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Ultimate Chicago Architecture and Culinary Experience

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 experience at Lou Malnati's Pizzeria, known for its deep-dish pizza. After breakfast, head to the Chicago Riverwalk for a leisurely stroll along the river.
Afternoon
In the afternoon, visit the 360 Chicago Observation Deck (Formerly John Hancock Observatory) for stunning views of the city. For lunch, enjoy a meal at Giordano's, another renowned spot for deep-dish pizza.
Evening
End your day with the Chicago River Guided Sunset Cocktail & Architecture Tour, a perfect way to admire the city's architecture as the sun sets. After the cruise, savor a delightful dinner at The Purple Pig, known for its Mediterranean-inspired dishes.
Bedtime
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360 Chicago Observation Deck (Formerly John Hancock Observatory)

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Museum Marvels and Gourmet Exploration

Morning
Begin your day with a hearty breakfast at Au Cheval, famous for its indulgent burgers. Afterward, visit the Art Institute of Chicago with a fast-pass ticket to avoid the lines.
Afternoon
For lunch, experience the vibrant atmosphere of Big Star while enjoying their delicious tacos. In the afternoon, explore the Field Museum or opt for a VIP tour for a more in-depth experience.
Evening
Enjoy a sophisticated dining experience at Alinea, a three-Michelin-star restaurant, for dinner. Afterward, take a leisurely walk along The Magnificent Mile.
Bedtime
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Art Institute of Chicago

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Sky-High Thrills and Culinary Journeys

Morning
Indulge in a gourmet brunch at Lula Cafe, known for its farm-to-table cuisine. After breakfast, visit the Willis Tower Skydeck and The Ledge for a thrilling experience on the glass-bottomed ledge.
Afternoon
For lunch, savor the unique flavors of the city at Kuma's Corner, famous for its heavy metal-inspired burgers. Spend the afternoon at the Museum of Science and Industry, a fascinating and interactive museum.
Evening
Dine at Girl & The Goat, a popular spot for inventive dishes, for a memorable dinner. Conclude your day with a relaxed evening at a local jazz bar in the city.
Bedtime
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Willis Tower Skydeck and The Ledge

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Museum of Science and Industry

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Culinary Heritage and Farewell to the Windy City

Morning
For your last morning in Chicago, enjoy a classic Chicago-style hot dog at Portillo's Hot Dogs. Afterward, take a guided tour to Wrigley Field to learn about the history of this iconic baseball stadium.
Afternoon
Have a late lunch at Gibsons Bar & Steakhouse, a Chicago institution known for its steaks and bustling atmosphere. Spend the rest of the afternoon exploring the neighborhood of Lincoln Park, home to the zoo and beautiful green spaces.
Evening
End your Chicago journey with a dinner at Pequod's Pizza, a local favorite for its caramelized crust deep-dish pizza. After dinner, take a leisurely walk along the Chicago Lakefront to enjoy the city lights and the lake breeze.
Bedtime
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Wrigley Field

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