As the weekend approaches, Chicago offers a variety of events to suit diverse interests. Here are some highlights to consider:
5th Annual Lincoln Park Mayfest
Dates: May 15–17, 2026
Location: 1000 W. Armitage Ave., Chicago, IL 60614
Kick off the summer season at Lincoln Park Mayfest, a lively celebration featuring live music from top local bands, artisan vendors, and a variety of food and drinks. The event also includes the Spring Fine Art Mart, showcasing works from local and national artists. A $10 suggested donation benefits the RANCH Triangle Community Conservation Association. For more details, visit the official event page.
MatchaFest Chicago
Date: May 16, 2026
Time: 12:00 PM – 5:00 PM
Location: SeatGeek Stadium, 7000 South Harlem Avenue, Bridgeview, IL 60455
Matcha enthusiasts can indulge in MatchaFest Chicago, where premium matcha brands, wellness experiences, and community come together. Enjoy live music, delicious food and drinks, and a friendly matcha culture. Tickets are available for purchase.
Two Friends Present: Big Bootie Land Chicago
Date: May 16, 2026
Time: 6:30 PM
Location: Huntington Bank Pavilion at Northerly Island, 1300 S. Linn White Drive, Chicago, IL 60605
Music duo Two Friends bring their energetic show, Big Bootie Land, to Chicago. Fans can expect a dynamic performance blending various music genres. Tickets are available through Ticketmaster.
Chicago White Sox vs. Chicago Cubs
Date: May 15, 2026
Time: 6:40 PM
Location: Guaranteed Rate Field
Baseball fans can witness the classic crosstown rivalry as the Chicago White Sox take on the Chicago Cubs. For ticket information, visit the official MLB website.
With a range of events from festivals to sports and concerts, Chicago’s weekend lineup offers something for everyone. Be sure to check event websites for the latest updates and ticket availability.