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Family Fun in Chicago: Outdoor Adventures and Iconic Sights

Family Fun in Chicago: Outdoor Adventures and Iconic Sights Itinerary

Last updated: 2024 Jun 14

Iconic 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
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The Magnificent Mile

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Visit 360 Chicago Observation Deck (Formerly John Hancock Observatory) in Chicago
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360 Chicago Observation Deck (Formerly John Hancock Observatory)

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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
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Art Institute of Chicago

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Visit Chicago River 1.5-Hour Guided Architecture Cruise in Chicago
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Chicago River 1.5-Hour Guided Architecture Cruise

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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
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Visit Navy Pier in Chicago
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Navy Pier

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Visit Museum of Science and Industry in Chicago
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Chicago Museum of Science and Industry

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