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Ultimate 6-Day Chicago Experience: Museums, Food, and Attractions

Ultimate 6-Day Chicago Experience: Museums, Food, and Attractions Itinerary

Last updated: 2024 Jun 14

Iconic 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, head to Millennium Park to see the Cloud Gate sculpture, also known as "The Bean."
Evening
In the evening, take a stroll along the Chicago Riverwalk and admire the city's skyline. For dinner, indulge in a steak at Gibsons Bar & Steakhouse.
Bedtime
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Wrigley Building

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Museum Day: Science, History, and Art

Morning
Spend your morning at the Field Museum exploring natural history and the famous Sue the T-Rex.
Afternoon
For lunch, enjoy a barbecue feast at Smoque BBQ. Afterward, visit the Museum of Science and Industry, a must-see for science enthusiasts.
Evening
End your day with a delightful dinner at The Purple Pig, known for its Mediterranean-inspired small plates.
Bedtime
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Museum of Science and Industry

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Cultural Immersion and Sky-High Views

Morning
Start your day with a visit to the Art Institute of Chicago, home to a world-class collection of art.
Afternoon
For lunch, experience the vibrant flavors of Mexico at Xoco, a restaurant by Chef Rick Bayless. Afterward, enjoy the city's skyline from the 360 Chicago Observation Deck.
Evening
In the evening, take a cultural journey with dinner at Frontera Grill, another one of Rick Bayless's renowned restaurants.
Bedtime
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Art Institute of Chicago

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360 Chicago Observation Deck

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Gangsters, Ghosts, and Gourmet Food

Morning
Embark on a Chicago Gangsters and Ghosts Guided Walking Tour to learn about the city's dark history.
Afternoon
For a unique dining experience, have lunch at Alinea, a three-Michelin-star restaurant. Afterward, take a break at Millennium Park.
Evening
Enjoy a Chicago Gourmet Brunch, Lunch, or Dinner River Cruise with exquisite food and stunning views.
Bedtime
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Millennium Park

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Architectural Wonders and Lakefront Biking

Morning
Afternoon
For a casual lunch, stop by Big Star for some delicious tacos. Afterward, take a Chicago Lakefront Neighborhoods Bike Tour to enjoy the scenic views.
Evening
Dine at Girl & The Goat, a popular spot for its creative and bold flavors.
Bedtime
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Chicago Lakefront Neighborhoods Bike Tour

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Farewell to Chicago: Navy Pier and Sunset Cruise

Morning
Spend your last morning at Navy Pier, enjoying the various attractions and the lakefront.
Afternoon
For a late lunch, savor the flavors of Italy at Eataly Chicago. In the afternoon, take the Chicago River Guided Sunset Cocktail & Architecture Tour.
Evening
Conclude your trip with a Chicago 1.5-Hour Romantic Sunset Cruise on Lake Michigan, followed by a farewell dinner at The Signature Room at the 95th.
Bedtime
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Chicago River Guided Sunset Cocktail & Architecture Tour

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