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Roam Around

undefined Itinerary

Last updated: 2024 Jun 14

Morning

Start your day at the iconic Cloud Gate sculpture, also known as "The Bean," in Millennium Park. Then, take a stroll along Chicago's Magnificent Mile, a 13-block stretch of Michigan Avenue lined with high-end shops and historic landmarks.

Afternoon

Grab lunch at Giordano's, a famous Chicago pizzeria known for its deep-dish pies. Afterwards, head to the Art Institute of Chicago, one of the oldest and largest art museums in the country, to admire its extensive collection of Impressionist and Post-Impressionist works.

Evening

End the night with a comedy show at The Second City, a renowned improv theater that has launched the careers of many famous comedians. For dinner, check out Girl & the Goat, an award-winning restaurant known for its inventive small plates and farm-to-table cuisine.

Bedtime

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Morning

Take a trip to the Willis Tower, formerly known as the Sears Tower, for breathtaking views of the city from its Skydeck. Then, head to Navy Pier for a ride on the Ferris wheel and a stroll along Lake Michigan.

Afternoon

For lunch, stop by Portillo's for a classic Chicago-style hot dog or Italian beef sandwich. Afterward, explore the Field Museum of Natural History, which features exhibits on dinosaurs, ancient cultures, and more.

Evening

Catch a show at the Chicago Theatre, a landmark venue that has hosted countless famous performers. For dinner, check out Au Cheval, a popular spot for its delicious burgers and decadent egg-topped hash browns.

Bedtime

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Morning

Start the day by visiting the iconic Wrigley Field, home of the Chicago Cubs baseball team. Then, head to Lincoln Park Zoo, a free zoo that features over 200 species of animals.

Afternoon

Grab lunch at Lou Malnati's, another famous Chicago pizzeria known for its deep-dish pies. Afterwards, check out the Museum of Science and Industry, which features interactive exhibits on topics ranging from space exploration to the human body.

Evening

For dinner, indulge in some steak at Gibson's Bar & Steakhouse, a classic Chicago restaurant that has been around for over 30 years. Afterward, head to Kingston Mines, a legendary blues club that has hosted many famous musicians over the years.

Bedtime

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Morning

Take a trip to the Museum of Contemporary Art, which features exhibits on cutting-edge art and design. Then, head to the Riverwalk for a scenic stroll along the Chicago River.

Afternoon

Grab lunch at Xoco, a casual Mexican restaurant run by celebrity chef Rick Bayless. Afterward, take a boat tour of the city's famous architecture, which highlights the many towering skyscrapers and historic buildings that make up Chicago's skyline.

Evening

End the night with a drink at The Signature Lounge, a bar located on the 96th floor of the John Hancock Center that offers stunning views of the city. For dinner, check out Publican Quality Meats, a trendy spot known for its charcuterie and sandwiches.

Bedtime

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Morning

Start the day with a visit to the Garfield Park Conservatory, a lush indoor garden that features thousands of exotic plants. Then, head to the iconic Chicago Theatre for a guided tour of the venue's history and architecture.

Afternoon

Grab lunch at The Purple Pig, a popular spot known for its Mediterranean-inspired small plates. Afterward, head to the Adler Planetarium to explore the wonders of the universe.

Evening

For dinner, check out Alinea, a world-renowned restaurant that offers a multi-course tasting menu of inventive and avant-garde cuisine. End the night with a nightcap at The Aviary, a chic cocktail bar that specializes in molecular mixology.

Bedtime

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