Wine Tastings, Dinners & Festivals

Wine Tastings, Dinners & Festivals

Near Oswego, Illinois

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Wed, September 9, 2026

Howard's Wine Tour September 2026

All Upcoming Local Events

149 Events listed within 60 miles.

60 miles 30 miles 15 miles
  • Aug 11-18, 2025 (Mon-Mon)
Happy Hours At Tuman’s Tap & Grill
Tuman's Tap & Grill | Chicago, IL
  • Aug 11, 2025 (Mon)
Sicilian Night At La Pizza E La Pasta
Eataly Chicago | Chicago, IL
  • Aug 11, 2025 (Mon)
Eat Their Words: Animal, Vegetable, Miracle
Hive Center for the Book Arts | Evanston, IL
  • Aug 12, 2025 (Tue)
8/12 Bloomingdale, IL - Small Bites & Wine Flights; Sweet & Salty
Cooper's Hawk Winery & Restaurant- Bloomingdale | Bloomingdale, IL
  • Aug 12, 2025 (Tue)
Steaks @ The Lake
Southern Shore Yacht Club | Chicago, IL
  • Aug 12, 2025 (Tue)
Gnocchi & Cannoli With Janet!
Get in the Kitchen | Chicago, IL
  • Aug 12, 2025 (Tue)
Wine-O Bingo
WineStyles Chicago | Chicago, IL
  • Aug 13, 2025 (Wed)
Bayou To Basque Pig Roast
Mon Ami Gabi - Chicago | Chicago, IL
  • Aug 13, 2025 (Wed)
Cheese 101: Guided Italian Cheese Tasting
Eataly Chicago | Chicago, IL
  • Aug 13, 2025 (Wed)
Wine-Not Wednesdays - Spirits & Spice Oakbrook Wine Tasting
Spirits & Spice | Oakbrook | Oak Brook, IL
  • Aug 13, 2025 (Wed)
Wine-Not Wednesdays - Spirits & Spice Chicago Wine Tasting
Spirits & Spice Chicago | Chicago, IL
  • Aug 13, 2025 (Wed)
Farmers Market Dinner
avec west loop | Chicago, IL
  • Aug 14, 2025 (Thu)
Slice Night!
Tievoli Pizza Bar, West Palatine Road, Palatine, IL, USA | Palatine, IL
  • Aug 14, 2025 (Thu)
Weekly Wine Tasting
WineStyles Chicago | Chicago, IL
  • Aug 14, 2025 (Thu)
A Spirited Affair: A Private Pour Series With LALO Tequila
The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago | Chicago, IL
  • Aug 14, 2025 (Thu)
Cadence Kitchen Whiskey Dinner
Cadence Kitchen & Co | Downers Grove, IL
  • Aug 14, 2025 (Thu)
Greek Feast
Table and Lain | Forest Park, IL
  • Aug 14, 2025 (Thu)
Perfect Pairings: Cheese & Jam
Beautiful Rind | Chicago, IL
  • Aug 14, 2025 (Thu)
Speed Friending At BITES Asian Kitchen + Bar
BITES Asian Kitchen + Bar | Chicago, IL
  • Aug 14, 2025 (Thu)
The Wines Of Greece
The Wine Goddess | Evanston, IL
  • Aug 15, 2025 (Fri)
Air & Water Show Preview - Friday 8/15
Shore Club | Chicago, IL
  • Aug 15, 2025 (Fri)
Wine University: Chardonnay
Heinen's Barrington | Barrington, IL
  • Aug 15, 2025 (Fri)
Soul Kitchen Chicago X JD Events Supper Club: FISH FRY
436 E 47th St 2nd fl | Chicago, IL
  • Aug 15, 2025 (Fri)
Dinner & Dancing: Tapas Making Class & Dancing Lessons!
Get in the Kitchen | Chicago, IL
  • Aug 16, 2025 (Sat)
Large Cabana (25) For Saturday - Air & Water Show 2025
Caffè Oliva | Chicago, IL
  • Aug 16, 2025 (Sat)
Medium Table (4) For Saturday Air & Water Show 2025
Caffè Oliva | Chicago, IL
  • Aug 16, 2025 (Sat)
Large Table (6) For Saturday Air & Water Show 2025
Caffè Oliva | Chicago, IL
  • Aug 16, 2025 (Sat)
Summer House Rosé Soirée Brunch
Summer House Lincoln Park – Chicago | Chicago, IL
  • Aug 16, 2025 (Sat)
  • Aug 17, 2025 (Sun)
Wine + Music On The Hill / Cave Tastings
August Hill Winery Wine on the Hill | Peru, IL
  • Aug 16, 2025 (Sat)
  • Aug 17, 2025 (Sun)
The Great American Lobster Fest
Navy Pier | Chicago, IL
  • Aug 16, 2025 (Sat)
Coates & Corks Wine Festival
Aquatorium | Gary, IN
  • Aug 16, 2025 (Sat)
Scott's Choices!
MainstreeT Wine & Spirits | LaGrange, Il
  • Aug 16, 2025 (Sat)
Summer Saturdays - Naples
Eataly Chicago | Chicago, IL
  • Aug 16, 2025 (Sat)
NO SOMMS ALLOWED: Spain Series--Galicia, Castilla Y Leon, And Rioja
Rogers Park Social | Chicago, IL
  • Aug 16, 2025 (Sat)
Around The World Of Rum With Transcontinental
Hala Kahiki Lounge | River Grove, IL
  • Aug 16, 2025 (Sat)
Live Music At The Tasting Room
August Hill Winery | Utica, IL
  • Aug 16, 2025 (Sat)
Cooking & Queens!: Pasta Night!
Get in the Kitchen | Chicago, IL
  • Aug 16-17, 2025 (Sat-Sun)
UFC 319 Viewing Party At Mac’s Wood Grilled
Mac's Wood Grilled | Chicago, IL
  • Aug 17, 2025 (Sun)
Bloody Mary Fest
Everts Park | Highwood, IL
  • Aug 17, 2025 (Sun)
Open House: Pinot Noir Celebration
ko-ze wine room | Glen Ellyn, IL
  • Aug 17, 2025 (Sun)
  • Aug 22, 2025 (Fri)
Orange Wines & Orange Rinds
Beautiful Rind | Chicago, IL
  • Aug 17, 2025 (Sun)
Sober & Black Tasting Lounge
2048 Non-Alc Wine Shop | Chicago, IL
  • Aug 17, 2025 (Sun)
Somm Battle - AJ Vs Richie
Le Bouchon | Chicago, IL
  • Aug 18, 2025 (Mon)
8/18 - St. Charles, IL - Aloha Kauwela
Cooper's Hawk Winery & Restaurant- St Charles, IL | St. Charles, IL
  • Aug 18, 2025 (Mon)
Sicilian Night At La Pizza E La Pasta
Eataly Chicago | Chicago, IL
  • Aug 19, 2025 (Tue)
Buckets & Bubbles
Ella Elli | Chicago, IL
  • Aug 19, 2025 (Tue)
Remedy Bar Paint And Sip
Remedy | Chicago, IL
  • Aug 19, 2025 (Tue)
In-person Class: Spanish Paella (Chicago)
Chef Yanni's Place | Chicago, IL
  • Aug 19, 2025 (Tue)
8/19 - St. Charles, IL - Aloha Kauwela
Cooper's Hawk Winery & Restaurant- St Charles, IL | St. Charles, IL
  • Aug 19, 2025 (Tue)
Chicago Mama’s Kitchen Private Dining Tasting Launch Dinner
Mart Anthony's Italian Restaurant | Chicago, IL
  • Aug 19, 2025 (Tue)
8/19- Merrillville , IN- Aloha Kauwela
Coopers Hawk Winery & Restaurant in Merrillville | Merrillville, IN
  • Aug 20, 2025 (Wed)
Geek Out With The Sommelier
Wine & Cheese Company | Plainfield, IL
  • Aug 20, 2025 (Wed)
Wine-Not Wednesdays - Spirits & Spice Oakbrook Wine Tasting
Spirits & Spice | Oakbrook | Oak Brook, IL
  • Aug 20, 2025 (Wed)
Gin Cocktail Dinner
Community Tavern | Chicago, IL
  • Aug 20, 2025 (Wed)
An Exploration Of The Willamette Valley
Grand Cru Chicago | Chicago, IL
  • Aug 20, 2025 (Wed)
Wine-Not Wednesdays - Spirits & Spice Chicago Wine Tasting
Spirits & Spice Chicago | Chicago, IL
  • Aug 20, 2025 (Wed)
Brasserie
Table and Lain | Forest Park, IL
  • Aug 20, 2025 (Wed)
An Evening With Maison Ferrand: Wednesday, August 20th.
Sepia | Chicago, IL
  • Aug 21, 2025 (Thu)
Wine And Cheese: Summer Edition
Eataly Chicago | Chicago, IL
  • Aug 21, 2025 (Thu)
Ice Cream & Cocktail Tasting Night
Clara's | Woodridge, IL
  • Aug 21, 2025 (Thu)
Weekly Wine Tasting
WineStyles Chicago | Chicago, IL
  • Aug 21, 2025 (Thu)
Amanda Barnes MW & El Che Steakhouse & Bar
El Che Steakhouse & Bar | Chicago, IL
  • Aug 21, 2025 (Thu)
Wine Fest On The Beach - Wine Tasting At North Ave. Beach
Shore Club Chicago | Chicago, IL
  • Aug 21, 2025 (Thu)
Maggiano's Oak Brook Presents Our Prisoner Wine Dinner
Maggiano's Little Italy | Oak Brook, IL
  • Aug 21, 2025 (Thu)
Perfect Pairings: Cheese & Crackers
Beautiful Rind | Chicago, IL
  • Aug 21, 2025 (Thu)
BeyoU Summer Bash!
BottlesUp! | Chicago, IL
  • Aug 22, 2025 (Fri)
  • Aug 23, 2025 (Sat)
  • Aug 24, 2025 (Sun)
Taste Of Greektown
315 S Halsted St. | Chicago, IL
  • Aug 22, 2025 (Fri)
A Cowboy Dinner On The Farm Feat. Piedmontese Steak
Susanna Farms | Lake Villa, IL
  • Aug 22, 2025 (Fri)
Maggiano's Naperville Presents Our Prisoner Wine Dinner
Maggiano's Little Italy | Naperville, IL
  • Aug 22, 2025 (Fri)
Maggiano's Old Orchard - Skokie Presents Our Prisoner Wine Dinner
Maggiano's Little Italy | Skokie, IL
  • Aug 22, 2025 (Fri)
Fook Hing Spicy Supper
Mango Pickle | Chicago, IL
  • Aug 22, 2025 (Fri)
Cooking & Queens: Sushi & Sass Night!
Get in the Kitchen | Chicago, IL
  • Aug 23, 2025 (Sat)
Brush & Brews
District Brew Yards | Chicago, IL
  • Aug 23, 2025 (Sat)
  • Aug 24, 2025 (Sun)
Lakeview Taco Fest
3500 N Southport Ave | Chicago, IL
  • Aug 23, 2025 (Sat)
  • Aug 24, 2025 (Sun)
10th Annual Chicago Sangria Festival
National Museum of Puerto Rican Arts & Culture | Chicago, IL
  • Aug 23, 2025 (Sat)
  • Aug 24, 2025 (Sun)
Wine + Music On The Hill / Cave Tastings
August Hill Winery Wine on the Hill | Peru, IL
  • Aug 23, 2025 (Sat)
Summer Wine Down
Gallagher Way | Chicago, IL
  • Aug 23, 2025 (Sat)
A Re-Welcome Back Tasting!
MainstreeT Wine & Spirits | LaGrange, Il
  • Aug 23, 2025 (Sat)
2025 Chicago Summer Whiskey Tasting Festival (August 23) LWE
Galeria Chicago | Chicago, IL
Buy Tickets
  • Aug 23, 2025 (Sat)
East Dundee 3rd Annual Wine Walk
Registration begins at The Depot | East Dundee, IL
  • Aug 23, 2025 (Sat)
Live Music At The Tasting Room
August Hill Winery | Utica, IL
  • Aug 23, 2025 (Sat)
West Chicago Food Festival
Downtown West Chicago | West Chicago, IL
  • Aug 23, 2025 (Sat)
Maggiano's Schaumburg Presents Our Prisoner Wine Dinner
Maggiano's Little Italy | Schaumburg, IL
  • Aug 24, 2025 (Sun)
An Exploration Of The Willamette Valley
Grand Cru Chicago | Chicago, IL
  • Aug 24, 2025 (Sun)
Romansia: A La Orient Romantic Dinner And Show
Alhambra Palace Restaurant | Chicago, IL
  • Aug 25, 2025 (Mon)
Apero Dinner X The Focaccia Mama
Apero | Chicago, IL
  • Aug 25, 2025 (Mon)
Sicilian Night At La Pizza E La Pasta
Eataly Chicago | Chicago, IL
  • Aug 26, 2025 (Tue)
Wine Education: Ancient Wine Regions
WineStyles Chicago | Chicago, IL
  • Aug 26, 2025 (Tue)
In-person Class: Spanish Tapas (Chicago)
Chef Yanni's Place | Chicago, IL
  • Aug 27, 2025 (Wed)
Wine-Not Wednesdays - Spirits & Spice Oakbrook Wine Tasting
Spirits & Spice | Oakbrook | Oak Brook, IL
  • Aug 27, 2025 (Wed)
Wine-Not Wednesdays - Spirits & Spice Chicago Wine Tasting
Spirits & Spice Chicago | Chicago, IL
  • Aug 28, 2025 (Thu)
Burger Bash
Olson's Ace Hardware | Park Ridge, IL
  • Aug 28, 2025 (Thu)
Flight School: Cabernet
ko-ze wine room | Glen Ellyn, IL
  • Aug 28, 2025 (Thu)
Perfect Pairings: Monger's Favorites
Beautiful Rind | Chicago, IL
  • Aug 28, 2025 (Thu)
The Wine And Cheese Of Spain
The Wine Goddess | Evanston, IL
  • Aug 29, 2025 (Fri)
Perfect Catering 2nd Supper Club
2529 N Milwaukee Ave | Chicago, IL
  • Aug 30, 2025 (Sat)
  • Aug 31, 2025 (Sun)
Wine + Music On The Hill / Cave Tastings
August Hill Winery Wine on the Hill | Peru, IL
  • Aug 30, 2025 (Sat)
20 For 20 Wine Tasting: Down Under And Beyond The Sauvignon Blanc
Crosby's Kitchen - Niles | Niles, IL
  • Aug 30, 2025 (Sat)
Let's Go To South Africa!
MainstreeT Wine & Spirits | LaGrange, Il
  • Aug 30, 2025 (Sat)
Wine And Cheese: Summer Edition
Eataly Chicago | Chicago, IL
  • Aug 30, 2025 (Sat)
Savoring Saint Lucia Rum With Admiral Rodney
Hala Kahiki Lounge | River Grove, IL
  • Aug 30, 2025 (Sat)
Live Music At The Tasting Room
August Hill Winery | Utica, IL
  • Sep 4, 2025 (Thu)
Revelry Food + Wine: Palate To Palette
The Gallery | Lucky Duck | REVELRY food + Wine | Lake Forest, IL
  • Sep 4, 2025 (Thu)
Green City Market's 2025 Chef BBQ
South End of Lincoln Park | Chicago, IL
  • Sep 4, 2025 (Thu)
Formaggio Italiano: Italian Cheeses
Beautiful Rind | Chicago, IL
  • Sep 5, 2025 (Fri)
Revelry Food + Wine : Masters Of Taste Luncheon
The Forester Hotel | Lake Forest, IL
  • Sep 5, 2025 (Fri)
Revelry Food + Wine: Farm And Country
Elawa Farm Cafe | Lake Forest, IL
  • Sep 5, 2025 (Fri)
Asian Flavors
Table and Lain | Forest Park, IL
  • Sep 5, 2025 (Fri)
Dan Pelosi "Let's Party" At Everybody's Coffee
Everybody's Coffee (Wilson Abbey) | Chicago, IL
  • Sep 6, 2025 (Sat)
Bluefin Extravaganza
Wok n Fire - Burr Ridge | Burr Ridge, IL
  • Sep 7, 2025 (Sun)
Italian Wines & Italian Rinds
Beautiful Rind | Chicago, IL
  • Sep 9, 2025 (Tue)
Bodega Catena Zapata X El Che Steakhouse & Bar
El Che Steakhouse & Bar | Chicago, IL
  • Sep 11, 2025 (Thu)
Roma Norte: Shake, Sip, Celebrate
Sotto & Bar Sotto at the Italian Village | Chicago, IL
  • Sep 11, 2025 (Thu)
Taste Of New Orleans
Table and Lain | Forest Park, IL
  • Sep 11, 2025 (Thu)
Cheese From Lesser-Known Regions
Beautiful Rind | Chicago, IL
  • Sep 11, 2025 (Thu)
Le Sud Wine-Tasting / About Wine Aging Techniques
Le Sud | Chicago, IL
  • Sep 12, 2025 (Fri)
Paella Cooking Demo
Cafe Ba-Ba-Reeba! | Chicago, IL
  • Sep 14, 2025 (Sun)
Wine From Lesser-Known Regions
Beautiful Rind | Chicago, IL
  • Sep 14, 2025 (Sun)
End Of Summer Supper
Table and Lain | Forest Park, IL
  • Sep 15, 2025 (Mon)
Mood Masters: A Fragrance & Wine Workshop With Diptyque
All Together Now | Chicago, IL
  • Sep 16, 2025 (Tue)
Stag's Leap Wine Cellars Wine Dinner
Joe's Seafood, Prime Steak & Stone Crab - Chicago | Chicago, IL
  • Sep 16, 2025 (Tue)
Kinslahger Brewing Beer And Cheese Pairing With Beautiful Rind
Kinslahger Brewing Company | Oak Park, IL
  • Sep 17, 2025 (Wed)
Charles Krug Dinner, Mondavi Family Estate
Sofitel Chicago | Chicago, IL
  • Sep 18, 2025 (Thu)
Tyromania: Cheese With Crystals!
Beautiful Rind | Chicago, IL
  • Sep 20, 2025 (Sat)
  • Sep 21, 2025 (Sun)
Vintage Illinois 22nd Annual Wine Festival
Carey Memorial Park | Utica, Il
  • Sep 20, 2025 (Sat)
Tacos & Tequila Festival
Northwestern Medicine Field | Geneva, IL
  • Sep 21, 2025 (Sun)
Clink & Sip Festival
Morgan MFG | Chicago, IL
  • Sep 21, 2025 (Sun)
Lardon's YES CHEF Sunday Supper Series, Featuring John Manion
Lardon | Chicago, IL
  • Sep 23, 2025 (Tue)
Natural Wine & Natural Dye With Laila Textiles
Present Company | Chicago, IL
  • Sep 25, 2025 (Thu)
Cider Fest 2025
Artifact Events | Chicago, IL
  • Sep 25, 2025 (Thu)
Cider Fest 2025
Artifact Events | Chicago, IL
  • Sep 25, 2025 (Thu)
McCormick & Schmick's + Duckhorn Wine Dinner - Rosemont
McCormick & Schmick's Seafood & Steaks | Rosemont, IL
  • Sep 25, 2025 (Thu)
Farmstead Cheeses: A Guided Tasting & Class
Beautiful Rind | Chicago, IL
  • Sep 25, 2025 (Thu)
McCormick & Schmick's + Duckhorn Wine Dinner - Chicago
McCormick & Schmick's Seafood & Steaks | Chicago, IL
  • Sep 25, 2025 (Thu)
McCormick & Schmick's + Duckhorn Wine Dinner - Chicago
McCormick & Schmick's Seafood & Steaks | Chicago, IL
  • Sep 26, 2025 (Fri)
Brothers Bond Bourbon Dinner With Ian Somerhalder & Paul Wesley
LAUREL | Chicago, IL
  • Sep 26, 2025 (Fri)
  • Sep 28, 2025 (Sun)
Essentials Of Wine & Cheese Pairing: Fall Equinox Edition
Beautiful Rind | Chicago, IL
  • Sep 27, 2025 (Sat)
11th Annual Berwyn Brewfest- Presented By The Berwyn Park District
Proksa Park | Berwyn, IL
  • Sep 27, 2025 (Sat)
2025 Chicago Top Shelf Tequila And Whiskey Tasting Festival (Sept 27) LWE
Downtown Chicago | Chicago, IL
  • Oct 2, 2025 (Thu)
Port Wine Fest: A Festival Of Portuguese Wines Chicago 2025
Walden | Chicago, IL
  • Oct 3, 2025 (Fri)
  • Oct 4, 2025 (Sat)
  • Oct 5, 2025 (Sun)
Lincoln Park Wine Fest
1001 W. Wrightwood Ave, Chicago, IL | Chicago, IL
  • Oct 3, 2025 (Fri)
Sips And Soups
Table and Lain | Forest Park, IL
  • Oct 9, 2025 (Thu)
Steakhouse Classics
Table and Lain | Forest Park, IL
  • Oct 9, 2025 (Thu)
Le Sud Wine Tasting Event - Terrior
Le Sud | Chicago, IL
  • Oct 11, 2025 (Sat)
Saturday In The City: A Gourmet Getaway Via Luxury Transportation
Le Méridien Chicago - Oakbrook Center | Oak Brook, IL
  • Nov 7, 2025 (Fri)
Whiskey Washback Chicago
Sarabande Chicago | Chicago, IL
  • Nov 20, 2025 (Thu)
Le Sud Wine-Tasting - Beaujolais Nouveau 2025
Le Sud | Chicago, IL
  • Dec 11, 2025 (Thu)
Le Sud Wine-Tasting - Champagne & Sparkling Wines
Le Sud | Chicago, IL
  • Sep 9, 2026 (Wed)
Howard's Wine Tour September 2026
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