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Family-Friendly Chicago Itinerary Featuring Buckingham Fountain Evening Visit and Dinner, May 9-12, 2025

Viewed by 65 travelers

Day 1: Pizza & Navy Pier

Chicago, USA on May 9, 2025

1:00pm

Check-in & Settle at Hyatt Regency O'Hare

Arrive at the hotel and get settled before heading out for pizza and sightseeing.
Included, 30m

1:30pm

Late Lunch at Giordano's Deep-Dish Pizza

Enjoy Chicago’s iconic deep-dish pizza at Giordano's, perfect for the whole family.
USD25 per person, 1h

2:45pm

Travel to Navy Pier

Take a taxi or Uber to Navy Pier to enjoy lakefront attractions and shops.
USD25 Uber approx., 30m

3:15pm

Explore Navy Pier

Discover the vibrant pier with its open-air areas and family-friendly attractions.
Free, 45m

4:00pm

Centennial Wheel Ride

Experience panoramic city and lake views from the Ferris wheel, a fun activity for kids and adults.
USD16 adult, USD10 child, 30m

4:30pm

Return to Hyatt Regency O'Hare

Head back to the hotel to unwind after a lively afternoon.
USD25 Uber approx., 30m
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Day 2: Buckingham Fountain Evening & Dinner

Chicago, USA on May 10, 2025

8:00am

Breakfast at Yolk near Hyatt

Enjoy a hearty and family-friendly breakfast near the hotel to fuel the day.
USD15 per person, 1h

9:00am

Relax at Hotel

Enjoy hotel amenities or rest during the daytime hours reserved for downtime.
Free, 7h30m

4:30pm

Travel Downtown to Grant Park

Take the Blue Line subway or taxi to Grant Park for an evening walk and sightseeing.
USD5 per person, 50m

5:30pm

Stroll Grant Park

Explore the beautiful green spaces of Grant Park, enjoying the spring weather and city views.
Free, 1h15m

6:45pm

Buckingham Fountain Night View

Experience the stunning light and water show at Buckingham Fountain, spectacular at night and great for family photos.
Free, 30m

7:15pm

Dinner at The Gage

Enjoy classic American cuisine and a warm atmosphere just across from Millennium Park, perfect for families after the fountain show.
USD30 per person, 1h15m

8:30pm

Return to Hotel

Head back to the hotel to relax after a memorable evening.
USD5-$25 per person taxi or transit, 50m
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Day 3: Lincoln Park Zoo Visit

Chicago, USA on May 11, 2025

3:00pm

Travel to Lincoln Park

Depart mid-afternoon via Blue Line and bus or taxi to reach Lincoln Park for a fun family visit.
USD5-$10 per person, 1h

4:00pm

Explore Lincoln Park Zoo & Conservatory

Enjoy free admission to the zoo and beautiful conservatory with interactive wildlife exhibits for all ages.
Free, 1h30m

5:30pm

Dinner at Café Ba-Ba-Reeba!

Savor delicious Spanish tapas including kid-friendly choices in a lively setting near Lincoln Park Zoo.
USD25 per person, 1h15m

6:45pm

Leisurely Walk in Lincoln Park

Conclude the day with a gentle evening stroll along scenic trails or the lakefront nearby.
Free, 45m

7:30pm

Return to Hyatt Regency O'Hare

Head back to the hotel via taxi or public transit to rest overnight.
USD5-$10 per person, 1h
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Day 4: River Cruise & Skydeck

Chicago, USA on May 12, 2025

9:00am

Pack and Check-out

Prepare and check out to start a memorable last day of sightseeing in Chicago.
Free, 1h

10:00am

Travel Downtown via Blue Line

Take subway to downtown Chicago to explore the riverwalk and architecture.
USD5 per person, 50m

10:50am

Starbucks Reserve Roastery Visit

Explore Chicago’s Starbucks Reserve Roastery for unique coffee experiences and sweet treats the family will enjoy.
Free entry, 1h15m

12:15pm

Lunch at Beatrix on the Riverwalk

Enjoy fresh and healthy lunch options along the riverfront in a welcoming family-friendly atmosphere.
USD20 per person, 1h30m

1:45pm

Chicago Architecture River Cruise

Take a 90-minute guided architectural tour on the Chicago River, perfect for learning about the city’s history with great views.
USD53 adult, USD41 child, 1h30m

3:15pm

Willis Tower Skydeck or Millennium Park

Choose either Willis Tower Skydeck for breathtaking city views (last entry 4pm) or explore art and open spaces at Millennium Park.
Skydeck USD35 adult, USD28 child; Millennium Park free, 1h

4:15pm

Return to Hotel for Luggage & Departure

Head back to Hyatt Regency O'Hare to pick up luggage and prepare for departure.
USD5 per person, 50m
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