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Roam Around

undefined Itinerary

Last updated: 2024 Jun 14

Morning
Start your day by visiting the iconic Cloud Gate sculpture, also known as "The Bean," in Millennium Park. Take a selfie with the reflection of the Chicago skyline in the background. Then, head over to the Art Institute of Chicago to explore one of the oldest and largest art museums in the country.
Afternoon
For lunch, grab a deep-dish pizza at Lou Malnati's or Giordano's, two of Chicago's most famous pizza joints. After lunch, walk off the calories by strolling down the Magnificent Mile, a stretch of Michigan Avenue that's home to some of the city's best shopping.
Evening
End your day with a sunset cruise on the Chicago River. Admire the skyline from the water and learn about the city's architecture and history from a knowledgeable guide.
Bedtime
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Morning
Start your day by visiting the Willis Tower, formerly known as the Sears Tower. Head up to the Skydeck on the 103rd floor for breathtaking views of the city and the surrounding area.
Afternoon
For lunch, head over to Portillo's for some classic Chicago-style hot dogs and Italian beef sandwiches. After lunch, take a walk along the Lakefront Trail, a scenic path that runs along Lake Michigan.
Evening
End your day with a comedy show at The Second City, a legendary comedy club that has launched the careers of many famous comedians, including Tina Fey and Steve Carell.
Bedtime
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