Family-Friendly Chicago Itinerary with Evening Activities: May 9-12, 2025

Day 1: Arrival & Local Parks

Chicago, USA on May 9, 2025

1:00pm

Check-in & Rest at Hyatt Regency O'Hare

Relax after arrival at your hotel and freshen up for some light afternoon activities nearby.
Included, 1h

2:00pm

Visit Rosemont Community Park

Enjoy some fresh air and playtime at this family-friendly park just a short drive from your hotel. Plenty of open space for the kids to run and play.
Free, 1h30m

3:30pm

Early Dinner at Giordano's O'Hare

Savor Chicago’s famous deep-dish pizza in a welcoming, kid-friendly setting near the hotel.
USD20 per person, 1h
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Day 2: Evening Riverwalk & Skydeck

Chicago, USA on May 10, 2025

6:00pm

Dinner at The Gage

Enjoy a lively atmosphere and a diverse menu with great options for both adults and kids, located close to the Riverwalk.
USD25 per person, 1h

7:00pm

Chicago Riverwalk Evening Architecture Tour

Take a scenic twilight boat or walking tour along the Chicago River to admire the illuminated architecture and city skyline; tours often run until dusk or early evening hours.
USD40 per adult, USD25 per child, 1h15m

8:30pm

Willis Tower Skydeck at Night

Experience stunning nighttime panoramic views from the famous Skydeck. Open until 10pm, perfect for a breathtaking late visit.
USD35 per adult, USD28 per child, 1h

9:30pm

Return to Hyatt Regency O'Hare

Head back to your hotel to relax after an exciting evening downtown.
Included, Evening
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Day 3: Evening Children's Activities

Chicago, USA on May 11, 2025

10:00am

Breakfast at Hyatt Regency O'Hare or nearby cafe

Enjoy a simple and satisfying breakfast close to the hotel.
USD15 per person, 1h

11:00am

Rest and pool time at hotel

Relax in the hotel and enjoy some downtime to recharge for the evening.
Included, 6h

6:00pm

Chicago Children's Museum at Navy Pier

Experience interactive exhibits perfect for children; extended hours on Sundays until 8pm for a fun evening visit.
USD16 per person, 2h

8:00pm

Stroll to Lincoln Park Water Fountain

End your family night with a peaceful walk to this scenic water fountain, perfect for photos and relaxation.
Free, 30m

8:30pm

Dinner at Riva Crabhouse on Navy Pier

Enjoy fresh seafood and kid-friendly dishes with beautiful lake views in a relaxed atmosphere open till late.
USD25 per person, 1h30m
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Day 4: Lincoln Park & Science

Chicago, USA on May 12, 2025

8:00am

Breakfast at Yolk - O'Hare Area

Enjoy classic breakfast favorites near your hotel to start the day right.
USD15 per person, 1h

9:00am

Lincoln Park Zoo

Visit the free, family-friendly zoo with a wide variety of animals, perfect for kids. Grounds accessible from early morning, zoo opens 10am.
Free, 2h

11:00am

Lincoln Park Conservatory

Explore exotic plants and beautiful gardens adjacent to the zoo, a relaxing and educational stop.
Free, 1h

12:00pm

Lunch at Café Ba-Ba-Reeba!

Enjoy delicious Spanish tapas with kid-friendly choices in the Lincoln Park neighborhood.
USD20 per person, 1h

1:00pm

Museum of Science and Industry

End your trip with interactive exhibits that captivate all ages. Admission until 4pm.
USD23 per adult, USD14 per child, 3h

4:00pm

Return to hotel for packing and rest

Relax back at Hyatt Regency O'Hare and prepare for departure.
Included, Evening
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