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![Family Fun in Chicago: Outdoor Adventures and Iconic Sights](https://storage.googleapis.com/bd-app-dev-375714.appspot.com/itineraries/018e82d0-2d8a-7516-9c41-489950a123a2/location394.jpg)
Family Fun in Chicago: Outdoor Adventures and Iconic Sights Itinerary
Last updated: 2024 Jun 14Iconic Chicago Landmarks and Sky-High Views
Morning
Start your day with a delightful brunch at Lula Cafe, known for its cozy atmosphere and delicious dishes. Afterward, head to the iconic The Magnificent Mile for some leisurely shopping and a glimpse of Chicago's bustling streets.
Afternoon
For lunch, savor the famous deep-dish pizza at Lou Malnati's Pizzeria. Then, take a trip to the 360 Chicago Observation Deck (Formerly John Hancock Observatory) for stunning panoramic views of the city and Lake Michigan.
Evening
Enjoy a relaxing dinner at The Signature Room at the 95th, where you can dine with a view. Afterward, take a stroll along the Chicago Riverwalk to admire the city lights reflected on the water.
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 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 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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Museum Exploration and River Adventures
Morning
Fuel up with a hearty breakfast at Au Cheval, known for its mouthwatering burgers. Then, spend the morning at the Art Institute of Chicago, exploring its world-class art collection.
Afternoon
For lunch, indulge in a Spanish feast at Cafe Ba-Ba-Reeba!. In the afternoon, take a relaxing Chicago River 1.5-Hour Guided Architecture Cruise to learn about the city's famous buildings from a unique perspective.
Evening
For dinner, experience the vibrant atmosphere and innovative dishes at Alinea. Afterward, take a Chicago River Guided Sunset Cocktail & Architecture Tour for a magical end to the day.
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 Chicago River 1.5-Hour Guided Architecture Cruise in Chicago](https://cdn.getyourguide.com/img/tour/b4b30c0c6eccc80e.jpeg/21.jpg)
4.77Chicago River 1.5-Hour Guided Architecture Cruise
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![Visit Chicago River 1.5-Hour Guided Architecture Cruise in Chicago](https://cdn.getyourguide.com/img/tour/b4b30c0c6eccc80e.jpeg/21.jpg)
Chicago River 1.5-Hour Guided Architecture Cruise
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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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Family Fun at Navy Pier and Lake Michigan
Morning
Enjoy a family-friendly brunch at The Purple Pig, known for its Mediterranean-inspired cuisine. Then, spend the morning at Navy Pier, exploring the various attractions and taking a ride on the Centennial Wheel.
Afternoon
For a fun and interactive experience, visit the Chicago Museum of Science and Industry. Grab a quick lunch at Portillo's Hot Dogs before immersing yourselves in the museum's fascinating exhibits.
Evening
End your Chicago adventure with a memorable dinner at Girl & The Goat, known for its creative dishes. Afterward, take a Chicago Lake Michigan Skyline Cruise to see the city from a different perspective.
Bedtime
Find amazing hotels in Chicago.
![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 Museum of Science and Industry in Chicago](https://media.tacdn.com/media/attractions-content--1x-1/0b/27/60/79.jpg)
4.31Chicago Museum of Science and Industry
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![Visit Museum of Science and Industry in Chicago](https://media.tacdn.com/media/attractions-content--1x-1/0b/27/60/79.jpg)
Chicago Museum of Science and Industry
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![Visit Chicago Lake Michigan Skyline Cruise in Chicago](https://cdn.getyourguide.com/img/tour/621023a4744f1.jpeg/21.jpg)
4.59Chicago Lake Michigan Skyline Cruise
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![Visit Chicago Lake Michigan Skyline Cruise in Chicago](https://cdn.getyourguide.com/img/tour/621023a4744f1.jpeg/21.jpg)
Chicago Lake Michigan Skyline Cruise
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