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Ultimate Chicago Experience in 3 Days Itinerary
Last updated: 2024 Jun 14Iconic Chicago Landmarks and Skyline Views
Morning
Start your day with a delightful brunch at The Purple Pig, known for its Mediterranean-inspired dishes. Afterward, take a relaxing Chicago River 1.5-Hour Guided Architecture Cruise to admire the city's stunning architecture.
Afternoon
For lunch, savor the famous deep-dish pizza at Lou Malnati's Pizzeria. Then, visit the impressive 360 Chicago Observation Deck (Formerly John Hancock Observatory) for panoramic views of the city.
Evening
Enjoy a romantic dinner at The Signature Room at the 95th, offering a fine dining experience with a view. Conclude your day with a Chicago River Guided Sunset Cocktail & Architecture Tour.
Bedtime
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4.77Chicago River 1.5-Hour Guided Architecture Cruise
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4.77
Chicago River 1.5-Hour Guided Architecture Cruise
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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
Indulge in a gourmet brunch on a Chicago Lake Michigan Gourmet Brunch/Lunch/Dinner Cruise. Afterward, explore the renowned Art Institute of Chicago at your own pace.
Afternoon
For a late lunch, experience the vibrant atmosphere and tacos at Big Star. Then, take a leisurely walk in Millennium Park and visit the The Magnificent Mile for some shopping.
Evening
Dine at Girl & the Goat, a top-rated restaurant offering a creative menu. After dinner, enjoy a Prohibition-themed speakeasy tour or a Chicago Gourmet Brunch, Lunch, or Dinner River Cruise.
Bedtime
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4.34Chicago Lake Michigan Gourmet Brunch/Lunch/Dinner Cruise
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4.34
Chicago Lake Michigan Gourmet Brunch/Lunch/Dinner Cruise
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4.61Art Institute of Chicago
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4.61
Art Institute of Chicago
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4.69Millennium Park
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4.69
Millennium Park
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4.65The Magnificent Mile
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4.65
The Magnificent Mile
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4.60Chicago Gourmet Brunch, Lunch, or Dinner River Cruise
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4.60
Chicago Gourmet Brunch, Lunch, or Dinner River Cruise
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Museum Exploration and Culinary Journey
Morning
Start your day with a classic Chicago-style hot dog at Portillo's Hot Dogs. Then, immerse yourself in science at the Museum of Science and Industry.
Afternoon
Enjoy a diverse culinary experience at Eataly Chicago, a vibrant Italian marketplace. After lunch, visit the Field Museum and the Shedd Aquarium.
Evening
Conclude your Chicago adventure with a memorable dinner at Alinea, a three-Michelin-star restaurant known for its innovative cuisine. Alternatively, opt for a Chicago River Guided Sunset Cocktail & Architecture Tour for a different perspective of the city.
Bedtime
Find amazing hotels in Chicago.
4.31Museum of Science and Industry
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4.31
Museum of Science and Industry
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4.56Field Museum
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4.56
Field Museum
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4.75Shedd Aquarium
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4.75
Shedd Aquarium
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4.24Chicago River Guided Sunset Cocktail & Architecture Tour
Book Now
4.24
Chicago River Guided Sunset Cocktail & Architecture Tour
Book Now
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