City Winery Chicago | Live Music Concerts and Stand Up Comedy Shows, Restaurant, Winery, and Private Events

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

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.

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What's Happening at City Winery

Harvest

Shows

Wine

Dining

Private Events

Membership

Harvest Season

Celebrate Harvest Season at City Winery Chicago with live shows, guided wine tastings, and hands-on experiences that bring you closer to the winemaking process. Go behind the scenes with a Harvest Winery Tour, explore the craft through Crush Camp, or taste your way through a curated selection of wines while experiencing the most exciting season of winemaking.

Live Music & Comedy

Experience live music, concerts, and stand-up comedy at City Winery Chicago, featuring touring artists, established favorites, rising talent, and top comedians throughout the year. From rock concerts and live R&B to jazz, soul, folk, comedy shows, and more, our stages offer something for every audience. Settle in with dinner and award-winning wines while enjoying your performance from a seat with great sight lines.

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Wine Tastings & Tours

Explore guided wine tastings at City Winery Chicago, led by our wine professionals and featuring a curated selection of wines as you discover varietals, growing regions, flavors, and winemaking techniques. For a closer look at the winemaking process, go behind the scenes with a winery tour to learn how we craft our wines through the journey from grape to glass. Discover the craft behind every pour and explore our wines in our wine shop and online.

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Restaurant & Concert Dining

Indulge your senses at City Winery Chicago, where chef-crafted dishes and fresh, seasonal ingredients come together with award-winning wines. Join us for restaurant dining here in the West Loop with a menu of small plates, shareable dishes, and satisfying entrées prepared with wine pairing in mind. During a show, enjoy concert dining with food and wine served right to your seat throughout the performance.

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Celebrations & Company Events

Plan your next private event at City Winery Chicago, with versatile event spaces in the West Loop for weddings, corporate events, holiday parties, milestone celebrations, and more. From chef-driven menus and handcrafted wine to flexible spaces and built-in production capabilities, our team brings food, wine, and entertainment together to create a memorable setting for gatherings of all sizes.

Vinofile VIP & VIP+

Get more from City Winery with Vinofile VIP and VIP+, memberships created for music and wine lovers. Enjoy benefits like early access to shows, no ticket fees, rewards on food and beverage purchases, and more. Upgrade to VIP+ for exclusive wine benefits, including monthly tastings, featured wines, wine flights, retail discounts, and special winery experiences.

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Our Restaurant

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

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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Live Music & Dining in Chicago's Urban Wine Country

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.

Upcoming Shows