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Ultimate Chicago Experience in 4 Days Itinerary
Last updated: 2024 Jun 14Iconic Chicago Landmarks and Skyline Views
Morning
Start your day with a delicious brunch at Lula Cafe, known for its vibrant atmosphere and farm-to-table dishes. Afterward, take a leisurely walk along the Chicago Riverwalk to admire the city's architecture.
Afternoon
For lunch, savor the famous deep-dish pizza at Lou Malnati's Pizzeria. Then, visit the 360 Chicago Observation Deck (Formerly John Hancock Observatory) for stunning views of the city.
Evening
In the evening, enjoy a sophisticated dining experience at The Signature Room at the 95th, offering panoramic views of Chicago. After dinner, take a relaxing Chicago River Guided Sunset Cocktail & Architecture Tour.
Bedtime
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4.72Chicago Riverwalk
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4.72
Chicago Riverwalk
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4.17360 Chicago Observation Deck (Formerly John Hancock Observatory)
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4.17
360 Chicago Observation Deck (Formerly John Hancock Observatory)
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4.24Chicago River Guided Sunset Cocktail & Architecture Tour
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4.24
Chicago River Guided Sunset Cocktail & Architecture Tour
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Cultural Immersion and Culinary Delights
Morning
Start your day with a visit to the Art Institute of Chicago, home to a world-class collection of art. For a mid-morning pick-me-up, grab a coffee at Intelligentsia Coffee.
Afternoon
Enjoy a leisurely lunch at Girl & The Goat, a top-rated restaurant known for its creative dishes. Afterward, explore the vibrant neighborhood of Wicker Park and visit unique boutiques and art galleries.
Evening
Indulge in a memorable dining experience at Alinea, a three-Michelin-star restaurant offering innovative and avant-garde cuisine. After dinner, take a stroll along the The Magnificent Mile.
Bedtime
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4.61Art Institute of Chicago
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4.61
Art Institute of Chicago
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4.65The Magnificent Mile
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4.65
The Magnificent Mile
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History, Science, and Spectacular Views
Morning
Start your day with a hearty breakfast at Wildberry Pancakes and Cafe, known for its delicious pancakes. Then, visit the Field Museum to explore natural history and anthropology.
Afternoon
For lunch, enjoy a classic Chicago hot dog at Portillo's Hot Dogs. Afterward, take a relaxing Chicago Lake Michigan Skyline Cruise to appreciate the city's skyline from the water.
Evening
Dine at Gibsons Bar & Steakhouse, a renowned steakhouse with a lively atmosphere. End your day with a visit to the 360 Chicago Observation Deck Sip and View Ticket, where you can enjoy a drink with breathtaking views.
Bedtime
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4.56Field Museum
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4.56
Field Museum
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4.59Chicago Lake Michigan Skyline Cruise
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4.59
Chicago Lake Michigan Skyline Cruise
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4.39360 Chicago Observation Deck Sip and View Ticket
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4.39
360 Chicago Observation Deck Sip and View Ticket
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Neighborhood Exploration and Farewell to Chicago
Morning
Explore the trendy neighborhood of Logan Square and enjoy a late breakfast at Longman & Eagle, a Michelin-star gastropub. Visit the nearby Marina City and learn about its unique architecture.
Afternoon
Spend your afternoon at the Museum of Science and Industry, a fascinating museum with interactive exhibits. For a late lunch, head to Smoque BBQ for some of the best barbecue in the city.
Evening
Conclude your Chicago adventure with a memorable dinner at Au Cheval, famous for its burgers. Afterward, take a leisurely walk along the Chicago Riverwalk to soak in the city's atmosphere before your departure.
Bedtime
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4.84Marina City
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4.84
Marina City
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4.31Museum of Science and Industry
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4.31
Museum of Science and Industry
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4.72Chicago Riverwalk
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4.72
Chicago Riverwalk
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