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

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

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Route & dates

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

Start: Cotonou
Fly + Drive:  25​h
1
New York City
— 6 nights
Bus + Fly:  4​h 45​min
2
Chicago
— 4 nights
Fly:  3​h 45​min
3
Washington DC
— 3 nights
Fly:  26​h
End: Cotonou

6
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, shopping, historic sites, and parks. Your plan includes some of its best attractions: tour the pleasant surroundings at Central Park, make a trip to Statue of Liberty National Monument, enjoy breathtaking views from Top of the Rock, and admire the landmark architecture of Rockefeller Center.

To see photos, reviews, where to stay, and tourist information, you can read our New York City vacation planner .

Cotonou, Benin to New York City is an approximately 25-hour combination of flight and car. The time zone changes from Western African Time to Eastern Standard Time, which is usually a -6 hour difference. In July, daytime highs in New York City are 35°C, while nighttime lows are 26°C. Cap off your sightseeing on the 7th (Tue) early enough to travel to Chicago.

Things to do in New York City

Museums Parks Historic Sites
Find places to stay Jul 1 — 7:
Highlights from your plan
Central Park ©
Central Park
Empire State Building ©
Empire State Building
The Metropolitan Museum of Art ©
The Metropolitan Museum of Art

4
nights
Chicago

Chicago ©
A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.
Go for a jaunt from Chicago to DeKalb to see Whiskey Acres Distilling Co. about 1h 20 min away. Next up on the itinerary: explore the world behind art at The Art Institute of Chicago, get curious at Museum of Science and Industry, admire the landmark architecture of 360 Chicago Observation Deck, and get a new perspective on nature at Field Museum.

To see ratings, more things to do, other places to visit, and more tourist information, go to the Chicago road trip app .

You can do a combination of bus and flight from New York City to Chicago in 5 hours. Other options are to fly; or drive. You'll gain 1 hour traveling from New York City to Chicago due to the time zone difference. Traveling from New York City in July, plan for a bit cooler nights in Chicago, with lows around 22°C. Finish your sightseeing early on the 11th (Sat) so you can travel to Washington DC.

Things to do in Chicago

Museums Parks Childrens Museums

Side Trips

Oak Park, Whiskey Acres Distilling Co., Horseshoe Hammond
Find places to stay Jul 7 — 11:
Highlights from your plan
Whiskey Acres Distilling Co. ©
Whiskey Acres Distilling Co.
The Art Institute of Chicago ©
The Art Institute of Chicago
Museum of Science and Industry ©
Museum of Science and Industry

3
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.
Washington DC is known for museums, historic sites, nightlife, zoos & aquariums, and parks. Your plan includes some of its best attractions: examine the collection at National Air and Space Museum, get a new perspective on nature at Smithsonian National Museum of Natural History, explore the world behind art at National Gallery of Art, and ponder the world of politics at United States Capitol.

For more things to do, traveler tips, other places to visit, and more tourist information, refer to the Washington DC trip itinerary planner .

Fly from Chicago to Washington DC in 4 hours. Alternatively, you can do a combination of flight and train; or drive. The time zone difference when traveling from Chicago to Washington DC is 1 hour. Traveling from Chicago in July, things will get somewhat warmer in Washington DC: highs are around 37°C and lows about 26°C. Finish up your sightseeing early on the 14th (Tue) so you can travel back home.

Things to do in Washington DC

Museums Parks Zoos & Aquariums
Find places to stay Jul 11 — 14:
Highlights from your plan
National Air and Space Museum ©
National Air and Space Museum
National Gallery of Art ©
National Gallery of Art

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