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Roam Around

undefined Itinerary

Last updated: 2024 Jun 14

Morning
Start your day with a visit to the Skydeck Chicago at Willis Tower (Sears Tower) , where you can enjoy stunning views of the city from 1,353 feet above the ground. Afterward, take a stroll along the Chicago River and enjoy the architecture of the city's iconic buildings.
Afternoon
Head to Navy Pier , a popular tourist destination that offers a variety of shops, restaurants, and entertainment options. Take a ride on the Ferris wheel or explore the Chicago Children's Museum. End your day with a stroll along The Magnificent Mile , a bustling shopping district that features a variety of high-end stores and boutiques.
Evening
Enjoy dinner at a local pizzeria and try a Chicago-style deep dish pizza, a must-try when visiting the city. Some popular options include Lou Malnati's, Giordano's, and Gino's East.
Bedtime
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Morning
Start your day with a walk along the Chicago Riverwalk , a scenic path that offers stunning views of the city. Visit Millennium Park , home to the famous Cloud Gate sculpture (also known as "The Bean") and the Jay Pritzker Pavilion. Afterward, take a stroll through the historic Wrigley Building and Tribune Tower .
Afternoon
Visit the Art Institute of Chicago , one of the oldest and largest art museums in the United States, which features a vast collection of artifacts from around the world. Afterward, head to Marina City , a unique residential complex that features two cylindrical towers.
Evening
Catch a show at the Chicago Theatre , a historic venue that has hosted some of the biggest names in entertainment. End your night with a drink at a rooftop bar, such as Cindy's or the J. Parker, to enjoy stunning views of the city skyline.
Bedtime
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Morning
Start your day with a visit to the Shedd Aquarium , one of the largest indoor aquariums in the world, which features a variety of marine animals and exhibits. Afterward, take a stroll through Grant Park , a 319-acre park that features hiking trails, gardens, and public art.
Afternoon
Visit the Field Museum , which houses a vast collection of artifacts and exhibits related to natural history and culture. Afterward, head to the Adler Planetarium , where you can learn about space and astronomy.
Evening
Visit the 360 Chicago Observation Deck (Formerly John Hancock Observatory) , which offers stunning views of the city and Lake Michigan from 1,000 feet above the ground. End your night with dinner at a local restaurant, such as The Signature Room or Spiaggia, both located in the John Hancock Center.
Bedtime
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Morning
Take a tour of Soldier Field , a historic stadium that has been home to the Chicago Bears since 1971. Afterward, visit Wrigley Field , home to the Chicago Cubs and one of the oldest ballparks in the United States.
Afternoon
Explore Lincoln Park & Zoo , a 1,208-acre park that features hiking trails, gardens, and a free zoo. Afterward, head to the United Center , home to the Chicago Bulls and Chicago Blackhawks.
Evening
Spend the evening at the Museum of Science and Industry , which features a variety of interactive exhibits related to science and technology. End your night with a visit to the Chicago Cultural Center , a historic building that hosts a variety of events and exhibitions.
Bedtime
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Morning
Take a tour of the Chicago Loop , the city's central business district that features a variety of iconic buildings and landmarks. Visit the historic Rookery Building , which features a stunning interior designed by Frank Lloyd Wright.
Afternoon
Visit Water Tower Place , a shopping mall that features a variety of high-end stores and restaurants. Afterward, head to the Palmer House Hilton , a historic hotel that has hosted many famous guests over the years.
Evening
Visit the Chicago Pedway , a network of underground tunnels and bridges that connect many of the city's buildings and attractions. End your night with a visit to the Frederick C. Robie House , a historic home designed by Frank Lloyd Wright.
Bedtime
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