10 days in New York City, Chicago & Orlando Itinerary

10 days in New York City, Chicago & Orlando Itinerary

Created using Inspirock United States trip planner

Make it your trip
Fly
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New York City
— 2 nights
Fly
2
Chicago
— 1 night
Unknown
3
Orlando
— 3 nights
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New York City

— 2 nights

Big Apple

Writer Pearl Buck once called New York City “a place apart,” and this giant urban center remains unlike any other in the world.
Let the collections at 9/11 Memorial and New York Public Library capture your imagination. Step out of the city life by going to Narwhal Yacht Charters and Jacqueline Kennedy Onassis Reservoir. Next up on the itinerary: stop by Times Square, take in the pleasant sights at Central Park, take in the architecture and atmosphere at St. Patrick's Cathedral, and get a taste of the local shopping with SoHo.

For maps, more things to do, photos, and tourist information, read New York City trip planner.

Luanda, Angola to New York City is an approximately 26-hour flight. The time zone difference moving from West Africa Standard Time to Eastern Standard Time is minus 6 hours. While traveling from Luanda, expect somewhat warmer days and about the same nights in New York City, ranging from highs of 34°C to lows of 25°C. Finish your sightseeing early on the 6th (Mon) so you can travel to Chicago.

Things to do in New York City

Parks · Neighborhoods · Outdoors · Transportation

Chicago

— 1 night

Windy City

A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.
On the 7th (Tue), make a trip to The Magnificent Mile, then admire the masterpieces at The Art Institute of Chicago, and then stroll around Millennium Park.

To see other places to visit, where to stay, traveler tips, and more tourist information, refer to the Chicago trip planner.

Fly from New York City to Chicago in 5.5 hours. Alternatively, you can drive; or take a bus. Traveling from New York City to Chicago, you'll gain 1 hour due to the time zone difference. In August, daily temperatures in Chicago can reach 33°C, while at night they dip to 22°C. Cap off your sightseeing on the 7th (Tue) early enough to travel to Orlando.

Things to do in Chicago

Neighborhoods · Shopping · Museums · Parks

Orlando

— 3 nights

Theme Park Capital of the World

For most people, any mention of Orlando immediately conjures up images of sprawling theme parks filled with characters plucked right out of popular animated movies.
Kick off your visit on the 8th (Wed): buy something for everyone on your list at Disney Springs. Get ready for a full day of sightseeing on the next day: make an unforgettable trip to Disney's Animal Kingdom.

To see more things to do, reviews, ratings, and more tourist information, read Orlando driving holiday planner.

Traveling by flight from Chicago to Orlando takes 19.5 hours. Alternatively, you can fly; or drive; or take a bus. Due to the time zone difference, you'll lose 1 hour traveling from Chicago to Orlando. In August, Orlando is somewhat warmer than Chicago - with highs of 39°C and lows of 28°C. You'll set off for home on the 11th (Sat).

Things to do in Orlando

Theme Parks · Shopping