Wine Events in Chicago

Check out happening wine events all around Chicago, IL

Fred Hammond at City Winery - Chicago

 Sat, 25 Apr City Winery - Chicago

Uncorked: Chicago

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

St. Patrick’s Day Bash at The Bassment

 Sat, 14 Mar at 08:00 am The Bassment Free

Vanessa Carlton

 Mon, 27 Apr City Winery - Chicago

Tony Rock at City Winery - Chicago

 Wed, 11 Mar at 07:30 pm City Winery - Chicago

Early Pour Club - TABLES FOR PURCHASE

 Sat, 14 Mar at 08:00 am Joy District USD 648

St. Patrick's River Dancing at Rebar 2026

 Sat, 14 Mar at 08:00 am Rebar USD 82 to 2,563

Sip Me, I'm Irish | Hubbard Inn | 12pm

 Sat, 14 Mar at 12:00 pm Hubbard Inn USD 56 to 109

Clover Club | 3rd Floor Hubbard Inn | 4pm

 Sat, 14 Mar at 04:00 pm Hubbard Inn USD 56 to 109

Wicked Sing-Along Drag Brunch at City Winery - Chicago

 Sat, 07 Mar at 12:00 pm City Winery - Chicago

Do Chicago-Style Street Art - Paint and Sip in Chicago | Classpop!™

 Wed, 11 Mar at 06:00 pm Studio W.I.P. USD 62

Cassadee Pope in Chicago

 Sun, 15 Mar at 07:30 pm City Winery Chicago

Do Chicago-Style Street Art - Paint and Sip in Chicago | Classpop!™

 Sat, 07 Mar at 09:30 pm Studio W.I.P. USD 62

Sip & Savor: Milan Aperitivo

 Fri, 06 Mar at 06:00 pm Eataly Chicago USD 71

Do Chicago-Style Street Art - Paint and Sip in Chicago | Classpop!™

 Sat, 07 Mar at 03:30 pm Studio W.I.P. USD 62

Hands-On: Ravioli and Filled Pastas

 Sat, 21 Mar at 04:00 pm Eataly Chicago USD 107

Jim Messina

 Sat, 21 Mar at 06:00 pm City Winery - Chicago

Do Chicago-Style Street Art - Paint and Sip in Chicago | Classpop!™

 Sat, 21 Mar at 08:30 pm Studio W.I.P. USD 62

Do Chicago-Style Street Art - Paint and Sip in Chicago | Classpop!™

 Wed, 18 Mar at 06:00 pm Studio W.I.P. USD 62

Adam Weiner

 Mon, 02 Mar at 06:00 pm City Winery - Chicago

Learn the Essentials of Homemade Sushi - Sushi Making Cooking Class in Chicago | Classpop!™

 Mon, 02 Mar at 07:00 pm Illuminated Brew Works USD 74

Chicago Lit Society: Harry Potter and the Sorcerer's Stone

 Sat, 21 Mar at 07:30 pm Beermiscuous USD 28 to 33

Do Chicago-Style Street Art - Paint and Sip in Chicago | Classpop!™

 Wed, 25 Mar at 06:00 pm Studio W.I.P. USD 62

City Reflections - Paint and Sip in Chicago | Classpop!™

 Fri, 06 Mar at 08:00 pm Pinot's Palette - Logan Square USD 56

Do Chicago-Style Street Art - Paint and Sip in Chicago | Classpop!™

 Sun, 01 Mar at 01:00 pm Studio W.I.P. USD 62

Monet’s Water Lilies II - Paint and Sip in Chicago | Classpop!™

 Wed, 25 Feb at 07:00 pm Pinot's Palette - Logan Square USD 49

Do Chicago-Style Street Art - Paint and Sip in Chicago | Classpop!™

 Thu, 26 Feb at 08:30 pm Studio W.I.P. USD 62

Soul Brunch - Aretha and the Women of Soul at City Winery - Chicago

 Sun, 22 Mar at 12:00 pm City Winery - Chicago

2026 Grace Giving Trivia Night

 Sat, 11 Apr at 05:30 pm Irish American Heritage Center Free

Paint Night Done Right - Chicago - Paint and Sip in Chicago | Classpop!™

 Thu, 12 Mar at 06:30 pm Wolf Point Distilling USD 55

CITY WINERY: THE R&B SING ALONG with SEAN MAC + JOE GLOBAL

 Mon, 16 Mar at 07:00 pm City Winery Chicago USD 130

Simply Starry Night "Your City" - Paint and Sip in Chicago | Classpop!™

 Fri, 20 Mar at 08:00 pm Pinot's Palette - Logan Square USD 56

Starry Night Ocean Tide - Paint and Sip in Chicago | Classpop!™

 Sun, 22 Mar at 05:00 pm Pinot's Palette - Logan Square USD 56

Hands-On: Ravioli and Filled Pastas

 Thu, 05 Mar at 06:00 pm Eataly Chicago USD 107

Do Chicago-Style Street Art - Paint and Sip in Chicago | Classpop!™

 Thu, 26 Mar at 06:00 pm Studio W.I.P. USD 62

Chicago Rum Fest 2026

 Sat, 25 Apr at 02:00 pm Logan Square Auditorium USD 26 to 301

Burke Beverages Wine Tasting

 Sat, 28 Feb at 04:00 pm Spirits & Spice Chicago Free

Serene Sunrise - Paint and Sip in Chicago | Classpop!™

 Sun, 22 Feb at 01:00 pm Pinot's Palette - Logan Square USD 56

Ghostly Gardens - Paint and Sip in Chicago | Classpop!™

 Wed, 25 Feb at 07:30 pm Pinot's Palette - Logan Square USD 49

Midnight Glow - Paint and Sip in Chicago | Classpop!™

 Sat, 28 Feb at 07:30 pm Pinot's Palette - Logan Square USD 56

Homemade Chocolate Confections - Cooking Class in Chicago | Classpop!™

 Mon, 23 Feb at 07:00 pm Illuminated Brew Works USD 74

Paint Night Done Right - Chicago - Paint and Sip in Chicago | Classpop!™

 Thu, 05 Mar at 06:30 pm Wolf Point Distilling USD 55

Uncorked at Hubbard Inn

 Thu, 26 Feb at 07:00 pm Hubbard Inn USD 29

Sushi Making With Chef Janet at a Local Distillery - Sushi Making Cooking Class in Chicago | Classpop!™

 Thu, 05 Mar at 05:30 pm Wolf Point Distilling USD 74

Guided Tasting: Italian Cheese 101

 Sat, 07 Mar at 03:00 pm Eataly Chicago USD 59

The Christi Show at City Winery - Chicago

 Sun, 08 Mar at 07:00 pm City Winery - Chicago

Pasta Making With Chef Janet at a Local Distillery - Pasta Making Cooking Class in Chicago | Classpop!™

 Thu, 12 Mar at 05:30 pm Wolf Point Distilling USD 74

Your City Night Glow - Paint and Sip in Chicago | Classpop!™

 Thu, 12 Mar at 07:30 pm Pinot's Palette - Logan Square USD 49

Van Gogh's Daisies and Poppies - Paint and Sip in Chicago | Classpop!™

 Sun, 15 Mar at 01:00 pm Pinot's Palette - Logan Square USD 56

Galaxy Lake - Paint and Sip in Chicago | Classpop!™

 Fri, 13 Mar at 08:00 pm Pinot's Palette - Logan Square USD 56

Make Potstickers From Scratch - Cooking Class in Chicago | Classpop!™

 Mon, 16 Mar at 07:00 pm Illuminated Brew Works USD 74

5 Course Wine Tasting Dinner

 Thu, 26 Feb at 06:30 pm 2413 S Oakley Ave, Chicago, IL

Blissful Blooms - Paint and Sip in Chicago | Classpop!™

 Wed, 04 Mar at 07:00 pm Pinot's Palette - Logan Square USD 49

Goldentide - Paint and Sip in Chicago | Classpop!™

 Sat, 21 Mar at 07:30 pm Pinot's Palette - Logan Square USD 56

March Madness Real Estate Networking Event @ Grapes & Grains: March 19th

 Thu, 19 Mar at 06:00 pm Grapes & Grains Piano Bar Cocktail Lounge USD 24 to 550

Darren Fleet at City Winery - Chicago

 Mon, 09 Mar City Winery - Chicago

RESCHEDULED | Wednesday | Super Secret Singles Dinner (24-34) | Hidden Location | Chicago

 Thu, 26 Feb at 01:00 am Hidden Location

Sushi Making With Chef Janet at a Local Distillery - Sushi Making Cooking Class in Chicago | Classpop!™

 Thu, 02 Apr at 05:30 pm Wolf Point Distilling USD 74

Perfecting the Preparation of Pasta - Pasta Making Cooking Class in Chicago | Classpop!™

 Mon, 06 Apr at 07:00 pm Illuminated Brew Works USD 74

Classic Encounter with Terri Hemmert

 Thu, 02 Apr at 06:00 pm 220 S Michigan Ave, Chicago, IL, United States, Illinois 60604

Golden Hour featuring Vivian Garcia

 Thu, 26 Feb at 05:00 pm 201 S. Ashland Avenue, Chicago, IL, United States, Illinois 60607

Van Gogh's Blue Vase - Paint and Sip in Chicago | Classpop!™

 Sat, 04 Apr at 03:30 pm Pinot's Palette - Logan Square USD 56

Wine Collective Tasting: Women's History Month Featuring Regine Rousseau

 Mon, 30 Mar at 06:00 pm Bronzeville Winery USD 29 to 55

Learn the Essentials of Homemade Sushi - Sushi Making Cooking Class in Chicago | Classpop!™

 Mon, 13 Apr at 07:00 pm Illuminated Brew Works USD 74

Wine Dinner at Offshore Rooftop

 Thu, 26 Mar at 06:00 pm OffShore Rooftop & Bar USD 93

My Brightest Diamond at City Winery - Chicago

 Thu, 16 Apr City Winery - Chicago

Richard Elliot

 Sat, 11 Apr at 06:00 pm City Winery - Chicago

Homemade Chocolate Confections - Cooking Class in Chicago | Classpop!™

 Thu, 16 Apr at 05:30 pm Wolf Point Distilling USD 74

Flash Class: Wine Wednesday

 Wed, 11 Mar at 06:30 pm Eataly Chicago USD 49

Homemade Chocolate Confections - Cooking Class in Chicago | Classpop!™

 Mon, 20 Apr at 07:00 pm Illuminated Brew Works USD 74

St. Patrick's River Dyeing Party 2026

 Sat, 14 Mar at 08:00 am Trump International Hotel & Tower® Chicago USD 93 to 253

Wine Collective Tasting: Black History Month Featuring Park Manor 75 Collab

 Mon, 23 Feb at 06:00 pm Bronzeville Winery USD 29 to 55

BYOB Sip & Paint Event - GLOW IN THE DARK "50 Shades of Color"

 Fri, 27 Feb at 07:00 pm Sip & Paint USD 43

Hands-On: Ravioli and Filled Pastas

 Tue, 24 Feb at 06:00 pm Eataly Chicago USD 107

Sip & Savor: Alpine Wine & Cheese

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

The Real Brush Hour- Chicago Launch

 Sat, 28 Feb at 06:00 pm 2147 S Lumber St USD 39

If You Insist Bottle Share

 Fri, 06 Mar at 07:00 pm WineStyles Chicago Free

Sip & Savor: Alpine Wine & Cheese

 Fri, 27 Feb at 06:30 pm Eataly Chicago USD 71

5th Annual Night for the NICU: Celebrating 15 Years of Impact

 Sat, 25 Apr at 06:30 pm Tree House Chicago USD 0 to 135

Flash Class: Salumi on Saturday

 Sat, 21 Mar at 01:00 pm Eataly Chicago USD 55

Tasha K at City Winery - Chicago

 Fri, 08 May at 07:30 pm City Winery - Chicago

Flash Class: Milan Aperitivo

 Mon, 02 Mar at 06:00 pm Eataly Chicago USD 49

Flash Class: Wine Happy hour

 Wed, 04 Mar at 07:00 pm Eataly Chicago USD 49

Pasta Making With Chef Janet at a Local Distillery - Pasta Making Cooking Class in Chicago | Classpop!™

 Thu, 14 May at 05:30 pm Wolf Point Distilling USD 74

Cooking & Comedy: Sushi & Sass Night!

 Fri, 27 Feb at 07:00 pm Get in the Kitchen USD 107

Dine & Demo: Spaghetti Carbonara

 Sun, 08 Mar at 12:00 pm Eataly Chicago USD 81

Wine and Cheese: Emilia Romagna

 Fri, 13 Mar at 06:00 pm Eataly Chicago USD 71

Classic Encounter with Terri Hemmert

 Thu, 11 Jun at 06:00 pm 220 S Michigan Ave, Chicago, IL, United States, Illinois 60604

Demo & Dine: Amatriciana

 Sun, 15 Mar at 12:00 pm Eataly Chicago USD 76

Hands-On: Gnocchi di Patate

 Mon, 16 Mar at 06:00 pm Eataly Chicago USD 103

Golden Hour featuring The Put On

 Fri, 27 Feb at 05:00 pm Epiphany Center for the Arts Free

Black Film Club Collective Presents: A Matinee + Mimosas at Three Cities

 Sun, 22 Feb at 02:00 pm Three Cities Social USD 15

Life is a Cabernet Wine Tasting

 Wed, 25 Feb at 06:30 pm Buzzed By ZEA - Salon & Bar USD 71

Cinque Smith x Residency Launch Party

 Fri, 27 Feb at 07:00 pm Selva | Located on the 7th floor of the Emily Hotel Free

BYOB Sip & Paint Class “Monet's Water Lilies”

 Sat, 28 Feb at 01:00 pm Sip & Paint USD 43

Painting the Roses Red

 Sun, 01 Mar at 05:00 pm ALMA Gallery 3636 S Iron St USD 157

Speakeasy Purim

 Tue, 03 Mar at 04:30 pm West Loop location provided upon ticket purchase USD 20 to 100

Copy of Spring Comedy Fling with Meechie Hall & Friends

 Sun, 15 Mar at 06:00 pm Wild Blossom Meadery and Winery USD 23

The Parlor Pour | A Curated Wine Dinner

 Thu, 02 Apr at 06:30 pm Colvin House USD 109

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

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