Discover Chicago: 21 Things to Do in Chicago on Vacation

Chicago, known as the Windy City, is a popular destination for tourists and offers a wide variety of things to see and do. From visiting the Willis Tower, once the tallest building in the world, to taking a boat tour on the Chicago River, there’s something for everyone. Here you will know the unique places to visit in Chicago.

 

Willis Tower

Experience the spectacular views of Chicago from the Willis Tower, standing at 1,450 feet. Take a trip to the Skydeck and step out onto the Ledge, a glass balcony that extends 4 feet outside the building, for a truly unique and exhilarating experience.

Chicago River Boat Tour

Enjoy the sights of famous skyscrapers and architecture while learning about the history of Chicago on a leisurely boat tour along the Chicago River. This activity is one of the best things to do in Chicago.

Millennium Park

Millennium Park is a must-see destination in Chicago, home to famous attractions such as “The Bean” sculpture, the Lurie Garden, and the Crown Fountain. Take a stroll through the park and enjoy the sights and sounds of the city.

Art Institute of Chicago

See the largest collection of impressionist paintings outside of the Louvre in Paris at the Art Institute of Chicago, one of the world’s most famous art museums. The museum has an extensive collection of masterpieces from around the world, including works by famous artists such as Monet, Van Gogh, and Picasso. If you are a solo female traveler, checkout our solo female travel guide to Chicago.

The Magnificent Mile

The Magnificent Mile is a shopper’s paradise, a mile-long stretch of Michigan Avenue that is home to some of the city’s most famous and luxurious shops. Take a stroll down the street and enjoy the sights and sounds of the city.

 

Also Read: Miami’s Top 10 Places to Visit!

 

Willis Tower Ledge

Looking for an adventure? Take a trip to the Willis Tower and step out onto the Ledge, a glass balcony that extends 4 feet outside the building and offers a truly unique and exhilarating experience.

Museum of Science and Industry

 

Discover the wonders of science and technology at the Museum of Science and Industry. The museum has a wide variety of exhibits, including a coal mine replica, a German submarine, and a space shuttle.

Lincoln Park

Lincoln Park is a beautiful park located in the heart of Chicago, home to many attractions such as the Lincoln Park Zoo, the Lincoln Park Conservatory, and the Peggy Notebaert Nature Museum. Take a stroll through the park and enjoy the sights and sounds of nature.

Chicago Theatre

Experience the rich history of the city at the Chicago Theatre, a historic landmark that hosts a wide variety of performances, including Broadway shows, concerts, and comedy acts.

Bike Tour

See Chicago in a new way and get some exercise by taking a bike tour of the city. Enjoy the sights and sounds of the city while getting some exercise.

Field Museum

 

Discover the wonders of natural history at the Field Museum. The museum has a wide variety of exhibits, including a replica of a T. rex skeleton and the largest collection of Egyptian artifacts outside of Egypt.

Willis Tower Skydeck Ledge

Take a trip to the Willis Tower and step out onto the Skydeck Ledge for a truly unique and exhilarating experience. The Skydeck Ledge extends 4 feet outside the building and offers a panoramic view of the city.

Chicago Cultural Center

Experience the art and culture of Chicago at the Chicago Cultural Center, a beautiful building that houses many art exhibits and performances. The center is also home to a large Tiffany dome, which is one of the most famous features of the building.

Segway Tour

See the city in a new way by taking a Segway tour. Enjoy the sights and sounds of the city while getting a little exercise.

Museum of Contemporary Art

Discover contemporary art at the Museum of Contemporary Art. The museum has a wide variety of exhibits featuring works by emerging and established artists. Whether you’re a fan of modern art or just looking to experience something new, the Museum of Contemporary Art is a great place to visit.

Navy Pier

Navy Pier is a must-see destination for anyone visiting Chicago. The pier offers a wide variety of attractions, including an amusement park, a Ferris wheel, and a variety of shops and restaurants. Take a stroll along the pier and enjoy the sights and sounds of Lake Michigan.

Willis Tower Skydeck Ledge

Take a trip to the Willis Tower and experience the Skydeck Ledge, a glass balcony that extends 4 feet outside the building. The Skydeck Ledge offers a panoramic view of the city, making it a great place to take in the sights and sounds of Chicago.

Helicopter Tour

Take a helicopter tour of the city and see Chicago from a bird’s eye view. Enjoy the sights and sounds of the city while getting a unique perspective on the city’s famous landmarks.

Adler Planetarium

Discover the mysteries of the universe at the Adler Planetarium. The planetarium offers a wide variety of exhibits and shows that explore the latest in space science and technology.

Shedd Aquarium

Explore the wonders of the ocean at the Shedd Aquarium. The aquarium is home to over 32,000 animals from all over the world, including dolphins, sharks, and sea otters.

Chicago Riverwalk

Take a stroll along the Chicago Riverwalk and enjoy the sights and sounds of the city. The Riverwalk offers a wide variety of restaurants and shops, as well as beautiful views of the Chicago River and its famous architecture.

These are just a few of the many tourist attractions in Chicago. Whether you’re interested in history, culture, or just having fun, the Windy City has something for everyone. So book your next adventure in Chicago with Mysittivacations and make memories that will last a lifetime.