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Chicago Family Fun: 5-Day Adventure with Kids Itinerary
Last updated: 2024 Jun 14City Sights and River Cruise
Morning
Start your family adventure with a delicious breakfast at Lula Cafe, known for its cozy atmosphere and tasty dishes. Afterward, head to the iconic Millennium Park to see the famous Cloud Gate sculpture, also known as "The Bean."
Afternoon
For lunch, enjoy some authentic Chicago deep-dish pizza at Lou Malnati's Pizzeria. Then, take a leisurely stroll along the Chicago Riverwalk and explore the vibrant area.
Evening
End the day with a relaxing Chicago River 1.5-Hour Guided Architecture Cruise, where you can admire the city's stunning skyline from the water. Don't forget to capture the beautiful sunset views.
Bedtime
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Millennium Park
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Chicago Riverwalk
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Chicago River 1.5-Hour Guided Architecture Cruise
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Museums and Sky-High Views
Morning
Enjoy a hearty breakfast at Little Goat Diner, a family-friendly spot with a diverse menu. Then, spend the morning exploring the Field Museum of Natural History, where your kids can learn about dinosaurs and ancient civilizations.
Afternoon
For lunch, head to The Purple Pig for some Mediterranean-inspired dishes. Afterward, visit the 360 Chicago Observation Deck (Formerly John Hancock Observatory) for panoramic views of the city.
Evening
Treat your family to a memorable dinner at Girl & The Goat, a popular restaurant known for its creative cuisine. Afterward, take a walk along the The Magnificent Mile and enjoy the vibrant atmosphere.
Bedtime
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Chicago Field Museum of Natural History Ticket or VIP Tour
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360 Chicago Observation Deck (Formerly John Hancock Observatory)
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The Magnificent Mile
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Family Fun at Navy Pier
Morning
Start your day with a delicious breakfast at Longman & Eagle, a hip spot with a focus on local ingredients. Then, head to Navy Pier for a day of family-friendly fun.
Afternoon
Enjoy lunch at Big Star, known for its tasty tacos and relaxed vibe. Spend the afternoon exploring the various attractions at Navy Pier, including the Chicago Navy Pier Centennial Wheel Regular & Express Ticket and the Chicago Children's Museum.
Evening
For dinner, indulge in some Italian cuisine at RPM Italian. Afterward, take a ride on the Chicago River Guided Sunset Cocktail & Architecture Tour for a unique perspective of the city at dusk.
Bedtime
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Navy Pier
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Chicago Navy Pier Centennial Wheel Regular & Express Ticket
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Chicago River Guided Sunset Cocktail & Architecture Tour
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Zoo, Park, and Observatory
Morning
Enjoy a leisurely breakfast at Cafe Ba-Ba-Reeba!, a Spanish tapas restaurant with a lively atmosphere. Then, spend the morning at Lincoln Park & Zoo, where your family can see a variety of animals and enjoy the beautiful surroundings.
Afternoon
For lunch, head to Au Cheval, a popular spot known for its burgers. Afterward, visit the 360 Chicago Observation Deck Sip and View Ticket for a relaxing afternoon with stunning views.
Evening
Have dinner at Gibsons Bar & Steakhouse, a classic Chicago steakhouse. Afterward, take a walk through Wrigleyville and soak in the lively atmosphere.
Bedtime
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Lincoln Park & Zoo
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Chicago 360 Chicago Observation Deck Sip and View Ticket
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Final Explorations and Departure
Morning
Enjoy a final breakfast at Portillo's Hot Dogs, a Chicago institution known for its hot dogs and Italian beef sandwiches. Then, spend the morning at the Chicago Museum of Science and Industry, where your family can explore interactive exhibits and learn about science and technology.
Afternoon
For lunch, head to Xoco, a casual spot known for its Mexican street food. Afterward, take a walk through Grant Park and enjoy the green spaces and iconic landmarks.
Evening
Conclude your family trip with a memorable dinner at The Signature Room at the 95th, where you can enjoy fine dining with breathtaking views of the city. Reflect on your Chicago adventures before heading to the airport for your departure.
Bedtime
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Museum of Science and Industry
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Grant Park
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