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Family-Friendly Chicago Itinerary with L-Train Travel and Lincoln Park Water Fountain: May 9-12, 2025

Viewed by 170 travelers

Day 1: Arrival & Grant Park

Chicago, USA on May 9, 2025

1:00pm

Check-in & Refresh at Hyatt Regency O'Hare

Settle into your hotel and get ready for an afternoon adventure.
Included, 1h

2:00pm

Travel to Grant Park via L Train

From Hyatt Regency O'Hare, walk 7 minutes to O'Hare CTA Station, take the Blue Line train downtown to Jackson Station (approx. 45 minutes). Walk 10 minutes east to Grant Park.
USD5 per person (CTA day pass recommended for multiple rides), 1h

3:00pm

Explore Grant Park

Enjoy the green spaces, playgrounds, and lake views at Chicago’s iconic downtown park, perfect for kids to unwind.
Free, 1h

4:00pm

Return to Hyatt Regency via Blue Line

Take Blue Line from Jackson Station back to O'Hare station and walk to hotel.
Included in day pass, 45m

5:00pm

Dinner at Giordano's near O'Hare

Enjoy classic Chicago deep-dish pizza just minutes from your hotel, convenient for tired travelers.
USD20 per person, 1h
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Day 2: Navy Pier & Lakefront

Chicago, USA on May 10, 2025

9:00am

Breakfast at Yolk - O'Hare Area

Kick off the day with a hearty breakfast close to your hotel to fuel up for outdoor adventures.
USD15 per person, 1h

10:30am

Free daytime exploration or rest

Spend the day relaxing or exploring nearby neighborhoods as you wish.
Varies, 7h

4:45pm

Travel to Navy Pier

Walk 7 minutes to O'Hare CTA Station, take Blue Line downtown to Washington Station, transfer to Pink Line towards 54th/Cermak and get off at State/Lake. Then, take CTA bus #29 or a 15-minute walk east to Navy Pier.
Included in day pass, 45m

5:30pm

Dinner at Riva Crabhouse on Navy Pier

Dine on fresh seafood with stunning lake views, offering kid-friendly options and lively atmosphere.
USD25 per person, 1h30m

7:00pm

Centennial Wheel Ride & Navy Pier Walk

Experience spectacular views from the iconic Ferris wheel and enjoy the lively pier environment at sunset.
USD16 per adult, USD10 per child, 1h30m

8:30pm

Return to Hyatt Regency

Take CTA bus back to State/Lake, board Pink Line to Clark/Lake, transfer to Blue Line towards O'Hare and disembark at O'Hare station. Walk 7 minutes to hotel.
Included in day pass, 45m
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Day 3: Lincoln Park Zoo & Fountain

Chicago, USA on May 11, 2025

9:00am

Morning Leisure

Relax at hotel or explore local parks at your own pace until afternoon.
Free, 8h

2:45pm

Travel to Lincoln Park Zoo via L Train

Walk 7 minutes to O'Hare CTA Station, take Blue Line toward Forest Park to Washington Station, transfer to Brown Line toward Kimball and get off at Armitage Station. The zoo is 12-minute walk east from the station.
Included in day pass, 1h15m

4:00pm

Visit Lincoln Park Zoo

Enjoy the family-friendly zoo with free admission, animal exhibits, and playgrounds; open until 6pm on Sundays and Mondays.
Free, 1h

5:00pm

Explore Lincoln Park Water Fountain

Walk to the nearby Lincoln Park Water Fountain, a popular and interactive water feature where kids can splash and cool down.
Free, 30m

5:30pm

Dinner at Café Ba-Ba-Reeba!

Enjoy Spanish tapas with kid-friendly choices in a cozy, lively environment near Lincoln Park Zoo.
USD25 per person, 1h30m

7:00pm

Evening Walk in Lincoln Park

Relax with a gentle stroll around Lincoln Park or the nearby Conservatory grounds before heading back.
Free, 1h

8:00pm

Travel back to Hyatt Regency

Walk back to Armitage Station, take Brown Line to Fullerton, then transfer to Red Line to O'Hare. Walk 7 minutes to hotel.
Included in day pass, 1h
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Day 4: City Architecture & Iconic Views

Chicago, USA on May 12, 2025

8:00am

Breakfast at Hyatt Regency

Enjoy breakfast at your hotel to recharge for a full day of sightseeing.
USD15 per person, 1h

9:30am

Starbucks Reserve Roastery Visit

Travel via Blue Line from O'Hare to Washington station, then a 6-minute walk to the roastery for unique coffee experiences and treats for all ages.
Varies by order, 1h

10:30am

Chicago Riverwalk Architecture Walking Tour

Take a 1.5-hour guided walk from the roastery along the Chicago River, enjoying stunning architecture and city sights, great for adults and children alike.
USD40 per adult, USD25 per child, 1h30m

12:00pm

Lunch at Beatrix in River North

Dine on wholesome dishes with several kid-friendly options close to the riverwalk area.
USD20 per person, 1h

1:00pm

Willis Tower Skydeck

Walk 10 minutes south or take a quick L ride to Willis Tower to experience panoramic city views and the glass ledge, last entry at 3:30pm.
USD35 per adult, USD28 per child, 1h

2:00pm

Stroll along Lakefront Shorewalk

Enjoy a peaceful walk by Lake Michigan to relax before returning to the hotel.
Free, 2h

4:00pm

Return to Hyatt Regency O'Hare

Take Blue Line back from downtown Chicago to O'Hare station and walk to hotel.
Included in day pass, 45m
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