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Ultimate Chicago Experience: Architecture, Food, and Culture Itinerary
Last updated: 2024 Jun 14Iconic Chicago Landmarks and Deep Dish Delight
Morning
Start your Chicago adventure with a visit to the iconic The Magnificent Mile. Afterward, take a leisurely walk to the historic Wrigley Building and enjoy the architecture.
Afternoon
For lunch, savor the famous deep-dish pizza at Lou Malnati's Pizzeria. Afterward, explore the lively atmosphere of Navy Pier.
Evening
In the evening, head to Millennium Park to see the famous "Bean" and enjoy a relaxing stroll in the park. For dinner, indulge in a gourmet experience at Alinea.
Bedtime
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Architectural Marvels and Sky-High Views
Morning
Begin your day with a visit to the Chicago Architecture Center Cruise on Chicago's First Lady to learn about the city's architecture.
Afternoon
For lunch, enjoy a meal with a view at The Signature Room at the 95th. Afterward, experience the thrill of the city from the 360 Chicago Observation Deck (Formerly John Hancock Observatory).
Evening
In the evening, take a sunset cocktail cruise with Chicago River Guided Sunset Cocktail & Architecture Tour. For dinner, try the famous burgers at Au Cheval.
Bedtime
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Museums and Lakefront Serenity
Morning
Spend your morning exploring the Art Institute of Chicago.
Afternoon
For lunch, have a delightful meal at The Purple Pig. Afterward, visit the Adler Planetarium for a journey through the universe.
Evening
Enjoy a peaceful evening with a walk along the Chicago Lakefront and savor a seafood dinner at Gibsons Bar & Steakhouse.
Bedtime
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Gangsters, Ghosts, and Gourmet Food
Morning
Embark on a tour to Discover the Gangsters & Ghosts of the City's Past.
Afternoon
For a unique experience, take a Chicago Gangsters and Food Tasting Walking Tour for lunch.
Evening
In the evening, enjoy a fine dining experience at Girl & The Goat.
Bedtime
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Science, History, and Speedboat Thrills
Morning
Explore the wonders of science at the Field Museum of Natural History.
Afternoon
For a thrilling experience, take a Chicago Lakefront Seadog Speedboat Ride.
Evening
Have a casual dinner at Portillo's Hot Dogs and enjoy the rest of the evening at leisure.
Bedtime
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Art, Skyline, and Culinary Delights
Morning
Immerse yourself in art at the Art Institute of Chicago.
Afternoon
Enjoy a gourmet lunch at Alinea. Afterward, take a Chicago Lake Michigan Skyline Cruise.
Evening
Dine at the award-winning Girl & The Goat for a memorable culinary experience.
Bedtime
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Relaxation and Reflection
Morning
Spend a relaxing morning at the Lincoln Park & Zoo.
Afternoon
Have a leisurely lunch at The Purple Pig and take a walk in the serene Grant Park.
Evening
Enjoy a farewell dinner at Au Cheval and take in the city's ambiance.
Bedtime
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Departure Day: Final Bites and Memories
Morning
Indulge in a delicious breakfast at Lou Malnati's Pizzeria for one last taste of Chicago.
Afternoon
Take a final stroll in the city and have a light lunch at Portillo's Hot Dogs.
Evening
Depart for your next destination with fond memories of your time in Chicago.
Bedtime
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