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Chicago Adventure 5 Days Itinerary
Last updated: 2024 Jun 14Exploring Downtown Chicago
Morning
Start your day with a visit to Millennium Park. This iconic park is home to the famous Cloud Gate sculpture, also known as 'The Bean'. It's a great spot for morning photos and a leisurely walk.
Afternoon
Head over to Art Institute of Chicago in the afternoon. This world-renowned museum houses an extensive collection of art from various periods and regions. You can easily spend a few hours here exploring the exhibits.
Evening
For dinner, make your way to Girl & The Goat. This highly-rated restaurant offers a unique dining experience with innovative dishes. After dinner, enjoy some live music at House of Blues.
Bedtime
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4.69Millennium Park
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Millennium Park
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4.61Art Institute of Chicago
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Art Institute of Chicago
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5.00House of Blues
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House of Blues
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Cultural and Architectural Marvels
Morning
Begin your day with a visit to Chicago Cultural Center. This beautiful building offers free art exhibits and stunning architecture. Don't miss the Tiffany stained-glass dome.
Afternoon
Afterwards, take a stroll along Chicago Riverwalk. Enjoy the scenic views of the city skyline and perhaps grab a light lunch at one of the many cafes along the river.
Evening
For dinner, head to Alinea, one of Chicago's most acclaimed restaurants. Post-dinner, catch a show at Chicago Theatre, an iconic venue known for its grand marquee.
Bedtime
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Chicago Cultural Center
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4.72Chicago Riverwalk
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Chicago Riverwalk
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4.71Chicago Theatre
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Chicago Theatre
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Historical Sites and Local Flavors
Morning
Start your morning with a visit to Field Museum. This natural history museum has fascinating exhibits that will captivate visitors of all ages.
Afternoon
In the afternoon, explore Chicago Loop, the central business district known for its historic buildings and public art installations. Grab lunch at Portillo's Hot Dogs for some classic Chicago-style hot dogs.
Evening
Dine at Lou Malnati's Pizzeria in the evening for some deep-dish pizza. Afterwards, take in panoramic views of the city from 360 Chicago Observation Deck (Formerly John Hancock Observatory).
Bedtime
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4.56Field Museum
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Field Museum
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![Visit Chicago Loop in chicago](https://media.tacdn.com/media/attractions-content--1x-1/0b/2d/0e/d0.jpg)
4.83Chicago Loop
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Chicago Loop
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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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360 Chicago Observation Deck (Formerly John Hancock Observatory)
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Sports and Science Extravaganza
Morning
Visit Wrigley Field in the morning for a tour of this historic baseball stadium. Learn about its rich history and significance in Chicago sports culture.
Afternoon
Spend your afternoon at the fascinating Museum of Science and Industry. With interactive exhibits covering various scientific fields, it's an engaging experience for all ages.
Evening
Enjoy dinner at The Purple Pig, known for its Mediterranean-inspired small plates. Conclude your day with some laughs at an improv show at Second City.
Bedtime
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Wrigley Field
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4.31Museum of Science and Industry
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Museum of Science and Industry
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Second City
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Second City
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Aquatic Wonders and Skyline Views
Morning
Start your day with a visit to Shedd Aquarium. This renowned aquarium is home to thousands of marine animals and offers engaging exhibits that are perfect for all ages.
Afternoon
After the aquarium, head over to Adler Planetarium. Spend your afternoon exploring the cosmos through interactive exhibits and stunning planetarium shows. For lunch, enjoy a meal at Frontera Grill, known for its delicious Mexican cuisine.
Evening
In the evening, dine at Gibsons Bar & Steakhouse, a classic Chicago steakhouse with an upscale atmosphere. After dinner, take a leisurely walk along Chicago River to enjoy the beautiful city lights reflecting on the water.
Bedtime
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Shedd Aquarium
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4.61Adler Planetarium
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Adler Planetarium
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4.61Chicago River
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Chicago River
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