If you are planning a trip to Chicago and wondering what to do in the city, you have come to the right place. In this guide, we will highlight the top 10 things you must do during your visit to Chicago. From world-renowned museums and iconic landmarks to diverse neighborhoods and delicious cuisine, Chicago has something for everyone.
Whether you are a first-time visitor or a returning tourist, our list of top 10 things to do in Chicago will help you make the most of your trip. Explore the city’s attractions, activities, landmarks, museums, restaurants, nightlife, events, sightseeing, and tourism with our guide.
So, what are you waiting for? Let’s dive into the top 10 things to do in Chicago! But, before we do that, take a moment to appreciate the mesmerizing beauty of this city with a stunning image.
Chicago is a city that never sleeps, and this image perfectly captures the city’s bustling energy. So, prepare yourself to explore the Windy City like never before!
Explore Magnificent Mile and Millennium Park
Begin your Chicago adventure by strolling along the famous Magnificent Mile, lined with luxury shops, restaurants, and hotels. Make sure to visit Millennium Park, home to iconic landmarks such as “The Bean” and the Jay Pritzker Pavilion.
Take a moment to relax in the park’s serene atmosphere or attend one of its many events, including free outdoor concerts and art exhibitions. After exploring, stop by one of the many restaurants in the area and indulge in a delicious meal while taking in the scenic views of the city.
Visit Art Institute of Chicago and Museum Campus
As an art and culture enthusiast, the Art Institute of Chicago and Museum Campus should be at the top of your list of Chicago attractions to visit. Housing an impressive collection of art pieces from around the world, the Art Institute of Chicago is renowned for captivating exhibitions that showcase different periods and styles of art. From American art to ancient Chinese and Greek pieces, the museum offers a diverse perspective on art history. A must-see exhibit is the iconic American Gothic painting by Grant Wood, located in Gallery 263.
Adjacent to the Art Institute is the Museum Campus, a sprawling complex that houses three other Chicago museums. The Field Museum is the perfect destination for anyone interested in history, science, and natural wonders. The Museum of Natural History and the Shedd Aquarium both offer incredible exhibits that allow visitors to learn about aquatic life. Lastly, the Adler Planetarium invites museum-goers to explore and appreciate the beauty and complexity of the cosmos.
Discover Navy Pier and Lakefront Trail
Chicago is famous for its beautiful lakeshore, and the Navy Pier is the perfect spot to take in the stunning views of Lake Michigan. You’ll find an array of activities to suit all ages, whether you want to take a relaxing boat tour, enjoy a ride on the Ferris wheel, or catch a show at the IMAX theatre.
Afterward, head to the Lakefront Trail for an idyllic stroll or bike ride along the lakefront.
| Things to Do at Navy Pier | Things to Do along Lakefront Trail |
|---|---|
| Ride the Ferris Wheel | Scenic walks or bike rides |
| Experience the Chicago Children’s Museum | Sailing, kayaking, and other water activities |
| Watch a live performance at the Aon Grand Ballroom | Swimming and beach activities |
| Visit the Chicago Shakespeare Theater | See the Chicago skyline from a distance |
The Navy Pier and Lakefront Trail are must-visit attractions for anyone who loves to explore Chicago’s scenic beauty and cultural offerings.
Take in the Views from Willis Tower Skydeck
Get ready to soar high over the Windy City at the Willis Tower Skydeck. Located on the 103rd floor of the Willis Tower, formerly known as the Sears Tower, this iconic landmark offers breathtaking views of Chicago’s skyline, Navy Pier, and Lake Michigan.
Step onto the glass-floor balconies and experience the thrill of staring down at the cityscape below. The Skydeck also features interactive exhibits and displays that highlight the history and culture of Chicago.
If you want to beat the crowds, plan your visit early in the day or during the week. Don’t miss this unique opportunity to see Chicago from a whole new perspective.
Explore the Riverwalk and Architecture
Don’t miss the Chicago Riverwalk, a picturesque pedestrian pathway that runs along the Chicago River. Get ready to be awed by the iconic skyscrapers that dominate the Chicago skyline. The Riverwalk stretches across the city’s most vibrant neighborhoods and features a variety of restaurants, bars, and shops.
Chicago architecture is renowned for its unique blend of styles, from art deco to modernist and beyond. There are a number of architecture tours available that will take you on a journey through Chicago’s most iconic buildings, including the Willis Tower and Chicago Tribune Tower.
A boat tour is a great way to explore the city’s architectural wonders from the river. You’ll get an up-close view of landmark buildings, such as the Wrigley Building and Merchandise Mart. Alternatively, take a leisurely stroll or bike ride along the Riverwalk and enjoy the scenic views.
Experience the Flavors of Chicago’s Cuisine
Chicago is known for its diverse culinary scene, offering a variety of dishes to satisfy any palate. From deep-dish pizza to hot dogs and Italian beef sandwiches, the city’s cuisine is a must-try for any foodie visiting the Windy City.
Start with the famous deep-dish pizza which is traditionally made with a thick buttery crust, topped with tomato sauce, cheese, and various meats and veggies. Some of the best places to grab a slice are Lou Malnati’s, Pizzeria Uno, and Gino’s East. For a quick bite, grab a Chicago-style hot dog, topped with tomato slices, yellow mustard, a pickle spear, celery salt, relish, and sport peppers. You can find them at places like Portillo’s and The Wiener’s Circle.
If you’re looking for something heartier, try a traditional Italian beef sandwich, made with thinly sliced roast beef, served on an Italian roll, and topped with sweet or hot peppers and other condiments. You can find some of the best sandwiches at Al’s Beef and Mr. Beef.
“Chicago is the pulse of America. The heartbeat, a rhythm of food and drink.”
Immerse Yourself in Chicago’s Nightlife
When the sun sets, Chicago comes alive with vibrant nightlife. Whether you’re in the mood for a casual drink or a night of dancing, the city’s bars, clubs, and live music venues offer something for everyone.
For a classic Chicago experience, head to The Green Mill Cocktail Lounge in the Uptown neighborhood. Known for its jazz music and speakeasy-style ambiance, this iconic bar has hosted the likes of Al Capone and Frank Sinatra.
If you’re looking for a lively dance floor, check out Sound-Bar in River North. This multi-level nightclub boasts state-of-the-art sound and lighting systems, and regularly hosts top DJs and performers.
For a more intimate setting, head to The Hideout in Noble Square. This cozy bar features local musicians and DJs, as well as comedy and storytelling events.
“Chicago is not the most corrupt American city. It’s the most theatrically corrupt.” – Studs Terkel
Attend Festivals and Events
Immerse yourself in Chicago’s vibrant culture and attend one of its numerous festivals or events. Whether you’re a foodie, music enthusiast, or art lover, Chicago has something for you.
- Taste of Chicago: This free event attracts foodies from around the world with its diverse range of cuisines and live music.
- Lollapalooza: One of the largest music festivals in the country, Lollapalooza takes place over four days and features artists across multiple genres.
- Chicago Jazz Festival: This free festival showcases talented jazz performers from around the world and is held annually at Millennium Park.
- Chicago Pride Parade: A celebration of LGBTQ+ rights and culture, the Chicago Pride Parade takes place each June and features colorful floats, music, and entertainment.
Don’t miss out on the excitement of Chicago’s festivals and events. Check the calendar and plan your visit accordingly to experience the city’s lively culture.
Wander Through Neighborhoods: Wicker Park and Chinatown
Chicago’s diverse neighborhoods offer a unique opportunity to experience the city’s vibrant culture and different communities. Two neighborhoods to add to your must-visit list are Wicker Park and Chinatown.
Start your journey in Wicker Park, located on the West Side of Chicago. This trendy neighborhood is famous for its unique shops, restaurants, and bars. Take a stroll down its streets, and you’ll see colorful murals and street art everywhere. Be sure to visit the Wicker Park Secret Garden, a hidden gem filled with beautiful flowers and greenery, an ideal spot to escape the bustling city.
Next, make your way to Chicago’s Chinatown, a cultural hub located on the South Side of the city. Everywhere you look, you’ll find vibrant colors and smells of delicious cuisine. Indulge in dim sum at the famous MingHin Cuisine or get lost in the aisles of the Chinatown Square Mall, filled with unique souvenirs, clothing, and knick-knacks. Be sure to visit the Chinatown Gate and Pagoda, iconic landmarks showcasing the neighborhood’s rich history and culture.
Top Attractions in Wicker Park and Chinatown
| Wicker Park | Chinatown |
|---|---|
 |
Chinatown Gate |
| The 606 Trail | MingHin Cuisine |
| Myopic Books | Chinatown Square Mall |
When visiting Wicker Park and Chinatown, be sure to take your time and explore all the hidden gems these neighborhoods have to offer. With a range of unique attractions and a mix of cultures, these neighborhoods offer a fascinating insight into the diverse communities that make up the Windy City.
Experience Chicago’s Sports Culture
Chicago is home to some of the most passionate sports fans in the country. If you’re a sports enthusiast, don’t miss the opportunity to catch a game of your favorite Chicago sports teams. With iconic venues like Wrigley Field and the United Center, you’re in for an unforgettable experience.
The Chicago Cubs have been a fixture of the city for over a century. Head to Wrigley Field for a game and enjoy the beautiful ballpark and lively atmosphere. Don’t forget to grab a hot dog and a cold beer while you’re there.
If basketball is more your style, the Chicago Bulls won’t disappoint. The United Center is a state-of-the-art venue that provides energy and excitement throughout the game. Experience the electrifying atmosphere and cheer on the Bulls as they take on their opponents.
Chicago is also home to other successful sports teams that are well worth experiencing, such as the Chicago White Sox and the Chicago Bears. No matter which team you support, Chicago’s sports culture is sure to leave you amazed and entertained.
Conclusion
Congratulations on discovering the top 10 things to do in Chicago! Now that you have a comprehensive guide to the Windy City, you can plan your trip with ease and make the most out of your visit.
Whether you’re interested in exploring the city’s iconic landmarks, immersing yourself in its diverse neighborhoods, or indulging in its culinary and nightlife scenes, Chicago has something for everyone.
So, pack your bags and get ready to uncover the magic of Chicago. With this guide in hand, you’re sure to have a memorable and enjoyable trip to this vibrant city.
