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Family Fun in Chicago: 5-Day Kid-Friendly Itinerary

Family Fun in Chicago: 5-Day Kid-Friendly Itinerary Itinerary

Last updated: 2024 Jun 14

City Sights and Skyline Thrills

Morning
Start your family adventure with a delicious breakfast at Lou Malnati's Pizzeria, known for its classic Chicago deep-dish pizza. After fueling up, head to the iconic The Magnificent Mile for some leisurely shopping and a glimpse of the city's hustle and bustle.
Afternoon
For lunch, enjoy a variety of options at Eataly Chicago, a vibrant Italian marketplace. Afterward, take the kids to the Navy Pier for a fun-filled afternoon. Ride the Centennial Wheel and explore the Chicago Children's Museum for interactive exhibits.
Evening
Dine at Bubba Gump Shrimp Co., a family-friendly restaurant with a lively atmosphere. After dinner, take a relaxing Chicago River 1.5-Hour Guided Architecture Cruise to see the city's skyline light up at night.
Bedtime
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Museum Day and Sky-High Views

Morning
Enjoy a hearty breakfast at Wildberry Pancakes and Cafe, known for its delicious pancake varieties. Then, spend the morning at the Field Museum of Natural History, where the kids can explore dinosaur exhibits and ancient artifacts.
Afternoon
For lunch, try the famous Chicago hot dogs at Portillo's Hot Dogs. Afterward, visit the Adler Planetarium to learn about space and astronomy. End the afternoon with a visit to the 360 Chicago Observation Deck for panoramic views of the city.
Evening
Indulge in a delightful dinner at The Cheesecake Factory at the John Hancock Center. Afterward, experience the thrill of TILT, a moving platform that tilts you out over the city from the 94th floor.
Bedtime
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Animal Encounters and Navy Pier Fun

Morning
Start your day with a family-friendly breakfast at Yolk, known for its creative breakfast dishes. Then, head to the Lincoln Park Zoo, one of the oldest zoos in the country, for a morning of animal encounters.
Afternoon
For lunch, enjoy a picnic at Lincoln Park, or grab a bite at the RJ Grunts nearby. Afterward, take a leisurely bike ride along the Chicago Lakefront Trail and enjoy the scenic views of Lake Michigan.
Evening
Return to Navy Pier for a magical evening. Dine at Harry Caray's Tavern and then experience the Chicago Shakespeare Theater or take a ride on the Centennial Wheel to see the city lights.
Bedtime
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Science and Sweets

Morning
Enjoy a delicious breakfast at Wildberry Pancakes and Cafe for a sweet start to the day. Then, visit the Museum of Science and Industry, where the kids can engage in interactive exhibits and hands-on activities.
Afternoon
For lunch, try the gourmet grilled cheese sandwiches at Melt Sandwich Shop. Afterward, explore the Navy Pier and visit the Chicago Children's Museum for more fun and learning opportunities.
Evening
Indulge in a special treat at Garrett Popcorn Shops, a Chicago tradition. Then, take a leisurely evening stroll along the Chicago Riverwalk and enjoy the city's beautiful architecture.
Bedtime
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Farewell to Chicago with a Taste of the City

Morning
For your last morning in Chicago, savor a classic breakfast at The Bongo Room, known for its creative brunch dishes. Then, take a Chicago River Architecture Cruise to admire the city's stunning buildings from a unique perspective.
Afternoon
Enjoy a farewell lunch at Gino's East, a famous pizzeria in the city. Afterward, spend some time exploring Millennium Park and taking photos at the Cloud Gate sculpture.
Evening
End your family trip with a memorable dinner at The Signature Room at the 95th, where you can enjoy panoramic views of the city. After dinner, take a walk along the Chicago Riverwalk and soak in the vibrant atmosphere of the city.
Bedtime
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