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What to do in Chicago

Known as the Windy City, Chicago is the United States’ third largest city, located on the shores of Lake Michigan, and is renowned for its many museums, vibrant music scene, impressive architecture and incredible food. You’ll have plenty of urban adventures to explore and discover here.

While public transit in Chicago is good, you might consider renting a car in Chicago if you plan to travel to outer parts of the city or have kids along. Consider reserving an SUV if you’re planning on exploring the city’s 28 miles of lakefront. Or opt for a compact car or sedan if you plan on visiting the city’s suburbs that aren’t connected by public transportation.

Book in Chicago

  • 1. Art Institute of Chicago
  • 2. The Chicago Riverwalk
  • 3. Adler Planetarium
  • 4. Wrigley Field
  • 5. Lake Michigan
  • 6. Navy Pier
  • 7. Cloud Gate
  • 8. Lincoln Park
  • 9. Skydeck Chicago
  • 10. Chicago Theater
  • Best Places to Eat & Drink in Chicago

Must-see attractions in Chicago

1. Art Institute of Chicago

This historic building is home to one of the oldest and largest art collections in the US. The museum has been around since the 19th century and holds a wide variety of art, including 300,000 masterpieces representing all kinds of styles and periods, as well as renowned temporary exhibitions throughout the year.

Bronze lion statue with Chicago skyscrapers in the background
One of the lions outside the Art Institute. Photo: Anastasia Moreva on Shutterstock

Address: 111 S. Michigan Ave., Chicago, IL 60603

Entry fees: Buy tickets

Hours: https://www.artic.edu/contact

Time required to see the attraction: At least 3 hours

2. The Chicago Riverwalk

The Chicago Riverwalk is a car-free walkway in downtown Chicago along the Chicago River. The area is the perfect destination to have a meal or simply enjoy a stroll along the river and explore public art. You can also rent a kayak, where you can view the city from the water.

entrance to chicago riverwalk with skyscrapers in the background
Photo: Jose Luis Stephens on Shutterstock

Address: 306-370 W. Wacker Drive

Entry fees: Free

Hours: Open 24/7

Time required to see the attraction: The Riverwalk can be explored over several hours

3. Adler Planetarium

The Adler Planetarium is a building dedicated to science and is notable for its planetarium dome and Art Deco style. It was founded in 1930 by the businessman Alex Andler. The building offers incredible views of the surrounding neighborhood, as well as exhibits, theaters and artifacts. It’s also the home of the Gemini 12 time capsule. In 1987 the planetarium was declared a National Historic Landmark.

exterior of adler planetarium with metal sculpture
Photo: Henryk Sadura on Shutterstock

Address: 1300 S. Lake Shore Dr., Chicago, IL 60605

Entry fees: Buy tickets

Hours: https://www.adlerplanetarium.org/visit/your-visit/hours/

Time required to see the attraction: At least 3 hours

4. Wrigley Field

The baseball park is home to the Chicago Cubs — one of the country’s most popular baseball teams. It is also one of the oldest ballparks in the country and its scoreboard is still changed by hand. Like other buildings in Chicago, it is also fashioned in the Art Deco style. If you’re not a baseball fan, you can also catch a concert here in the off-season.

Address: 1060 W. Addison St., Chicago, IL 60613

Entry fees: Depends on the event

Hours: Depends on the event

Time required to see the attraction: 3 hours or more for a baseball game

5. Lake Michigan

One of the five Great Lakes, Chicago is situated along the expansive waterfront of Lake Michigan with over 18 miles of trails and paved paths to explore. Although it has something to offer throughout all the seasons, Lake Michigan is particularly popular in the summer with people running, biking, swimming, boating and picnicking.

lake michigan and the chicago skyline
Photo: JaySi on Shutterstock

Address: Lakefront trail along Lake Shore Drive

Entry fees: Free

Hours: Open 24/7 with limited access in winter

Time required to see the attraction: Can be explored over several hours

6. Navy Pier

Navy Pier is one of the city’s most famous landmarks. It sits on the edge of Lake Michigan and is popular with tourists. It includes activities to keep the entire family entertained, like carousel rides, a Ferris wheel, a funhouse maze, an IMAX theater, the Chicago Shakespeare Theatre and the Chicago Children’s Museum.

navy pier jutting into lake michigan with chicago skyline in the background
Photo: Kristopher Kettner on Shutterstock

Address: 600 E. Grand Ave., Chicago, IL 60611

Entry fees: Free, although you need to buy tickets for rides and other attractions

Hours: https://navypier.org/plan-your-visit/hours-and-admission/

Time required to see the attraction: Enough to keep you occupied for full day.

7. Cloud Gate at Millennium Park

The park is home to one of the city’s most iconic outdoor pieces of art, including the Cloud Gate sculpture — better known as “The Bean” — where tourists flock to get a selfie in the reflective exterior. The park is also home to all sorts of art installations in spring and summer.

Address: 201 E. Randolph St., between Michigan Ave. & Columbus Ave., Chicago, IL 60602

Entry fees: Free

Hours: Attractions & park hours

Time required to see the attraction: 15 minutes

8. Lincoln Park

The largest park in Chicago is in one of the city’s most vibrant neighborhoods, with fantastic bars, restaurants, and live music venues. The park is also home to the Lincoln Park Zoo, the Chicago History Museum and all sorts of shopping venues. There are some good options for deep dish pizza in the neighborhood, too, if that’s what you’re after.

lincoln park with its lake on the shores of Lake Michigan
Photo: Felix Mizioznikov on Shutterstock

Address: 2045 N. Lincoln Park West, Chicago, IL 60614-470

Entry fees: Free

Hours: Park & attraction hours

Time required to see the attraction: Several hours are needed to explore the park adequately.

9. Chicago Skydeck

For the most impressive views of the city, head to the Skydeck Chicago, a glass box located 103 floors up and 1,300 feet high. On a clear day, the views can extend up to 50 miles. Alternatively, you can head to the venue at sunset for a fantastic display of colors.

tourists standing in glass box above skyscrapers in chicago
Photo: Anton Gvozdikov on Shutterstock

Address: 233 S. Wacker Dr., Chicago, IL 60606

Entry fees: Buy tickets

Hours: https://theskydeck.com/plan-a-visit/

Time required to see the attraction: Visitors typically spend 1.5 hours at the venue

10. The Chicago Theater

You can either catch a show at the theater or you can attend one of the venue’s tours to learn about the history of the site, its Baroque architecture, and even get an opportunity to stand on the stage and visit dressing rooms that were once home to many celebrities.

iconic marquee of the chicago theater
Photo: FeyginFoto on Shutterstock

Address: 175 N. State St., Chicago, IL 60601

Entry fees: Depends on the event

Hours: Depends on the event

Time required to see the attraction: Depends on the event

Best Places to Eat & Drink in Chicago

With its multicultural neighborhoods and history as the center of the meatpacking industry, Chicago has every kind of food you can think of. Just don’t leave town without trying a Chicago-style hot dog!

Lou Malnati’s: You’ll definitely want to try a deep-dish pizza while you’re in Chicago For the most traditional slice, head to Lou Malnati’s, one of the oldest and most famous pizza shops in the city. Be sure to try a slice of the signature Lou pizza with spinach, mushrooms and tomatoes.

Gene & Georgetti: For something a bit more upscale, try one of the city’s classic Chicago steakhouses. Gene & Georgetti is one of the oldest, with all sorts of different cuts and an extensive wine list.

Dovetail Brewery: Wash it all down with a craft beer from Dovetail Brewery, based on traditional European styles (including lager, stout, IPA, and sour ales).

Original Rainbow Cone: For dessert, head to Chicago’s own Original Rainbow Cone, another city staple since the early 1920s. Be sure to try out the shop’s most famous cone, which has five different flavors to savor.

More about Chicago

  • Top 10 Road Trips from Chicago
  • Where to Park in Chicago
  • Best Small Towns Near Chicago

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