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Roam Around

undefined Itinerary

Last updated: 2024 Jun 14

Morning
Start your day by visiting 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 test your courage by walking out onto the glass-bottomed Ledge, which extends four feet outside the building.
Afternoon
Take a leisurely stroll along the Chicago River and enjoy the beautiful architecture of the city's famous skyscrapers. Head to Navy Pier , a popular tourist destination that features a Ferris wheel, boat tours, and a variety of restaurants and shops.
Evening
Explore the Magnificent Mile , a stretch of Michigan Avenue that features high-end shops, restaurants, and hotels. End your night with dinner at one of the many excellent restaurants in the area, such as RPM Steak or The Purple Pig.
Bedtime
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Morning
Start your day with a visit to Millennium Park , a public park that features the famous Cloud Gate sculpture, also known as "The Bean." Take a guided tour of the park to learn about its history and architecture. Afterward, visit the nearby Wrigley Building and Tribune Tower , two iconic buildings that are famous for their unique architecture.
Afternoon
Head to the Art Institute of Chicago , one of the oldest and largest art museums in the United States, to view its vast collection of art and artifacts from around the world. Afterward, take a stroll through the nearby Chicago Theatre , a historic venue that hosts a variety of live performances and events.
Evening
Spend the evening at the Chicago Riverwalk , a scenic pedestrian walkway that runs along the Chicago River. Stop by one of the many bars and restaurants in the area, such as City Winery or Island Party Hut.
Bedtime
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Morning
Start your day by visiting the Shedd Aquarium , one of the largest indoor aquariums in the world, which features a variety of marine life from around the world. Afterward, head to the nearby Field Museum , a natural history museum that houses a vast collection of artifacts and exhibits.
Afternoon
Take a stroll through Grant Park , a large public park that features a variety of gardens, sculptures, and monuments. Visit the nearby Adler Planetarium , a museum dedicated to astronomy and space exploration.
Evening
Catch a game or concert at Soldier Field , a historic stadium that is home to the Chicago Bears football team. Alternatively, head to Wrigley Field , home of the Chicago Cubs baseball team, to watch a game and enjoy the lively atmosphere of the surrounding Wrigleyville neighborhood.
Bedtime
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Morning
Start your day by visiting Lincoln Park , a large public park that features a variety of attractions, including the Lincoln Park Zoo. Afterward, head to the 360 Chicago Observation Deck (Formerly John Hancock Observatory) , located in the John Hancock Center, for more stunning views of the city.
Afternoon
Visit the United Center , home of the Chicago Bulls basketball team and the Chicago Blackhawks hockey team, to catch a game or take a tour of the facility. Afterward, head to the nearby Museum of Science and Industry , which features a variety of interactive exhibits and displays.
Evening
Explore the Chicago Loop , the city's central business district, which features a variety of shops, restaurants, and attractions. Visit the Chicago Cultural Center , a historic building that hosts a variety of cultural events and exhibits. Alternatively, take a guided tour of the Rookery Building , a historic office building that features stunning architecture and a beautiful light court.
Bedtime
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Morning
Start your day with a visit to the National Quilt Museum , located in nearby Paducah, Kentucky, which features a vast collection of quilts and textiles from around the world. Afterward, head to the Missouri Botanical Garden , located in nearby St. Louis, to explore its beautiful gardens and exhibits.
Afternoon
Visit the National Blues Museum , also located in St. Louis, to learn about the history and cultural significance of blues music. Afterward, visit the nearby Gateway Arch, a 630-foot monument that commemorates the westward expansion of the United States.
Evening
Spend the evening at Palmer House Hilton , a historic hotel that has hosted many famous guests over the years. Visit Water Tower Place , a shopping mall that features a variety of high-end shops and restaurants. Alternatively, explore the Chicago Pedway , a network of underground tunnels and passages that connect many of the city's buildings and attractions.
Bedtime
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