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Family Fun in the Windy City: 3 Days in Chicago with Kids

Family Fun in the Windy City: 3 Days in Chicago with Kids Itinerary

Last updated: 2024 Jun 14

City Sights and Navy Pier Excursion

Morning
Start your day with a delightful breakfast at Lula Cafe, known for its family-friendly atmosphere and delicious dishes. Afterward, take a leisurely walk along the iconic Chicago Riverwalk and enjoy the scenic views.
Afternoon
For lunch, head to Big Star, a vibrant spot with a relaxed outdoor seating area, perfect for families. Afterward, explore the fun-filled Navy Pier, where you can enjoy the Centennial Wheel and other attractions.
Evening
In the evening, savor a memorable dinner at The Signature Room at the 95th, offering stunning city views. Afterward, take a Chicago Lake Michigan Skyline Cruise to see the city lights from the water.
Bedtime
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Outdoor Adventures and Skydeck Thrills

Morning
Enjoy a hearty breakfast at Lou Malnati's Pizzeria, a Chicago classic known for its deep-dish pizza. Then, spend the morning at Millennium Park, where the kids can have fun at the Crown Fountain and see the famous Cloud Gate (The Bean).
Afternoon
For a family-friendly lunch, visit Portillo's Hot Dogs, a local favorite. Afterward, experience the thrill of standing on the Skydeck Chicago at Willis Tower (Sears Tower) and stepping out onto The Ledge for a unique perspective of the city.
Evening
Indulge in a delicious dinner at Giordano's, known for its stuffed deep-dish pizza. Afterward, take a leisurely walk along the Chicago Riverwalk and enjoy the evening ambiance.
Bedtime
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Zoo Fun and Lincoln Park Adventures

Morning
Start your day with a family-friendly brunch at Little Goat Diner, a lively spot with a diverse menu. Then, spend the morning exploring the Lincoln Park Zoo, a free and fantastic attraction for all ages.
Afternoon
For lunch, head to Pequod's Pizza, a local gem known for its caramelized crust. Afterward, continue your outdoor adventure at Lincoln Park, where you can visit the Nature Boardwalk and enjoy the green spaces.
Evening
Conclude your trip with a memorable dinner at The Purple Pig, offering a unique dining experience. Afterward, take a relaxing Chicago Lake Michigan Skyline Cruise to enjoy the city lights from the water.
Bedtime
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