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Ultimate 3-Day Chicago Experience: Skyline Views to Deep Dish Delights Itinerary

Last updated: 2024 Jun 14

Iconic Landmarks and Sky-High Views

Morning

Start your day with a delightful brunch at Lula Cafe, known for its farm-to-table dishes. Afterward, head to the iconic Willis Tower Skydeck and The Ledge to enjoy panoramic views of the city.

Afternoon

For lunch, savor the famous deep-dish pizza at Lou Malnati's Pizzeria. Then, take a relaxing Chicago River 1.5-Hour Guided Architecture Cruise to learn about the city's renowned architecture.

Evening

In the evening, have a sophisticated dining experience at The Signature Room at the 95th, offering stunning views from the 95th floor of the John Hancock Center. After dinner, take a leisurely walk along the Magnificent Mile.

Bedtime

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4.41
Willis Tower Skydeck and The Ledge
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4.77
Chicago River 1.5-Hour Guided Architecture Cruise
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Cultural Immersion and Culinary Delights

Morning

Enjoy a gourmet breakfast at Alinea, a three-Michelin-star restaurant. Then, spend the morning exploring the Art Institute of Chicago at your own pace.

Afternoon

For lunch, indulge in a unique dining experience at Girl & the Goat, known for its creative dishes. Afterward, visit the Field Museum of Natural History to delve into natural and cultural history.

Evening

In the evening, take a Chicago River Guided Sunset Cocktail & Architecture Tour for a different perspective of the city's architecture. Conclude the day with a late dinner at The Publican, a popular spot for its beer selection and hearty fare.

Bedtime

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4.61
Art Institute of Chicago
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4.68
Field Museum of Natural History
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Neighborhood Exploration and Local Flavors

Morning

Start your day with a classic Chicago breakfast at Au Cheval, known for its decadent dishes. Then, take a leisurely walk in the charming neighborhood of Lincoln Park.

Afternoon

For lunch, enjoy a casual meal at Pequod's Pizza, famous for its caramelized crust. Afterward, visit the 360 Chicago Observation Deck for more stunning views of the city.

Evening

End your Chicago adventure with a dinner at Gibsons Bar & Steakhouse, a beloved steakhouse in the city. After dinner, take a stroll along the Chicago Riverwalk to soak in the vibrant atmosphere of the city.

Bedtime

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