11 days in New York City, Washington DC & Chicago Itinerary

11 days in New York City, Washington DC & Chicago Itinerary

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Route & dates

11 days in New York City, Washington DC & Chicago Itinerary

Start: New York City
1
New York City
— 5 nights
bus:  4 h 30 min
2
Washington DC
— 2 nights
Fly:  2 h 30 min
3
Chicago
— 3 nights
Fly:  2 h 30 min
End: Orlando, Florida

5
nights
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.
New York City is known for museums, nightlife, and shopping. Your plan includes some of its best attractions: go for a walk through Central Park, enjoy breathtaking views from Empire State Building, stroll around The High Line, and make a trip to Statue of Liberty National Monument.

For maps, where to stay, photos, and other tourist information, read our New York City sightseeing planner.

If you are flying in from United Kingdom, the closest major aiports are La Guardia Airport, Newark Liberty International Airport and John F Kennedy International Airport. In August, daily temperatures in New York City can reach 34°C, while at night they dip to 25°C. You will leave for Washington DC on the 30th (Sun).

Things to do in New York City

Parks Museums Historic Sites
Highlights from your plan
Central Park ©
Central Park
Empire State Building ©
Empire State Building
The Metropolitan Museum of Art ©
The Metropolitan Museum of Art

2
nights
Washington DC

Washington DC ©
The capital of the United States, the District of Columbia contains the lion's share of the country's most treasured monuments, memorials, and public museums.
Kick off your visit on the 30th (Sun): admire the masterpieces at National Gallery of Art. Get ready for a full day of sightseeing on the next day: ponder the world of politics at United States Capitol, then examine the collection at National Air and Space Museum, then learn more about the world around you at Smithsonian National Museum of Natural History, and finally appreciate the history behind Washington Monument.

To find traveler tips, other places to visit, reviews, and other tourist information, go to the Washington DC trip itinerary site.

Fly from New York City to Washington DC in 3.5 hours. Alternatively, you can take a train; or drive. In August, plan for daily highs up to 36°C, and evening lows to 25°C. On the 1st (Tue), wrap the sightseeing up by early afternoon so you can travel to Chicago.

Things to do in Washington DC

Museums
Highlights from your plan
National Air and Space Museum ©
National Air and Space Museum
National Gallery of Art ©
National Gallery of Art

3
nights
Chicago

Chicago ©
A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.
Start off your visit on the 1st (Tue): take in panoramic vistas at Skydeck Chicago - Willis Tower. Get ready for a full day of sightseeing on the 2nd (Wed): admire nature's wide array of creatures at Shedd Aquarium, take a tour by water with Boat Tours & Water Sports, then pause for some photo ops at Cloud Gate, and finally admire the masterpieces at The Art Institute of Chicago.

To find more things to do, other places to visit, traveler tips, and tourist information, use the Chicago online travel planner.

Getting from Washington DC to Chicago by flight takes about 4 hours. Other options: do a combination of train and flight; or drive. Due to the time zone difference, you'll gain 1 hour traveling from Washington DC to Chicago. In September, daytime highs in Chicago are 30°C, while nighttime lows are 19°C. Wrap up your sightseeing on the 4th (Fri) to allow time to travel back home.

Things to do in Chicago

Museums Theme Parks Childrens Museums
Highlights from your plan
The Art Institute of Chicago ©
The Art Institute of Chicago
Museum of Science and Industry ©
Museum of Science and Industry
Shedd Aquarium ©
Shedd Aquarium

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