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Family-Friendly Chicago Itinerary with Giordano's Deep-Dish Pizza and Iconic Attractions, May 9-12, 2025

Viewed by 58 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 some pizza and sightseeing.
Included, 30m

1:30pm

Late Lunch at Giordano's Deep-Dish Pizza

Head downtown for a classic Chicago deep-dish pizza lunch at Giordano's, a family favorite right near the hotel or in downtown Chicago for convenience.
USD25 per person, 1h

2:45pm

Travel to Navy Pier

Take a taxi or Uber to Navy Pier for an afternoon of fun and sightseeing by the lake.
USD25 Uber approx., 30m

3:15pm

Explore Navy Pier

Enjoy the shops, open-air areas, and family attractions at this iconic Chicago pier.
Free, 45m

4:00pm

Centennial Wheel Ride

Take a 30-minute ride on the Ferris wheel with panoramic views of the city and lake.
USD16 adult, USD10 child, 30m

4:30pm

Return to Hyatt Regency O'Hare

Head back to the hotel to rest and relax after the first day of activity.
USD25 Uber approx., 30m
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Day 2: Grant Park & Evening Stroll

Chicago, USA on May 10, 2025

8:00am

Breakfast at Yolk near Hyatt

Start the day with a hearty breakfast offering kid-friendly and adult options near your hotel.
USD15 per person, 1h

9:00am

Hotel Leisure Time

Relax or enjoy the hotel amenities through the day as morning and afternoon hours are reserved.
Free, 7h30m

4:30pm

Late Snack or Light Dinner near Hyatt

Grab a light bite at the hotel or nearby cafes to prepare for the evening.
USD15 per person, 30m

5:30pm

Travel Downtown to Grant Park

Use the Blue Line subway to reach Grant Park and enjoy a relaxing evening walk.
USD5 per person, 50m

6:30pm

Walk and Explore Grant Park & Buckingham Fountain

Stroll through beautiful Grant Park and see the illuminated Buckingham Fountain, a perfect evening activity for families.
Free, 1h

7:30pm

Return to Hotel

Take the subway back to Hyatt Regency O’Hare to end the day refreshed.
USD5 per person, 50m
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Day 3: Lincoln Park Zoo

Chicago, USA on May 11, 2025

3:00pm

Travel to Lincoln Park

Depart mid-afternoon from the hotel to Lincoln Park via Blue Line and bus or taxi for a family-friendly outing.
USD5-$10 per person, 1h

4:00pm

Lincoln Park Zoo & Conservatory

Visit the free zoo and beautiful conservatory with interactive exhibits entertaining both kids and adults.
Free, 1h30m

5:30pm

Dinner at Café Ba-Ba-Reeba!

Enjoy delicious Spanish tapas with kid-friendly options near Lincoln Park, perfect for family dining.
USD25 per person, 1h15m

6:45pm

Evening Walk in Lincoln Park

Take a gentle stroll through the nearby lakefront paths or park trails to conclude the day.
Free, 45m

7:30pm

Return to Hyatt Regency O'Hare

Head back to the hotel via taxi or public transit for rest.
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 luggage and check out, then head out for morning activities.
Free, 1h

10:00am

Travel Downtown by Blue Line

Take the subway from the hotel to downtown Chicago for a full day of sightseeing.
USD5 per person, 50m

10:50am

Starbucks Reserve Roastery Visit

Explore this unique venue with coffee delights and treats that appeal to the whole family.
Free entry, 1h15m

12:15pm

Lunch at Beatrix on the Riverwalk

Enjoy healthy and flavorful options along the Chicago Riverwalk in a family-friendly atmosphere.
USD20 per person, 1h30m

1:45pm

Chicago Architecture River Cruise

Embark on a 90-minute architectural cruise to learn about Chicago’s iconic buildings and history with magnificent views.
USD53 adult, USD41 child, 1h30m

3:15pm

Visit Willis Tower Skydeck or Millennium Park

Choose between thrilling views atop Willis Tower Skydeck (last entry at 4pm) or exploring the art and gardens of Millennium Park.
Skydeck USD35 adult, USD28 child; Millennium Park free, 1h

4:15pm

Return to Hotel for Luggage & Departure

Travel back to Hyatt Regency O’Hare by subway or taxi to collect belongings and prepare for departure.
USD5 per person, 50m
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