Join Us At Sea! January 24-31, 2027. Learn More

Early Access. No Fees. Monthly Wine Tasting Parties. Learn More

Live Music & Dining in Chicago's Urban Wine Country

Explore Harvest Season at City Winery through live music, comedy, guided wine tastings, seasonal events and much more.

Explore Harvest Season

Where Wine, Music, and Food Come Together

We make our wine, book the artist, and cook every plate to order. From date nights to full buyouts, we create memories.

Our Story

Upcoming Shows

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City Winery is Going to Sea!

Join us on the Journey of Jazz Cruise

January 24-31, 2027

This January, City Winery is teaming up with Journey of Jazz for a floating festival unlike anything we've done before, bringing the live music, wine and hospitality you love from our venues onto the open water.

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Dine With Us

Our Restaurant and Wine Bar, here in the West Loop, is a welcoming space to relax and indulge your senses. Our menu highlights Mediterranean-inspired dishes, house-made dips, and flavorful mains crafted with fresh ingredients. Every dish complements our award-winning wines.

Guided Wine Tastings

Explore our urban winery on a guided tour at City Winery Chicago. Taste wines made onsite alongside curated global selections, paired with charcuterie, while you learn the journey from grape to glass. Great for birthdays, anniversaries, dates, or a Saturday adventure.

Restaurant Specials

Brunch

Brunch

Saturdays & Sundays 10AM-3PM

Make City Winery your weekend brunch spot. Every Saturday and Sunday from 10 AM–3 PM, enjoy brunch classics and a DIY mimosa bar.

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Burgers & Barrels

Burgers & Barrels

Sunday through Thursday

Burger + Glass of Tap Wine Pairing for $25

Looking for more pairing inspiration? Read The Case for Your Summer BBQ to discover our favorite wines for burgers, barbecue, and all your summer grilling favorites.

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Happy Hour

Happy Hour

Mondays - Thursdays 4PM-7PM & Fridays 2PM-5PM

Enjoy $10 Tap Wine of our Rosé & Sauvignon Blanc as well as $10 Featured Cocktails and half off of our small bites! Start with our guide to what pairs best with dinner.

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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.

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Wine & Collectibles

Harvest Season Exclusive

Receive an invite to our exclusive Thanksgiving Wine Tasting in early November when you purchase our Harvest Case or Half Case.

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Limited Edition City Winery Hoodie

Get cozy with a unique, one-of-a-kind City Winery hoodie. No two hooded sweatshirts are alike.

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Press

  • April 20, 2026

    "City Winery founder Michael Dorf talks about building two iconic music businesses from nothing and why sleeping under your desk is sometimes the right move."

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  • January 5, 2026

    “Michael Dorf reflects on the evolution of City Winery, the rise of comedy programming, new restaurant concepts including El Bar, and the future of live music.”

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  • April 10, 2023

    "City Winery is on track to become the most environmentally efficient direct-to-consumer winery."

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  • February 2, 2023

    “City Winery to host fundraiser & performances in honor of Black History Month & Women's History Month”

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Additional Press

Gift Cards

Intimate Shows, Great Food, World-Class Wine - Give the City Winery Experience

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Private Events

Host your next event at City Winery! Our unique, urban winery offers everything you need to make your next event an unforgettable experience.

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