Family-Friendly Chicago Itinerary with Evening Lincoln Park Visit, May 9-12, 2025

Day 1: Navy Pier Afternoon

Chicago, USA on May 9, 2025

1:00pm

Check-in & Settle at Hyatt Regency O'Hare

Arrive and relax at the hotel to freshen up before afternoon activities.
Included, 30m

2:00pm

Travel to Navy Pier

Take an Uber or taxi directly to Navy Pier for an exciting family afternoon.
USD25 Uber approx., 30m

2:30pm

Explore Navy Pier

Enjoy walking along the pier, visiting the shops, pavilion, and outdoor family areas.
Free, 1h30m

4:00pm

Centennial Wheel Ride

Take a ride on the iconic Ferris wheel offering beautiful views of Lake Michigan and the skyline - fun for all ages.
USD16 adult, USD10 child, 30m

4:30pm

Return to Hyatt Regency O'Hare

Head back to the hotel via Uber or taxi to rest after an enjoyable afternoon.
USD25 Uber approx., 30m
View Hotel Availability

Day 2: Grant Park Evening

Chicago, USA on May 10, 2025

8:00am

Breakfast at Yolk near Hyatt

Enjoy a delicious and hearty breakfast with kid-friendly selections to fuel a full day.
USD15 per person, 1h

9:00am

Morning Leisure at Hotel

Relax or use the hotel amenities to enjoy a calm morning before heading downtown.
Free, 8h30m

5:30pm

L Train Blue Line to Jackson Station then Uber to Grant Park

Head downtown in the evening for a relaxed walk in Grant Park and dinner.
USD5 per person + USD10 Uber, 1h

6:30pm

Dinner at Park Grill

Dine in this renowned Grant Park restaurant offering American cuisine with lake views and kid-friendly options.
USD25 per person, 1h30m

8:00pm

Evening Stroll and Photo Opportunity at Buckingham Fountain

Enjoy the illuminated fountain and lively atmosphere in the park during the evening hours.
Free, 30m

8:30pm

Return to Hyatt Regency O’Hare by L Train Blue Line

Travel back to the hotel to rest after a fulfilling day.
USD5 per person, 50m
View Hotel Availability

Day 3: Evening Lincoln Park

Chicago, USA on May 11, 2025

6:00pm

L Train Blue Line to Fullerton Station

Travel from O’Hare to Lincoln Park area via Blue Line in the early evening.
USD5 per person, 50m

6:50pm

Visit Lincoln Park Zoo and Conservatory

Explore the zoo and botanical gardens during their extended evening hours; a calm and scenic family outing.
Free, 1h30m

8:20pm

Dinner at Café Ba-Ba-Reeba!

Enjoy flavorful Spanish tapas with several kid-friendly dishes in a lively setting near the zoo in the evening.
USD25 per person, 1h15m

9:35pm

Return to Hyatt Regency O’Hare

Head back to the hotel to relax and prepare for departure day.
USD5 per person, 50m
View Hotel Availability

Day 4: River Cruise & Willis Tower

Chicago, USA on May 12, 2025

9:00am

Pack and Check-out Preparations

Prepare to check out and get ready for one last day exploring Chicago.
Free, 1h

10:00am

L Train Blue Line to Washington Station

Travel downtown by train for the morning’s activities.
USD5 per person, 50m

10:50am

Visit Starbucks Reserve Roastery

Experience unique coffee and engaging ambiance, with treats and drinks that both adults and kids can enjoy.
Free entry, 1h15m

12:15pm

Walk to Riverwalk and Lunch Nearby

Enjoy a casual lunch at Beatrix Restaurant with healthy and kid-friendly options by the Chicago Riverwalk.
USD20 per person, 1h30m

1:45pm

Architecture River Cruise

Take a 90-minute family-friendly architecture cruise to learn about Chicago’s skyline and history from the river.
USD53 adult, USD41 child, 1h30m

3:15pm

Visit Millennium Park or Willis Tower Skydeck

Enjoy art and gardens at Millennium Park or visit Willis Tower Skydeck for panoramic views; last entry for Skydeck is 4pm.
Millennium Park Free; Willis Tower USD35 adult, USD28 child, 1h

4:15pm

L Train Blue Line back to Hyatt Regency O’Hare

Return to the hotel to collect luggage and prepare for departure.
USD5 per person, 50m
View Hotel Availability