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Ultimate Chicago Experience: Architecture, Cuisine, and Culture Itinerary
Last updated: 2024 Jun 14Iconic Chicago Landmarks and Skyline Views
Morning
Start your day with a delicious brunch at The Purple Pig, known for its Mediterranean-inspired small plates. Afterward, take a stroll to Millennium Park to see the famous Cloud Gate sculpture.
Afternoon
For lunch, savor the deep-dish pizza at Lou Malnati's Pizzeria. Then, visit the Art Institute of Chicago to admire its world-class art collection.
Evening
In the evening, have a memorable dining experience at Alinea, a three-Michelin-star restaurant. After dinner, take a Chicago River Guided Sunset Cocktail & Architecture Tour to see the city's skyline light up.
Bedtime
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Gangsters, Ghosts, and City Lights
Morning
Enjoy a hearty breakfast at Wildberry Pancakes and Cafe before embarking on the Chicago Crime and Mob Tour to learn about the city's notorious past.
Afternoon
For lunch, try the gourmet hot dogs at Portillo's Hot Dogs. Afterward, visit the 360 Chicago Observation Deck for panoramic views of the city.
Evening
Dine at Girl & the Goat, a popular spot for inventive cuisine. Conclude your day with a Chicago 1.5-Hour Romantic Sunset Cruise on Lake Michigan.
Bedtime
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Architectural Marvels and Cultural Immersion
Morning
Start your day with a classic Chicago-style breakfast at Wildberry Pancakes and Cafe. Then, take the Chicago Architecture Center Cruise on Chicago's First Lady to learn about the city's iconic buildings.
Afternoon
Enjoy a leisurely lunch at The Gage, known for its upscale pub fare. Spend the afternoon exploring the Field Museum and the Shedd Aquarium.
Evening
For dinner, indulge in a steak at Gibsons Bar & Steakhouse. Afterward, take a walk along the Chicago Riverwalk to enjoy the city lights.
Bedtime
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Museum and Culinary Delights
Morning
Have a delightful breakfast at Lula Cafe, a cozy spot known for its farm-to-table fare. Then, spend the morning at the Museum of Science and Industry, exploring its interactive exhibits.
Afternoon
For lunch, head to Xoco for gourmet Mexican cuisine. Afterward, visit the Adler Planetarium and take a Chicago Lake Michigan Skyline Cruise.
Evening
Dine at Au Cheval, famous for its burgers. Conclude your day with a visit to the Chicago Theatre for a show.
Bedtime
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Final Taste of Chicago
Morning
Enjoy a leisurely breakfast at Little Goat Diner, a favorite for its creative comfort food. Spend the morning shopping along The Magnificent Mile.
Afternoon
For your last lunch in Chicago, savor the Italian dishes at RPM Italian. Afterward, take a Chicago River 1.5-Hour Guided Architecture Cruise to bid farewell to the city.
Evening
End your Chicago adventure with a memorable dinner at Alinea, a culinary experience like no other. Afterward, take a walk along the Chicago Riverwalk to soak in the city's ambiance.
Bedtime
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