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Ultimate 3-Day Chicago Experience Itinerary

Last updated: 2024 Jun 14

Iconic Chicago Landmarks and Skyline Views

Morning

Start your day with a delightful breakfast at Lula Cafe, known for its cozy atmosphere and delicious dishes. Afterward, head to the iconic The Magnificent Mile for some shopping and to admire the city's architecture.

Afternoon

For lunch, savor the famous deep-dish pizza at Lou Malnati's Pizzeria. Then, take a stroll in Millennium Park to see the Cloud Gate sculpture, also known as "The Bean," and enjoy the serene atmosphere.

Evening

In the evening, have a memorable dining experience at The Signature Room at the 95th, offering stunning views of the city. After dinner, take a sunset Chicago River Guided Sunset Cocktail & Architecture Tour to see the city's skyline illuminated.

Bedtime

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The Magnificent Mile

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Millennium Park

4.69

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Chicago River Guided Sunset Cocktail & Architecture Tour

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Museums and Cultural Delights

Morning

Enjoy a leisurely brunch at Little Goat Diner, a popular spot with a creative menu. Afterward, visit the Art Institute of Chicago, home to a world-class collection of art, including famous works like Grant Wood's "American Gothic."

Afternoon

For a unique experience, explore the Museum of Science and Industry, where science and technology come to life. Afterward, take a walk in the historic Chicago Loop and admire the architecture.

Evening

Indulge in a culinary adventure with the Ultimate Food Walking Tour with Tastings, sampling a variety of dishes from different neighborhoods. End the night with a drink at The Purple Pig, known for its extensive wine selection.

Bedtime

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Art Institute of Chicago

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Museum of Science and Industry

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Chicago Loop

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Chicago Ultimate Food Walking Tour with Tastings

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Cultural Heritage and Sky-High Views

Morning

Start your day with a hearty breakfast at Au Cheval, famous for its decadent burgers. Then, take a Chicago River 1.5-Hour Guided Architecture Cruise to learn about the city's history and architecture.

Afternoon

After the cruise, visit the 360 Chicago Observation Deck (Formerly John Hancock Observatory) for panoramic views of the city. For lunch, enjoy a meal at Girl & The Goat, known for its bold flavors and innovative dishes.

Evening

Conclude your trip with a memorable dinner at Alinea, a three-Michelin-star restaurant offering a unique dining experience. Afterward, take a leisurely walk along the Chicago Riverwalk to savor the city's beauty at night.

Bedtime

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