City Winery events
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City Winery tickets & upcoming events
Parking & Directions for City Winery - Chicago
1200 W. Randolph St., Chicago, IL
60607, US
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.