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10-Day Family-Friendly Itinerary for Chicago
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10-Day Family-Friendly Itinerary for Chicago
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Day 1: Arrival and Enthrall
Chicago, USA
9:00AM
Breakfast at Lou Mitchell's
Start your day with classic pancakes and hearty omelets at Lou Mitchell's, a beloved Chicago diner with a quirky charm.
Located near Union Station, it's a convenient first stop.
USD20, 1 hour
10:30AM
Explore Millennium Park
Stroll through Millennium Park, marveling at the iconic Cloud Gate sculpture, and let the kids splash in the Crown Fountain.
It's a short walk from Lou Mitchell's.
Free, 2 hours
1:00PM
Lunch at The Playground
Enjoy kid-friendly gourmet grilled cheese and fresh soup at The Playground, just a short walk away.
Navigate through the park to reach this local eatery.
USD30, 1 hour
2:30PM
Visit the Art Institute of Chicago
Delve into the world of art with your family at the Art Institute, where kids can engage with interactive exhibits.
A quick 10-minute walk from lunch.
USD50 (family rate), 3 hours
6:00PM
Dinner at Giordano's
Savor a classic deep-dish pizza at Giordano's, a must-try for every Chicago visitor.
A quick taxi ride will get your family there in 15 minutes.
USD60, 1.5 hours
Find Hotels in Chicago
Day 2: Aquatic Adventures
Chicago, USA
8:00AM
Breakfast at The Bongo Room
Indulge in decadent breakfast dishes like brioche French toast topped with Oreo crumbs.
A short walk or ride from the hotel.
USD40, 1 hour
9:30AM
Shedd Aquarium
Explore the wonders of marine life at Shedd Aquarium, where kids can enjoy touch pools and engaging exhibits.
Take the bus from your hotel directly to the aquarium.
USD80 (family rate), 3 hours
1:30PM
Lunch at Rainforest Cafe
Experience dining within a jungle at the Rainforest Cafe, complete with animated animals and magical ambiance.
It's close to the aquarium.
USD50, 1.5 hours
3:00PM
Adler Planetarium
Unravel the mysteries of the universe at Adler Planetarium, famous for its interactive exhibits tailored for children.
Just a short walk from Rainforest Cafe.
USD70 (family rate), 2 hours
5:30PM
Dinner at Portillo's
Dig into Chicago-style hot dogs and Italian beef sandwiches at this iconic eatery.
Take a short taxi ride to get there.
USD45, 1.5 hours
Find Hotels in Chicago
Day 3: Cultural Exploration
Chicago, USA
8:30AM
Breakfast at Beatrix
Enjoy a wholesome breakfast with plenty of healthy options at Beatrix, known for its delicious pastry selection.
Located near your hotel; easy access.
USD35, 1 hour
10:00AM
Field Museum of Natural History
Visit the Field Museum where the dinosaur exhibits and the Ancient Egyptian mummies will amaze both kids and adults alike.
Take the bus from your breakfast location.
USD70 (family rate), 3 hours
1:00PM
Lunch at The Field Bistro
Enjoy a delicious lunch within the museum, providing a convenient option before more exploration.
Right within the Field Museum.
USD40, 1 hour
2:30PM
Visit the Museum of Science and Industry
Experience hands-on science exhibits that are ideal for families navigating their way through innovation.
A short train ride away.
USD70 (family rate), 3 hours
6:00PM
Dinner at The Social Table
Savor global cuisine with fresh ingredients at The Social Table, where meals are designed to be shared.
Take a short taxi ride.
USD80, 1.5 hours
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Day 4: Outdoor Fun
Chicago, USA
8:00AM
Breakfast at Toast
Kickstart your day with delightful egg dishes and some of the best pancakes in town at Toast.
Close to the hotel; a nice easy walk.
USD30, 1 hour
9:30AM
Lincoln Park Zoo
Spend your morning at the Lincoln Park Zoo, one of the oldest zoos in the United States with free admission.
A short bus ride will take you there.
Free, 2.5 hours
12:00PM
Lunch at Café Zola
Enjoy fresh salads and sandwiches at Café Zola, a family-friendly spot nearby the zoo.
Just a short walk from the zoo.
USD40, 1 hour
1:30PM
Explore North Avenue Beach
Spend a leisurely afternoon at North Avenue Beach, letting the kids play in the sand while you relax.
A short bus ride to the beach.
Free, 2.5 hours
4:00PM
Visit Lincoln Park Conservatory
Walk through stunning displays of tropical plants and flowers at this serene conservatory.
It's a short walk from the beach.
Free, 1 hour
6:00PM
Dinner at The Cheesecake Factory
Indulge in a wide variety of family-friendly meals, topped off with a slice of their signature cheesecake.
Take a bus or drive to the restaurant.
USD60, 1.5 hours
Find Hotels in Chicago
Day 5: Shopping and Sightseeing
Chicago, USA
8:30AM
Breakfast at Wildberry Pancakes and Cafe
Try their luscious wildberry pancakes to fuel your day of shopping.
Located near your hotel.
USD35, 1 hour
10:00AM
Shop on Magnificent Mile
Take a stroll down Magnificent Mile, browsing the shops and taking in the vibrant atmosphere.
A quick walk from breakfast.
Cost varies, 3 hours
1:00PM
Lunch at Eataly
Enjoy an array of Italian food options at Eataly, offering everything from pizza to gelato.
Located right off Magnificent Mile.
USD50, 1.5 hours
2:30PM
Visit Navy Pier
Head to Navy Pier for fun rides, games, and beautiful views of Lake Michigan.
You can take a convenient bus or short walk there.
Cost varies, 3 hours
5:30PM
Dinner at Bubba Gump Shrimp Co.
Enjoy a fun dining experience with family-friendly seafood at Bubba Gump Shrimp Co., themed after the movie.
A short walk from Navy Pier.
USD70, 1.5 hours
Find Hotels in Chicago
Day 6: Historical Journeys
Chicago, USA
8:00AM
Breakfast at Yolk
Savor breakfast classics like omelets and smoothies at Yolk, a family favorite.
Located conveniently for your morning outing.
USD30, 1 hour
9:30AM
Chicago History Museum
Immerse your family in Chicago's rich history with engaging exhibits and interactive displays.
A short bus ride will take you to the museum.
USD50 (family rate), 2 hours
12:00PM
Lunch at Firenze Ristorante
Taste authentic Italian dishes at Firenze Ristorante, known for its warm environment and delicious food.
It's just a short ride from the museum.
USD60, 1.5 hours
1:30PM
The Chicago Riverwalk
All ages will love walking along the Chicago Riverwalk, taking in the beautiful architecture and vibrant scenery.
A short taxi ride will get you there.
Free, 2 hours
3:30PM
Visit the Chicago Tribune Tower
Explore the iconic Tribune Tower, where the kids can experience firsthand the feel of this historic building.
Continuing on the Riverwalk will lead you straight there.
Free, 1 hour
5:30PM
Dinner at The Melting Pot
Enjoy a unique fondue dining experience as everyone can create their own meals together.
Get a taxi or ride-share to reach the venue.
USD100, 2 hours
Find Hotels in Chicago
Day 7: Art and Culture
Chicago, USA
8:00AM
Breakfast at Acre
Start with organic offerings at Acre for a fresh and wholesome morning meal.
Located near your hotel, making it convenient.
USD35, 1 hour
9:30AM
Visit the Museum of Contemporary Art
Immerse yourselves in edgy and thought-provoking art at the Museum of Contemporary Art.
A taxi will take you directly there.
USD40 (family rate), 2 hours
11:30AM
Visit the Chicago Children's Museum
This museum is filled with interactive exhibits specifically designed for younger families.
A short walk from the previous location.
USD40 (family rate), 2 hours
1:30PM
Lunch at Pierogi Heaven
Experience authentic Polish cuisine with delicious pierogies and more at Pierogi Heaven.
It's a short bus ride away.
USD45, 1 hour
3:00PM
Explore the Chicago Botanical Garden
Wander through beautiful landscapes and engage the kids in discovering plant life.
A taxi or bus will get you there smoothly.
Free, 2.5 hours
5:30PM
Dinner at Chicago Pizza and Oven Grinder
Wrap up your day with some of the best pizza pot pies the city has to offer.
Ride-share will be needed to get to this spot.
USD55, 1.5 hours
Find Hotels in Chicago
Day 8: Family Favorites
Chicago, USA
8:30AM
Breakfast at The Original Pancake House
Enjoy a scrumptious breakfast with a variety of pancakes and bacon options.
Located conveniently for an early meal.
USD30, 1 hour
10:00AM
Visit LEGOLAND Discovery Center
Let the family unleash their creativity at LEGOLAND, packed with interactive attractions.
A short drive will get to the attraction.
USD70 (family rate), 2.5 hours
12:30PM
Lunch at Portillo's
Return to Portillo's for more of that Chicago-style fare you all loved.
Take the same route back.
USD45, 1 hour
2:00PM
Visit the Science and Industry Museum
Get hands-on with scientific exhibits that will wow the kids and spark their imaginations.
A quick bus ride will get you there.
USD70 (family rate), 3 hours
5:30PM
Dinner at Carmine's Restaurant
Delight in family-style Italian dishes, making it a great choice for sharing amongst family members.
Take a taxi or bus to the iconic venue.
USD80, 2 hours
Find Hotels in Chicago
Day 9: Nature and Views
Chicago, USA
8:00AM
Breakfast at Over Easy Cafe
Enjoy a delectable breakfast with a vast menu sure to satisfy everyone's taste.
Close to your lodging for an easy morning.
USD30, 1 hour
9:30AM
The Chicago Botanic Garden
Take a scenic trip to the Botanic Garden and embark on a family nature quest.
A short train ride or taxi will get you there.
Free, 3 hours
12:30PM
Lunch at The Garden View Cafe
Savor a light meal with a beautiful view of the gardens at The Garden View Cafe.
Just inside the garden complex.
USD40, 1.5 hours
2:00PM
Visit the Shedd Aquarium's Special Exhibit
Return to Shedd to experience a new special exhibit that is certain to entertain the whole family.
A taxi ride will take you back.
USD80 (family rate), 2.5 hours
5:00PM
Dinner at RPM Italian
Wrap up the day with an authentic Italian meal at RPM Italian, famed for its delicious pasta.
A quick taxi ride will take you there.
USD100, 1.5 hours
Find Hotels in Chicago
Day 10: Farewell Chicago
Chicago, USA
8:30AM
Breakfast at Sunny Side Up
Relish a delightful breakfast in this cozy cafe known for its friendly service.
A pleasant walk from your lodging.
USD30, 1 hour
10:00AM
Last-Minute Shopping at State Street
Take time to pick up souvenirs from shops along State Street, celebrating your time in the city.
A bus ride can take you to the heart of downtown.
Cost varies, 1.5 hours
12:00PM
Lunch at The Windy City Diner
Savor some final bites of classic American diner fare with your family.
Located close to your shopping destination.
USD40, 1 hour
1:30PM
Visit Willis Tower Skydeck
Wrap up your Chicago adventure with breathtaking views from the Skydeck, a perfect photo opportunity.
Take the 'L' train to get there quickly.
USD80 (family rate), 2 hours
4:00PM
Departure
Reflect on your incredible journey in Chicago as you head off to your next destination.
Uber or taxi to the airport.
USD40 (approximate), 1 hour
Find Hotels in Chicago
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Itinerary created by
Plantrip Team
January 8, 2025
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