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Glory of the Snow

June 11, 2022

Top 10 Fun Things To Do In Chicago You Absolutely Can’t Miss 

Here are the top 10 fun things to do in Chicago: the coolest attractions that should not be missed!

If you’re looking for a city that has it all, look no further than Chicago. With so much to do and see, you’ll be hard-pressed to fit everything into your trip. 

There are endless things to see and do in this vibrant city, from soaking up the culture at world-renowned museums to enjoying a breathtaking view of the skyline from atop a skyscraper. 

If you’re headed to Chicago, there are, however, certain attractions you absolutely can’t miss. 

Let’s dive into it!

Top 10 Fun Things To Do In Chicago

Whether you’re visiting Windy City for the first time or you’re a return visitor, here are the top 10 fun attractions that will not disappoint you.

1. Soak Up The Skyline From Willis Tower 

Willis Tower, formerly known as the Sears Tower, is one of Chicago’s most iconic landmarks. Standing 110 stories tall, it’s one of the tallest buildings in the Western Hemisphere. 

Visitors can take a ride up to the Skydeck on the 103rd floor for breathtaking 360-degree views of the city. On a clear day, you can see up to 50 miles away across four different states! 

Top 10 Fun Things To Do In Chicago: Soak Up The Skyline From Willis Tower 

If you’re feeling brave, step out onto one of the glass boxes that extend 4.3 feet out from the building and enjoy a bird’s eye view of the city streets below. 

Since visiting Willis Tower is one of the top things to do in Chicago, the Skydeck gets pretty crowded during the day. Therefore, it’s best to visit first thing in the morning when it opens to avoid the crowds. 

2. Stroll Through Millennium Park

Millennium Park is one of Chicago’s most beloved public spaces. The 24.5-acre park features world-renowned architecture and art, gorgeous gardens, and plenty of recreational activities. 

If you’re a fan of public art, be sure to check out Cloud Gate, also known as “The Bean.” This 110-ton sculpture is made of polished stainless steel, and thanks to its reflective surface, it’s a true photographer’s dream. No wonder it’s quickly become one of the most Instagrammable places in Chicago! 

Top 10 Fun Things To Do In Chicago: Stroll Through Millennium Park

Other highlights of Millennium Park include the Jay Pritzker Pavilion, an open-air concert venue designed by world-renowned architect Frank Gehry, and The Crown Fountain, which features two 50-foot tall glass towers that project video images of Chicagoans. 

While visiting Millenium Park, you also can’t miss strolling around Lurie Garden. This beautiful 2.5-acre garden features a variety of plants, trees, and flowers that bloom throughout the year. 

In the warmer months, Millennium Park is the perfect place to picnic, people-watch or take a leisurely stroll. In the winter, it transforms into a winter wonderland with an ice skating rink and festive holiday decorations. 

3. Shop On The Magnificent Mile

The Magnificent Mile is one of Chicago’s most popular shopping districts. It’s home to high-end retailers like Neiman Marcus, Bloomingdale’s, and Saks Fifth Avenue, as well as more budget-friendly stores like H&M and Forever 21. 

Top 10 Fun Things To Do In Chicago: Shop On The Magnificent Mile

No matter what your budget is, you’re sure to find something to your liking on the Magnificent Mile. And even if you’re not in the market for anything, it’s still fun to window shop and people-watch. 

When you need a break from all the shopping, head to one of the many restaurants or cafes lining the street. Or if you’re looking for something sweet, treat yourself to a scoop of gelato from one of the many gelaterias. 

The Magnificent Mile divides two of the best areas to stay in Chicago, River North and Streeterville, so if you’re staying in one of these two neighborhoods, you’ll be within walking distance of all the action. 

4. Take An Architectural Boat Tour

Chicago is known for its world-renowned architecture, and what better way to see it than on a boat tour? 

There are several different companies that offer architectural boat tours of Chicago, and the tours typically last for 45-90 minutes. 

Best Things To Do In Chicago: Take An Architectural Boat Tour

During the tour, you’ll cruise down the Chicago River and get an up-close look at some of the city’s most iconic buildings, including the Willis Tower, the Merchandise Mart, and the Wrigley Building. 

You’ll also learn all about the history and architecture of Chicago from your knowledgeable tour guide. 

If you’re interested in architecture, this is definitely one of the top things to do in Chicago that you have to include in your Chicago itinerary. 

5. Visit The Art Institute Of Chicago

The Art Institute of Chicago is one of the world’s top art museums, and it’s definitely a must-visit for any art lover. 

The museum houses an impressive collection of art, spanning from ancient Egyptian artifacts to contemporary pieces. There’s something for everyone at the Art Institute of Chicago. 

Best Things To Do In Chicago: Visit The Art Institute Of Chicago

Some of the most popular attractions at the museum include the Impressionist paintings, the Modern Wing, and the iconic lion statues that greet visitors at the main entrance. 

If you’re limited on time, be sure to visit the Highlights Tour, which covers all of the must-see attractions in the museum. 

The museum is closed on Tuesdays and Wednesdays, so be sure to plan your visit accordingly. 

6. Experience Navy Pier

Navy Pier is a popular destination for both locals and tourists alike. It’s home to dozens of shops, restaurants, and attractions, making it the perfect place to spend a couple of hours. 

Cool Things To Do In Chicago: Experience Navy Pier

Some of the most popular things to do at Navy Pier include taking a ride on the Ferris wheel, visiting the Children’s Museum, and watching a performance at the Imax Theater. 

In the summer, Navy Pier is also a great place to catch a fireworks show. The weekly shows take place on Wednesdays and Saturdays, and they’re definitely worth sticking around for. 

7. Walk Along The Chicago Riverwalk

The Chicago Riverwalk is a beautiful path that runs along the banks of the Chicago River. It’s the perfect place to take a leisurely stroll, go for a run, or just enjoy the sights and sounds of the city. 

Top Things To Do In Chicago Walk Along The Chicago Riverwalk

If you’re looking for things to do in Chicago on a budget, this is definitely one of the best options. Walking along the Riverwalk is completely free, and it’s a great way to get some fresh air and see the city from a different perspective. 

The Riverwalk is also a great place to people-watch and there are plenty of benches where you can sit and relax. 

If you’re feeling hungry, there are several restaurants along the Riverwalk that offer outdoor seating with views of the river. 

8. Discover The Botanical Beauty Of The Garfield Park Conservatory

The Garfield Park Conservatory is one of the largest conservatories in the world and it’s definitely a hidden gem in Chicago. 

This botanical oasis is the perfect place to escape the hustle and bustle of the city. Inside, you’ll find a variety of different gardens, each with its own unique flora and fauna. 

Unique Things To Do In Chicago: Discover The Botanical Beauty Of The Garfield Park Conservatory

The Conservatory is also home to a variety of special events throughout the year, including concerts, art exhibits, and family-friendly activities. 

Admission to the Garfield Park Conservatory is free, making it another one of the best fun things to do in Chicago on a budget. 

9. Explore Museum Campus

Fun Things To Do In Chicago: Explore Museum Campus

Museum Campus is a 57-acre park that’s home to some of Chicago’s most popular museums, including the Adler Planetarium, the Shedd Aquarium, and the Field Museum. 

Best Things To Do In Chicago: Shedd Aquarium

All of the museums on the Museum Campus offer a variety of different exhibits and activities that are perfect for families. 

The Adler Planetarium is home to a variety of exhibits that focus on astronomy and space. Some of the most popular attractions at the Planetarium include the StarRider Theater and the Atwood Sphere. 

The Shedd Aquarium is one of the largest aquariums in the world, and it’s home to over 32,000 aquatic animals. Visitors can explore different habitats, from the Amazon River to the Great Barrier Reef. 

The Field Museum is one of the most popular museums in Chicago. It’s home to a variety of exhibits, including the popular dinosaurs exhibit. If you’re looking for fun things to do in Chicago with kids, this is definitely the place to go! 

No matter which museum you choose to visit, you’re sure to have a great time at the Museum Campus. 

10. Enjoy A Taste Of Chicago’s Food Scene

Best Things To Do In Chicago: deep dish pizza

Chicago is known for its food scene, and there are plenty of great places to eat all around the city. 

If you’re looking for a quick bite, stop by one of the many hot dog stands that can be found all over Chicago. Portillo’s is one of the most popular chains known for their delicious chili dogs. 

If you’re in the mood for something a little more upscale, there are plenty of great restaurants to choose from. For a truly unique dining experience, head to Alinea, one of the most acclaimed restaurants in the world. 

For a taste of Chicago’s famous deep-dish pizza, stop by Lou Malnati’s or Giordano’s. And no trip to Chicago would be complete without a visit to one of the city’s many steakhouses. 

There are plenty of great places to eat all around the city, so you’re sure to find something that you’ll love. 

Conclusion 

Chicago is a city that has something for everyone. Whether you are looking to explore the arts and culture or take in some of the best food the Midwest has to offer, you can find it all here. 

We hope this list of the top 10 best things to do in Chicago gave you a good starting point for planning your next trip to Chicago. 

Have we missed anything? What is your favorite thing to do in Chicago? Let us know in the comments below! 

About The Author Of “Top 10 Fun Things To Do in Chicago You Absolutely Can’t Miss”

The Author Of "10 Best Things To Do in Chicago You Absolutely Can't Miss"

Kriszti is a Budapest-based travel blogger with a never-ending wanderlust who is passionate about content creation, travel photography, and discovering new destinations, one place at a time. Her goal is to help her readers turn their travel dreams into reality by sharing her practical travel tips and detailed travel guides on her blog, She Wanders Abroad. 

I hope you have enjoyed reading about these top 10 fun things to do in Chicago.

Just before you go, you may want to explore some other iconic destinations in the USA:

TOP 35 THINGS TO DO IN CALIFORNIA TO PUT ON YOUR BUCKET LIST

TOP 10 BEST THINGS TO DO IN ARIZONA TO SATISFY YOUR WANDERLUST

Thanks for stopping by!

Magda

xoxo

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By: Magda · In: NORTH AMERICA, TRAVEL

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