Ultimate 4-Day Family Tourism Itinerary in Chicago, June 2025

Day 1: Downtown Exploration

Chicago, USA on June 14, 2025

8:00am

Breakfast at Wildberry Pancakes and Cafe

Start your day with delicious pancakes and breakfast options loved by families, located near Millennium Park.
USD15-25 per person, 1h

9:30am

Visit Millennium Park

Explore the iconic Cloud Gate ('The Bean'), Crown Fountain, and beautiful gardens in this famous Chicago park; great for family photos and a leisurely stroll.
Free, 2h

11:30am

Lunch at Giordano's

Enjoy Chicago’s signature deep-dish pizza at Giordano's, well known for its family-friendly atmosphere and hearty portions.
USD20-30 per person, 1h

1:00pm

Afternoon at Navy Pier

Visit Navy Pier to ride the Centennial Wheel, explore the Chicago Children's Museum, and take in lakefront views; activities open from 10am to 10pm.
Centennial Wheel: USD18 adults, USD12 children, 3h

5:00pm

Dinner at Riva Crabhouse on Navy Pier

Enjoy waterfront dining with a family-friendly menu including seafood and American classics.
USD25-40 per person, 1.5h
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Day 2: Museum Campus Day

Chicago, USA on June 15, 2025

8:00am

Breakfast at Yolk - Michigan Avenue

Known for creative breakfast dishes and fresh juices, perfect for fueling a big day at the museums.
USD15-25 per person, 1h

9:30am

Field Museum

Explore natural history exhibits including Sue the T. rex; opens at 9am, great for children and adults alike.
USD26 adults, USD19 children, 3h

12:30pm

Lunch at Museum Campus Café

Grab quick and fresh sandwiches or salads near the museums to recharge before visiting the aquarium.
USD10-20 per person, 1h

1:30pm

Shedd Aquarium

Visit one of the world’s largest indoor aquariums featuring aquatic shows and interactive exhibits; open 9am–5pm.
USD40 adults, USD30 children, 2h

3:30pm

Adler Planetarium

End the day exploring the universe with interactive shows and exhibits, open until 5pm.
USD19 adults, USD12 children, 1.5h

5:00pm

Dinner at The Original Rainbow Cone

Enjoy iconic Chicago rainbow ice cream cones for a sweet treat after dinner on your way back to the hotel or in nearby areas.
USD5 per cone, 0.5h
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Day 3: Lincoln Park & Shopping

Chicago, USA on June 16, 2025

8:00am

Breakfast at Toast

A popular spot known for hearty breakfast platters and freshly brewed coffee, located near Lincoln Park.
USD15-25 per person, 1h

9:30am

Lincoln Park Zoo

Visit Chicago’s free and family-friendly zoo with a variety of animals and kid-friendly exhibits; opens at 10am.
Free, 2h

11:30am

Walk in Lincoln Park Conservatory

Explore beautiful exotic plants and gardens, a serene spot for families and kids.
Free, 1h

12:30pm

Lunch at Summer House Santa Monica

Enjoy California-inspired fresh dishes and a casual atmosphere near Lincoln Park.
USD20-35 per person, 1h

2:00pm

Shopping on Magnificent Mile

Spend your afternoon browsing shops from luxury retail to family-friendly stores along Michigan Avenue.
Variable, 3h

5:30pm

Dinner at Carmine’s Chicago

Enjoy hearty Italian family-style dining perfect for sharing large plates and creating a warm atmosphere.
USD30-45 per person, 1.5h
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Day 4: Architecture & Views

Chicago, USA on June 17, 2025

8:00am

Breakfast at Do-Rite Donuts & Chicken

Creative breakfast bites and freshly made donuts to start your last day on a tasty note.
USD10-20 per person, 1h

9:30am

Chicago Architectural River Cruise

Enjoy a 90-minute guided boat tour explaining Chicago’s stunning architecture; tours generally start from 9:30am and run throughout the day.
USD50 adults, USD30 children, 1h 30m

11:45am

Lunch at Cindy’s Rooftop

Dine with views overlooking Millennium Park and the lake, with a creative American menu great for families.
USD30-50 per person, 1h 15m

1:15pm

Willis Tower Skydeck

Visit the iconic Willis Tower Skydeck with glass ledge views from the 103rd floor; open 9am to 10pm.
USD35 adults, USD25 children, 1.5h

3:00pm

Relaxing walk or ice cream at Maggie Daley Park

End your trip with a visit to this kid-friendly park with playgrounds and mini golf, perfect to unwind before departure.
Free, 1h

4:30pm

Early Dinner at Lou Malnati’s Pizzeria

Savor one last deep-dish pizza meal at a local favorite before heading to the airport.
USD20-35 per person, 1h
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