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City Winery tickets & upcoming events

City Winery is a standout location for events in Chicago. We offer a complete guide to upcoming concerts, including City Winery tickets, seating charts, parking details, and an interactive event calendar for Chicago, IL. 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 - Chicago is a premier live music and event venue located in the heart of Chicago, offering a diverse lineup of performances spanning genres like jazz, R&B, comedy, tribute acts, and more. Throughout 2026, visitors can enjoy an exciting array of shows, including performances by renowned artists such as Jana Kramer & Friends on june 27-28, D.L. Hughley in december with multiple shows from December 18-20, Christopher Williams on september 6, and Musiq Soulchild during September with concerts scheduled from September 7-12. The venue also hosts legendary tributes like Simply The Best: Tina Turner Tribute on july 27, and The Voice and the Fire celebrating Whitney Houston and Chaka Khan on august 19. Fans of jazz and soul can look forward to performances by artists like Kofi B on July 17, Melanie Fiona on August 7, and Robopocalypse - The Musical! on July 5. Additionally, City Winery features special events such as the Michael Jackson's Thriller Live Halloween show on october 29, brunch experiences including the Sinatra Brunch on August 16, and multiple comedy nights with acts like T.K. Kirkland and Nephew Tommy. The venue’s schedule is packed with a variety of concerts, brunches, comedy, tribute acts, and unique cultural celebrations spanning from June through December 2026, making it an ideal destination for music lovers and entertainment seekers alike.