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City Winery at the Riverwalk | Restaurants in Loop, Chicago

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  Published in Food and Wine on Tuesday, October 7th 2025 at 16:19 GMT by Time Out
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City Winery Chicago at the Riverwalk – A Chic Fusion of Wine, Food, and Sound

Nestled on the banks of the Chicago River, the City Winery Chicago at the Riverwalk has become one of the city’s most beloved nightlife destinations. The venue is part of the City Winery chain that began in 2009 with a simple philosophy: combine a wine bar, a restaurant, and a live‑music venue into one space that feels more like a neighborhood gathering place than a formal establishment. The Chicago location, which opened its doors in 2019, is a testament to that philosophy, with its warm, rustic interior, curated wine list, and a stage that brings a fresh wave of indie and jazz acts to the city.

Location & Ambience

City Winery Chicago sits at the heart of the River North district, just steps from the bustling Riverwalk. The address – 701 W. Michigan Ave, Chicago, IL 60607 – is a short walk from the historic John Hancock Center, the Art Institute, and a quick hop from the Magnificent Mile. The building’s exterior is an elegant blend of brick and glass, while the interior showcases reclaimed wood, stone countertops, and a long, open bar that’s framed by a panoramic view of the river. A soft lighting scheme and an intimate stage create a relaxed vibe, ideal for couples, friends, and even corporate gatherings.

The venue’s layout is divided into a welcoming bar area, a casual dining zone, and a larger dining space that can accommodate private events. A vertical wine display runs along the walls, showcasing the curated 120‑plus‑wine collection that ranges from Napa Valley classics to obscure Tuscan reds. The design also incorporates a large glass wall that frames the city skyline, making every drink a visual treat.

Food & Wine

The menu, found on the official City Winery Chicago website (link: [ https://citywinery.com/chicago/menu ]), is a seasonal, rustic‑yet-innovative affair that pairs perfectly with the house’s impressive wine selection. While exact prices fluctuate seasonally, guests can expect appetizers in the $10–$15 range, mains around $20–$35, and desserts about $10–$15. A few signature dishes and crowd‑pleasers include:

The wine list is a highlight. In addition to the usual selection of reds, whites, and sparkling options, there’s a dedicated “City Winery” series featuring small‑batch, boutique wines from local and international vineyards. Guests can explore tasting flights, which allow them to sample a curated set of five wines for a flat fee – a perfect way to discover new favorites. For those who prefer a glass, the room offers a broad range of prices, from $5 for a domestic glass to $12 for an imported favorite.

The bar also offers a rotating selection of craft cocktails, many of which incorporate wine or are served in a wine glass – an elegant nod to the venue’s core identity. One of the signature drinks is the “City Sangria,” a vibrant mix of house‑grown fruit, a splash of house‑made red wine, and a splash of elderflower liqueur.

Music & Events

No visit to City Winery Chicago would be complete without experiencing its music scene. The built‑in stage hosts a rotating lineup of local and national acts, ranging from indie folk and jazz ensembles to electronic DJs. The venue’s programming calendar (viewable on the City Winery Chicago website, link: [ https://citywinery.com/chicago/events ]) showcases weekly live music nights, wine tastings, and special theme evenings, such as “Mojito Monday” and “Samba Saturdays.”

The intimate setting allows patrons to sit at the bar and share a table with the musicians, fostering a sense of community. Many visitors report that the sound quality is superb – not so loud that it overwhelms conversation, but clear enough to feel the nuances of each performance. During peak nights, the venue hosts private events, making it an ideal choice for birthday celebrations, engagement parties, and corporate gatherings.

Practical Information

The venue’s central location and generous hours make it a go‑to spot for both locals and tourists. The Riverwalk’s promenade offers a scenic backdrop to a post‑drinks stroll or a pre‑dinner sip. For visitors who wish to explore the surrounding area, the Chicago Riverwalk itself is a walking trail that runs along the river’s north side, connecting to a myriad of cafés, museums, and parks.

Final Thoughts

City Winery Chicago at the Riverwalk stands out as a beacon of modern, community‑oriented hospitality. Its blend of carefully sourced wines, seasonal comfort food, and live‑music culture makes it an exemplary spot for a date night, a casual dinner with friends, or an unforgettable corporate event. Whether you’re a seasoned sommelier or a curious beginner, the venue’s friendly staff and knowledgeable sommelier will guide you through a wine pairing that complements your chosen meal. For music lovers, the curated lineup ensures you’ll find a set that resonates with your taste – from soulful jazz to energetic electronic.

When you step through the doors of City Winery Chicago, you’re not just entering a restaurant or a bar; you’re stepping into a vibrant community hub that celebrates the art of wine, food, and sound. It’s no wonder that the venue has earned glowing reviews from Time Out, TripAdvisor, and local publications alike. If you’re planning a night out in the city, look no further than City Winery Chicago at the Riverwalk – a place where every sip, bite, and beat feels like home.