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![Chicago Adventure - 5 Days of Excitement](https://storage.googleapis.com/bd-app-dev-375714.appspot.com/itineraries/018fca03-7dc5-756f-aa88-7c8477880abf/location254.jpg)
Chicago Adventure - 5 Days of Excitement Itinerary
Last updated: 2024 Jun 14Welcome to the Windy City
Morning
Start your day with a visit to Skydeck Chicago at Willis Tower (Sears Tower). This iconic skyscraper offers breathtaking views of the city from its observation deck. It's a great way to get an overview of Chicago's layout and major landmarks.
Afternoon
Head over to Millennium Park for a leisurely stroll. Don't miss the famous Cloud Gate sculpture, also known as 'The Bean.' For lunch, enjoy some deep-dish pizza at Lou Malnati's Pizzeria.
Evening
In the evening, catch a live performance at House of Blues. This legendary venue offers a fantastic atmosphere and great music. For dinner, dine at Girl & the Goat, known for its innovative dishes.
Bedtime
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![Visit Skydeck Chicago at Willis Tower (Sears Tower) in Chicago, Illinois](https://media.tacdn.com/media/attractions-content--1x-1/0b/ed/38/5d.jpg)
4.27Skydeck Chicago at Willis Tower (Sears Tower)
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![Visit Skydeck Chicago at Willis Tower (Sears Tower) in Chicago, Illinois](https://media.tacdn.com/media/attractions-content--1x-1/0b/ed/38/5d.jpg)
Skydeck Chicago at Willis Tower (Sears Tower)
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![Visit Millennium Park in Chicago, Illinois](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, Illinois](https://media.tacdn.com/media/attractions-content--1x-1/0b/27/5c/00.jpg)
Millennium Park
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![Visit House of Blues in Chicago, Illinois](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, Illinois](https://media.tacdn.com/media/attractions-content--1x-1/0b/27/77/d4.jpg)
House of Blues
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Exploring Chicago's Cultural Gems
Morning
Begin your day with a visit to the Art Institute of Chicago. This world-renowned museum houses an impressive collection of art from various periods and regions.
Afternoon
After exploring the museum, take a walk along Chicago Riverwalk. It's a beautiful place to relax and enjoy views of the river. Have lunch at The Purple Pig, which offers delicious Mediterranean-inspired dishes.
Evening
Spend your evening at Navy Pier, where you can enjoy rides, games, and stunning views of Lake Michigan. For dinner, savor some classic American fare at Joe's Seafood, Prime Steak & Stone Crab.
Bedtime
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![Visit Art Institute of Chicago in Chicago, Illinois](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, Illinois](https://media.tacdn.com/media/attractions-content--1x-1/12/33/15/da.jpg)
Art Institute of Chicago
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![Visit Chicago Riverwalk in Chicago, Illinois](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, Illinois](https://media.tacdn.com/media/attractions-content--1x-1/12/3f/5c/d3.jpg)
Chicago Riverwalk
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![Visit Navy Pier in Chicago, Illinois](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, Illinois](https://media.tacdn.com/media/attractions-content--1x-1/0b/27/5b/85.jpg)
Navy Pier
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Architectural Wonders and Local Flavors
Morning
Kick off your day with an architectural tour starting with Rookery Building, one of Chicago's most historically significant buildings.
Afternoon
Next up is a visit to the famous Wrigley Field, home of the Chicago Cubs. Even if you're not catching a game, it's worth seeing this historic ballpark. Grab lunch nearby at Portillo's Hot Dogs for some iconic Chicago-style hot dogs.
Evening
In the evening, explore more architectural marvels like Marina City and then head over to dine at Alinea, one of Chicago’s most celebrated restaurants offering an unforgettable dining experience.
Bedtime
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![Visit Rookery Building in Chicago, Illinois](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, Illinois](https://media.tacdn.com/media/attractions-content--1x-1/0b/ef/f5/97.jpg)
Rookery Building
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![Visit Wrigley Field in Chicago, Illinois](https://media.tacdn.com/media/attractions-content--1x-1/12/31/bd/97.jpg)
4.86Wrigley Field
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![Visit Wrigley Field in Chicago, Illinois](https://media.tacdn.com/media/attractions-content--1x-1/12/31/bd/97.jpg)
Wrigley Field
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![Visit Marina City in Chicago, Illinois](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, Illinois](https://media.tacdn.com/media/attractions-content--1x-1/0b/39/b2/3c.jpg)
Marina City
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Science and Serenity in Chicago
Morning
Start your morning with a visit to the fascinating Museum of Science and Industry. This museum offers interactive exhibits that are fun for all ages.
Afternoon
Afterward, unwind with a peaceful walk through Grant Park, often referred to as 'Chicago’s front yard.' Have lunch at nearby Frontera Grill, known for its delicious Mexican cuisine.
Evening
Conclude your day by visiting the iconic Chicago Theatre for an evening show. For dinner afterward, indulge in some hearty BBQ at Smoque BBQ.
Bedtime
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![Visit Museum of Science and Industry in Chicago, Illinois](https://media.tacdn.com/media/attractions-content--1x-1/0b/27/60/79.jpg)
4.31Museum of Science and Industry
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![Visit Museum of Science and Industry in Chicago, Illinois](https://media.tacdn.com/media/attractions-content--1x-1/0b/27/60/79.jpg)
Museum of Science and Industry
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![Visit Grant Park in Chicago, Illinois](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, Illinois](https://media.tacdn.com/media/attractions-content--1x-1/0b/27/54/eb.jpg)
Grant Park
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![Visit Chicago Theatre in Chicago, Illinois](https://media.tacdn.com/media/attractions-content--1x-1/0b/39/80/84.jpg)
4.71Chicago Theatre
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![Visit Chicago Theatre in Chicago, Illinois](https://media.tacdn.com/media/attractions-content--1x-1/0b/39/80/84.jpg)
Chicago Theatre
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Final Day of Chicago Delights
Morning
Begin your last day in Chicago with a visit to Shedd Aquarium. This world-class 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 which is nearby. The planetarium offers fascinating exhibits about space and astronomy. For lunch, enjoy a meal at Gibsons Bar & Steakhouse, known for its prime steaks and classic American fare.
Evening
Spend your final evening in Chicago at 360 Chicago Observation Deck (Formerly John Hancock Observatory). Enjoy panoramic views of the city as the sun sets. For dinner, treat yourself to a meal at Au Cheval, famous for its burgers and upscale diner atmosphere.
Bedtime
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![Visit Shedd Aquarium in Chicago, Illinois](https://media.tacdn.com/media/attractions-content--1x-1/12/2e/46/94.jpg)
4.75Shedd Aquarium
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![Visit Shedd Aquarium in Chicago, Illinois](https://media.tacdn.com/media/attractions-content--1x-1/12/2e/46/94.jpg)
Shedd Aquarium
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![Visit Adler Planetarium in Chicago, Illinois](https://media.tacdn.com/media/attractions-content--1x-1/0b/27/59/29.jpg)
4.61Adler Planetarium
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![Visit Adler Planetarium in Chicago, Illinois](https://media.tacdn.com/media/attractions-content--1x-1/0b/27/59/29.jpg)
Adler Planetarium
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![Visit 360 Chicago Observation Deck (Formerly John Hancock Observatory) in Chicago, Illinois](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, Illinois](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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