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

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

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Route & dates

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

Start: Auckland
Fly:  21​h 15​min
1
Washington DC
— 2 nights
Fly:  3​h 15​min
2
New York City
— 2 nights
bus + Fly:  4​h 45​min
3
Chicago
— 2 nights
Fly:  20​h 15​min
End: Auckland

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.
Start off your visit on the 19th (Thu): take in the spiritual surroundings of Basilica of the National Shrine of the Immaculate Conception, take an in-depth tour of United States Holocaust Memorial Museum, then get to know the fascinating history of The Tomb of the Unknown Soldier, and finally pause for some photo ops at Vietnam Veterans Memorial. Here are some ideas for day two: take a stroll through Old Town, then witness the site of a historic battle at Manassas National Battlefield Park, and then see the interesting displays at Steven F. Udvar-Hazy Center.

To see ratings, other places to visit, more things to do, and more tourist information, you can read our Washington DC trip planner .

Auckland, New Zealand to Washington DC is an approximately 21.5-hour flight. You can also do a combination of flight and train; or do a combination of flight, bus, and subway. The time zone difference moving from New Zealand Standard Time to Eastern Standard Time is minus 17 hours. When traveling from Auckland in September, plan for much hotter days in Washington DC, with highs around 32°C, while nights are somewhat warmer with lows around 21°C. Wrap up your sightseeing on the 20th (Fri) early enough to travel to New York City.

Things to do in Washington DC

Historic Sites Museums Neighborhoods

Side Trips

Steven F. Udvar-Hazy Center, Manassas National Battlefield Park, The Tomb of the Unknown Soldier, Old Town
Highlights from your plan

2
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.
Kick off your visit on the 21st (Sat): see the interesting displays at New York Public Library, take in the spiritual surroundings of The Met Cloisters, and then hunt for treasures at Chelsea Market. Get ready for a full day of sightseeing on the next day: take a stroll through SoHo, then examine the collection at Ground Zero Museum Workshop, then admire the masterpieces at Frick Collection, and finally pause for some serene contemplation at St. Patrick's Cathedral.

To find photos, maps, ratings, and tourist information, read New York City route website .

You can fly from Washington DC to New York City in 3.5 hours. Other options are to take a train; or drive. In September, daily temperatures in New York City can reach 31°C, while at night they dip to 22°C. Wrap up your sightseeing on the 22nd (Sun) to allow time to travel to Chicago.

Things to do in New York City

Museums Historic Sites Shopping
Highlights from your plan
The Met Cloisters ©
The Met Cloisters
Ground Zero Museum Workshop ©
Ground Zero Museum Workshop
New York Public Library ©
New York Public Library

2
nights
Chicago

Chicago ©
A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.
On the 23rd (Mon), appreciate the extensive heritage of Chicago Riverwalk, take a stroll through The Magnificent Mile, and then don't miss a visit to Buckingham Fountain.

To see ratings, reviews, other places to visit, and more tourist information, read Chicago road trip planning 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. Traveling from New York City to Chicago, you'll gain 1 hour due to the time zone difference. Traveling from New York City in September, you can expect nighttime temperatures to be slightly colder in Chicago, with lows of 19°C. Cap off your sightseeing on the 24th (Tue) early enough to travel back home.

Things to do in Chicago

Shopping Neighborhoods Historic Sites
Highlights from your plan
The Magnificent Mile ©
The Magnificent Mile
Chicago Riverwalk ©
Chicago Riverwalk
Buckingham Fountain ©
Buckingham Fountain

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