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Family-Friendly Chicago Trip with Grant Park, Navy Pier, Lincoln Park & Starbucks Roastery: May 9-12, 2025

Viewed by 197 travelers

Day 1: Grant Park & Iconic Fountains

Chicago, USA on May 9, 2025

1:00pm

Check-in & Settle at Hyatt Regency O'Hare

Arrive at the hotel and get settled with your family before setting out for a short afternoon excursion.
Included, 1h

2:00pm

Travel to Grant Park via Blue Line

Walk to O'Hare CTA Station, take Blue Line to Jackson Station, then walk east to Grant Park in about 10 minutes.
USD5 per person, 1h

3:00pm

Visit Buckingham Fountain

Marvel at one of the world's largest fountains with beautiful water displays and vibrant public spaces, perfect for family photos and fun.
Free, 45m

3:45pm

Explore Centennial Fountain & Gardens

Enjoy a relaxing stroll around the lovely gardens and fountain, great for kids to roam and discover nature.
Free, 30m

4:15pm

Return to Hyatt Regency O’Hare

Head back via Blue Line to your hotel to rest and refresh.
Included with day pass, 45m

5:00pm

Dinner at Giordano's near O'Hare

Enjoy Chicago’s famous stuffed deep-dish pizza in a cozy family-friendly atmosphere close to the hotel.
USD20 per person, 1h
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Day 2: Navy Pier Evening Fun

Chicago, USA on May 10, 2025

8:00am

Breakfast at Yolk - O'Hare Area

Start your day with a delicious breakfast at this nearby cafe known for its family-friendly menu.
USD15 per person, 1h

9:00am

Morning Leisure & Hotel Amenities

Relax at the hotel and enjoy amenities or explore nearby shops in the surrounding area.
Free, 6h30m

4:30pm

Rest & Prepare for Evening

Get ready for your fun-filled evening at Navy Pier.
Free, 1h

5:30pm

Travel to Navy Pier

Take the Blue Line and walk to Navy Pier to begin your evening activities.
USD5 per person, 30m

6:00pm

Dinner at Riva Crabhouse

Enjoy lakeside seafood dining with kid-friendly menu options at this popular Navy Pier restaurant.
USD25 per person, 1h30m

7:30pm

Ride the Centennial Wheel

Take in breathtaking views of Lake Michigan and the Chicago skyline aboard the iconic Ferris wheel.
USD16 per adult, USD10 per child, 1h

8:30pm

Visit Crown Fountain at Millennium Park

Stroll around the illuminated interactive fountain, perfect for a family walk before heading back.
Free, 30m

9:00pm

Return to Hyatt Regency O’Hare

Travel back to the hotel via CTA for a restful night.
Included in day pass, 45m
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Day 3: Lincoln Park Evening Adventure

Chicago, USA on May 11, 2025

12:00pm

Relaxed Morning & Early Afternoon

Take this time to enjoy the hotel pool or nearby family-friendly cafes to recharge for your evening activities.
Free, 6h

5:30pm

Travel to Lincoln Park

Use CTA or taxi to reach Lincoln Park area for an evening filled with biking and zoo exploration.
USD5 per person or taxi USD25, 1h

6:30pm

Bike Ride Around Lincoln Park

Rent bikes and enjoy a scenic family bike ride along peaceful park trails, a perfect way to stretch and explore outdoors.
USD12 per bike per hour, 1h15m

7:45pm

Visit Lincoln Park Zoo

Experience a magical evening with the animals at this free zoo, open till 8pm, great for kids' curiosity and fun.
Free, 30m

8:15pm

Dinner at Café Ba-Ba-Reeba!

Enjoy family-friendly Spanish tapas with variety for all ages at this nearby local favorite, serving until 9:30pm.
USD25 per person, 1h

9:15pm

Return to Hotel

Head back to Hyatt Regency O’Hare via taxi or CTA to unwind after a lively evening.
Taxi USD25 or included pass, 1h
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Day 4: Starbucks Roastery & Architecture Tour

Chicago, USA on May 12, 2025

9:00am

Leisure & Prepare for Downtown

Use the morning to pack, relax, and get ready for your downtown Chicago visit without breakfast to save time.
Free, 1h

10:00am

Starbucks Reserve Roastery Visit

Experience unique coffee tastings, interactive exhibits, and kid-friendly treats at this vibrant flagship location open until 10pm.
Free; purchases optional, 1h30m

11:30am

Walk to Chicago Riverwalk

Enjoy a 10-minute walk along picturesque streets to start your architecture-focused river cruise experience.
Free, 30m

12:00pm

Chicago Architecture River Cruise

Discover Chicago’s iconic architectural landmarks with a guided 90-minute river cruise, great for all ages to learn about the city's skyline.
USD53 per adult, USD41 per child, 1h30m

1:30pm

Lunch at Beatrix

Enjoy fresh, healthy fare with family-friendly options near the riverwalk, open until 2pm for lunch service.
USD20 per person, 1h30m

3:00pm

Willis Tower Skydeck Visit

View the city from one of the highest observation decks, including the famous glass ledge; last entry at 3:30pm, perfect to cap your trip with panoramic views.
USD35 per adult, USD28 per child, 1h

4:00pm

Return to Hyatt Regency O’Hare

Take Blue Line back to your hotel after a memorable family trip exploring Chicago.
Included in day pass, 45m
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