In the West Loop, City Winery Chicago delivers hip-hop performances that honor the city’s deep musical roots. Experience dynamic lyricists, powerful beats, and artists who bring both passion and purpose to the stage. Between hip-hop sets, our lineup also features rock, R&B, and comedy events that add variety to every week. With handcrafted wine, local flavors, and an intimate setting, it’s a night that captures Chicago’s creative heartbeat.