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![Ultimate 3-Day Chicago Exploration with Iconic Sights and Culinary Delights](https://storage.googleapis.com/bd-app-dev-375714.appspot.com/itineraries/018f0368-ceee-7bba-9125-687bbe6b0b69/location774.jpg)
Ultimate 3-Day Chicago Exploration with Iconic Sights and Culinary Delights Itinerary
Last updated: 2024 Jun 14City Icons and Sky-High Views
Morning
Start your day with a delightful brunch at Lula Cafe, known for its farm-to-table dishes. Afterward, head to the iconic Cloud Gate, also known as "The Bean," in Millennium Park. Take some time to explore the park and visit the nearby Millennium Park.
Afternoon
For lunch, savor the famous deep-dish pizza at Lou Malnati's Pizzeria. Afterward, experience the city from the sky at the 360 Chicago Observation Deck (Formerly John Hancock Observatory). Enjoy a drink with a view using your 360 Chicago Observation Deck Sip and View Ticket.
Evening
In the evening, take a leisurely walk along the Chicago Riverwalk and enjoy dinner at The Purple Pig, known for its Mediterranean-inspired cuisine. End the night with a visit to the The Magnificent Mile for some evening shopping or simply enjoy the vibrant atmosphere.
Bedtime
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![Visit Chicago River in Chicago](https://media.tacdn.com/media/attractions-content--1x-1/12/33/9a/fa.jpg)
4.61Cloud Gate
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![Visit Chicago River in Chicago](https://media.tacdn.com/media/attractions-content--1x-1/12/33/9a/fa.jpg)
Cloud Gate
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![Visit Millennium Park in Chicago](https://media.tacdn.com/media/attractions-content--1x-1/0b/27/5c/00.jpg)
4.69Millennium Park
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![Visit Millennium Park in Chicago](https://media.tacdn.com/media/attractions-content--1x-1/0b/27/5c/00.jpg)
Millennium Park
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![Visit 360 Chicago Observation Deck (Formerly John Hancock Observatory) in Chicago](https://media.tacdn.com/media/attractions-content--1x-1/0b/a7/0e/e7.jpg)
4.17360 Chicago Observation Deck (Formerly John Hancock Observatory)
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![Visit 360 Chicago Observation Deck (Formerly John Hancock Observatory) in Chicago](https://media.tacdn.com/media/attractions-content--1x-1/0b/a7/0e/e7.jpg)
360 Chicago Observation Deck (Formerly John Hancock Observatory)
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![Visit Chicago 360 Chicago Observation Deck Sip and View Ticket in Chicago](https://cdn.getyourguide.com/img/tour/64931c418a3f9.png/21.jpg)
4.39360 Chicago Observation Deck Sip and View Ticket
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![Visit Chicago 360 Chicago Observation Deck Sip and View Ticket in Chicago](https://cdn.getyourguide.com/img/tour/64931c418a3f9.png/21.jpg)
360 Chicago Observation Deck Sip and View Ticket
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![Visit Chicago Riverwalk in Chicago](https://media.tacdn.com/media/attractions-content--1x-1/12/3f/5c/d3.jpg)
4.72Chicago Riverwalk
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![Visit Chicago Riverwalk in Chicago](https://media.tacdn.com/media/attractions-content--1x-1/12/3f/5c/d3.jpg)
Chicago Riverwalk
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![Visit The Magnificent Mile in Chicago](https://media.tacdn.com/media/attractions-content--1x-1/12/3f/bb/eb.jpg)
4.65The Magnificent Mile
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![Visit The Magnificent Mile in Chicago](https://media.tacdn.com/media/attractions-content--1x-1/12/3f/bb/eb.jpg)
The Magnificent Mile
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Art, Architecture, and River Cruise
Morning
Enjoy a delicious breakfast at Little Goat Diner, a popular spot for creative comfort food. After breakfast, immerse yourself in the world of art at the Art Institute of Chicago. Spend a few hours exploring the impressive collection.
Afternoon
For lunch, head to The Publican and indulge in their farm-to-table fare. Afterward, take a Chicago Architecture Center Cruise on Chicago's First Lady to learn more about the city's architecture and enjoy the views from the river.
Evening
In the evening, experience the city's skyline from the water on a Chicago River Guided Sunset Cocktail & Architecture Tour. Enjoy the sights with a drink in hand. For dinner, try the famous Chicago-style hot dogs at Portillo's Hot Dogs.
Bedtime
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Art Institute of Chicago
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![Visit Chicago Architecture Center Cruise on Chicago's First Lady in Chicago](https://cdn.getyourguide.com/img/tour/6466a49b23b5a.jpeg/21.jpg)
4.46Chicago Architecture Center Cruise on Chicago's First Lady
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![Visit Chicago Architecture Center Cruise on Chicago's First Lady in Chicago](https://cdn.getyourguide.com/img/tour/6466a49b23b5a.jpeg/21.jpg)
Chicago Architecture Center Cruise on Chicago's First Lady
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![Visit Chicago River Guided Sunset Cocktail & Architecture Tour in Chicago](https://cdn.getyourguide.com/img/tour/4b8877882d559ae9.jpeg/21.jpg)
4.24Chicago River Guided Sunset Cocktail & Architecture Tour
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![Visit Chicago River Guided Sunset Cocktail & Architecture Tour in Chicago](https://cdn.getyourguide.com/img/tour/4b8877882d559ae9.jpeg/21.jpg)
Chicago River Guided Sunset Cocktail & Architecture Tour
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Navy Pier, Lakefront, and Culinary Delights
Morning
Start your day with a scenic walk or bike ride along the Lakefront Trail. For brunch, enjoy a meal at Au Cheval, known for its delicious burgers and upscale diner fare.
Afternoon
Spend the afternoon at Navy Pier, where you can take a ride on the Centennial Wheel and explore the various attractions. For a late lunch, head to Big Star for their renowned tacos.
Evening
Conclude your Chicago adventure with a memorable dinner at Alinea, a three-Michelin-star restaurant known for its innovative and artistic cuisine. After dinner, take a final stroll along the Chicago Riverwalk to soak in the city's vibrant nightlife.
Bedtime
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4.90Lakefront Trail
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Lakefront Trail
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![Visit Navy Pier in Chicago](https://media.tacdn.com/media/attractions-content--1x-1/0b/27/5b/85.jpg)
4.48Navy Pier
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![Visit Navy Pier in Chicago](https://media.tacdn.com/media/attractions-content--1x-1/0b/27/5b/85.jpg)
Navy Pier
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![Visit Chicago Navy Pier Centennial Wheel Regular & Express Ticket in Chicago](https://cdn.getyourguide.com/img/tour/05cb0a307913c9a4.jpeg/21.jpg)
4.43Centennial Wheel
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![Visit Chicago Navy Pier Centennial Wheel Regular & Express Ticket in Chicago](https://cdn.getyourguide.com/img/tour/05cb0a307913c9a4.jpeg/21.jpg)
Centennial Wheel
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![Visit Chicago Riverwalk in Chicago](https://media.tacdn.com/media/attractions-content--1x-1/12/3f/5c/d3.jpg)
4.72Chicago Riverwalk
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![Visit Chicago Riverwalk in Chicago](https://media.tacdn.com/media/attractions-content--1x-1/12/3f/5c/d3.jpg)
Chicago Riverwalk
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