Wine Events in Chicago

Check out happening wine events all around Chicago, IL

80s vs 90s Night at the Zoo - An Adults Only Evening at Lincoln Park Zoo

 Sat, 19 Sep at 06:30 pm Lincoln Park Zoo USD 15 to 48

2026 Gold Coast Art Fair

 Sat, 20 Jun at 10:00 am Grant Park's Butler Field USD 13

Kandi Burruss at City Winery - Chicago

 Sat, 06 Jun at 07:30 pm City Winery - Chicago

Summer Wine Fest: Flights of Fancy

Sat, 18 Jul at 06:00 pm N Cannon Dr at W Fullerton Pkwy, Chicago, IL, United States, Illinois 60614

Chef BBQ 2026

 Thu, 10 Sep at 04:00 pm Green City Market Lincoln Park USD 211 to 3,500

Millennium Art Festival

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

Nephew Tommy at City Winery - Chicago

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

Chicago Wine Fest at Hubbard Inn - Tastings Included

 Sat, 24 Oct at 05:00 pm Hubbard Inn USD 25 to 42

Summer Wine Festa

 Sat, 20 Jun at 02:00 pm Eataly USD 73

Funkadesi - 30th Anniversary Celebration at City Winery - Chicago

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

Summer Fridays: Vino Days Edition

 Fri, 26 Jun at 04:00 pm Eataly Chicago USD 26

Brews & Bites: The Ultimate Coffee & Chocolate Expo

 Sun, 14 Jun at 03:00 pm 3430 N Lincoln Ave USD 20 to 297

Mindi Abair at City Winery - Chicago

 Thu, 02 Jul at 07:30 pm City Winery - Chicago

Hands-On Pasta Shaping Express Workshop

 Sat, 02 May Eataly Chicago USD 72

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

 Sat, 26 Sep at 02:30 pm Downtown Chicago USD 9 to 72

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

Salsa Speed Dating (ages 30-45)

 Sat, 20 Jun at 07:30 pm The Rooted Space USD 26 to 55

Hands-On: Pasta Shaping Express Workshop

 Sat, 06 Jun at 01:00 pm Eataly Chicago USD 72

Avia Popup - June 2026 - 8:30 Seating

 Fri, 12 Jun at 08:30 pm The Dining Room at Tree Studios USD 106 to 235

O-Town in Chicago

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

Chicago Exotic Paintings BYOB Wine and Paint Male Model

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

Bebel Gilberto at City Winery - Chicago

 Wed, 12 Aug at 07:30 pm City Winery - Chicago

Wine & Jazz: A Night Out

 Thu, 13 Aug at 07:30 pm City Winery Chicago USD 58 to 65

Salsa Speed Dating- Women seeking Women (ages 25+)

 Fri, 26 Jun at 07:00 pm The Rooted Space USD 39 to 55

Hands-On: Ravioli and Filled Pastas

 Sun, 15 Mar Eataly Chicago USD 107

SeJoe at City Winery - Chicago

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

From Here To The Moon - Paint and Sip in Chicago | Classpop!™

 Thu, 04 Jun at 07:30 pm Pinot's Palette - Logan Square USD 49

Smokey Mountain Morning - Paint and Sip in Chicago | Classpop!™

 Fri, 12 Jun at 08:00 pm Pinot's Palette - Logan Square USD 56

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

 Sun, 07 Jun at 05:00 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

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

 Sun, 21 Jun at 05:00 pm Pinot's Palette - Logan Square USD 56

Cosmic Reflection - Paint and Sip in Chicago | Classpop!™

 Fri, 26 Jun at 08:00 pm Pinot's Palette - Logan Square USD 56

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

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

Sip & Savor: Summer Wine & Cheese

 Fri, 10 Jul at 06:00 pm Eataly Chicago USD 79

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

 Sat, 11 Jul at 03:30 pm Pinot's Palette - Logan Square USD 56

Marc E Bassy at City Winery - Chicago

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

Groovy Lava Lamp - Paint and Sip in Chicago | Classpop!™

 Thu, 02 Jul at 07:00 pm Pinot's Palette - Logan Square USD 49

Kathy Mattea

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

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

 Fri, 17 Jul at 08:00 pm Pinot's Palette - Logan Square USD 56

Navy Pier Rooftop Paint and Sip!

 Thu, 11 Jun at 06:00 pm Offshore-Navy Pier

Stardust River - Paint and Sip in Chicago | Classpop!™

 Thu, 23 Jul at 07:30 pm Pinot's Palette - Logan Square USD 49

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

Seas the Day - Paint and Sip in Chicago | Classpop!™

 Sun, 26 Jul at 05:00 pm Pinot's Palette - Logan Square USD 56

Wine Tasting with Albert Bichot Wines - Chicago

 Sat, 20 Jun at 02:00 pm Spirits & Spice Chicago Free

Store Tour: Eat, Shop, Learn

 Sat, 28 Mar Eataly Chicago USD 55

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

 Thu, 13 Aug at 05:30 pm Wolf Point Distilling USD 74

THE ORIGIN CHICAGO MDW FRIDAY HAPPY HOUR SOCIAL

 Fri, 22 May at 06:00 pm 2010 W Armitage Ave Free

Chicago Cork Club x Vinoteca: Wines of Portugal

 Thu, 11 Jun at 07:00 pm Vinoteca USD 66

Flash Class: Fizz on Fridays

 Fri, 12 Jun at 06:30 pm Eataly Chicago USD 60

NATIONAL ROSÉ DAY: YAPPY HOUR SOCIAL

 Sat, 13 Jun at 05:00 pm Pup Social USD 0 to 22

Golden Hour Featuring Johnny Burgin and Noah Wotherspoon

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

Acaia x Tailwind Roasting: Horizon Coffee and Wine Tasting

 Thu, 11 Jun at 06:00 pm Tailwind Roasting Free

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

 Sat, 13 Jun at 03:30 pm Pinot's Palette - Logan Square USD 56

USA vs. Paraguay | Live Soccer · Five Iron Golf River North· June 12

 Fri, 12 Jun at 08:00 pm Five Iron Golf - River North USD 214

Drunk Dracula in Chicago

 Thu, 17 Sep at 07:00 pm Drunk Shakespeare Chicago USD 29 to 49

Moonshine - Paint and Sip in Chicago | Classpop!™

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

Sip & Savor: Wines & Cheeses for Grilling season

 Thu, 02 Jul at 06:00 pm Eataly Chicago USD 79

(June 9th)Confessions and Cocktails: An Island Watch Party (Drink included)

 Thu, 09 Jul at 07:00 pm Winnie's Chicago USD 17 to 49

Demo & Dine: Ragù alla Bolognese

 Sun, 12 Jul at 01:00 pm Eataly Chicago USD 85

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

 Fri, 26 Jun at 07:30 pm Pinot's Palette - Logan Square USD 56

Goblin Market After Hours — Pride Month Edition

 Fri, 26 Jun at 07:00 pm Goblin Market Manga & Curiosities, North Lincoln Avenue, Chicago, IL, USA USD 31

Fluorescent Pines - Paint and Sip in Chicago | Classpop!™

 Thu, 09 Jul at 07:00 pm Pinot's Palette - Logan Square USD 49

Singles Party @ Lone Owl for the 30ish - 45 Crowd

 Thu, 11 Jun at 05:30 pm Lone Owl USD 26

Roman Night at La Pizza & La Pasta

 Mon, 06 Apr at 07:00 pm Eataly Chicago USD 37

Naperville Mystery Picnic: Self-Guided Foodie Adventure

 Fri, 05 Jun at 12:00 pm Secret Location Chicago USD 70

R & Bling Thursdays

 Thu, 16 Apr at 06:30 pm KaLab Bronzeville USD 66 to 215

Small Pup Yoga + Wine Social Hosted at Hotel 55~pups under 20 pounds ONLY

 Sat, 06 Jun at 10:30 am Hotel 55 Chicago Downtown USD 21 to 39

Classic Encounter with Terri Hemmert

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

Christopher Williams at City Winery - Chicago

 Sun, 06 Sep at 05:00 pm City Winery - Chicago

D'Lai at City Winery - Chicago

 Sat, 08 Aug at 07:30 pm City Winery - Chicago

Colvin Concerts: Julia Smulson

 Tue, 14 Jul at 06:30 pm Colvin House USD 18

SpartyFest

 Fri, 21 Aug at 07:00 pm Hopsmith Chicago USD 50 to 93

Stems & Steins

 Sat, 26 Sep at 03:00 pm Norwood Park Historical Society Free

BYOB Sip & Paint Event - "50 Shades of Color"

 Fri, 05 Jun at 07:00 pm Sip & Paint USD 43

Creative Synergy: Honoring the LGBTQ+ Creative Community

 Thu, 11 Jun at 06:00 pm 1105 W Chicago Ave Free

AJ McQueen at City Winery - Chicago

 Wed, 24 Jun at 07:30 pm City Winery - Chicago

Arper Design Days Happy Hour

 Mon, 08 Jun at 04:00 pm Arper Chicago Showroom Free

Hands-On: Tiramisù Limoncello

 Sun, 03 May Eataly Chicago USD 98

St. Procopius Annual Kermes- Nuestra Fiesta 2026

 Fri, 31 Jul at 05:00 pm St. Procopius Church

Sejoe

 Thu, 04 Jun at 06:00 pm City Winery - Chicago

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

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

Intro to Ballroom Class For Couples

 Tue, 05 May at 06:00 pm Ballroom Dance Chicago USD 87

Beth White at City Winery - Chicago

 Mon, 29 Jun at 07:30 pm City Winery - Chicago

John Violinist at City Winery - Chicago

 Fri, 17 Jul at 06:00 pm City Winery - Chicago

Puppeteers For Fears - Robopocalypse: The Musical at City Winery - Chicago

 Sun, 05 Jul at 07:00 pm City Winery - Chicago

Nathan Chester and The Old Soul's Motown Revival Brunch at City Winery - Chicago

 Sun, 14 Jun at 12:00 pm City Winery - Chicago

Solo Para ellas!!! Summer edition

 Thu, 11 Jun at 07:00 pm 5004 S Archer Ave USD 55

Elizabeth Brunot

 Fri, 17 Jul City Winery - Chicago

3238 WINE TASTING CLASS-BECOME A WINE CONNOISSEUR:

 Fri, 05 Jun at 07:00 pm Discovery Center USD 42

Rosé & Rose: A Botanical Tasting Affair

 Sat, 18 Apr 3430 N Lincoln Ave USD 90 to 120

Get Lit: The Great American Heist

 Wed, 08 Jul at 05:00 pm American Writers Museum

Phyllis Yvonne Stickney at City Winery - Chicago

 Tue, 04 Aug at 07:30 pm City Winery - Chicago

Wine Class with Spirits & Spice Chicago

 Sun, 05 Apr at 02:00 pm Spirits & Spice Chicago Free

The Parlor Pour | A Curated Wine Dinner | Summer Menu Pairing

 Thu, 09 Jul at 06:30 pm Colvin House USD 109

Elizabeth Brunot at City Winery - Chicago

 Sat, 18 Jul at 08:00 pm City Winery - Chicago

NOTEL Private GRAPES in the ALLEY

 Sat, 29 Aug at 02:00 pm TBA Global USD 31 to 296

The Time Machine: The First Portal | 90s-2000s Paint & Sip Experience

 Sat, 06 Jun at 06:30 pm Tribe, A Healing Arts Community USD 0 to 55

Eric Roberson at City Winery - Chicago

 Thu, 30 Jul at 07:30 pm City Winery - Chicago