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

Appreciate the collections at 9/11 Memorial and The Met Cloisters. Explore hidden gems such as New York Public Library and Brooklyn Heights Promenade. The adventure continues: admire the masterpieces at The Metropolitan Museum of Art, stop by Times Square, see the interesting displays at Tenement Museum, and take a stroll through Dumbo.

To find more things to do and other tourist information, use the New York City vacation planner.

London, UK to New York City is an approximately 11-hour flight. Due to the time zone difference, you'll gain 5 hours traveling from London to New York City. Traveling from London in October, things will get somewhat warmer in New York City: highs are around 24°C and lows about 16°C. Wrap up your sightseeing on the 20th (Fri) to allow time to fly to Washington DC.

Satisfy your inner culture vulture at Smithsonian National Museum of Natural History and National Gallery of Art. Step off the beaten path and head to United States Holocaust Memorial Museum and National Museum of African American History and Culture. And it doesn't end there: appreciate the extensive heritage of Capitol Hill, see the interesting displays at The National Archives Museum, pause for some photo ops at Vietnam Veterans Memorial, and wander the streets of Old Town.

To find ratings, photos, other places to visit, and other tourist information, use the Washington DC trip itinerary maker site.

Fly from New York City to Washington DC in 3 hours. Alternatively, you can take a train; or drive. In October, daytime highs in Washington DC are 25°C, while nighttime lows are 14°C. Wrap up your sightseeing on the 26th (Thu) early enough to fly to Chicago.

Museum-lovers will get to explore The Art Institute of Chicago and Richard H. Driehaus Museum. Visit Chicago Riverwalk and Riverwalk Lot for their historical value. Step out of Chicago with an excursion to Cantigny Park in Wheaton--about 44 minutes away. Next up on the itinerary: take a stroll through The Magnificent Mile, walk around Lincoln Park, examine the collection at Money Museum at the Federal Reserve Bank, and admire the striking features of Chicago Cultural Center.

Before you visit Chicago, use our trip planner to discover what you can do and see there.

Traveling by flight from Washington DC to Chicago takes 3.5 hours. Alternatively, you can drive; or take a train. Traveling from Washington DC to Chicago, you'll gain 1 hour due to the time zone difference. Plan for a bit cooler temperatures traveling from Washington DC in October, with highs in Chicago at 21°C and lows at 11°C. Finish your sightseeing early on the 29th (Sun) so you can fly back home.