Wine Events in Chicago

Check out happening wine events all around Chicago, IL

Friday Night - Haunted Carnival

 Fri, 31 Oct at 10:00 pm LOFT 22 USD 26 to 34

Ireland vs. All Blacks After Party

 Sat, 01 Nov at 05:00 pm Millennium Hall USD 43 to 120

Damien Escobar at City Winery - Chicago

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

Welcome to the Freakshow

 Wed, 22 Oct at 06:30 pm Buzzed By ZEA - Salon & Bar USD 71

Boney James at City Winery - Chicago

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

2026 Chicago Winter Tequila Tasting Festival (February 14)

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

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

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

3221 WINE TASTING CLASS: Sparkling, Rose, Orange

 Fri, 07 Nov at 07:00 pm Discovery Center USD 42

Young Gun Silver Fox at City Winery - Chicago

 Sat, 25 Oct at 07:30 pm City Winery - Chicago

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

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

Norman Brown

 Fri, 07 Nov City Winery - Chicago

NO SOMMS ALLOWED: Candy and Wine Pairings!

 Sat, 25 Oct at 02:00 pm Rogers Park Social USD 45

Gamer Gathering @ Event Horizon!

 Fri, 07 Nov at 07:00 pm Event Horizon Gallery & VR Free

Golden Hour Featuring Luciano Antonio

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

Bruce McCulloch at City Winery - Chicago

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

Freddie Jackson at City Winery - Chicago

 Sun, 26 Oct at 07:00 pm City Winery - Chicago

Weekly Wine Tasting

 Thu, 23 Oct at 06:00 pm WineStyles Chicago USD 13

Norman Brown at City Winery - Chicago

 Sat, 08 Nov at 06:00 pm City Winery - Chicago

Paint & Sip Night!

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

Pumpkin Spice and Date Nights

 Sat, 08 Nov at 06:30 pm 4410 N Milwaukee Ave USD 93

Wine and Cheese: Holiday Edition

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

St. Al’s Trivia

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

Cold at City Winery - Chicago

 Sun, 02 Nov City Winery - Chicago

“Bottle & Barrel " Fall Mini Wine and Spirits Fest

 Sun, 02 Nov at 01:30 pm Fulton Street Collective USD 34 to 62

Sip & Paint: Celebrating the Puerto Rican Cuatro with Reynaldo ‘Guaracibo’ Rodriguez

 Sat, 25 Oct at 06:00 pm 3000 N Elbridge Ave, Chicago, IL, United States, Illinois 60618

NO SOMMS ALLOWED: Burgundy and Beaujolais

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

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

 Sat, 15 Nov at 01:00 pm IO Godfrey Rooftop Lounge USD 31 to 42

Wagyu, Whiskey, and Wine Dinner - Morton's Chicago (Downtown)

 Sat, 08 Nov at 06:30 pm Morton's The Steakhouse USD 149 to 178

Carminho at City Winery - Chicago

 Wed, 22 Oct at 07:30 pm City Winery - Chicago

Classic Encounter with Terri Hemmert

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

Paint Night: Honor Your Lost Pet This Día de los Muertos

 Sun, 26 Oct at 06:30 pm BottlesUp! USD 54

HEDAC Annual Fundraiser: Gather For A Cause

 Thu, 23 Oct at 06:00 pm Cassona Home USD 0 to 55

Laugh Learn And Lead-Hosted By /Comedian Jeremiah Frazier

 Tue, 28 Oct at 05:00 pm North Oak Park Avenue USD 20 to 25

Corks & Couture Wine Tasting & Fashion Show at The Promontory, Chicago at The Promontory

 Sat, 01 Nov at 03:00 pm The Promontory

Tarot Tuesday

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

3238 WINE TASTING CLASS-BECOME A WINE CONNOISSEUR:

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

The Psychology of Cults at City Winery - Chicago

 Tue, 28 Oct at 07:30 pm City Winery - Chicago

Young Wine Society X House Wine

 Wed, 29 Oct at 07:30 pm Barrel cheese & wine | cocktails | Event Space USD 49

Fall Wine Stroll 2025

 Thu, 06 Nov at 06:00 pm Lincoln Square Ravenswood neighborhood USD 43 to 64

Kirk Whalum at City Winery - Chicago

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

Nicky Mendelsohn's BUTT STUFF: a new cabaret

 Mon, 20 Oct at 07:00 pm Dorothy USD 20

An Exploration of South Africa: Visionary Wines

 Sun, 26 Oct at 03:00 pm Grand Cru Chicago USD 50

Tarot Tuesday

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

RL Book Club #103: "Our Share of the Night"

 Tue, 21 Oct at 07:30 pm Reed's Local

Educational Wine Series - Fall Feasts!

 Wed, 22 Oct at 06:30 pm WineStyles Chicago USD 31 to 37

Mischief and Mistletoe at City Winery - Chicago

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

Weekly Wine Tasting

 Thu, 30 Oct at 06:00 pm WineStyles Chicago USD 13

Chicago Exotic Paintings BYOB Wine & Paint Male Models

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

Copy of An Exploration of South Africa: Visionary Wines

 Tue, 28 Oct at 06:00 pm Grand Cru Chicago USD 50

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

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

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

Soif Solstice: Photography Exhibition, Wine Tasting, and Fundraiser

 Sun, 02 Nov at 02:00 pm Easy Does It USD 39 to 82

NO SOMMS ALLOWED: Sparkling Extravaganza!

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

Pre-Shift: A wine tasting for wine professionals

 Tue, 21 Oct at 02:00 pm Rogers Park Social USD 23

Latina Exchange Holiday Dinner

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

Wine-Not Wednesdays - Spirits & Spice Chicago Wine Tasting

 Wed, 10 Jan at 06:00 pm Spirits & Spice Chicago USD 13

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

Ballroom Semi-Private Lessons

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

Chante Moore at City Winery - Chicago

 Mon, 03 Nov at 07:30 pm City Winery - Chicago

BYOB Party Bus Holiday Lights Tour 'Tis The Season

 Fri, 19 Dec at 05:00 pm Headquarters Beercade

Get Lit: Santa's Book Fair

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

Chicago's BYOB Party Bus Holiday Lights Tour 'Tis The Season

 Fri, 28 Nov at 05:00 pm Headquarters Beercade

Chicago's BYOB Party Bus Holiday Lights Tour 'Tis The Season

 Fri, 05 Dec at 05:00 pm Headquarters Beercade

Chante Moore

 Sun, 02 Nov City Winery - Chicago

3rd Fridays Free Admission Night with Museum Tour

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

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

Wine Down Wednesdays

 Wed, 10 Sep at 08:00 pm Arabia Cafe Hookah Lounge Free

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

Napoli Night at La Pizza & La Pasta

 Mon, 01 Sep at 07:00 pm Eataly Chicago USD 37

First Dance Prep (West Loop)

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

The Fall Bloom Bar +Candle Making @Above Average Candle Studio

 Sat, 09 Aug at 12:00 pm 3414 W Foster Ave USD 61 to 237

Swing Dance Semi-Private Lessons

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

DILDOS AND BOTTLES BYOB

 Wed, 07 May at 06:00 pm 1142 W 18th St USD 39 to 77

In-person class: Spanish Tapas (Chicago)

 Wed, 28 Feb at 06:30 pm Chef Yanni's Place USD 75

Chicago's BYOB Party Bus Holiday Lights Tour 'Tis The Season

 Sun, 21 Dec at 04:00 pm Headquarters Beercade

Sip & Swirl: Wine Glass Painting Night

 Wed, 10 Sep at 06:00 pm 1142 W 18th St USD 45 to 87

Bingo at ALK

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

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

 Sat, 15 Nov IO Godfrey Rooftop Lounge

✨ **Wine & Cocktail Chime** ✨

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

Bottomless Mimosas on the Riverwalk - Every Weekend at Island Party Hut

 Sat, 03 May at 11:00 am Island Party Hut (between Lake Shore Drive and Columbus on the Riverwalk) USD 31

Wine Down Wednesday

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