best things to do in chicago

Chicago is commonly known as the Windy City. It has many people and is famous for having existed for a long time, its grand architecture, and many cultural activities. Whether you are embarking on your initial exploration of this lively city or making a return visit, you will consistently encounter new and exhilarating experiences within its dynamic ambiance. Below are the top ten activities to engage in while visiting Chicago.

10 Best Things to Do in Chicago

1. Chicago Riverwalk

The Chicago Riverwalk is a beautiful urban space that offers scenic views, recreational activities, and dining options along the Chicago River. It’s a perfect place for a stroll or to view the city’s architecture from a different perspective.

Chicago Boat Tours

Chicago Boat Tours

One of the most captivating experiences along the scenic Riverwalk is embarking on one of the compelling Chicago boat tours. These remarkable tours present an extraordinary opportunity to immerse oneself in the breathtaking architecture that defines the city. Participants can look forward to a profound understanding of the historical significance and intricate design elements contributing to Chicago’s iconic skyline.

2. Visit the Chicago Navy Pier

Visit the Chicago Navy Pier

Navy Pier is an iconic and bustling destination located in Chicago, Illinois. It offers various attractions to cater to all interests, including thrilling rides, diverse dining options, unique shops, and various entertainment venues. Its outstanding quality is due to the striking Centennial Wheel, which displays excellent bird’ s-eye views of an incredible skyline, the tranquil waters of Lake Michigan, and the beautiful surrounding landscape.

3. Visit 360 Chicago Observation Deck

Visit 360 Chicago Observation Deck

Located in the John Hancock Center, the 360 Chicago Observation Deck provides breathtaking panoramic views of the city and Lake Michigan from 1,000 feet above the ground. Take advantage of the thrilling TILT experience, which leans you out over the edge for a unique perspective.

4. Enjoy Candlelight Classical Concerts in Chicago

Enjoy Candlelight Classical Concerts in Chicago

Come and see the wonders of live classical music at Candlelight Concerts. They have small shows in old places around town where you can see music performed with only candles lighting the room; it’s so peaceful and unique.

5. Visit Grant Park

Grant Park, often called “Chicago’s front yard,” is a vast urban park with beautiful gardens, walking paths, and iconic landmarks such as Buckingham Fountain. Chicago is famous for the Art Institute of Chicago, which has many artworks worldwide. The city also has the Museum Campus, where you can visit the Field Museum, the Shedd Aquarium, and the Adler Planetarium.

6. Enjoy the Views at the John Hancock Center

Apart from the 360 Chicago Observation Deck, the John Hancock Center is an architectural marvel. The Signature Lounge on the 96th floor offers incredible views without the observation deck fee, where you can enjoy a meal or a drink.

7. Visit Millennium Park

Visit Millennium Park

Millennium Park is famous for its innovative architecture and public art installations, including the iconic Cloud Gate (“The Bean”). The park also features the Crown Fountain and the Jay Pritzker Pavilion, which hosts free concerts and events.

8. Craft Brewery Tours in Chicago

Chicago has a booming craft beer scene. Take a brewery tour to sample a variety of local brews and learn about the brewing process. Popular spots include Revolution Brewing, Lagunitas Brewing Company, and Goose Island.

9. A Walk at Historic Streets of Hyde Park

A Walk at Historic Streets of Hyde Park

Hyde Park is a historic neighborhood home to the University of Chicago and the Museum of Science and Industry. Explore its charming streets, visit Frank Lloyd Wright’s Robie House, and enjoy the vibrant community atmosphere.

10. Take a Trip to Wrigley Field

Take a Trip to Wrigley Field

Wrigley Field, home of the Chicago Cubs, is one of the country’s oldest and most iconic baseball stadiums. Catching a game here is a quintessential Chicago experience, or take a guided tour of the stadium for a behind-the-scenes look.


From breathtaking architectural landmarks and cultural attractions to its vibrant neighborhoods and scenic parks, Chicago offers a rich tapestry of experiences. The Windy City is always exciting, with so much to do – wandering around the Riverwalk, enjoying panoramic views from above, or absorbing the local histories and cultures.


What should you know before going to Chicago?

Before visiting Chicago:

  1. Be aware of the weather, which can be pretty unpredictable.
  2. It’s best to wear multiple layers to stay warm and prepare for possible strong winds when dressing.
  3. Please familiarize yourself with public transportation options, as they are convenient for getting around the city.

How many days in Chicago is enough?

A 3-5 day trip is usually enough to explore the main attractions and get a good feel for the city. This allows time for sightseeing, dining, and enjoying some of Chicago’s unique experiences.

What is Chicago like for tourists?

Chicago is a tourist-friendly city with many attractions, dining options, and cultural experiences. It’s known for its welcoming locals, diverse neighborhoods, and vibrant arts scene.

What is the best month to go to Chicago?

The best time to visit Chicago is in late spring (May to June) and early fall (September to October) when the weather is mild, and there are plenty of outdoor events and festivals.

Is Chicago expensive?

Chicago can be expensive, particularly in terms of accommodation and dining. However, plenty of budget-friendly options exist, including free attractions like Millennium Park and affordable dining in neighborhoods like Pilsen and Logan Square.

Is Chicago very walkable?

Yes, Chicago is very walkable, especially in areas like the Loop, River North, and the Magnificent Mile. The city’s efficient public transportation system provides convenient access to the unique charms of various neighborhoods.

Chicago offers a diverse array of activities and attractions, ensuring that every visitor finds something to enjoy. Plan your trip wisely to maximize your time in this incredible city.

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