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Chicago

2 day itinerary for Chicago

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Itinerary

Here's an ideal itinerary for 2 days in Chicago:

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 some great photos.
  • From there, head over to the Art Institute of Chicago, one of the best art museums in the world. Spend a few hours exploring the galleries and admiring works by artists like Monet, Van Gogh, and Picasso.
  • For lunch, grab a deep-dish pizza at Lou Malnati's or Giordano's, two of the city's most famous pizzerias.
  • After lunch, take a stroll down Michigan Avenue, also known as the Magnificent Mile, where you'll find plenty of shopping and dining options.
  • In the afternoon, head to Navy Pier, a popular tourist destination with rides, attractions, and great views of Lake Michigan.
  • For dinner, try one of Chicago's many excellent restaurants, such as Alinea, Girl & the Goat, or The Publican.

Day 2:

  • Start your day with a visit to the Willis Tower (formerly known as the Sears Tower), where you can take an elevator up to the Skydeck for stunning views of the city.
  • From there, head to the Field Museum, one of the largest natural history museums in the world. Explore exhibits on dinosaurs, ancient civilizations, and more.
  • For lunch, try a Chicago-style hot dog at Portillo's or The Wiener's Circle.
  • In the afternoon, take a boat tour of the Chicago River, which will give you a unique perspective on the city's architecture and history.
  • For dinner, head to one of Chicago's many ethnic neighborhoods, such as Chinatown or Little Italy, for some delicious food and cultural experiences.

Of course, this is just one possible itinerary - there are so many things to see and do in Chicago that you could easily spend a week or more exploring the city!

Places of interest

Millennium Park Chicago

Millennium Park

Millennium Park is a public park located in the heart of downtown Chicago. It features iconic landmarks such as the Cloud Gate sculpture (also known as "The Bean"), the Jay Pritzker Pavilion, and the Crown Fountain.

Cloud Gate sculpture (The Bean) Chicago

Cloud Gate sculpture (The Bean)

Cloud Gate, also known as "The Bean," is a public sculpture located in Millennium Park in Chicago. Designed by artist Anish Kapoor, the sculpture is made of stainless steel and reflects the city's skyline and surrounding environment.

Art Institute of Chicago Chicago

Art Institute of Chicago

The Art Institute of Chicago is one of the oldest and largest art museums in the United States, featuring a vast collection of artworks from around the world.

Lou Malnati's Chicago

Lou Malnati's

Lou Malnati's is a famous Chicago-style deep dish pizza restaurant that has been serving up delicious pies since 1971. Their signature buttery crust, tangy tomato sauce, and gooey cheese make for a mouthwatering experience.

Giordano's Chicago

Giordano's

Giordano's Chicago is a famous pizzeria known for its deep-dish pizza and other Italian-American dishes.

Michigan Avenue (Magnificent Mile) Chicago

Michigan Avenue (Magnificent Mile)

Michigan Avenue, also known as the Magnificent Mile, is a bustling commercial district in downtown Chicago. It is home to high-end shops, restaurants, and hotels, as well as iconic landmarks such as the John Hancock Center and the Wrigley Building.

Navy Pier Chicago

Navy Pier

Navy Pier is a popular tourist destination in Chicago, located on the shores of Lake Michigan. It offers a variety of attractions including rides, restaurants, shops, and entertainment.

Willis Tower (formerly known as the Sears Tower) Chicago

Willis Tower (formerly known as the Sears Tower)

Willis Tower is a 110-story skyscraper located in Chicago, Illinois. It was completed in 1973 and held the title of tallest building in the world until 1998. The tower offers stunning views of the city from its observation deck on the 103rd floor.

Skydeck Chicago

Skydeck

Skydeck Chicago is an observation deck located on the 103rd floor of Willis Tower, offering breathtaking views of the city skyline and Lake Michigan.

Field Museum Chicago

Field Museum

The Field Museum is a natural history museum in Chicago, Illinois. It is one of the largest and most impressive museums in the world, with over 40 million specimens and artifacts on display.

Portillo's Chicago

Portillo's

Portillo's is a popular Chicago-based restaurant chain known for its hot dogs, Italian beef sandwiches, and chocolate cake shakes.

The Wiener's Circle Chicago

The Wiener's Circle

The Wiener's Circle is a famous hot dog stand in Chicago known for its char-grilled hot dogs and hilarious staff who engage in playful banter with customers.

Chicago River boat tour Chicago

Chicago River boat tour

Enjoy a scenic boat tour of the Chicago River and learn about the city's architecture and history.

Chinatown Chicago

Chinatown

Chinatown Chicago is a vibrant neighborhood located on the South Side of Chicago, known for its rich history, delicious food, and unique cultural experiences.

Little Italy Chicago

Little Italy

Little Italy Chicago is a vibrant neighborhood located on the Near West Side of Chicago, known for its rich Italian heritage and delicious cuisine. Visitors can enjoy authentic Italian restaurants, bakeries, and shops, as well as cultural events and festivals throughout the year.

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