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![21 Days of Chicago Exploration](https://storage.googleapis.com/bd-app-dev-375714.appspot.com/itineraries/018f9dab-60dc-7d82-ae2e-26a46361da42/location769.jpg)
21 Days of Chicago Exploration Itinerary
Last updated: 2024 Jun 14Exploring Chicago's Icons
Morning
Start your day with a visit to the iconic The Magnificent Mile for some shopping and sightseeing. Then, head to the historic Chicago Cultural Center for a cultural experience.
Afternoon
Enjoy a delicious lunch at The Purple Pig known for its unique dishes. After lunch, explore the stunning architecture of Rookery Building and take a stroll along the scenic Chicago Riverwalk.
Evening
Indulge in a fine dining experience at Alinea for dinner, known for its innovative cuisine. End your evening with live jazz music at House of Blues.
Bedtime
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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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![Visit Chicago Cultural Center in Chicago](https://media.tacdn.com/media/attractions-content--1x-1/0b/27/84/33.jpg)
4.71Chicago Cultural Center
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![Visit Chicago Cultural Center in Chicago](https://media.tacdn.com/media/attractions-content--1x-1/0b/27/84/33.jpg)
Chicago Cultural Center
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![Visit Rookery Building in Chicago](https://media.tacdn.com/media/attractions-content--1x-1/0b/ef/f5/97.jpg)
4.73Rookery Building
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![Visit Rookery Building in Chicago](https://media.tacdn.com/media/attractions-content--1x-1/0b/ef/f5/97.jpg)
Rookery Building
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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 House of Blues in Chicago](https://media.tacdn.com/media/attractions-content--1x-1/0b/27/77/d4.jpg)
5.00House of Blues
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![Visit House of Blues in Chicago](https://media.tacdn.com/media/attractions-content--1x-1/0b/27/77/d4.jpg)
House of Blues
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Museum Day in Chicago
Morning
Visit the world-renowned Art Institute of Chicago to explore its impressive art collection. Afterward, have brunch at Lula Cafe known for its cozy atmosphere and delicious food.
Afternoon
Spend your afternoon at the fascinating Field Museum to learn about natural history. Then, take a leisurely walk in Grant Park to enjoy the greenery and views.
Evening
Dine at Girl & the Goat for a delightful dinner experience. After dinner, head to a local jazz club like Second City for some live music.
Bedtime
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![Visit Art Institute of Chicago in Chicago](https://media.tacdn.com/media/attractions-content--1x-1/12/33/15/da.jpg)
4.61Art Institute of Chicago
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![Visit Art Institute of Chicago in Chicago](https://media.tacdn.com/media/attractions-content--1x-1/12/33/15/da.jpg)
Art Institute of Chicago
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![Visit Field Museum in Chicago](https://media.tacdn.com/media/attractions-content--1x-1/12/33/16/53.jpg)
4.56Field Museum
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![Visit Field Museum in Chicago](https://media.tacdn.com/media/attractions-content--1x-1/12/33/16/53.jpg)
Field Museum
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![Visit Grant Park in Chicago](https://media.tacdn.com/media/attractions-content--1x-1/0b/27/54/eb.jpg)
4.70Grant Park
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![Visit Grant Park in Chicago](https://media.tacdn.com/media/attractions-content--1x-1/0b/27/54/eb.jpg)
Grant Park
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![Visit Second City in Chicago](https://media.tacdn.com/media/attractions-content--1x-1/0b/27/73/b7.jpg)
Second City
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![Visit Second City in Chicago](https://media.tacdn.com/media/attractions-content--1x-1/0b/27/73/b7.jpg)
Second City
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Architectural Marvels & Local Eats
Morning
Explore the architectural wonders of Chicago by visiting landmarks like Wrigley Building and taking a tour of the historic Chicago Board of Trade Building. Grab breakfast at Wildberry Pancakes and Cafe known for its delicious pancakes.
Afternoon
Discover more architectural gems like Marina City and enjoy lunch at Big Star - Wicker Park for some local flavors. Take a relaxing walk along the beautiful Lake Michigan shoreline.
Evening
For dinner, savor deep-dish pizza at Lou Malnati's Pizzeria. End your evening with drinks at a local bar like Gibsons Bar & Steakhouse.
Bedtime
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![Visit Wrigley Building in Chicago](https://media.tacdn.com/media/attractions-content--1x-1/0b/39/81/cd.jpg)
4.39Wrigley Building
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![Visit Wrigley Building in Chicago](https://media.tacdn.com/media/attractions-content--1x-1/0b/39/81/cd.jpg)
Wrigley Building
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![Visit Chicago Board of Trade Building in Chicago](https://media.tacdn.com/media/attractions-content--1x-1/0b/39/7d/89.jpg)
4.87Chicago Board of Trade Building
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![Visit Chicago Board of Trade Building in Chicago](https://media.tacdn.com/media/attractions-content--1x-1/0b/39/7d/89.jpg)
Chicago Board of Trade Building
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![Visit Marina City in Chicago](https://media.tacdn.com/media/attractions-content--1x-1/0b/39/b2/3c.jpg)
4.84Marina City
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![Visit Marina City in Chicago](https://media.tacdn.com/media/attractions-content--1x-1/0b/39/b2/3c.jpg)
Marina City
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Parks & Cultural Delights
Morning
Start your day with a visit to the picturesque Lincoln Park & Zoo. Enjoy breakfast at{ R-Xoco}, known for its Mexican cuisine with a modern twist.
Afternoon
Explore the green oasis of{ A-Millennium Park [1212]}, home to famous attractions like Cloud Gate (The Bean). Have lunch at{ R-Cafe Ba-Ba-Reeba!}, offering delicious Spanish tapas.
Evening
Dine at{ R-Frontera Grill} for authentic Mexican flavors. In the evening, take part in cultural activities like visiting{ A-Chicago Theatre [17713]} or enjoying an evening show.
Bedtime
Find amazing hotels in Chicago.
![Visit Lincoln Park & Zoo in Chicago](https://media.tacdn.com/media/attractions-content--1x-1/0b/27/62/3b.jpg)
4.29Lincoln Park & Zoo
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![Visit Lincoln Park & Zoo in Chicago](https://media.tacdn.com/media/attractions-content--1x-1/0b/27/62/3b.jpg)
Lincoln Park & Zoo
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