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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) , one of the tallest buildings in the Western Hemisphere. Take in panoramic views of the city and step out onto the glass-bottomed Ledge, a thrilling experience that extends four feet outside the building.
Afternoon
Take a boat tour on the Chicago River , where you'll learn about the city's architecture and history while taking in stunning views of the skyline. Afterward, visit Navy Pier , a popular entertainment destination that features rides, attractions, and dining options.
Evening
Take a stroll down The Magnificent Mile , a prestigious shopping district that features a variety of high-end retailers and restaurants. End your night with a drink at a rooftop bar, such as the J. Parker or Cindy's Rooftop, for stunning views of the city skyline.
Bedtime
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Morning
Explore the Chicago Riverwalk , a scenic path that runs along the Chicago River and features public art, cafes, and outdoor seating areas. Afterward, visit Millennium Park , a 24.5-acre park that features the famous Cloud Gate sculpture (also known as "The Bean") and the Crown Fountain.
Afternoon
Take a walk down Michigan Avenue to see some of Chicago's most iconic buildings, including the Wrigley Building , Tribune Tower , and Marina City . Stop by the Art Institute of Chicago , one of the oldest and largest art museums in the country, to see its vast collection of works from around the world.
Evening
Catch a show at the Chicago Theatre , a historic venue that has hosted some of the biggest names in entertainment. Afterward, head to a nearby restaurant for dinner, such as Girl & The Goat or RPM Steak.
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. See thousands of aquatic animals, including dolphins, beluga whales, and penguins. Afterward, visit the nearby Field Museum , which features exhibits on natural history and anthropology.
Afternoon
Take a stroll through Grant Park , a sprawling green space that features gardens, public art, and the iconic Buckingham Fountain. Afterward, visit the Adler Planetarium , where you can learn about astronomy and space exploration.
Evening
Head to Soldier Field , home of the Chicago Bears football team, for a tour of the stadium and museum. End your night with a visit to a nearby bar, such as The Scout or Kroll's South Loop, for a drink and some local flavor.
Bedtime
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Morning
Visit Wrigley Field , home of the Chicago Cubs baseball team, for a tour of the stadium and museum. Afterward, take a stroll through Lincoln Park & Zoo , a large park that features a zoo, gardens, and a conservatory.
Afternoon
Visit the 360 Chicago Observation Deck (Formerly John Hancock Observatory) , a popular tourist attraction that offers stunning views of the city skyline. Afterward, head to the United Center , home of the Chicago Bulls basketball team and Chicago Blackhawks hockey team, for a tour of the stadium and museum.
Evening
Spend the evening at the Museum of Science and Industry , one of the largest science museums in the world. See exhibits on space exploration, transportation, and technology.
Bedtime
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Morning
Take a walk through the Chicago Loop , the city's central business district that features a variety of historic and modern buildings. Visit the Chicago Cultural Center , a cultural hub that showcases visual and performing arts. Afterward, visit the Rookery Building , a historic office building known for its stunning atrium.
Afternoon
Visit the Palmer House Hilton , a historic hotel that has hosted many famous guests throughout its history. Afterward, visit Water Tower Place , a shopping mall that features a variety of stores, restaurants, and entertainment options.
Evening
Explore the Chicago Pedway , a series of underground tunnels and bridges that connect many of the city's buildings and attractions. Visit the Frederick C. Robie House , a Frank Lloyd Wright-designed home that is considered a masterpiece of modern architecture. End your night with dinner at the Hard Rock Cafe Chicago , which features rock-and-roll memorabilia and American fare.
Bedtime
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