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4 Days of Family Fun in Chicago Itinerary

Last updated: 2024 Jun 14

Welcome to the Windy City

Morning

Start your day with a hearty breakfast at Wildberry Pancakes and Cafe. This spot is known for its delicious pancakes and family-friendly atmosphere. After breakfast, head over to Millennium Park. The park is home to the iconic Cloud Gate sculpture (also known as "The Bean"), which is a hit with kids and adults alike. The park also offers plenty of open space for your toddler to run around.

Afternoon

For lunch, enjoy some deep-dish pizza at Lou Malnati's Pizzeria, a Chicago staple. Afterward, visit the Shedd Aquarium. This world-class aquarium has a variety of exhibits that will fascinate both you and your toddler. Don't miss the aquatic show featuring dolphins and beluga whales.

Evening

End your day with dinner at Portillo's Hot Dogs, where you can try Chicago-style hot dogs in a casual setting. If you're up for it, take an evening stroll along the Chicago Riverwalk, which offers beautiful views of the city skyline.

Bedtime

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4.69
Millennium Park
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4.75
Shedd Aquarium
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Exploring Chicago's Cultural Gems

Morning

Begin your day with breakfast at The Signature Room at the 95th, where you can enjoy panoramic views of the city from the 95th floor of the John Hancock Center. Then head to the Field Museum, one of the largest natural history museums in the world. The museum has several kid-friendly exhibits that will keep your toddler engaged.

Afternoon

Have lunch at Girl & The Goat, a popular restaurant known for its inventive dishes. After lunch, visit Adler Planetarium. The planetarium offers interactive exhibits and shows that are perfect for young children.

Evening

For dinner, dine at RPM Italian, which offers a family-friendly atmosphere and delicious Italian cuisine. After dinner, catch a show at Chicago Theatre, an iconic venue that often features family-friendly performances.

Bedtime

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4.56
Field Museum
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4.61
Adler Planetarium
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Fun by Lake Michigan

Morning

Start your day with breakfast at Wildberry Pancakes and Cafe again because it's just that good! Then head over to Navy Pier, which offers a variety of attractions including rides, shops, and restaurants. Your toddler will love riding on the Ferris wheel and exploring the Children's Museum.

Afternoon

Enjoy lunch at Giordano's, another famous spot for deep-dish pizza. Afterward, take a boat tour on Lake Michigan with one of the many tour operators located on Navy Pier. These tours offer stunning views of Chicago's skyline and are enjoyable for all ages.

Evening

For dinner, try some seafood at Shaw's Crab House. End your day with a visit to Skydeck Chicago at Willis Tower (Sears Tower). The Skydeck offers breathtaking views from one of the tallest buildings in North America.

Bedtime

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4.48
Navy Pier
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4.27
Skydeck Chicago at Willis Tower (Sears Tower)
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Artistic Adventures in Chicago

Morning

Begin your final day with breakfast at The Publican, known for its hearty brunch options. Then visit the famous art museum -Art Institute of Chicago-. This museum houses an extensive collection of artworks that will captivate both you and your toddler.

Afternoon

Have lunch at -Frontera Grill-, known for its delicious Mexican cuisine. Afterward explore -Lincoln Park & Zoo-. This free zoo is home to various animals and also has playgrounds making it perfect place for toddlers.

Evening

Conclude your trip with dinner at -Au Cheval-, renowned for its burgers .Afterwards take leisurely walk through -Grant Park[1207]- where you can relax enjoy scenic beauty before heading back hotel

Bedtime

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