10 days in New York City, Orlando & Chicago Itinerary

10 days in New York City, Orlando & Chicago Itinerary

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10 days in New York City, Orlando & Chicago Itinerary

London
Fly + bus:  10​h 45​min
New York City
— 4 nights
bus + Fly:  5​h 45​min
Orlando
— 3 nights
Fly:  5​h
Chicago
— 1 night
Fly:  11​h 45​min
London

3
days
New York City

New York City ©
Writer Pearl Buck once called New York City “a place apart,” and this giant urban center remains unlike any other in the world.
For shopping fun, head to Fifth Avenue or Chelsea Market. Your inner history buff will appreciate 9/11 Memorial and St. Patrick's Cathedral. Step out of New York City with an excursion to Gateway National Recreation in Sandy Hook--about 40 minutes away. The adventure continues: admire the masterpieces at The Metropolitan Museum of Art, contemplate in the serene atmosphere at St. Paul's Chapel, see the interesting displays at New York Public Library, and learn more about the world around you at American Museum of Natural History.

To find more things to do and other tourist information, go to the New York City holiday planner

London, UK to New York City is an approximately 11-hour combination of flight and bus. You can also do a combination of flight and train. The time zone difference when traveling from London to New York City is minus 5 hours. In December, plan for daily highs up to 11°C, and evening lows to 3°C. Finish your sightseeing early on the 27th (Wed) so you can travel to Orlando.

Things to do in New York City

Museums Historic Sites Neighborhoods

Side Trip

Gateway National Recreation
Highlights from your plan
9/11 Memorial ©
9/11 Memorial
The Metropolitan Museum of Art ©
The Metropolitan Museum of Art
American Museum of Natural History ©

3
days
Orlando

Orlando ©
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.
Stetson Mansion and The Charles Hosmer Morse Museum of American Art are good opportunities to explore the local culture. Step out of Orlando with an excursion to Oakland Nature Preserve in Oakland--about 34 minutes away. Have a day of magic on the 28th (Thu) at Disney's Animal Kingdom. There's still lots to do: laugh and play at Happily Ever After Fireworks, admire the natural beauty at Harry P Leu Gardens, and identify plant and animal life at Lake Eola Park.

For maps, photos, where to stay, and more tourist information, use the Orlando online travel planner

Traveling by combination of bus and flight from New York City to Orlando takes 6 hours. Alternatively, you can do a combination of train and flight; or drive. Traveling from New York City in December, expect Orlando to be much warmer, temps between 29°C and 17°C. Wrap up your sightseeing by early afternoon on the 30th (Sat) to allow enough time to travel to Chicago.

Things to do in Orlando

Parks Wildlife Theme Parks

Side Trips

The Charles Hosmer Morse Museum of American Art, Stetson Mansion, Oakland Nature Preserve
Highlights from your plan
Disney's Animal Kingdom ©
Disney's Animal Kingdom
Stetson Mansion ©
Stetson Mansion

1
day
Chicago

Chicago ©
A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.
Kick off your visit on the 31st (Sun): wander the streets of The Magnificent Mile, then explore the world behind art at The Art Institute of Chicago, and then get to know the fascinating history of Millennium Park.

For other places to visit, where to stay, more things to do, and other tourist information, read our Chicago day trip website

Traveling by flight from Orlando to Chicago takes 5 hours. Alternatively, you can do a combination of train and flight; or drive. The time zone changes from Eastern Standard Time to Central Standard Time, which is usually a -1 hour difference. Plan for cooler temperatures traveling from Orlando in December, with highs in Chicago at 4°C and lows at -2°C. Finish your sightseeing early on the 31st (Sun) so you can travel back home.

Things to do in Chicago

Neighborhoods Shopping Museums
Highlights from your plan
The Magnificent Mile ©
The Magnificent Mile
The Art Institute of Chicago ©
The Art Institute of Chicago
Millennium Park ©
Millennium Park

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