Chicago Bucket List for First Timers
As one of the most popular vacation destinations in the USA, there are endless things to add to your Chicago bucket list.
There’s a lot to eat, drink, see and do. There are high rises, music venues, and restaurants alongside world-famous attractions. They also play host to many of the country’s best cultural festivals.
When you visit a city as iconic as Chicago though, it can be hard to know where to start. But don’t fret — we’ve got you covered. Below, you’ll find our complete guide to what sights and attractions should be on your radar.
Here’s our ultimate Chicago bucket list for first-timers:
Chicago is the perfect place for tourists to explore. Many of the Chicago tourist attractions are centrally located in the Loop or within an easy bus or train ride. Depending upon where you are staying in Chicago, these attractions could be within comfortable walking distance, too!
Spend a fun afternoon at
Millennium Park
Millennium Park is located across Michigan Avenue from the Art Institute of Chicago, and features modern architecture and public art. One of its most famous landmarks is Cloud Gate, otherwise known as “The Bean” because of its shape. The sculpture reflects surrounding buildings and sky, creating amazing views that you have to see for yourself! There are also free concerts in the summer at the Pritzker Pavilion. And in the wintertime, there’s also a large outdoor ice skating rink.
Marvel at the masterpieces at
Art Institute of Chicago
The Art Institute of Chicago is one of the oldest and largest art museums in the country. Its extensive collection includes works by Claude Monet, Vincent van Gogh, Jackson Pollock and many others. There are two main buildings: the Modern Wing features contemporary art; while classic pieces can be found in the older wing of the museum.
Enjoy baseball season at
Wrigley Field
Wrigley Field has been home to the beloved team, the Chicago Cubs since 1916. This field is one of the oldest ballparks in America and was named after William Wrigley Jr., who bought a one fifth share of the club in 1921. Wrigley Field is known for its unique features such as a scoreboard that was constructed by hand and lacks an electronic board and video screen.
For Wrigley Field tours, we recommend checking out the ballpark’s website and booking your tickets online in advance. You’ll get behind-the-scenes access to all kinds of areas you won’t see during a game or on TV: dugout, field, press box and more!
Take advantage of the best views at
SkyDeck Chicago
Nothing says “Chicago” like an awe-inspiring view of the city skyline. The SkyDeck Chicago is located on the 103rd floor of the Willis Tower, and is the second-highest observation deck in the United States. On a clear day, the SkyDeck allows its visitors to see four states; Illinois, Indiana, Michigan, and Wisconsin.
It’s a great way to get oriented with the city. If you want a truly unique experience, The Ledge at SkyDeck extends out 4.3 feet from the 103rd floor, giving visitors a glass-bottomed view of Chicago 1,353 feet below.
Explore your scientific side at
Museum of Science and Industry
The Museum of Science and Industry has over 35,000 artifacts from cultural history from all over the world. It’s reported to be the largest science museum in the country. The museum also includes a 3D movie theater and multiple exhibits such as a seven-story domed OMNIMAX Theater, a coal mine, and an authentic German U-Boat.
Take a stroll down
The Magnificent Mile
The Magnificent Mile is a fancy name for Michigan Avenue, which runs north-south through downtown Chicago. This area is a shopping heaven, with more than 460 retail stores, 275 restaurants and 60 hotels. It’s also home to many notable attractions like the Wrigley Building, Tribune Tower, and Water Tower Place, one of Chicago’s premier shopping destinations.
Have some family fun at
Navy Pier
Navy Pier is home to many attractions including an IMAX theater, a miniature golf course, and an extensive children’s museum, but it’s also a great place just to walk around and enjoy a Chicago sunset. Ride a 15 story tall Ferris wheel, try exotic food, take a boat tour on Lake Michigan or catch a show at one of the theaters. Explore the beach, gardens and shops. There are many souvenir shops and restaurants here as well. The list goes on and on!
Devour all of the
signature Chicago dishes
Chicago is a city of diverse neighborhoods, so it only makes sense that the food scene is a melting pot of unique influences. From deep dish pizza to hot dogs, you won’t be disappointed by its culinary offerings. Here’s our list of mouthwatering signature Chicago dishes that you shouldn’t miss:
- Chicago style deep-dish pizza
- Garrett Popcorn
- Chicago Dog
- Italian Beef Sandwiches
- Rainbow Cone
Make sure that you add as many of these attractions to your Chicago bucket list as possible, and enjoy your trip! Chicago is truly one of those cities where it’s hard not to have a good time. So do yourself a favor and check out what this amazing city has to offer!
