Events in Highland January 2026
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Highland Tickets & Info
Looking for a night out in Highland filled with live music? Discover the hottest acts performing at Jackson Park, City Winery, and Chicago Improv. From the unforgettable nights of Chosen Few Picnic and Festival at Jackson Park to the top-tier excitement of Chicago White Sox at Rate Field, Highland is a fan favorite. Whether you're cheering for Baseball or rooting for Chicago White Sox, the city's sport events are sure to create lasting memories. Love the magic of the stage? That's What Friends Are For brings enchanting performances that transport you to another world. Experience the warmth of a standing ovation at Marriott Theatre, Black Ensemble Theater, and Downstairs Theatre, as performers receive well-deserved praise.