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The Bean, the Bears, and the best pizza you’ve ever tasted!  Snuggly on the coast of Lake Michigan, Chicago is one of the most visited cities in the United States — and the third most populous!  Rich with history, awe-inspiring architecture, greasy yet iconic cuisine, and a vibrant cultural scene, Chicago is the perfect destination for a weekend getaway or even a full-fledged family vacation!  Here are the top 5 things to do in Chicago so you can really explore the windy city.

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Top 5 Things To Do In Chicago

Chicago is the perfect destination for a weekend getaway or even a family vacation! Here are the top 5 things to do in Chicago you won't want to miss.

Stroll through Millennium Park

Sandwiched between “the Loop” and the lakefront, Millennium park’s 25 acres of breath-taking landscape, public art, and architecture make it Chicago’s premier green space!  Take pictures at the famous stainless steel sculpture Cloudgate, so lovingly nick-named “The Bean” by Chicagoans and tourists alike.  

In the summer, have a picnic as you take in free concerts and movies at the iconic Pritzker Pavilion.  Splash around in the interactive Crown Fountain as it showcases the diverse faces of the city.  If you plan on visiting in the winter, enjoy ice-skating on “The Ribbon” and let your children romp around Maggie Daley Park!  

Take a Bite of Chicago’s Famous Deep Dish Pizza

Chicago is known for a variety of cuisine ranging from cheddar and caramel popcorn to fully decked out hot dogs to classic Italian beef, but nothing compares with Chicago’s very own style of pizza!

Top 5 Things To Do In Chicago For The Ultimate Weekend Getaway Click To Tweet  

“Chicago-style pizza,” more commonly known as deep dish, is famous for its characteristically high, buttery crust.  Italian restaurants like Lou Malnati’s, Giordano’s, Pizano’s, Gino’s East, and Pizzeria Uno have been serving up this Chicago classic for over 60 years!

Explore Museum Campus 

Who doesn’t love a good museum?  Chicago’s 57-acre Museum Campus encompasses three of the city’s most famous museums and notable attractions, and has one of the best views of the skyline.  Pet stingrays at the Shedd Aquarium, hang out with the world’s biggest and most complete Tyrannosaurus Rex SUE at the Field Museum, and explore the night sky at the Adler Planetarium!  

Take a trip a little further south of Museum Campus and visit the largest science center in the Western Hemisphere – the Museum of Science and Industry!  Go deep in the shafts of the full-scale replica coal mine, step aboard a real-life U-505 submarine, and design your own toy in the ToyMaker 3000!

Top 5 Things To Do In Chicago For The Ultimate Weekend Getaway

Take in Famous Works at the Art Institute

American Gothic, A Sunday on La Grande Jatte, The Old Guitarist, Nighthawks…  you name it!  The Art Institute is one of the oldest and largest art museums in the United States, and home to nearly 300,000 works of art.  See some of the classics permanently on display, or get lost exploring the roughly 30 special exhibitions on display yearly!

Get a Sky-High View of Chicago’s Skyline

From the iconic ‘Big Red’ CNA building to the unique diamond face of the Aon Center to the once tallest building in the world, the Willis Tower, Chicago has a very distinct and iconic skyline.  Test your fear of heights while taking in Chicago’s beautiful architecture at the Willis Tower’s Skydeck or the John Hancock building’s Tilt! 360 Chicago Experience!

Making a trip out to Chicago soon?  Check out these top 5 things to do in Chicago to see what truly makes this city the best in the Midwest!


Jane Jozefowicz
Jane Jozefowicz
Jane Jozefowicz is a rising sophomore at the University of Chicago, where she studies Linguistics and Computer Science. Jane plays trombone and lacrosse and is the biggest animal lover you'll meet!