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City Winery tickets & upcoming events

Looking for a spot that’s more than just your average winery? City Winery in Chicago is where the magic happens. Tucked away along the scenic Chicago River and just a short walk south on Kingsbury Street, this place blends the best of music, wine, and good vibes. The atmosphere hits just right with cozy lighting and charming decor that makes you feel like you’ve stumbled into a hidden gem. It’s not just about sipping wine, they host all sorts of cool events, from intimate author signings to seasonal tastings featuring their own label wines, which they launched back in 2017 and still talk about. Plus, if you’re lucky enough to be a neighbor, they throw in special discounts, which is always a sweet bonus. Planning a concert night? Oh, they’ve got you covered. Whether you want front-row seats to Red Wanting Blue or VIP access to Joshua Radin, their interactive seating chart helps you pick the perfect spot. And don’t worry, they advertise every event well in advance so you can get your plans together. Honestly, it’s a great place to gather with friends or even just enjoy a quiet glass of wine after a long day. Just hop on I-90 if you’re coming from the suburbs and follow the signs to downtown. Trust me, it’s worth the trip, Chicago’s City Winery is a vibe you won’t forget.

Parking & Directions for City Winery - Chicago

Address :
1200 W. Randolph St., Chicago, IL
60607, US

Parking:
1. City Winery Lot - 0.1 miles, $20
2. Union Station Garage - 0.3 miles, $10
3. 500 W. Madison St. Garage - 0.4 miles, $15
4. 400 S. Wells St. Lot - 0.5 miles, $12
5. Millennium Park Garage - 0.6 miles, $25

City Winery concerts - 2026 event schedule highlights in Chicago

City Winery in Chicago is a premier live entertainment venue offering an diverse lineup of concerts, comedy shows, brunches, and special events throughout the year. Fans can enjoy performances from acclaimed artists such as Musiq Soulchild, who graced the stage multiple times between september and october 2026, with shows on September 7, 8, 11, and 12, delivering soulful melodies that captivate audiences. The venue hosts a variety of genres, including jazz with Chris Botti on October 17 and 18, 2026, and contemporary performances like Zo! & Tall Black Guy on September 29, 2026. Notable upcoming events include the tribute band Zoso paying homage to Led Zeppelin on October 25, 2026, and the legendary Michael Jackson's Thriller Live Halloween special scheduled for October 29, 2026. Comedy fans can look forward to D.L. Hughley's stand-up performances in december 2026, while music lovers can enjoy special brunch events such as the Soul Brunch: Annual Motown Spectacular on September 26, 2026, or the Gospel Melodies Day Party and Brunch on September 5, 2026. With performances ranging from R&B, jazz, rock, tribute shows, and more, City Winery Chicago offers a vibrant cultural experience for every taste. The venue also features tribute acts like J. Grant Experience on September 28, 2026, celebrating A Tribe Called Quest, and the In The Key Of 3 concert on October 13, 2026. Whether you're seeking a night of soulful music, comedy, or musical tributes, City Winery Chicago provides an intimate setting for unforgettable live performances scheduled through early 2027, including acts like Marcus Miller, Jane Eugene, and many more.