Wine Tastings, Dinners & Festivals

• Jan 18, 2026 (Sun)

No I.D. Alcohol-Free Cocktail Competition & Tasting Event 2026

• Jan 18, 2026 (Sun)

NA Margarita & Mocktail Making Masterclass @ Café Corazón Bay View

• Jan 19, 2026 (Mon)

Hands-On: Pasta Traditions From The South

• Jan 20, 2026 (Tue)

Hands-On: Focaccia

• Jan 20, 2026 (Tue)

Baking With Honeypie Bakeshop | Cherry Pies & Lattice Crust

• Jan 20, 2026 (Tue)

Handmade Ravioli Workshop

• Jan 20, 2026 (Tue)

Pasta Vs. Noodles Throwdown : Featuring Chris Jung Of Maxwells Trading

• Jan 20, 2026 (Tue)

American Airlines Global Wine Dinner Series: Rock & Rhône

• Jan 20, 2026 (Tue)

Monger's Favorite Perfect Pairings: Celebrating Nat'l Cheeselovers Day!

• Jan 21, 2026 (Wed)

Tequila Tasting At Federales In Fulton Market

• Jan 21, 2026 (Wed)

Baking With Honeypie Bakeshop | Savory Hand Pies

• Jan 21, 2026 (Wed)

Paint & Sip: Paint Your Pet Edition!

• Jan 21, 2026 (Wed)

Educational Wine Series - Sweets And Sips

• Jan 21, 2026 (Wed)

Beer Dinner

• Jan 21, 2026 (Wed)

Tequila Pairing Dinner

• Jan 22, 2026 (Thu)

Weekly Wine Tasting

• Jan 22, 2026 (Thu)

Rare Wine-uary: The Auvergne

• Jan 22, 2026 (Thu)

Deep Dish Pizza Classes With Pizzeria UNO

• Jan 22, 2026 (Thu)

A Spirited Affair: A Private Pour Series With UNDONE Spirits At The Gwen

• Jan 22, 2026 (Thu)

First Bites Bash 2026

• Jan 22, 2026 (Thu)

First Bites Bash

• Jan 22, 2026 (Thu)

Wine 101 - Sancerre

• Jan 22, 2026 (Thu)

Mediterranean Spain: Salt Air, Sun, Stone & The Art Of Resilience

• Jan 22, 2026 (Thu)

Mediterranean Spain: Salt Air, Sun, Stone & The Art Of Resilience

• Jan 22, 2026 (Thu)

Vines & Visionaries

• Jan 22, 2026 (Thu)

The Way Of The Cheese Board: A Workshop

• Jan 22, 2026 (Thu)

Homemade Gnocchi Cooking Class

• Jan 22, 2026 (Thu)

The Italians Do It Better: Italy’s Take On International Wine Grapes!

• Jan 22, 2026 (Thu)

Celebrating Dairy Animals: COW's Milk Cheeses

• Jan 23-30, 2026 (Fri-Fri)
• Jan 30-Feb 6, 2026 (Fri-Fri)
• Feb 6-8, 2026 (Fri-Sun)

Chicago Restaurant Week

• Jan 23, 2026 (Fri)

Spirits & Spice Chicago Whiskey Experience

• Jan 23, 2026 (Fri)

Spirits & Spice Oakbrook Whiskey Experience

• Jan 23, 2026 (Fri)

In-person Class: Cook Hulu's The Bear: Pasta Carbonara & Cake(Chicago)

• Jan 23, 2026 (Fri)
• Feb 27, 2026 (Fri)
• Jan 27, 2026 (Tue)

Essentials Of Wine & Cheese Pairing

• Jan 23, 2026 (Fri)

Wine & War - The France Edition

• Jan 24-25, 2026 (Sat-Sun)

2 Day INTERMEDIATE Sourdough Baking Workshop

• Jan 24, 2026 (Sat)

Bar Roma Cooking Class

• Jan 24, 2026 (Sat)

Latte Art For Beginners!

• Jan 24, 2026 (Sat)

Oro Chocolate And Coffee Tour

• Jan 24, 2026 (Sat)

Dovetail Brewery Tour

• Jan 24, 2026 (Sat)

West Loop Beer & Pizza Fest | Beer Tastings & Pizza Included

• Jan 24, 2026 (Sat)

Store Tour: Eat, Shop, Learn

• Jan 24, 2026 (Sat)

NO SOMMS ALLOWED: The Wines Of South Africa

• Jan 24, 2026 (Sat)

An Owner's Redemption Tasting

• Jan 24, 2026 (Sat)

2026 Chicago Winter Whiskey Tasting Festival (January 24)

• Jan 24, 2026 (Sat)

2026 Chicago Winter Whiskey Tasting Festival (January 24)

• Jan 24, 2026 (Sat)

Sips & Stems Winter Flower Arranging With Belle Fiori

• Jan 24, 2026 (Sat)

Sip & Create: Decoupage Oyster Shell Wine Charm

• Jan 24, 2026 (Sat)

The Bourbon Bash: A Spirits Tasting Experience

• Jan 24, 2026 (Sat)

Chef's Canvas Dinner

• Jan 24, 2026 (Sat)

Citrus Supper

• Jan 24-25, 2026 (Sat-Sun)

UFC 324 Viewing Party At Mac’s Wood Grilled

• Jan 25, 2026 (Sun)

An Introduction To Matcha (with Sip Society & Mylai Matcha)

• Jan 25, 2026 (Sun)

La Perdida Wine Tasting

• Jan 25, 2026 (Sun)

Wonton Party With The Chicago Meat Collective

• Jan 25, 2026 (Sun)

In-person Class: Classic French Macaron (Chicago)

• Jan 26, 2026 (Mon)

February Cocktail Preview

• Jan 26, 2026 (Mon)

A Taste Of Portugal

• Jan 27, 2026 (Tue)

Pre-Shift: A Wine Tasting For Wine Professionals---Alsace

• Jan 27, 2026 (Tue)

L St Supper Club: French Decadence Edition

• Jan 27, 2026 (Tue)

Pouring For A Purpose: A Fireside Wine Experience With SECC

• Jan 27, 2026 (Tue)

Stags' Leap Wine Dinner

• Jan 27, 2026 (Tue)

Pappy Van Winkle Tasting Experience

• Jan 27, 2026 (Tue)

An "Old Fashioned" Dinner Featuring Basil Hayden Bourbon

• Jan 27, 2026 (Tue)

Winter Olive Oil & Balsamic Tasting With Wine Pairings

• Jan 27, 2026 (Tue)

Antinori Wine Dinner

• Jan 27, 2026 (Tue)

Wine 101 ~ Uncorked Basics With Matt

• Jan 28, 2026 (Wed)

Scotch Tasting: Robert Burns Night

• Jan 28, 2026 (Wed)

Deep Dish Pizza Classes With Pizzeria UNO

• Jan 28, 2026 (Wed)

Stags' Leap Wine Dinner

• Jan 28, 2026 (Wed)

Baking With Honeypie Bakeshop | Biscuits Y'All

• Jan 28, 2026 (Wed)

Olive Oil, Balsamic & Wine Tasting Experience

• Jan 28, 2026 (Wed)

Tenuta Torciano Wine Tasting & Dinner

• Jan 28, 2026 (Wed)

Ancient Activities: Clay Carving & Wine Enjoyment

• Jan 29, 2026 (Thu)

Pizza Class With Matt Halack From Grateful Bites

• Jan 29, 2026 (Thu)

Weekly Wine Tasting

• Jan 29, 2026 (Thu)

Rare Wine-uary: The Jura

• Jan 29, 2026 (Thu)

Italian Wine Dinner @ BABYGOLD BARBECUE

• Jan 29, 2026 (Thu)

Deep Dish Pizza Classes With Pizzeria UNO

• Jan 29, 2026 (Thu)

Proof Is Overrated: An NA Pairing Dinner At Bar Sotto

• Jan 29, 2026 (Thu)

Closeout Wines Tasting

• Jan 29, 2026 (Thu)

The King Of Grapes - Cabernet Sauvignon

• Jan 29, 2026 (Thu)

Passion And Pioneers: Willamette Valley Pinot Noir

• Jan 29, 2026 (Thu)

Passion And Pioneers: Willamette Valley Pinot Noir

• Jan 29, 2026 (Thu)

Tenuta Torciano Wine Tasting & Dinner

• Jan 29, 2026 (Thu)

Winter Time Blues: Our Annual Guided Tasting Of Blue Cheese

• Jan 30, 2026 (Fri)

Flavor Playground: Learn How To Taste And Smell Better.

• Jan 30, 2026 (Fri)

Spirits & Spice Chicago Whiskey Experience

• Jan 30, 2026 (Fri)

Spirits & Spice Oakbrook Whiskey Experience

• Jan 30, 2026 (Fri)

Wine And Cheese: Winter Edition

• Jan 30, 2026 (Fri)

Tenuta Torciano Wine Tasting & Dinner

• Jan 30, 2026 (Fri)

Five-Course Wine Dinner At Porter Kitchen & Deck

• Jan 31, 2026 (Sat)

Noon Years Eve Party - Champagne Bottle Paint & Sip

• Jan 31, 2026 (Sat)

Latte Art For Beginners!

• Jan 31, 2026 (Sat)

French Classics With Chef David Koehn

• Jan 31, 2026 (Sat)

Oro Chocolate And Coffee Tour

• Jan 31, 2026 (Sat)

Dovetail Brewery Tour

• Jan 31, 2026 (Sat)

Store Tour: Eat, Shop, Learn

• Jan 31, 2026 (Sat)

815 Ale Fest 2026

• Jan 31, 2026 (Sat)

Guess The Wines Tasting

• Jan 31, 2026 (Sat)

Artisan Painted Bread Sip N Paint Class

• Jan 31, 2026 (Sat)

South Side + Friends Chef Series: Sanders BBQ (1/31)

• Jan 31, 2026 (Sat)

Meditation And Sri Lankan Dinner At The Temple

• Jan 31, 2026 (Sat)

Barrel Aged Spirits

• Jan 31, 2026 (Sat)

Begyle + Friends

• Feb 1, 2026 (Sun)

Cakescape Adventures With Kitchen Sink Studio

• Feb 1, 2026 (Sun)

Paint & Sip: Love Birds In A Tree With Hummingbird Vision Arts

• Feb 1, 2026 (Sun)

Paint & Sip: Cozy Winter Cabin

• Feb 1, 2026 (Sun)

Provence Wine Dinner : Le Bouchon X Rosenthal Wine Merchants

• Feb 2, 2026 (Mon)

Rare Scotch Whisky Tasting Experience - Chicago

• Feb 2, 2026 (Mon)

Pizzeria Due Chicago - Bourbon Pairing Dinner With Brothers Bond Bourbon

• Feb 2, 2026 (Mon)

Hands-On: Ravioli And Filled Pasta

• Feb 2, 2026 (Mon)

Learn The Essentials Of Homemade Sushi - Sushi Making Cooking Class In Chicago | Classpop!™

• Feb 3-4, 2026 (Tue-Wed)

Family Table: HEARTH

• Feb 3, 2026 (Tue)

Natural Wine & Natural Dye With Laila Textiles

• Feb 3, 2026 (Tue)

Valentine's Chocolates With Fazio's!

• Feb 3, 2026 (Tue)

Glunz Family Winery Wine Dinner At Volo

• Feb 4, 2026 (Wed)

Deep Dish Pizza Classes With Pizzeria UNO

• Feb 4, 2026 (Wed)

Wine And Cheese: Tastes Of The Winter Olympics

• Feb 4, 2026 (Wed)

Sip & Create: Paper Flower Bouquets

• Feb 4, 2026 (Wed)

Champagne: Pink & Green - Stylistic Diversity & Sustainable Frontiers

• Feb 4, 2026 (Wed)

Champagne: Pink & Green Wednesday, February 4, 2026 7:00 P.m.

• Feb 5, 2026 (Thu)

Make Epic Sushi With Chef Amerilis - Sushi Making Cooking Class In Chicago | Classpop!™

• Feb 5, 2026 (Thu)

Little Chill 2026

• Feb 5, 2026 (Thu)

Deep Dish Pizza Classes With Pizzeria UNO

• Feb 5, 2026 (Thu)

Champagne & Duck Dinner W/ Guest Chefs Rishi Kumar, Don Young & Eddie Lopez

• Feb 5, 2026 (Thu)

LoveLuvv Sparkling Wines Tasting

• Feb 5, 2026 (Thu)

Uncorking The Cape: South Africa’s New Wine Generation

• Feb 5, 2026 (Thu)

Uncorking The Cape: South Africa’s New Wine Generation

• Feb 5, 2026 (Thu)

Le Sud Wine Tasting - What Are Tannins?

• Feb 5, 2026 (Thu)

Romanian Wine Dinner

• Feb 5, 2026 (Thu)

Hands-On: Winter Cocktails

• Feb 5, 2026 (Thu)

Annual Chartreuse Dinner At Sepia

• Feb 5, 2026 (Thu)

Cheese & Chocolate: A Guided Tasting & Class

• Feb 5, 2026 (Thu)

UnMuddled Mixology Class @ Lone Owl Pub

• Feb 6, 2026 (Fri)

La Colombe's Public Coffee Workshop (CHI)

• Feb 6, 2026 (Fri)

Barolo To Valpolicella, Brunello To Zibibbo: The Italian Wine Festival

• Feb 6, 2026 (Fri)

Barolo To Valpolicella, Brunello To Zibibbo: The Italian Wine Festival

• Feb 6, 2026 (Fri)

Oysters At The Wine Bar

• Feb 6, 2026 (Fri)

Spirits & Spice Chicago Whiskey Experience

• Feb 6, 2026 (Fri)

Spirits & Spice Oakbrook Whiskey Experience

• Feb 6, 2026 (Fri)

Homemade Ravioli Cooking Class

• Feb 6, 2026 (Fri)

Sip & Savor: Alpine Wine & Cheese

• Feb 6, 2026 (Fri)

Couples Chocolate & Wine Tasting +Candle Making Experience

• Feb 7, 2026 (Sat)

Signs Of The Times: A Private Beer Ad Tour At Hopleaf

• Feb 7, 2026 (Sat)

Latte Art For Beginners!

• Feb 7, 2026 (Sat)

Oro Chocolate And Coffee Tour

• Feb 7, 2026 (Sat)

Barolo To Valpolicella, Brunello To Zibibbo: The Italian Wine Festival

• Feb 7, 2026 (Sat)

Barolo To Valpolicella, Brunello To Zibibbo: The Italian Wine Festival

• Feb 7, 2026 (Sat)

Dovetail Brewery Tour

• Feb 7, 2026 (Sat)

Sweetheart Afternoon Tea At Mon Ami Gabi

• Feb 7, 2026 (Sat)

Store Tour: Eat, Shop, Learn

• Feb 7, 2026 (Sat)

Beer & Cheese Pairing: A Guided Tasting & Class

• Feb 7, 2026 (Sat)

Craft And Community: A Tour Of Homewood Brewing Company

• Feb 7, 2026 (Sat)

Lidia Bastianich - The Art Of Pasta Dinner

• Feb 7, 2026 (Sat)

Couples Chocolate & Wine Tasting +Candle Making Experience

• Feb 7, 2026 (Sat)

Sushi Making With Chef Janet At A Local Distillery - Sushi Making Cooking Class In Chicago | Classpop!™

• Feb 7, 2026 (Sat)

"For The LOVE Of WINE" - Wine Tasting & 4-Course Dinner

• Feb 8, 2026 (Sun)

Wine & Design - Winter Floral Workshop With Flora Elements

• Feb 8, 2026 (Sun)

ValenWine Prix Fixe Dinner & Wine Pairing

• Feb 10, 2026 (Tue)

Chappellet Wine Dinner

• Feb 10, 2026 (Tue)

Chappellet Wine Dinner

• Feb 10, 2026 (Tue)

Tequila & Tacos Tasting

• Feb 11, 2026 (Wed)

Valentine's Chocolate & Wine Pairing With Fazio's Chocolates

• Feb 11, 2026 (Wed)
• Feb 12, 2026 (Thu)

Aphro-cheese-iacs: Our Valentine's Day Themed Tasting

• Feb 12, 2026 (Thu)

Wine And Chocolate—A Perfect Pair

• Feb 12, 2026 (Thu)

“I Can’t Believe It’s Not Champagne!”

• Feb 12, 2026 (Thu)

“I Can’t Believe It’s Not Champagne!”

• Feb 12, 2026 (Thu)

Better Together: A Cheese & Wine Pairing Workshop

• Feb 13, 2026 (Fri)
• Feb 14, 2026 (Sat)

Dove's Deluxe - Valentine's Day

• Feb 13, 2026 (Fri)

Oysters At The Wine Bar

• Feb 13, 2026 (Fri)

Caviar At The Wine Bar

• Feb 13, 2026 (Fri)

Wine And Chocolate—A Perfect Pair

• Feb 14, 2026 (Sat)

2026 Chicago Winter Tequila Tasting Festival (February 14)

• Feb 14, 2026 (Sat)

Date Night Paint & Sip: Just The Two Of Us!

• Feb 14, 2026 (Sat)

Valentine's Crush - Winemaking Experience Dinner & Grape Stomp.

• Feb 15, 2026 (Sun)

Bubbles & Brie: A February Favorite

• Feb 15, 2026 (Sun)

Champagne & Cheese: A Guided Tasting & Class

• Feb 18, 2026 (Wed)

Essentials Of Wine & Cheese Pairing: Celebrating National Drink Wine Day!

• Feb 19, 2026 (Thu)

American Airlines Global Wine Dinner Series: Australia Vs. New Zealand

• Feb 19, 2026 (Thu)

Our Favorite Producers: International Cheeses

• Feb 20, 2026 (Fri)

Schaefer's 32nd Annual Warehouse Sale

• Feb 20, 2026 (Fri)

Domaine Henri Rebourseau — Stewardship Written In Stone

• Feb 21, 2026 (Sat)

Schaefer's 32nd Annual Warehouse Sale - Day 2

• Feb 21, 2026 (Sat)

Italian Wines & Rinds

• Feb 24, 2026 (Tue)

French Bistro Dinner Classics

• Feb 24, 2026 (Tue)

Pappy Van Winkle Tasting Experience

• Feb 26, 2026 (Thu)

Through The Fog, Toward Beauty: An Evening Inside Nebbiolo’s Quiet Power

• Feb 26, 2026 (Thu)

Through The Fog, Toward Beauty: An Evening Inside Nebbiolo’s Quiet Power

• Feb 28, 2026 (Sat)

Unlocking Your Home Bar - Essentials For Cocktail Lovers

• Mar 4, 2026 (Wed)

Paint & Sip: Italian Vineyard!

• Mar 6, 2026 (Fri)

Oysters At The Wine Bar

• Mar 7, 2026 (Sat)

Spring GRAND Wine Tasting

• Mar 8, 2026 (Sun)

Paint & Sip: Paint Your Pet Edition! March

• Mar 12, 2026 (Thu)

From Tip To Toe—A Wine Tour Of Italy

• Mar 12, 2026 (Thu)

Le Sud Wine Tasting - Women Winemakers

• Mar 13, 2026 (Fri)

Domaine Leflaive: At The Apex Of Puligny-Montrachet, WWS 20th Anniversary T

• Mar 13, 2026 (Fri)

Oysters At The Wine Bar

• Mar 13, 2026 (Fri)

WWS 20th Anniversary Series: Biondi-Santi, Where Brunello Began

• Mar 14, 2026 (Sat)

St. Patrick's Day 2026 With Tullamore D.E.W.- RPM VIP Table (8-10 Guests)

• Mar 14, 2026 (Sat)

St. Patrick's Day 2026 With Tullamore D.E.W. - RPM VIP Table (2 Guests)

• Mar 14, 2026 (Sat)

Step Into The Cirque At Bridge Communities’ Wine Women & Shoes

• Mar 14, 2026 (Sat)

Famous Liquors Forest Park Spring Grand Wine Tasting Come Taste 148+ Wines

• Mar 14, 2026 (Sat)

From Tip To Toe—A Wine Tour Of Italy

• Mar 14, 2026 (Sat)

UNCORKED: CHICAGO WINE FESTIVAL Field Museum

• Mar 18, 2026 (Wed)

An Evening With Staglin Family Wines

• Mar 19, 2026 (Thu)

Tuscan Farmhouse

• Mar 20, 2026 (Fri)

American Airlines Global Wine Dinner Series: South Africa Rising

• Mar 22, 2026 (Sun)

The 8th Edition Of Third Coast Soif

• Mar 24, 2026 (Tue)

Spring Olive Oil & Balsamic Tasting With Wine Pairings

• Mar 25, 2026 (Wed)

Spring Olive Oil, Balsamic & Wine Tasting Experience With Oliva Di Vita

• Mar 28, 2026 (Sat)

An Introduction Into The World Of Whiskey

• Apr 1, 2026 (Wed)

Spring Chocolate & Wine Pairing With Fazio's Chocolates

• Apr 3, 2026 (Fri)

Oysters At The Wine Bar

• Apr 8, 2026 (Wed)

Paint & Sip: Cherry Blossom Tree With Hummingbirds Vision Arts

• Apr 9, 2026 (Thu)

Legends Of Wine

• Apr 10, 2026 (Fri)
• Apr 10, 2026 (Fri)

The Winners Table: Gold Medal Wines & Lavish Charcuterie

• Apr 10, 2026 (Fri)

Oysters At The Wine Bar

• Apr 11, 2026 (Sat)

Legends Of Wine

• Apr 15, 2026 (Wed)

Trefethen Family Wine Dinner

• Apr 16, 2026 (Thu)

Le Sud Wine Tasting - Organic/Biodynamic Winemaking

• Apr 17, 2026 (Fri)

American Airlines Global Wine Dinner Series: Greek Classics

• Apr 22, 2026 (Wed)

Sip & Create: Olive Oil Bottle Painting

• Apr 23, 2026 (Thu)

Pop Open A Party—Great Sparkling Wines

• Apr 23, 2026 (Thu)

Coastal Italian Seafood Night

• Apr 25, 2026 (Sat)

Chicago Rum Festival 2026

• Apr 25, 2026 (Sat)

Salud! An Introduction To Tequila & Mezcal

• May 1, 2026 (Fri)

Wine & Design - Winter Floral Workshop With Flora Elements

• May 3, 2026 (Sun)

Wine & Design - Spring Floral Workshop With Flora Elements

• May 3, 2026 (Sun)

Sips & Stems Spring Flower Arranging With Belle Fiori

• May 6, 2026 (Wed)

Spring Chocolate & Wine Pairing With Fazio's Chocolates

• May 8, 2026 (Fri)

Oysters At The Wine Bar

• Jun 5, 2026 (Fri)

Oysters At The Wine Bar June

• Jun 12, 2026 (Fri)

Oysters At The Wine Bar

• Jun 24, 2026 (Wed)

Cork Craziness: Cork Projects With Pretty Please

• Jul 1, 2026 (Wed)

Sips & Stems Summer Flower Arranging With Belle Fiori

• Jul 14, 2026 (Tue)

Wine & Design - Summer Floral Workshop With Flora Elements

• Aug 12, 2026 (Wed)

Paint & Sip: Sunset Fox In The Forest With Hummingbird Vision Arts

• Sep 9, 2026 (Wed)

Howard's Wine Tour September 2026 With Phil Bernstein, MacArthur Beverages

• Oct 7, 2026 (Wed)

Fall Chocolate & Wine Pairing With Fazio's Chocolates

• Oct 14, 2026 (Wed)

Fall Chocolate & Wine Pairing With Fazio's Chocolates

• Oct 20, 2026 (Tue)

Fall Olive Oil & Balsamic Tasting With Wine Pairings

• Oct 21, 2026 (Wed)

Fall Olive Oil, Balsamic & Wine Tasting Experience With Oliva Di Vita

• Nov 4, 2026 (Wed)

Knit & Sip: Knitted Pumpkins With Pretty Please

• Nov 11, 2026 (Wed)

Holiday Chocolate & Wine Pairing With Fazio's

• Nov 18, 2026 (Wed)

Holiday Chocolate & Wine Pairing With Fazio's

• Nov 23, 2026 (Mon)

Sips & Stems Holiday Flower Arranging With Belle Fiori

• Nov 23, 2026 (Mon)

Wine & Design - Fall Floral Workshop With Flora Elements