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

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

Created using Inspirock United States sightseeing planner

Make it your trip
Fly
1
Chicago
— 4 nights
Fly
2
New York City
— 5 nights
Train
3
Washington DC
— 5 nights
Fly

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Chicago

— 4 nights

Windy City

A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.
Visit Chicago Riverwalk and Holy Name Cathedral for their historical value. Your cultural itinerary includes sights like The Art Institute of Chicago and Oriental Institute Museum. There's lots more to do: explore the landscape on two wheels at Lakefront Trail, examine the collection at Richard H. Driehaus Museum, identify plant and animal life at Montrose Point Bird Sanctuary, and admire the striking features of Chicago Cultural Center.

To see more things to do, traveler tips, and other tourist information, use the Chicago visit site.

Sydney, Australia to Chicago is an approximately 23.5-hour flight. Traveling from Sydney to Chicago, you'll gain 16 hours due to the time zone difference. Plan for a bit warmer temperatures traveling from Sydney in July, with highs in Chicago at 33°C and lows at 22°C. Finish your sightseeing early on the 20th (Sat) so you can travel to New York City.

Things to do in Chicago

Parks · Neighborhoods · Shopping · Tours

New York City

— 5 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.
Your cultural itinerary includes sights like The Metropolitan Museum of Art and New York Public Library. Do your shopping at SoHo and Fifth Avenue. The adventure continues: explore the world behind art at The Met Cloisters, see the interesting displays at Ground Zero Museum Workshop, wander the streets of Greenwich Village, and learn more about the world around you at American Museum of Natural History.

To see reviews, ratings, maps, and more tourist information, read our New York City tour planning website.

Fly from Chicago to New York City in 5.5 hours. Alternatively, you can drive; or take a bus. The time zone changes from Central Standard Time to Eastern Standard Time, which is usually a 1 hour difference. Expect a daytime high around 35°C in July, and nighttime lows around 26°C. Wrap up your sightseeing on the 25th (Thu) to allow time to take a train to Washington DC.

Things to do in New York City

Museums · Parks · Neighborhoods · Historic Sites

Washington DC

— 5 nights
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.
Do some cultural sightseeing at National Air and Space Museum and Capitol Hill. You'll discover tucked-away gems like Smithsonian National Museum of Natural History and Basilica of the National Shrine of the Immaculate Conception. There's lots more to do: admire the masterpieces at National Gallery of Art, visit Dupont Circle, take in the exciting artwork at National Gallery of Art - Sculpture Garden, and admire the natural beauty at U.S. National Arboretum.

To see maps, reviews, ratings, and tourist information, use the Washington DC road trip planning site.

Take a train from New York City to Washington DC in 3.5 hours. Alternatively, you can fly; or drive. In July, daytime highs in Washington DC are 37°C, while nighttime lows are 26°C. Finish your sightseeing early on the 30th (Tue) to allow enough time to travel back home.

Things to do in Washington DC

Museums · Neighborhoods · Historic Sites · Parks