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Roam Around

undefined Itinerary

Last updated: 2024 Jun 14

Morning

Start your day by visiting the iconic Millennium Park and taking a selfie in front of the famous Cloud Gate sculpture, also known as the Bean. Then, head to the Art Institute of Chicago to explore one of the oldest and largest art museums in the United States, home to an extensive collection of artworks from around the world.

Afternoon

After a morning full of art and culture, it's time to satisfy your appetite. Head to the legendary Lou Malnati's Pizzeria for a deep-dish pizza, a must-try when in Chicago. After lunch, take a stroll along the Magnificent Mile, a shopper's paradise with high-end boutiques and department stores, or enjoy a boat tour on the Chicago River to admire the city's stunning architecture from a different perspective.

Evening

End the day with a visit to Navy Pier, a popular tourist destination with a variety of attractions, including a Ferris wheel, an IMAX theater, and a beer garden. Grab a drink and watch the sunset over Lake Michigan.

Bedtime

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Morning

Today, take a walk around the vibrant and trendy neighborhood of Wicker Park. Start with a coffee at the cozy Wormhole Coffee, then explore the local boutiques and vintage stores. Stop by the Flat Iron Arts Building, where you can find numerous art galleries showcasing local artists' work.

Afternoon

For lunch, head to the famous Portillo's for a classic Chicago-style hot dog or Italian beef sandwich. Afterward, visit the Adler Planetarium to learn about space and astronomy and enjoy breathtaking views of the Chicago skyline.

Evening

Finish off the day with a visit to the Second City, a legendary comedy club where many famous comedians got their start. Catch a show and laugh the night away.

Bedtime

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Morning

Start the day by visiting the Willis Tower, formerly known as the Sears Tower, and admire the city's skyline from the Skydeck, located on the 103rd floor. For an adrenaline rush, try out the glass-bottomed ledge, which extends out from the building.

Afternoon

For lunch, head to the famous Chicago-style Italian restaurant, The Rosebud, and try their signature linguine and clams or chicken Vesuvio. Afterward, explore the Museum of Science and Industry, the largest science museum in the Western Hemisphere, with interactive exhibits and hands-on activities for all ages.

Evening

End the day with a visit to the iconic jazz club, Green Mill Cocktail Lounge, where famous jazz musicians such as Al Capone and Charlie Parker used to perform. Enjoy a cocktail and live music in a retro atmosphere.

Bedtime

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