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Chicago Architectural Delights & Deep Dish Discovery

Chicago Architectural Delights & Deep Dish Discovery Itinerary

Last updated: 2024 Jun 14

Architectural Marvels & Deep Dish Indulgence

Morning
Start your day with a delightful brunch at The Purple Pig, known for its Mediterranean-inspired dishes. Afterward, take a leisurely walk to Millennium Park to marvel at the famous Cloud Gate sculpture, also known as "The Bean."
Afternoon
For lunch, savor the iconic deep dish pizza at Lou Malnati's Pizzeria. Post that, enjoy a visit to the Art Institute of Chicago to admire its world-class art collection, including the works of renowned artists.
Evening
In the evening, embark on the Chicago River Guided Sunset Cocktail & Architecture Tour to witness the city's skyline as the sun sets. Conclude the day with a sumptuous dinner at Giordano's, another famous spot for deep dish pizza.
Bedtime
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Art Institute of Chicago

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Skyline Vistas & Culinary Explorations

Morning
Enjoy a hearty breakfast at Wildberry Pancakes and Cafe, known for its delicious pancakes. Afterward, head to the 360 Chicago Observation Deck (Formerly John Hancock Observatory) for panoramic views of the city.
Afternoon
For lunch, experience a variety of flavors on the Chicago Ultimate Food Walking Tour with Tastings. Afterward, take a relaxing stroll along the Chicago Riverwalk.
Evening
Indulge in a gourmet dinner at Alinea, a three-Michelin-starred restaurant offering a unique dining experience. After dinner, take a leisurely walk along the The Magnificent Mile.
Bedtime
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Visit 360 Chicago Observation Deck (Formerly John Hancock Observatory) in Chicago
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360 Chicago Observation Deck (Formerly John Hancock Observatory)

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Chicago Ultimate Food Walking Tour with Tastings

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Cultural Immersion & Departure

Morning
For your final morning in Chicago, enjoy a classic Chicago-style hot dog at Portillo's Hot Dogs. Afterward, visit the Field Museum to explore its fascinating exhibits.
Afternoon
Conclude your trip with a visit to the Adler Planetarium, where you can immerse yourself in the wonders of the universe. For a late lunch, savor the flavors of Mexico at Xoco, a restaurant by award-winning chef Rick Bayless.
Evening
After a day of exploration, it's time to head to the airport for your departure. If time allows, you can enjoy a farewell drink at the The Signature Room at the 95th, offering stunning views of the city skyline.
Bedtime
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Field Museum

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Adler Planetarium

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