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Architectural Marvels and Culinary Delights in Chicago

Architectural Marvels and Culinary Delights in Chicago Itinerary

Last updated: 2024 Jun 14

Iconic Architecture and Deep Dish Delights

Morning
Start your day with a classic Chicago experience at Lou Malnati's Pizzeria, known for its deep-dish pizza. After breakfast, head to the Willis Tower Skydeck and The Ledge to enjoy panoramic views of the city.
Afternoon
For lunch, savor the flavors of Chicago at Giordano's, another renowned spot for deep-dish pizza. Afterward, take a leisurely walk to The Magnificent Mile for some shopping and admire the architecture.
Evening
In the evening, indulge in a fine dining experience at Alinea, a three-Michelin-star restaurant. After dinner, take a relaxing Chicago River 1.5-Hour Guided Architecture Cruise to see the city's skyline lit up at night.
Bedtime
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Visit Chicago Willis Tower Skydeck and The Ledge Ticket in Chicago
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Willis Tower Skydeck and The Ledge

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Visit The Magnificent Mile in Chicago
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The Magnificent Mile

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Artistic and Gastronomic Journey

Morning
Enjoy a delightful brunch at The Purple Pig, known for its Mediterranean-inspired small plates. Afterward, visit the Art Institute of Chicago to explore its world-class art collection.
Afternoon
For a late lunch, experience the famous burgers at Au Cheval. Afterward, take a walk to Millennium Park to see the iconic Cloud Gate sculpture, also known as "The Bean."
Evening
End your trip with a memorable dinner at Girl & The Goat, a popular restaurant offering a creative menu. After dinner, take a Chicago River Guided Sunset Cocktail & Architecture Tour to enjoy the city's architecture as the sun sets.
Bedtime
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Visit Art Institute of Chicago in Chicago
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Art Institute of Chicago

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Millennium Park

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Culinary Diversity and Cultural Exploration

Morning
Start your day with a delicious breakfast at Lula Cafe, a cozy spot known for its farm-to-table cuisine. After breakfast, take a walk in Lincoln Park & Zoo.
Afternoon
For lunch, head to Xoco by Rick Bayless for a taste of authentic Mexican cuisine. Afterward, visit the 360 Chicago Observation Deck (Formerly John Hancock Observatory) for stunning views of the city.
Evening
Conclude your trip with a dinner at Gibsons Bar & Steakhouse, a classic Chicago steakhouse. After dinner, take a Chicago Gangsters and Ghosts Guided Walking Tour to learn about the city's history.
Bedtime
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Lincoln Park & Zoo

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360 Chicago Observation Deck (Formerly John Hancock Observatory)

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