If you’re planning your first trip to Chicago, you’re in for a treat. The Windy City is a vibrant blend of iconic architecture, world-class museums, lush green spaces, and a richly rooted cultural heritage. From the shores of Lake Michigan to the bustling streets of downtown, there’s something here for every kind of traveler.
In this guide, we’ve compiled the 10 best places to visit in Chicago that you can’t miss — especially if it’s your first time in the city or if you love exploring every corner of a new place.
1. Millennium Park & Cloud Gate (“The Bean”)
Millennium Park is often the first stop for tourists, and for good reason. This stunning public space in the heart of downtown Chicago is home to Cloud Gate, a massive, mirrored sculpture affectionately known as The Bean. It reflects the city skyline and is perfect for fun photos.
The park also features Crown Fountain, Lurie Garden, and plenty of open space for relaxing or catching live events. Millennium Park isn’t just a park — it’s an experience, and undoubtedly one of the best places to visit in Chicago for newcomers.
2. Navy Pier
Extending into Lake Michigan, Navy Pier is a family-friendly attraction offering entertainment, dining, boat tours, and seasonal events. The Centennial Wheel gives you a breathtaking view of the lake and city skyline. The pier also includes the Chicago Children’s Museum, outdoor art installations, and frequent fireworks shows during summer.
Whether you’re into food, fun, or just want a stroll with great views, Navy Pier is one of the best places to visit in Chicago for people of all ages.
3. The Art Institute of Chicago
Home to thousands of works of art from around the globe, the Art Institute of Chicago is a must-see for art lovers. Iconic paintings such as American Gothic by Grant Wood and A Sunday on La Grande Jatte by Georges Seurat call this museum home.
Its modern wing, Impressionist gallery, and rotating exhibits make it a treasure trove of culture. You don’t have to be an art expert to enjoy it — just bring your curiosity.
If you’re building a cultural itinerary, this museum ranks high on the list of the best places to visit in Chicago.
4. Willis Tower Skydeck (Formerly Sears Tower)
One of the tallest buildings in the Western Hemisphere, the Willis Tower offers a jaw-dropping view of the city from its Skydeck on the 103rd floor. The Skydeck’s main attraction, The Ledge, is a glass box that extends out from the building, giving you the illusion of floating over the skyline.
Not for the faint of heart, but worth it. For an unforgettable experience, especially at sunset, this is one of the best places to visit in Chicago.
5. Chicago Riverwalk
Stretching along the Chicago River, the Riverwalk is a beautifully designed pedestrian path lined with restaurants, cafés, public art, and kayak rentals. It’s ideal for a scenic walk, a relaxing drink, or even a river architecture tour.
The city’s history and modern life blend seamlessly here, making the Riverwalk one of the most charming and lively spots in town.
Without a doubt, it’s one of the best places to visit in Chicago for those who enjoy urban landscapes with a touch of nature.
6. The Magnificent Mile
If shopping is your thing, then the Magnificent Mile is your paradise. This stretch of Michigan Avenue features high-end retailers like Gucci and Louis Vuitton, as well as more budget-friendly brands and unique local shops.
It’s also a great place to explore historic buildings and architectural gems. With its blend of fashion, food, and flair, the Magnificent Mile is more than just a shopping district — it’s one of the best places to visit in Chicago for lifestyle lovers.
7. Lincoln Park & Lincoln Park Zoo
Lincoln Park is a massive green space just north of downtown that houses a free zoo, conservatory, nature boardwalk, and the Chicago History Museum. The Lincoln Park Zoo is one of the oldest in the country, and admission is always free!
Combine that with lakeside walking paths and picnic spots, and it’s easy to see why this area is so popular with both locals and tourists. It’s peaceful, family-friendly, and fun — all rolled into one.
One of the best places to visit in Chicago for nature lovers.
8. Museum of Science and Industry
This massive museum offers something for every curious mind. It’s interactive, immersive, and educational, from real airplanes hanging from the ceiling to a U-505 German submarine.
The Museum of Science and Industry is especially great for families and students, but anyone with a sense of wonder will love it. A few hours here can easily turn into an entire day.
When it comes to combining education and entertainment, this museum earns its place among the best places to visit in Chicago.
9. Wrigley Field
Sports fans, this one’s for you. Wrigley Field is the historic home of the Chicago Cubs and a bucket-list destination for baseball lovers. Even if you don’t catch a game, the area around the stadium — Wrigleyville — is lively and filled with bars, restaurants, and Cubs memorabilia.
Touring the stadium gives you a sense of Chicago’s rich sports history and neighborhood charm. For an authentic Chicago vibe, this is one of the best places to visit in Chicago.
10. 360 Chicago Observation Deck (John Hancock Center)
Located on the 94th floor of the John Hancock Building, 360 Chicago offers stunning panoramic views of the city and Lake Michigan. Its signature attraction, TILT, leans you outward at an angle for a thrilling view of the streets below.
It’s less crowded than the Willis Tower and arguably gives you a better view of the lake and northern parts of the city. If you want skyline photos, this is a top spot and certainly one of the best places to visit in Chicago.
Planning your Chicago adventure? Save this list and share it with your travel buddies. And don’t forget to bookmark these best places to visit in Chicago for a trip you’ll never forget!
Conclusion
Whether you’re drawn to culture, food, history, or adventure, these 10 attractions are undeniably the best places to visit in Chicago. Each location offers something unique, making your trip to the Windy City unforgettable. So grab your camera, put on your walking shoes, and get ready to explore Chicago like a pro!
