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Iconic Chicago Architecture and Culinary Delights

Iconic Chicago Architecture and Culinary Delights Itinerary

Last updated: 2024 Jun 14

Architectural Marvels and Skyline Views

Morning
Start your day with a delightful brunch at The Purple Pig, known for its Mediterranean-inspired small plates. Afterward, take a Chicago River 1.5-Hour Guided Architecture Cruise to admire the city's iconic buildings from the water.
Afternoon
For lunch, savor the famous deep-dish pizza at Lou Malnati's Pizzeria. Then, head to the Art Institute of Chicago to explore one of the oldest and largest art museums in the country.
Evening
In the evening, enjoy a sophisticated dinner at Alinea, a three-Michelin-star restaurant offering a unique dining experience. Afterward, take a leisurely walk along the Chicago Riverwalk to end the day.
Bedtime
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Visit Chicago River 1.5-Hour Guided Architecture Cruise in Chicago
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Chicago River 1.5-Hour Guided Architecture Cruise

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Art Institute of Chicago

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Sky-High Thrills and Navy Pier Excursion

Morning
Enjoy a hearty breakfast at Au Cheval, known for its indulgent burgers. Then, experience the city from above at the 360 Chicago Observation Deck (Formerly John Hancock Observatory), where you can also try the TILT experience.
Afternoon
For lunch, head to Giordano's to taste their famous stuffed deep-dish pizza. Afterward, visit the Navy Pier and take a ride on the Centennial Wheel.
Evening
Dine at The Signature Room at the 95th for a memorable dinner with panoramic views of the city. Conclude your day with a Chicago River Guided Sunset Cocktail & Architecture Tour.
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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Visit Navy Pier in Chicago
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Navy Pier

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Culinary Delights and Cultural Immersion

Morning
Start your day with a relaxed breakfast at Lula Cafe, a neighborhood spot known for its farm-to-table fare. Afterward, take a leisurely stroll through Millennium Park and visit the famous Cloud Gate sculpture, also known as "The Bean."
Afternoon
Enjoy a diverse and interactive lunch at Eataly Chicago, a vibrant Italian marketplace. Then, immerse yourself in the city's history at the Chicago Cultural Center, known for its stunning architecture and free art exhibitions.
Evening
For your final dinner in Chicago, indulge in a steak at Gibsons Bar & Steakhouse, a classic steakhouse with a lively atmosphere. After dinner, catch a show at the historic Chicago Theatre to complete your Chicago experience.
Bedtime
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