Things to do
There’s always something fun to do in Chicago!
Whether you’re here just for the day or making a family vacation out of it, we’ve rounded up some of our favorite things to do in Chicago during the summer. Plan your trip and enjoy the city!
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Explore World-Class Museums
Chicago boasts some of the world’s finest museums. Plan a day to explore the Art Institute, Field Museum, Museum of Science & Industry, or Shedd Aquarium for an unforgettable cultural experience.
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Take a Chicago Architecture Tour
Consistently ranked as one of the city’s best experiences, the Chicago Architecture Center’s expert guides will lead you by boat, bus, train, or on foot, sharing the stories behind Chicago’s most iconic buildings.
We highly recommend the boat tour.
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Eat Everything
From iconic hot dogs, pizza, and Italian beefs to Michelin-starred chefs and foodie fame from The Bear, Chicago serves up one of the most diverse (and delicious) food scenes in the country. Come hungry!
Some of our favorite places are Publican Quality Meats, Sun Wah, Monteverde, and Pizzeria Portofino.
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Retail Therapy
Looking to shop while you’re here? Wrigleyville sits in the heart of Chicago’s Lakeview East neighborhood, known for its incredible shopping, dining, and local charm. Some of our favorites include Reckless Records for vinyl lovers, The Colette Collection for boutique finds, Foursided for unique gifts (pictured above), and Windy City Sweets for a candy fix.
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Check out some Blues
If you love blues music, Chicago’s the place to be. Catch a live show at iconic spots like Kingston Mines, Rosa’s Lounge, or Buddy Guy’s Legends. And don’t miss Willie Dixon’s Blues Heaven at 2120 S. Michigan Ave. (made famous by The Rolling Stones)—the historic home of Chess Records.
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Family Fun at Navy Pier
Looking for a day by the lake? Navy Pier has it all—ride the iconic Centennial Wheel, explore the Chicago Children’s Museum, catch a boat tour, grab some treats, and stick around for the summer fireworks shows. Perfect for kids (and kids at heart).
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See a Concert
Chicago’s music scene is legendary, and there’s no shortage of places to catch a show. From summer festivals like Lollapalooza to incredible venues like Salt Shed, The Green Mill, and Metro Chicago, you can find everything from intimate neighborhood clubs to historic halls that have hosted music’s biggest names.
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Go to the Beach
Yes, we have beaches! Chicago’s 26 miles of scenic lakefront have it all—lush parks and gardens, an 18-mile Lakefront Trail, more than two dozen free beaches, and plenty to do once you’re there. Spend your day biking or boating, playing beach volleyball, or grabbing food and drinks along the shoreline while soaking in those summer vibes.