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Iconic Chicago in 3 Days: Skyline Views, Deep Dish Delights, and Cultural Gems Itinerary
Last updated: 2024 Jun 14Skyline Wonders and Deep Dish Discovery
Morning
Start your day with a delightful brunch at The Purple Pig, known for its Mediterranean-inspired dishes. Afterward, head to the iconic Millennium Park to see the famous Cloud Gate sculpture, also known as "The Bean."
Afternoon
For lunch, savor the city's best deep dish pizza at Lou Malnati's Pizzeria. Afterward, take a walk to the nearby Art Institute of Chicago and immerse yourself in world-class art collections.
Evening
In the evening, experience the city from above at the 360 Chicago Observation Deck (Formerly John Hancock Observatory). After taking in the breathtaking views, enjoy a fine dining experience at Alinea, a three-Michelin-star restaurant.
Bedtime
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4.69Millennium Park
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4.69Millennium Park
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4.61Art Institute of Chicago
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4.61Art Institute of Chicago
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Lakefront Serenity and Cultural Treasures
Morning
Enjoy a leisurely breakfast at Lula Cafe, a cozy spot known for its farm-to-table cuisine. Then, take a relaxing stroll along the Chicago Riverwalk.
Afternoon
For lunch, indulge in a gourmet experience on a Chicago Lake Michigan Gourmet Brunch/Lunch/Dinner Cruise. Afterward, visit the Field Museum to explore natural history and anthropology.
Evening
In the evening, take a guided Chicago River Guided Sunset Cocktail & Architecture Tour to see the city's architecture aglow. Conclude the day with a dinner at Girl & the Goat, a renowned restaurant offering a bold menu.
Bedtime
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4.72Chicago Riverwalk
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4.72Chicago Riverwalk
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4.34Chicago Lake Michigan Gourmet Brunch/Lunch/Dinner Cruise
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4.34Chicago Lake Michigan Gourmet Brunch/Lunch/Dinner Cruise
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Architectural Marvels and Pier Pleasures
Morning
Start your day with a hearty breakfast at Wildberry Pancakes and Cafe, known for its delicious pancake varieties. Then, embark on the Chicago Architecture Center Cruise on Chicago's First Lady to learn about the city's renowned architecture.
Afternoon
For lunch, enjoy a meal at Giordano's, famous for its stuffed deep dish pizza. Afterward, visit the Willis Tower Skydeck and The Ledge to step out onto the glass balcony and feel on top of the world.
Evening
Conclude your trip with a visit to Navy Pier, where you can take a ride on the Centennial Wheel and enjoy the vibrant atmosphere. Have a farewell dinner at Gibsons Bar & Steakhouse, a classic Chicago steakhouse.
Bedtime
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4.46Chicago Architecture Center Cruise on Chicago's First Lady
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4.46Chicago Architecture Center Cruise on Chicago's First Lady
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4.41Willis Tower Skydeck and The Ledge
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4.41Willis Tower Skydeck and The Ledge
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