Spring has sprung across Chicagoland and there many exciting events to fill your calendar! From family events to date night activities, there’s something for everyone—here are a few of our top picks to check out this weekend.
Feel the Beat at Sueños
Chicago’s largest reggaeton and Latin music festival returns with a two-day lineup packed with global stars like Shakira, Peso Pluma, and Don Omar. Alongside the music, expect a full-on party in Grant Park with art installations, food vendors, and nonstop dancing.
Date: May 24-25
Time: 12PM-10PM
Cost: $199+
Location: Grant Park, 337 E Randolph St
More Info: suenosmusicfestival.com
Rock Out at the Belmont-Sheffield Music Festival
Now in its 40th year, this Lakeview fest unofficially kicks off Chicago summer with cover bands, food vendors, and neighborhood connection. Expect tribute acts on the main stage, plus local DJs, artisans, and a second stage near Belmont showcasing community performers.
Date: May 25-25
Time: Fri 5PM-10PM; Sat & Sun 11AM-10PM
Cost: Free
Location: 3200 N Sheffield Ave
More Info: chicagoevents.com
Raise a Glass at Mayfestiversary
Begyle Brewing and Dovetail Brewery team up again for this Memorial Day weekend bash featuring craft beer, live music, and local eats. It’s family and dog friendly, with activities for kids and a strong lineup of indie rock and funk acts.
Date: May 24-25
Time: Sat 11AM-10PM; Sun 11AM-11PM
Cost: $5 Suggested Donation
Location: N Ravenswood Ave and Belle Plaine Ave
More Info: mayfestiversary.com
Dive Into Flavor at Masala Memories: Celebrating South Asian Food in Chicago
Chefs and food journalists explore the city’s evolving South Asian cuisine scene in this evening panel moderated by author Colleen Taylor Sen. The discussion is followed by a tasting of street food from across the region; plus chai and beer from Azadi Brewing.
Date: May 24
Time: 3PM-5PM
Cost: $50
Location: South Asia Institute, 1925 S Michigan Ave
More Info: saichicago.org
Browse the Randolph Street Market
This indoor-outdoor vintage market in the West Loop kicks off its summer season with over 200 vendors selling everything from antiques to vinyl. Shop vintage fashion, home goods, and global finds while live bands and local eats round out the festive atmosphere.
Date: May 24-25
Time: 10AM-5PM
Cost: $12+
Location: 1341 W Randolph St
More Info: randolphstreetmarket.com
