6-Day Family Friendly Itinerary in Chicago

Day 1: Explore Downtown

Chicago, USA

8:00AM

Breakfast at Wildberry Pancakes and Cafe

Start your day with a hearty breakfast featuring fluffy pancakes and delicious omelets at this family-friendly spot.
Located just a short walk from Millennium Park.
USD 45, 1.5 hours

10:00AM

Visit Millennium Park

Stroll through this iconic park where kids will enjoy the interactive Crown Fountain and the famous Cloud Gate sculpture.
5-minute walk from the restaurant.
Free, 2 hours

12:00PM

Lunch at Giordano’s

Indulge in Chicago's famous deep-dish pizza for lunch at this beloved local chain.
15-minute walk or 5-minute ride on CTA bus.
USD 60, 1.5 hours

2:00PM

Art Institute of Chicago

Introduce your family to art with a visit to this renowned museum housing a world-class collection that appeals to all ages.
12-minute walk from Giordano’s.
USD 100 (Family ticket), 2.5 hours

5:00PM

Dinner at Portillo's

Savor Chicago-style hot dogs or Italian beef sandwiches in this vibrant, family-friendly environment.
A quick 10-minute 'L' ride from downtown.
USD 50, 1.5 hours
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Day 2: Museums and Navy Pier

Chicago, USA

8:30AM

Breakfast at Lou Mitchell's

A traditional diner known for its hearty breakfasts and delicious homemade pastries, perfect for fueling the day ahead.
Located downtown, a short ride from the hotel.
USD 50, 1.5 hours

10:00AM

Museum of Science and Industry

Explore hands-on exhibits and activities, making this a perfect destination for curious minds in the family.
A 20-minute bus ride from the restaurant.
USD 50 (Family ticket), 3 hours

1:00PM

Lunch at the Museum Café

Enjoy a casual meal with views of Lake Michigan before heading to the next exciting destination.
At the museum itself.
USD 40, 1 hour

2:00PM

Visit Navy Pier

Enjoy the amusement rides, gardens, and family-friendly attractions at this iconic waterfront location.
30-minute bus ride from the museum.
Free (Rides additional), 3 hours

5:30PM

Dinner at Joe's Seafood, Prime Steak & Stone Crab

Experience an upscale dinner with a menu appealing to both adults and children amidst a lovely atmosphere.
A short ride back from Navy Pier.
USD 150, 1.5 hours
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Day 3: Lincoln Park Adventures

Chicago, USA

8:30AM

Breakfast at The Pancake Bakery

Enjoy a wide variety of unique pancake options at this popular family-friendly eatery.
Walking distance from Downtown hotels.
USD 40, 1 hour

9:30AM

Lincoln Park Zoo

Visit one of the oldest zoos in the country, featuring amazing wildlife and free admission, perfect for younger visitors.
Just a short bus ride away.
Free, 2 hours

12:00PM

Lunch at Summer House Santa Monica

Savor California-inspired dishes in a bright and airy indoor garden atmosphere.
Quick bus ride from the zoo.
USD 80, 1.5 hours

1:30PM

Lincoln Park Conservatory

Explore the beautiful plant collections in this serene environment, a great way for the family to unwind.
Next door to the zoo.
Free, 1.5 hours

3:00PM

Chicago History Museum

Engage with interactive exhibits and learn about Chicago's rich history through creative displays.
15-minute walk or bus ride from the conservatory.
USD 55 (Family ticket), 2 hours

5:30PM

Dinner at Chicago Pizza and Oven Grinder

Indulge in their famous pizza pot pie that will delight the whole family in a cozy atmosphere.
15-minute ride or 25-minute walk from the museum.
USD 60, 1.5 hours
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Day 4: Art and Culture

Chicago, USA

8:00AM

Breakfast at The Bongo Room

Start your day with creative brunch items at this hip restaurant known for its incredible pancakes and dishes.
Located in Wicker Park, a quick hop from downtown.
USD 50, 1.5 hours

10:00AM

Field Museum

Explore exhibits all about natural history, including Sue, the famous T-Rex, and engaging programs for kids.
15-minute bus ride from the restaurant.
USD 80 (Family ticket), 3 hours

1:00PM

Lunch at The Art Institute Café

Enjoy light bites and coffee with a beautiful view of the gardens within the art museum.
At the museum.
USD 60, 1 hour

2:15PM

The Art Institute of Chicago

Visit collections and exhibits that ignite creativity and an appreciation for art in family members of all ages.
Next door to the café.
Included in previous museum fee., 2 hours

5:00PM

Dinner at The Chicago Diner

Finish the day at an iconic diner famous for its vegetarian offerings; kids will love the fun diner atmosphere.
30-minute ride back from the museum.
USD 70, 1.5 hours
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Day 5: Outdoor Fun

Chicago, USA

8:00AM

Breakfast at The Little Goat Diner

Enjoy a fun twist on classic breakfast items in a family-friendly atmosphere at this vibrant diner.
Short ride into the West Loop.
USD 50, 1.5 hours

9:30AM

Kayaking on the Chicago River

Experience the beauty of Chicago’s architecture and riverside parks while enjoying a family-friendly kayak tour.
Rental locations available along the river.
USD 120 (for family), 2.5 hours

12:30PM

Lunch at Shake Shack

Indulge in delicious fast food favorites like burgers and shakes at this beloved joint.
Short walk from the river.
USD 50, 1 hour

2:00PM

Visit the Chicago Botanic Garden

Take a break in stunning gardens that provide ample space for kids to explore and learn about plants.
30-minute bus ride from the restaurant.
Free, 2 hours

5:00PM

Dinner at La Scarola

Dine at this Italian gem known for its pasta dishes and family-friendly service, perfect for a cozy evening.
20-minute bus ride back to downtown.
USD 90, 1.5 hours
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Day 6: Final Day Highlights

Chicago, USA

8:30AM

Breakfast at Egg Harbor Cafe

Relish in a delicious breakfast featuring fresh ingredients and inventive options in a family-friendly environment.
Located in Lincoln Park, a short ride away.
USD 50, 1.5 hours

10:00AM

Shedd Aquarium

Immerse yourself in amazing marine life exhibits that will fascinate the entire family.
A quick bus ride from the restaurant.
USD 80 (Family ticket), 3 hours

1:00PM

Lunch at Pizano's Pizza

Enjoy another Chicago classic with tasty pizza options in a cozy setting.
A short walk from the aquarium.
USD 70, 1.5 hours

2:30PM

Take a Chicago River Cruise

Experience the stunning skyline views with a family-friendly cruise that provides a different perspective of the city.
A short walk from the restaurant.
USD 110 (Family ticket), 1.5 hours

4:00PM

Final Thoughts at Millennium Park

Spend your last couple of hours relaxing at Millennium Park, reflecting on the highlights of your Chicago adventure.
5-minute walk from the cruise dock.
Free, 1.5 hours

6:00PM

Dinner at The Capital Grille

Enjoy a memorable final dinner in a sophisticated setting known for its impeccable service and quality.
A 10-minute ride back downtown.
USD 150, 1.5 hours
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