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16 days in New York & Chicago, USA: itinerary with Top attractions and For kids itinerary cover

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16 days in New York & Chicago, USA: itinerary with Top attractions and For kids

New York, NY & Chicago, IL, USA

The plan, already done

This comprehensive 16-day New York, NY adventure covers everything from must-see landmarks to off-the-beaten-path discoveries. Perfect for 2026 travelers who want an immersive experience in USA, including top attractions and for kids experiences.

16Days
48Stops mapped
2Used this trip
~18.5Hours saved

Day 1

New York, NY

Day 1 overview

Day 1 starts at Central Park at 9 AM - allow 2 hours to explore. Next, take a 15-minute walk to the American Museum of Natural History at 11:30 AM - spend 3 hours here. Finally, travel by a 15-minute taxi (~$15) or subway to The Metropolitan Museum of Art for a 3 PM visit - spend 4 hours admiring the collections.

1
Arrive 9:00 AM
Central Park

Central Park

Explore the sprawling green oasis in the city, perfect for picnics, playgrounds, and leisurely walks with family.

Free entry
1 km · 20 mins WALK
2
Arrive 11:30 AM
American Museum of Natural History

American Museum of Natural History

Discover the wonders of nature and history, from dinosaurs to outer space, in this iconic museum loved by children and adults alike.

Book
1 km · 20 mins WALK
3
Arrive 3:00 PM
The Metropolitan Museum of Art

The Metropolitan Museum of Art

Experience world-renowned art collections spanning 5,000 years, making it a must-see for culture lovers and families alike.

Book

Day 2

New York, NY

Day 2 overview

Day 2 begins at The High Line at 9 AM - allow 60 minutes to explore. At 10 AM, take a 10-minute walk (free) to reach Times Square by 10:30 AM - enjoy 90 minutes of vibrant sights. At 12 PM, grab a quick bite nearby before heading to Brooklyn Bridge. Travel via subway (10 minutes, ~$3) to start your walk around 12:30 PM for 60 minutes, enjoying scenic views.

1
Arrive 9:00 AM
The High Line

The High Line

Walk along this elevated park on a historic freight rail line for beautiful gardens, art installations, and views of the Hudson River.

Free entry
1 km · 20 mins WALK
2
Arrive 10:30 AM
Times Square

Times Square

Experience the vibrant atmosphere of bustling crowds, bright lights, and entertainment, making it New York's iconic crossroads.

Free entry
1 km · 20 mins WALK
3
Arrive 12:30 PM
Brooklyn Bridge

Brooklyn Bridge

Walk across this historic bridge for breathtaking views of Manhattan and Brooklyn, while enjoying the fresh air.

Free entry

14 more days, ready and waiting

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2 travelers used this trip

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