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3 Days of Iconic Chicago Delights Itinerary
Last updated: 2024 Jun 14Architectural Marvels and Skyline Wonders
Morning
Begin your day with a delightful brunch at The Purple Pig, known for its Mediterranean flavors. Afterward, take a stroll along the iconic Magnificent Mile for some shopping and to admire the architecture.
Afternoon
For lunch, savor the famous deep-dish pizza at Lou Malnati's Pizzeria. Then, head to the Art Institute of Chicago for a cultural afternoon exploring one of the oldest and largest art museums in the country.
Evening
In the evening, enjoy a romantic sunset cruise on Lake Michigan with the Chicago 1.5-Hour Romantic Sunset Cruise. After the cruise, have a gourmet dinner at Alinea, a three-Michelin-star restaurant offering a unique dining experience.
Bedtime
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4.65Magnificent Mile
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4.65Magnificent Mile
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4.61Art Institute of Chicago
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4.61Art Institute of Chicago
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Sky-High Views and Cultural Immersion
Morning
Start your day with a delicious breakfast at Lula Cafe, a cozy spot known for its farm-to-table cuisine. Then, head to the Willis Tower Skydeck and The Ledge to enjoy panoramic views of the city.
Afternoon
For lunch, experience the vibrant atmosphere of Big Star in Wicker Park, known for its tacos. Afterward, visit the Field Museum of Natural History to delve into the natural world and the history of our planet.
Evening
In the evening, take a leisurely walk in Millennium Park and marvel at the famous Cloud Gate (The Bean). For dinner, enjoy a meal at Girl & the Goat, a popular restaurant offering a creative menu.
Bedtime
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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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4.68Field Museum of Natural History
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4.68Field Museum of Natural History
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Riverfront Serenity and Culinary Delights
Morning
Enjoy a relaxing morning with a gourmet brunch on a Chicago River cruise, taking in the stunning architecture along the river. You can book a cruise that offers a meal to combine brunch and sightseeing.
Afternoon
After the cruise, visit the 360 Chicago Observation Deck to get a different perspective of the city. For lunch, indulge in a variety of culinary delights at Eataly Chicago.
Evening
End your Chicago adventure with a memorable dinner at Gibsons Bar & Steakhouse, a classic steakhouse known for its prime cuts. After dinner, take a walk along the Riverwalk and enjoy the vibrant nightlife of the city.
Bedtime
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4.61Chicago River
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4.61Chicago River
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4.17360 Chicago Observation Deck
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4.17360 Chicago Observation Deck
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