The Best Things To Do In Chicago Right Now

LondonhousePhotograph: Neal O’BryanThe 57 best things to do in Chicago right now

Discover the best things to do in Chicago, from iconic venues and views to cultural musts and late-night shenanigans.

Jeffy Mai

May 2024: Spring is here and it’s time to head outside! Walk through a beautiful park, take a hike on a trail or go on an stroll along the Chicago Riverwalk. Plus, summer street fests and alfreso dining season are back. There are plenty of other options, too, so stay satisfied and busy with these fun activities in May.

No matter where your interests lie, you can always find something to get excited about in this no-nonsense Midwestern metropolis. The best things to do in Chicago run the gamut—from seriously fun to awesomely educational. Looking for culture? Spend a day exploring Chicago museums. Hungry? You’ve come to the right place, because Chicago is famous for its delicious cuisine. There are tons of amazing restaurants in Chicago that highlight the city’s rich and diverse culinary landscape. (And plenty of uniquely Chicago bars that do the trick, too.) We’ve searched all across the city to assemble this list of the best things to do in Chicago. Follow it and never get bored here again.

You can also find out more about how Time Out selects the very best things to do all over the world, or take a look at our list of the best things to do in the world right now.

Time Out Market Chicago

Time Out Market Chicago

We’ve rounded up the best chefs in the city to join us at Time Out Market Chicago, a culinary and cultural destination in the heart of Fulton Market featuring 18 kitchens, three bars and one drop-dead gorgeous rooftop terrace—all spread across three floors.

1. Find a summer street fest near your neighborhood

What is it? The annual slate of summer festivals that take over Chicago streets and parks every year. 

Why go? Shop artisan goods made by local vendors, enjoy delicious bites and watch live performances at beloved neighborhood bashes like Wicker Park Fest and Taste of Randolph from May through September.

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