logo
Chicago, Usa

5 day itinerary for Chicago, Usa

Personalized with:

I want to travel at a relaxed pace

Exclude religious places

Share and earn 3 free tokens

They get 5 tokens for signing up with your link

Itinerary

Here's a suggested itinerary for 5 days in Chicago that will allow you to explore the city at a relaxed pace:

Day 1:

  • Start your day with a visit to Millennium Park, where you can see the famous Cloud Gate sculpture (also known as "The Bean") and take a stroll through the Lurie Garden.
  • From there, head over to the Art Institute of Chicago, one of the oldest and largest art museums in the country. Spend a few hours exploring the galleries and admiring works by artists like Monet, Van Gogh, and Picasso.
  • In the evening, catch a show at the Chicago Theatre, a historic venue that has hosted everyone from Frank Sinatra to Prince.

Day 2:

  • Begin your day with a visit to Navy Pier, a popular tourist destination that offers stunning views of Lake Michigan. Take a ride on the Ferris wheel or enjoy some of the other attractions, like the IMAX theater or the Chicago Children's Museum.
  • After lunch, head over to the Field Museum, which houses an impressive collection of natural history exhibits, including Sue, the world's largest and most complete T. rex skeleton.
  • In the evening, grab dinner in the trendy West Loop neighborhood, which is home to some of the city's best restaurants.

Day 3:

  • Start your day with a visit to the Willis Tower (formerly known as the Sears Tower), where you can take a ride up to the Skydeck and enjoy panoramic views of the city.
  • From there, head over to the nearby Chicago Riverwalk, a scenic pathway that runs along the Chicago River. Take a leisurely stroll and enjoy the views of the city's architecture.
  • In the afternoon, visit the Museum of Science and Industry, which features interactive exhibits on everything from space exploration to genetics.
  • In the evening, catch a performance at the Second City, a legendary comedy club that has launched the careers of many famous comedians.

Day 4:

  • Start your day with a visit to the Lincoln Park Zoo, which is home to over 1,000 animals from around the world. Admission is free!
  • From there, head over to the nearby Lincoln Park Conservatory, a beautiful indoor garden that features exotic plants and flowers.
  • In the afternoon, explore the trendy Wicker Park neighborhood, which is known for its eclectic mix of shops, restaurants, and bars.
  • In the evening, catch a game at Wrigley Field, one of the oldest and most iconic baseball stadiums in the country.

Day 5:

  • Start your day with a visit to the Museum of Contemporary Art, which features cutting-edge works by artists from around the world.
  • From there, head over to the nearby Magnificent Mile, a shopping district that features high-end retailers like Neiman Marcus and Saks Fifth Avenue.
  • In the afternoon, take a stroll through Grant Park, a large public park that offers stunning views of Lake Michigan and the city skyline.
  • In the evening, enjoy a dinner cruise on the Chicago River, where you can see the city's architecture lit up at night.

I hope this itinerary gives you a good idea of what to do during your 5 days in Chicago! Let me know if you have any questions or if there's anything else I can help you with.

Places of interest

Millennium Park Chicago, Usa

Millennium Park

Loading more info...

Cloud Gate sculpture (The Bean) Chicago, Usa

Cloud Gate sculpture (The Bean)

Loading more info...

Lurie Garden Chicago, Usa

Lurie Garden

Loading more info...

Art Institute of Chicago Chicago, Usa

Art Institute of Chicago

Loading more info...

Chicago Theatre Chicago, Usa

Chicago Theatre

Loading more info...

Navy Pier Chicago, Usa

Navy Pier

Loading more info...

Ferris wheel Chicago, Usa

Ferris wheel

Loading more info...

IMAX theater Chicago, Usa

IMAX theater

Loading more info...

Chicago Children's Museum Chicago, Usa

Chicago Children's Museum

Loading more info...

Field Museum Chicago, Usa

Field Museum

Loading more info...

Sue (T. rex skeleton) Chicago, Usa

Sue (T. rex skeleton)

Loading more info...

West Loop neighborhood Chicago, Usa

West Loop neighborhood

Loading more info...

Willis Tower (Sears Tower) Chicago, Usa

Willis Tower (Sears Tower)

Loading more info...

Skydeck Chicago, Usa

Skydeck

Loading more info...

Chicago Riverwalk Chicago, Usa

Chicago Riverwalk

Loading more info...

Museum of Science and Industry Chicago, Usa

Museum of Science and Industry

Loading more info...

Second City comedy club Chicago, Usa

Second City comedy club

Loading more info...

Lincoln Park Zoo Chicago, Usa

Lincoln Park Zoo

Loading more info...

Lincoln Park Conservatory Chicago, Usa

Lincoln Park Conservatory

Loading more info...

Wicker Park neighborhood Chicago, Usa

Wicker Park neighborhood

Loading more info...

Wrigley Field Chicago, Usa

Wrigley Field

Loading more info...

Museum of Contemporary Art Chicago, Usa

Museum of Contemporary Art

Loading more info...

Magnificent Mile shopping district Chicago, Usa

Magnificent Mile shopping district

Loading more info...

Grant Park Chicago, Usa

Grant Park

Loading more info...

Dinner cruise on the Chicago River Chicago, Usa

Dinner cruise on the Chicago River

Loading more info...

Recent searches
© 2023 Roam Around. All Rights Reserved.