"42 Balloons" at Chicago Shakespeare, the Sueños Music Festival in Grant Park and the 40th Belmont-Sheffield Music Fest are ...

WHAT: The 4th annual Lincoln Park Mayfest features top local bands, artisans and a kids area. New this year, a Spring Fine ...

From outdoor movies to city tours to vacations to pool time, there's no lack of things to do in Chicago during the short and ...

Looking for things to do with kids in Chicago this May? Here are our favorite kid-friendly things to do in Chicago in May 2025. Let's be honest. With so many things to do this time of year ...

Celebrate the return of warm weather at the annual Mayfest in Lincoln Park. This outdoor fest is a “celebration of the ...

WHEN: Sunday, May 11, 3 p.m. & 7 p.m. WHAT: Al Madrigal is a comedian, actor, writer and producer who co-founded the All Things Comedy podcast network, and rose to fame on The Daily Show. WHAT: Clay ...

Plan ahead! We've rounded up some of the best activities and events to do with kids in Chicago and suburbs this May. Scroll through our handpicked list of the best May family events in Chicago and the ...

Been there, done that? Think again, my friend. Sign up to our newsletter to enjoy Chicago without spending a thing (as well as options when you're feeling flush). We've rounded up the best chefs ...