Things to do
Things to do

10+ Things to Do in Chicago (Most Recommended)

Here's all the best things to do in Chicago.


From hip galleries and bustling cultural centers to stunning views of the skyline and great food, Chicago is the perfect destination for a weekend getaway. No matter what you’re looking for, there’s something in the Windy City for you to enjoy. Whether you’re an art enthusiast, a sports fan, or a foodie, here are the top things to do in Chicago.

1. Visit the Art Institute of Chicago

Visiting the Art Institute of Chicago is one of the best things to do in Chicago because of its wide variety of artwork, from classic pieces to modern art.

The museum also offers educational programs, events, lectures, and workshops. Additionally, the Institute also has a variety of restaurants, cafes, and shops, as well as a theater, library, and garden. With all these amenities, visitors can enjoy a full day of learning, exploring, and appreciating art.

2. Take a Tour of the Willis Tower Skydeck

Taking a Tour of the Willis Tower Skydeck is one of the best things to do in Chicago because it offers breathtaking views of the city from 103 floors up. From the Skydeck, visitors can see up to four different states, and on a clear day, they can see up to 50 miles away.

It is also the tallest building in the Western Hemisphere and the third-tallest building in the world. In addition to the incredible views, visitors also get to learn about the history of the building and its construction. All in all, the Willis Tower Skydeck is a must-see attraction for anyone visiting Chicago.

💡 Tip: Get your money back if the trip is canceled. 

If your trip gets canceled, instead of losing money, you can get your money back. If you had bought travel insurance that is.

Most plans only cost less than $20 a day.

Check out popular travel insurance plans and choose one that suits you for your trip.

3. Explore Navy Pier

Exploring Navy Pier is one of the best things to do in Chicago due to its unique attractions and activities. Navy Pier offers amazing views of Lake Michigan and the Chicago skyline, a variety of restaurants, shopping, entertainment, and family-friendly activities.

The pier also features an outdoor amphitheater, Ferris wheel, and carousel. With so much to see and do, Navy Pier is a great destination for visitors looking to explore the city.

4. Stroll Along the Magnificent Mile

Strolling Along the Magnificent Mile is one of the best things to do in Chicago due to its incredible array of attractions. The Magnificent Mile is a stretch of Michigan Avenue running through the heart of downtown Chicago, lined with luxurious shops, world-class restaurants, magnificent architecture, iconic landmarks, and scenic views.

This vibrant area offers something for everyone, from shopping, sightseeing, and entertainment to nightlife, culture, and history. Whether you’re looking for an unforgettable experience or simply want to take in the sights, strolling along the Magnificent Mile is the perfect way to explore all that Chicago has to offer.

5. Catch a Performance at the Chicago Theater

Catching a performance at the Chicago Theater is one of the best things to do in Chicago because of its beautiful and historic architecture, state-of-the-art sound and light systems, and its diverse lineup of performances. From opera and ballet to comedy and music, the theater has something for everyone.

It’s also located in the heart of downtown Chicago, so it’s easily accessible and provides a great opportunity to explore the city. Plus, the theater provides a unique experience that can’t be found anywhere else.

6. Spend an Afternoon at Lincoln Park Zoo

Spending an afternoon at the Lincoln Park Zoo is one of the best things to do in Chicago for a variety of reasons. First, the zoo is free and open to the public year-round, meaning it’s accessible to everyone. Second, the zoo houses over 1,000 animals from around the world, offering visitors the chance to observe creatures from all corners of the globe.

Third, the zoo offers educational programs, exhibits, and activities for kids and adults alike, making it an ideal destination for families. Finally, the zoo provides stunning views of Lake Michigan and the city skyline, allowing visitors to truly appreciate the beauty of Chicago.

7. Take a Ride on the Ferris Wheel at Navy Pier

Taking a ride on the Ferris wheel at Navy Pier is one of the best things to do in Chicago because it offers stunning views of the city skyline and Lake Michigan.

The wheel stands 150 feet high and each car can accommodate up to six people, making it an ideal activity for families or groups of friends. The ride also provides a unique opportunity to experience a variety of Chicago’s attractions from the sky.

8. Visit the Chicago Cultural Center

Visiting the Chicago Cultural Center is one of the best things to do in Chicago because it offers a variety of activities, attractions, and events. The center features beautiful architecture and art exhibitions, free concerts and lectures, a film series, and more.

Additionally, the center is located in the heart of downtown Chicago, making it easy to access and explore. Whether you’re interested in culture, history, or just want to explore something new, the Chicago Cultural Center is an ideal place to visit.

9. Attend a Game at Wrigley Field

Attending a game at Wrigley Field is one of the best things to do in Chicago. The iconic ballpark has been home to the Cubs since 1916 and holds a special place in the hearts of many Chicagoans.

The atmosphere at a game is electric, with fans cheering on the team from the ivy-covered bleachers and singing along to the 7th inning stretch. Additionally, Wrigley Field is located in the heart of the city’s vibrant Lakeview neighborhood, making it easy to grab a bite to eat or explore the area before or after the game.

10. Have Fun at the Museum of Science and Industry

Having Fun at the Museum of Science and Industry in Chicago is one of the best things to do in the city. The museum has a wide range of interactive exhibits, engaging activities, and educational demonstrations that make it a great place for families and kids to explore.

From the U-505 submarine to the Train Room to the Coal Mine exhibit, there are plenty of fascinating and fun things to discover. The museum also offers special events and programs throughout the year, giving visitors an opportunity to experience something new every time they visit.

💡 Tip: Get your money back if the trip is canceled. 

If your trip gets canceled, instead of losing money, you can get your money back. If you had bought travel insurance that is.

Most plans only cost less than $20 a day.

Check out popular travel insurance plans and choose one that suits you for your trip.

11. Skydeck Chicago

Visiting Skydeck Chicago is one of the best things to do in Chicago because it offers visitors a unique view of the city. Skydeck is located on the 103rd floor of the Willis Tower and provides breathtaking views of the entire city.

Visitors can also explore interactive exhibits, learn about the city’s history, and experience the thrill of standing on The Ledge – a glass balcony suspended 1,353 feet above ground level. With its unparalleled panoramic views, informative exhibits, and thrilling experience, Skydeck is an unforgettable destination for any traveler visiting Chicago.

Summary

Planning a trip to Chicago can be an exciting experience. To ensure a successful visit, research the city’s attractions, decide on a budget, and book accommodations ahead of time.

When it comes to transportation, consider taking public transit or renting a car depending on your needs.

Make sure to plan activities in advance to get the most out of your visit, such as attending a show, seeing a museum, or exploring the city’s parks.

Lastly, don’t forget to take advantage of Chicago’s culinary scene and try some of the city’s famous dishes. With proper planning and preparation, you’ll have an unforgettable time in the Windy City.

5/5 - (1 vote)

Travel should be fun and easy. For all the hassles, we have the answers. I'm an avid traveler and share everything I've learned during my travels so that you can learn from them and avoid mistakes. Happy travels!

View Comments
There are currently no comments.