Wine Events in Chicago

Check out happening wine events all around Chicago, IL

Belmont-Sheffield Music Festival

 Fri, 22 May at 04:00 pm 3200 N Sheffield Ave, Chicago, IL 60657-2211, United States

Vanessa Carlton

 Mon, 27 Apr City Winery - Chicago

Fred Hammond at City Winery - Chicago

 Sat, 25 Apr at 05:00 pm City Winery - Chicago

Taste of Northalsted Spring 2026

 Sat, 25 Apr at 01:00 pm Northalsted

Iron & Wine with Improvement Movement

 Wed, 06 May at 01:00 am Thalia Hall - Chicago

Andersonville Wine Walk

Sun, 17 May at 03:00 pm Andersonville, Chicago, Il

Nephew Tommy at City Winery - Chicago

 Fri, 24 Jul at 07:30 pm City Winery - Chicago

Kentucky Derby Party at The J. Parker: Running of the Roses Party

 Sat, 02 May at 03:00 pm The J. Parker USD 16 to 523

Mother's Day Brunch Buffet With a View

 Sun, 10 May at 11:00 am Trump International Hotel & Tower® Chicago USD 71 to 253

Ladies Night: Paint, Sip & Sketch W/ Male Model

 Sat, 23 May at 07:00 pm 758 W North Ave Free

Derby Day at Hubbard Inn

 Sat, 02 May at 04:00 pm Hubbard Inn USD 50 to 648

N.U.E Dugout ⚾️

 Wed, 06 May at 06:40 pm Wrigely Field

Millennium Art Festival

 Sat, 27 Jun at 10:00 am 180 N Stetson Ave Free

Sunflowers in a Glass - Paint and Sip in Chicago | Classpop!™

 Sat, 02 May at 03:30 pm Pinot's Palette - Logan Square USD 56

Mothers Day Dinner & Demo: Classic Italian Sauces

 Sun, 10 May at 05:00 pm Eataly Chicago USD 151

Spring Wine Stroll 2026

 Thu, 07 May at 06:00 pm Lincoln Square Ravenswood neighborhood USD 27 to 64

A Taste of Spain! Pintxos with Chef Marcos Campos! 🍽️🌎

 Thu, 14 May at 06:00 pm 40 S Halsted St, Chicago, IL 60661-3506, United States

Chef’s Dinner: Primavera

 Sat, 16 May at 07:00 pm Eataly Chicago USD 144

Mother's Day Hands-On: Ravioli and Filled Pastas with Brunch Buffet

 Sun, 10 May at 12:00 pm Eataly Chicago USD 151

Chicago Rum Fest 2026

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

Colin James with Matt Andersen and Terra Lightfoot at City Winery - Chicago

 Mon, 27 Apr at 07:30 pm City Winery - Chicago

O-Town in Chicago

 Sun, 30 Aug at 07:30 pm City Winery Chicago

Brews & Bites: The Ultimate Coffee & Chocolate Expo

 Sat, 25 Apr at 03:00 pm 3430 N Lincoln Ave USD 20 to 297

Mother's Day in Somerset

 Sun, 10 May at 10:00 am Somerset

Mindi Abair at City Winery - Chicago

 Thu, 02 Jul City Winery - Chicago

My Happiest Hour - Paint and Sip in Chicago | Classpop!™

 Sun, 26 Apr at 01:00 pm Pinot's Palette - Logan Square USD 56

Blossom Moon River - Paint and Sip in Chicago | Classpop!™

 Wed, 29 Apr at 07:00 pm Pinot's Palette - Logan Square USD 49

Bluebonnet Wine Bottle - Paint and Sip in Chicago | Classpop!™

 Thu, 30 Apr at 07:30 pm Pinot's Palette - Logan Square USD 56

Funkadesi - 30th Anniversary Celebration at City Winery - Chicago

 Thu, 04 Jun at 07:30 pm City Winery - Chicago

Kentucky Derby Party at Parlay (Lincoln Park): Welcome To The Infield

 Sat, 02 May at 03:00 pm Parlay Lincoln Park USD 14 to 156

Aurora Through the Trees - Paint and Sip in Chicago | Classpop!™

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

Tasha K at City Winery - Chicago

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

Motown Mothers VS Modern Daughters at City Winery - Chicago

 Tue, 12 May at 07:30 pm City Winery - Chicago

Star Wars Trivia Night - Snakes & Lattes Chicago

 Tue, 05 May at 07:00 pm Snakes & Lattes Chicago USD 14 to 88

Mini - Love Mom Flowers - Paint and Sip in Chicago | Classpop!™

 Sun, 10 May at 10:30 am Pinot's Palette - Logan Square USD 44

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

David Broza at City Winery - Chicago

 Mon, 11 May at 07:30 pm City Winery - Chicago

Dine & Demo: Spaghetti Carbonara

 Sun, 03 May at 12:00 pm Eataly Chicago USD 91

Hands-On: Ravioli and Filled Pastas

 Sun, 15 Mar Eataly Chicago USD 107

Brews & Bites: The Ultimate Coffee & Chocolate Expo

 Sun, 03 May at 03:00 pm 3430 N Lincoln Ave USD 20 to 297

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

 Thu, 21 May Wolf Point Distilling USD 74

Whine Down with Jana Kramer And Friends at City Winery - Chicago

 Sat, 27 Jun at 07:30 pm City Winery - Chicago

Whine Down with Jana Kramer And Friends

 Fri, 26 Jun City Winery - Chicago

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

 Thu, 28 May at 05:30 pm Wolf Point Distilling USD 74

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

Eventide - Paint and Sip in Chicago | Classpop!™

 Sat, 23 May Pinot's Palette - Logan Square USD 56

Marc E Bassy at City Winery - Chicago

 Sun, 14 Jun at 07:30 pm City Winery - Chicago

Paris in Moonlight - Paint and Sip in Chicago | Classpop!™

 Sun, 07 Jun at 05:00 pm Pinot's Palette - Logan Square USD 56

Social Mingle Networking Event @ Moe's Cantina (River North)

 Fri, 24 Apr at 06:30 pm Moe's Cantina - River North Free

SeJoe at City Winery - Chicago

 Fri, 05 Jun at 07:00 pm City Winery - Chicago

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

 Sat, 25 Apr at 03:30 pm Pinot's Palette - Logan Square USD 56

Monet Inspired Flower Beds - Paint and Sip in Chicago | Classpop!™

 Sun, 21 Jun at 01:00 pm Pinot's Palette - Logan Square USD 56

Networking & Wine Tasting - Avli River North May 2nd, 2026

 Sat, 02 May at 05:00 pm Avli River North

Dine & Demo: Cacio e Pepe

 Sat, 30 May at 04:00 pm Eataly Chicago USD 91

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

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

Chicago Exotic Paintings BYOB Wine and Paint Male Model

 Fri, 10 Mar at 09:00 pm 5425 W Lawrence Ave USD 39

Ghosty Girly - Paint and Sip in Chicago | Classpop!™

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

Anna Konkle at City Winery - Chicago

 Sat, 09 May City Winery - Chicago

Moonshine - Paint and Sip in Chicago | Classpop!™

 Sat, 20 Jun at 07:30 pm Pinot's Palette - Logan Square USD 56

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

 Thu, 14 May at 07:30 pm Pinot's Palette - Logan Square USD 49

Sweet Sloth - Paint and Sip in Chicago | Classpop!™

 Sun, 17 May at 01:00 pm Pinot's Palette - Logan Square USD 56

Sushi Making With Chef Natalie - Sushi Making Cooking Class in Chicago | Classpop!™

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

Wild Flower Forest - Paint and Sip in Chicago | Classpop!™

 Sat, 27 Jun at 03:00 pm Pinot's Palette - Logan Square USD 56

Wine & Bites: Roman Pairings

 Wed, 29 Apr at 06:30 pm Eataly Chicago USD 81

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

 Sat, 04 Apr Pinot's Palette - Logan Square USD 56

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

 Sun, 19 Apr Pinot's Palette - Logan Square USD 56

Mesmerizing Beauty - Paint and Sip in Chicago | Classpop!™

 Thu, 16 Apr Pinot's Palette - Logan Square USD 49

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

 Thu, 16 Apr Pinot's Palette - Logan Square USD 49

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

 Thu, 30 Apr Pinot's Palette - Logan Square USD 56

Martin Sexton at City Winery - Chicago

 Fri, 09 Oct at 06:00 pm City Winery - Chicago

Mohini Dey at City Winery - Chicago

 Tue, 11 Aug at 06:00 pm City Winery - Chicago

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

 Sun, 31 May at 01:00 pm Pinot's Palette - Logan Square USD 56

Lilacs in a Glass - Paint and Sip in Chicago | Classpop!™

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

Cafe du Mom - Mother's Day

 Sun, 10 May at 11:00 am Hilton Chicago USD 50 to 85

Wine & Bites: Roman Pairings

 Fri, 01 May at 06:00 pm Eataly Chicago USD 91

Make Trendy Dubai Chocolate With Chef Natalie - Cooking Class in Chicago | Classpop!™

 Thu, 09 Jul at 05:30 pm Wolf Point Distilling USD 74

Hands-On:Filled Pastas Sardinian Culurgiones

 Wed, 13 May at 06:00 pm Eataly Chicago USD 120

Wine and Sushi | Chicago Wine Nights x Sushi Pink

 Wed, 29 Apr at 06:00 pm Sushi Pink USD 62

BYOB Sip & Paint Event - "Chicago Skyline"

 Sun, 26 Apr at 07:00 pm Sip & Paint USD 43

Kathy Mattea

 Sat, 20 Jun at 06:00 pm City Winery - Chicago

Classic Encounter with Terri Hemmert

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

Mirada Sip and Paint in Chicago

 Fri, 01 May at 07:00 pm Mirella’s Tavern USD 36

Uncorked & Unfiltered: a Wine & Comedy Experience

 Sat, 30 May at 08:00 pm BottlesUp! USD 50

Dine & Demo: Spaghetti Carbonara

 Sun, 26 Apr at 04:00 pm Eataly Chicago USD 81

Golden Hour featuring DJ Mwelwa

 Sat, 02 May at 05:00 pm Epiphany Center for the Arts Free

Sip + Paint

 Sun, 03 May at 06:00 pm Khepri Cafe USD 10 to 61

Stitch & Sip- Wine tasting with Sister-Arts Studio & Babble & Stich Yarn

 Fri, 22 May at 06:00 pm Eataly Chicago USD 51

Premium Spirits & Cigars Festival

 Sun, 03 May at 06:00 pm 3430 N Lincoln Ave USD 120 to 297

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

 Mon, 06 Apr Illuminated Brew Works USD 74

Cubist Portrait - Paint and Sip in Chicago | Classpop!™

 Thu, 23 Apr Pinot's Palette - Logan Square USD 49

Moon Over the Pines - Paint and Sip in Chicago | Classpop!™

 Sat, 02 May Pinot's Palette - Logan Square USD 56

Waterlilies, Monet Style - Paint and Sip in Chicago | Classpop!™

 Sun, 12 Apr Pinot's Palette - Logan Square USD 56

Mystical Mountain View - Paint and Sip in Chicago | Classpop!™

 Fri, 03 Apr Pinot's Palette - Logan Square USD 56

Jeff Mauro at City Winery - Chicago

 Fri, 01 May at 07:30 pm City Winery - Chicago

Wine Tasting & Music Pairing, sponsored by Siduri Wines

 Thu, 07 May at 04:00 pm Hawksmoor Chicago USD 66

Dine & Demo: Amatriciana

 Sun, 24 May at 12:00 pm Eataly Chicago USD 91

Hands-On: Tiramisù Limoncello

 Sun, 03 May at 04:00 pm Eataly Chicago USD 98

Hands-On Cheesemaking: Burrata

 Fri, 24 Apr Eataly Chicago USD 96

Mother's Day & Mimosas — A Special Paint & Sip Experience

 Fri, 08 May at 01:00 pm Art City USD 90

The Special Consensus

 Wed, 29 Apr at 06:00 pm City Winery - Chicago