlot

Broadway Tequila and Wine Sample Tasting

Copajn Vodka Tasting at Stelios (West Loop)

Edgewater Tequila and Wine Tasting

Exceptional Tequila & Wine Tasting

NO SOMMS ALLOWED: The Wines of South Africa

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

Pouring for a Purpose: A Fireside Wine Experience with SECC

Which Reds Survive Dealcoholization?

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Wine tasting events from nearby cities

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Here are the top free Wine tasting events in Chicago:

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Wine tasting events in Chicago

Roscoe Village Wine Walk

2026 Chicago Top Shelf Tequila and Whiskey Tasting Festival (Sept 26)

Wine and Cheese: Winter Edition

3238 WINE TASTING CLASS-BECOME A WINE CONNOISSEUR:

a love ain't DIRT or CHEAP WINE tasting

If You Insist Bottle Share

How To Get Away With Merlot

Broadway Tequila and Wine Sample Tasting

Copajn Vodka Tasting at Stelios (West Loop)

Edgewater Tequila and Wine Tasting

Exceptional Tequila & Wine Tasting

NO SOMMS ALLOWED: The Wines of South Africa

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

Pouring for a Purpose: A Fireside Wine Experience with SECC

Which Reds Survive Dealcoholization?

Explore events by date

Trending Events in Chicago

Wine tasting events from nearby cities

Explore Events around you

Upcoming Wine tasting events in Chicago

FAQs

Here are the top free Wine tasting events in Chicago:

Here are the Wine tasting events happening this weekend January 16-18 2026 in Chicago:

Here are the top Wine tasting events in Chicago:

Here are the Wine tasting events happening in Chicago in January 2026 :

Explore more in Chicago

Wine tasting events from nearby cities