Photo credit: Willis Tower Skydeck by Charlotte Morrall

  • Things to do in Chicago

    Do you remember the moment in Ferris Bueller's Day Off when the precocious teen played by Matthew Broderick is dancing on a float in the middle of downtown Chicago? While it's recommended not to try that stunt, there are still plenty of fun things to do in Chicago that will make it feel like you're in the seminal John Hughes film.

    Wrigley Field

    The home of the Chicago Cubs is not only a great place to catch a ball game, but one of the city's historical treasures as well as one of its top tourist attractions. Built in 1914, it is the second oldest ballpark in the major leagues and one of the few never to see a World Series champion. The Cubs play at home from April until September, with the occasional post-season appearance in October. One thing about Wrigley is that if you catch a ball like Ferris did, you're going to have to throw it back if it's a visiting team's home run. Otherwise, you'll face the boos of the Cubs faithful.

    The Art Institute of Chicago

    Since 1898, the Art Institute of Chicago has been one of the best places in the country to see works from every stage in art history, including the Impressionists and Post-Impressionists. Two bronze lions guard its western entrance, while the inside is perfect for sitting and staring into a painting.

    Willis Tower

    Look down upon the city of Chicago from the skydeck of the 108-story Willis Tower. Formerly known as the Sears Tower, this building is one of the tallest in the world, giving you a rare view of Chicago and the surrounding areas. You'll zoom up to the top of the tower by elevator before stepping out to see the various neighborhoods from above. You can even step out over glass balconies, giving the impression that you're walking on air.

    Von Steuben Day Parade

    While you may not be able to jump onto a float and "Twist and Shout," you can still enjoy the Von Steuben Day Parade, an annual event that takes place in early September and yet another one of the top things to do in Chicago. Part of a three-day festival celebrating German heritage in the city, it's a fun event where you can try delicious foods and beer.

    Purchase a City Pass

    Of course, there's so much more to see than what Ferris Bueller and his pals did in a single day. With a City Pass, you'll be able to see visit five of the best Chicago tourist attractions for a single price. Places to visit include the aforementioned Willis Tower and Art Institute along with the Field Museum, the Shedd Aquarium, and the Museum of Science and Industry. It's a great way to save on admission and give yourself the VIP treatment.

    Shopping and Dining

    Once you've exhausted all of your sightseeing options, head to the Magnificent Mile for a premiere shopping experience. Located in downtown Chicago, this strip features some of the best retailers in the country, giving you a true metropolitan shopping experience. Once you've bought yourself a new outfit, stop by one of the fine restaurants in the area and have some delicious Chicago cuisine. As you can see, there are so many fun things to do in Chicago, you'll have to spend more than just a single day to enjoy it all.

    Booking your Chicago vacation

    Start planning your Chicago vacation today with our extensive range of Chicago hotels and Flights to Chicago

  • Willis Tower

    Willis Tower

    One observation deck, 110 stories, four glass boxes, and a one-of-a-kind experience: Experience all that the Willis Tower has to offer.

  • Millennium Park

    Millennium Park

    Crown Fountain in Millennium Park is a fascinating feature with the faces of 1,000 Chicago residents featured prominently in the design of this piece of art.

  • Hancock Observatory

    Hancock Observatory

    Where can you enjoy a latte, ice skate 1,000 feet in the air, and view four states at the same time? Visit the John Hancock Center to find out.

  • Grant Park

    Grant Park

    Staying in Chicago for a few days? Why not save money and earn points with your significant other by holding a romantic picnic in Grant Park?

  • Chicago Bean

    Chicago Bean

    The Chicago Bean, also known as Cloud Gate, is a reflective sculpture that offers some of the best photo opportunities in Chicago for professional photographers and amateurs alike.

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