City Winery Chicago is a premier destination for jazz and blues concerts in Chicago, bringing timeless sound to an intimate stage built for live performance. From smooth jazz to deep blues, each night reflects the rich musical tradition that defines the city, with artists like Robert Glasper, Taj Mahal, Lalah Hathaway, Esperanza Spalding, Lyle Lovett, Richard Elliot, and Chrisette Michele having taken the stage. Beyond jazz and blues, explore our full calendar of live entertainment including rock concerts, R&B performances, comedy shows, and brunch events, all paired with dinner service and award-winning wines.

Browse upcoming Chicago jazz concerts and blues shows to discover what’s next. Whether you're searching for live jazz music in Chicago or a full dinner and show experience, City Winery Chicago delivers it all in a seated venue in the West Loop.