Wine Events in Chicago

Check out happening wine events all around Chicago, IL

Tarot Tuesday

 Tue, 11 Nov at 08:30 pm Colvin House Free

New Year's Eve Party 2026 at The 101 Chicago | City Lights & Fireworks

 Wed, 31 Dec at 09:00 pm The 101 Chicago | 19th Floor Registration USD 113 to 3,308

Chicago's BYOB Party Bus Holiday Lights Tour | Navy Pier

 Sat, 27 Dec at 05:00 pm Old Crow Smokehouse - Wrigleyville

Black Friday Weekend at The Bassment

 Fri, 28 Nov at 08:00 pm The Bassment Free

Auntie Shelia's Bingo Night

 Fri, 14 Nov at 07:00 pm Da Book Joint USD 0 to 7

Dinner on the Amalfi Coast

 Fri, 05 Dec at 06:00 pm necessary & sufficient coffee - Printers Row, South Dearborn Street, Chicago, IL, USA Free

Tarot Tuesday

 Tue, 09 Dec at 08:30 pm Colvin House Free

NO SOMMS ALLOWED: Sparkling Extravaganza!

 Sat, 13 Dec at 02:00 pm Rogers Park Social USD 50

Goddess Dinner and Fire Ritual

 Sun, 16 Nov at 06:00 pm Colvin House USD 13 to 50

World's Best Espresso Martini Cocktail Competition

 Sun, 16 Nov at 06:00 pm TRUCE USD 37

2026 Chicago Winter Tequila Tasting Festival (February 14)

 Sat, 14 Feb at 02:30 pm Downtown Chicago USD 0 to 440

Damien Escobar at City Winery - Chicago

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

AMFM L!ve | Season 2, Episode 2

 Thu, 20 Nov at 07:00 pm Working From_Fulton Market Free

An Evening with Eric Dregni

 Sat, 06 Dec at 05:00 pm Eataly Chicago USD 108

If You Insist Bottle Share

 Fri, 14 Nov at 07:00 pm WineStyles Chicago Free

Wine and Cheese: Holiday Edition

 Sat, 22 Nov at 03:00 pm Eataly Chicago USD 66

New Year's Eve Party 2026 at The LaSalle Chicago Hotel | Midnight Soiree

 Wed, 31 Dec at 09:00 pm The LaSalle Chicago, Autograph Collection USD 136 to 3,308

Weekly Wine Tasting

 Thu, 13 Nov at 06:00 pm WineStyles Chicago USD 13

An Afternoon of German Wine

 Sun, 16 Nov at 02:00 pm Grand Cru Chicago USD 23

GG Presents: The Game Awards Live Watch Party!

 Thu, 11 Dec at 07:00 pm Kinowerks USD 23

Thanksgiving Harvest Wine Pairing

 Wed, 19 Nov at 06:30 pm Vinoteca USD 39

Saturday in the City - A Food Wine and Spirits Adventure

 Sat, 06 Dec at 02:00 pm Hotel Chicago USD 155

Avery Sunshine at City Winery - Chicago

 Sat, 31 Jan City Winery - Chicago

CHEF’S DINNER

 Wed, 12 Nov at 06:30 pm 2269 N Lincoln Ave USD 179

Chicago's BYOB Party Bus Holiday Lights Tour | Navy Pier

 Fri, 05 Dec at 05:00 pm Old Crow Smokehouse - Wrigleyville

My Dear Friends Launches at Foxtrot Lincoln Park

 Wed, 10 Dec at 07:00 pm Foxtrot Lincoln Park USD 15

Golden Hour Featuring Luciano Antonio

 Thu, 13 Nov at 05:00 pm Epiphany Center for the Arts Free

St. Al’s Trivia

 Sat, 15 Nov at 05:00 pm 1429 W Wellington Ave, Chicago, IL

Wine-O Bingo

 Tue, 11 Nov at 06:30 pm WineStyles Chicago USD 11 to 13

Holiday Festa

 Sat, 13 Dec at 02:00 pm Eataly Chicago USD 55 to 71

Wine, not Whine!

 Wed, 12 Nov at 07:30 pm Merry Music Makers Free

Friendsgiving Cooking Experience by Chef Prep x Cocoa Social

 Fri, 21 Nov at 07:00 pm 4042 N Pulaski Rd USD 85 to 115

Latina Exchange Holiday Dinner

 Thu, 20 Nov at 06:00 pm Union League Club USD 135 to 215

3238 WINE TASTING CLASS-BECOME A WINE CONNOISSEUR:

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

Boney James at City Winery - Chicago

 Sat, 15 Nov at 06:00 pm City Winery - Chicago

NOUVEAU RELEASE / 1st ever CARBONIC MARQUETTE from our michigan hippie farm

 Thu, 20 Nov at 05:00 pm middle brow - bungalow USD 14

Paint & Sip Night!

 Sun, 16 Nov at 05:00 pm La Lunita USD 66

Holiday Fun with Fondue

 Tue, 23 Dec at 06:00 pm Eataly Chicago USD 71

Pigweed

 Mon, 17 Nov at 06:00 pm 7006 W Diversey Ave USD 120

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

 Tue, 18 Nov at 02:00 pm Rogers Park Social USD 23

Sip and Paint Workshop

 Thu, 13 Nov at 06:00 pm Winsome Clothing & Goods USD 75

NO SOMMS ALLOWED: Burgundy and Beaujolais

 Sat, 22 Nov at 02:00 pm Rogers Park Social USD 50

Classic Encounter with Terri Hemmert

 Thu, 20 Nov at 06:00 pm 220 S Michigan Ave, Chicago, IL, United States, Illinois 60604

An Evening in Tuscany: A Guided Wine Dinner @ Rosebud Little Italy

 Wed, 12 Nov at 06:00 pm Rosebud Taylor Street USD 95

Kirk Whalum at City Winery - Chicago

 Sun, 23 Nov at 05:00 pm City Winery - Chicago

Godfrey Wine Fest - Wine Tasting at I|O Godfrey Rooftop - Multiple Dates

 Sat, 15 Nov at 01:00 pm IO Godfrey Rooftop Lounge

Mischief and Mistletoe at City Winery - Chicago

 Sun, 21 Dec at 07:00 pm City Winery - Chicago

A Spirited Affair: Winter Floral Workshop & Wine Pairing with Prisoner Wine

 Wed, 10 Dec at 06:00 pm The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago USD 86

Chicago Exotic Paintings BYOB Wine & Paint Male Models

 Fri, 29 Jul at 07:00 pm 5425 W Lawrence Ave USD 23

Pre-Shift: A wine tasting for wine professionals

 Tue, 02 Dec at 02:00 pm Rogers Park Social USD 23

Chicago Rum Fest 2026

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

Classic Encounter with Terri Hemmert

 Thu, 05 Feb at 06:00 pm 220 S Michigan Ave, Chicago, IL, United States, Illinois 60604

Classic Encounter with Terri Hemmert

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

Get Lit: Santa's Book Fair

 Tue, 02 Dec at 05:30 pm American Writers Museum USD 8 to 29

3rd Fridays Free Admission Night with Museum Tour

 Fri, 21 Jul at 05:00 pm Heritage Museum of Asian Art Free

Ballroom Semi-Private Lessons

 Tue, 04 Apr at 06:45 pm Ballroom Dance Chicago USD 80

Chat & Cheers - Free Weekly Chicago Social Hour Every Thursday!

 Thu, 03 Apr at 07:00 pm Hopsmith Chicago Free

Robert Glasper at City Winery - Chicago

 Mon, 05 Jan at 06:00 pm City Winery - Chicago

Meet and Create! - Paint and Sip

 Sat, 10 Jul at 06:30 pm 1438 E 52nd St USD 39

Salsa Club Semi-Private Class (West Loop)

 Fri, 07 Feb at 08:15 pm Ballroom Dance Chicago Loft USD 80

Open Paint Night at Studio15 Art Gallery

 Fri, 11 Jul at 06:00 pm Studio15 / TVP Tech Solutions LLC USD 30

Romansia: A La Orient Romantic Dinner and Show

 Sun, 01 Dec at 05:00 pm Alhambra Palace Restaurant USD 45 to 55

The Halloween Bloom Bar - Create A Candle & A Halloween Floral Mini Pumpkin

 Sat, 25 Oct at 12:00 pm 3414 W Foster Ave USD 71 to 210

Chicago Wine Fest at Hubbard Inn - Tastings Included

 Sat, 18 Oct at 05:00 pm Hubbard Inn USD 31 to 69

Oro Chocolate and Coffee Tour

 Sat, 07 Dec at 11:00 am 1553 North Milwaukee Avenue, Chicago, IL, USA

First Dance Prep (West Loop)

 Thu, 07 Aug at 07:30 pm 845 W Fulton St #213 USD 80

Swing Dance Semi-Private Lessons

 Thu, 13 Apr at 06:45 pm Ballroom Dance Chicago USD 80

Bingo at ALK

 Wed, 18 Sep at 05:00 pm About Last Knife Free

✨ **Wine & Cocktail Chime** ✨

 Wed, 10 Sep at 06:30 pm 4591 S Archer Ave USD 13

Wine Down Wednesday

 Wed, 26 Feb at 06:30 pm Creative Sippin USD 35