Chicago Wine Tastings & Tours

Discover Wines From The World’s Best Regions, Crafted Right Here in Chicago

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Explore Our Experiences

City Winery Chicago blends history, sustainability, and exceptional wine. We craft every bottle from grape to glass. Explore tastings, guided tours, and one-of-a-kind wine experiences—there’s something for every wine lover to enjoy.

Guided Wine Tastings

Join us for our wine tastings in Chicago, where our expert winemakers bring wine country to you. By sourcing exceptional grapes from the nation’s top growing regions, we craft remarkable wines right here in the West Loop.

Led by one of our wine professionals, this guided wine tasting will take you through five wines as you explore new flavors, learn what makes each one special, and discover your new favorite pour.

Reservations recommended. $20 plus tax & tip per person. Payment due on site. Available on weekends only.

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Weekly Winery Tour

Join us for an educational and fun experience as you take a guided winery tour and hear directly from the experts about how our wines are made at Chicago's only urban winery. Learn about our winemaking process, where we source our grapes, and the philosophy behind every bottle. Each tour takes around 30 to 40 minutes, and the guided wine tasting takes about 20 minutes. The Winery Tour and Tasting is $50 per person and includes a guided tour of our state-of-the-art winery and a curated tasting of five award-winning wines. Enjoy a complimentary cheese board and receive a one-time 20% discount on a retail wine purchase per guest. This is a perfect date or group activity - Book your tour today!

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Vinofile VIP+

The Wine Club for Music Lovers

Every month, attend exclusive wine parties with a friend, take home a bottle of our featured wine, enjoy a complimentary wine flight, plus always get 48-hour early access to tickets and pay no fees.