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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 offers an exciting lineup of live performances and events throughout the year, featuring a diverse array of artists and genres. In june 2026, fans can enjoy performances from renowned artists such as Lyle Lovett, Amy Grant, and Rita Wilson, with shows scheduled from early June through late June. Notable performances include Lyle Lovett's series of concerts from June 7th to June 10th, and the 'Whine Down with Jana Kramer and Friends' event on June 27th and 28th. The venue also hosts special brunch events like the 'Sinatra Brunch' with Gary Thomas on august 16th and the 'Tom Petty Tribute Brunch' on may 31st. Summer brings a variety of live music, comedy, and tribute acts, including performances by Nephew Tommy, David Cook, and the 'Michael Jackson's Thriller Live' Halloween special on october 29th. Main performers throughout the season include Esperanza Spalding, Lyfe Jennings, and Bebel Gilberto, among many others. Whether you're seeking soulful jazz, energetic tributes, or comedy nights, City Winery Chicago provides an intimate setting for an unforgettable concert experience from May through October 2026 and beyond.