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Ultimate Chicago Architecture and Culinary Experience Itinerary

Last updated: 2024 Jun 14

Iconic Architecture and Deep Dish Delight

Morning

Start your day with a classic Chicago breakfast at Lou Malnati's Pizzeria, known for its deep-dish pizza. After breakfast, head to the Art Institute of Chicago to admire world-class art collections.

Afternoon

For lunch, savor the famous burgers at Au Cheval. Afterward, take a Chicago Architecture Center Cruise on Chicago's First Lady to learn about the city's iconic architecture.

Evening

In the evening, enjoy a sophisticated dining experience at Alinea, a three-Michelin-star restaurant. After dinner, take a leisurely walk along the Chicago Riverwalk to admire the city lights.

Bedtime

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4.61
Art Institute of Chicago
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4.46
Chicago Architecture Center Cruise on Chicago's First Lady
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Skyline Views and Culinary Gems

Morning

Enjoy a delightful brunch at The Purple Pig, known for its Mediterranean-inspired cuisine. Afterward, visit the 360 Chicago Observation Deck (Formerly John Hancock Observatory) for panoramic views of the city.

Afternoon

For lunch, experience the vibrant atmosphere and tacos at Big Star. Afterward, take a Chicago Architecture River Cruise Skip-the-Ticket Line to see the city's skyline from the river.

Evening

Indulge in a memorable dining experience at Girl & The Goat, known for its creative dishes. After dinner, take a stroll down The Magnificent Mile and enjoy the city's nightlife.

Bedtime

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4.17
360 Chicago Observation Deck (Formerly John Hancock Observatory)
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4.83
Chicago Architecture River Cruise Skip-the-Ticket Line
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Museum Exploration and Gourmet Pizza

Morning

Start your day with a relaxed breakfast at Lula Cafe, a neighborhood favorite. Then, visit the Field Museum to explore natural history and cultural exhibits.

Afternoon

For lunch, enjoy the unique and heavy metal-themed burgers at Kuma's Corner. Afterward, take a Chicago River 1.5-Hour Guided Architecture Cruise to learn more about the city's landmarks.

Evening

Conclude your Chicago experience with a dinner at Gibsons Bar & Steakhouse, a classic steakhouse. After dinner, take a walk in Grant Park and enjoy the city's green spaces.

Bedtime

Find amazing hotels in Chicago, Illinois.