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

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

Created using Inspirock United States tour planner

Make it your trip
Bus to Newark, Fly to Chicago Midway
1
Chicago
— 3 nights
Fly
2
Washington DC
— 2 nights
Fly
3
New York City
— 4 nights

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Chicago

— 3 nights

Windy City

A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.
Do some cultural sightseeing at The Art Institute of Chicago and Field Museum. Shop till you drop at The Magnificent Mile and Illinois Holocaust Museum & Education Center. There's lots more to do: get curious at Museum of Science and Industry, don't miss a visit to Cloud Gate, stroll around Millennium Park, and admire the striking features of Chicago Cultural Center.

To find traveler tips, maps, more things to do, and more tourist information, refer to the Chicago itinerary planning website.

New York City to Chicago is an approximately 5-hour combination of bus and flight. You can also fly; or drive; or take a bus. The time zone difference when traveling from New York City to Chicago is minus 1 hour. Traveling from New York City in April, expect slightly colder with lows of 5°C in Chicago. Wrap up your sightseeing on the 23rd (Tue) to allow time to travel to Washington DC.

Things to do in Chicago

Museums · Shopping · Childrens Museums · Neighborhoods

Side Trips

Washington DC

— 2 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.
On the 24th (Wed), examine the collection at National Air and Space Museum, then get engrossed in the history at United States Holocaust Memorial Museum, and then steep yourself in history at Arlington National Cemetery. On the next day, get to know the fascinating history of The Tomb of the Unknown Soldier and then take in the spiritual surroundings of Washington National Cathedral.

For traveler tips, maps, photos, and more tourist information, read our Washington DC tour planner.

You can fly from Chicago to Washington DC in 4 hours. Other options are to drive; or take a train. The time zone difference moving from Central Standard Time to Eastern Standard Time is 1 hour. Expect somewhat warmer temperatures when traveling from Chicago in April; daily highs in Washington DC reach 23°C and lows reach 11°C. Wrap up your sightseeing by early afternoon on the 25th (Thu) to allow enough time to take a train to New York City.

Things to do in Washington DC

Historic Sites · Museums

Side Trip

New York City

— 4 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.
Museum-lovers will appreciate 9/11 Memorial and The Museum of Modern Art (MoMA). Head to Fifth Avenue and Tiles For Americafor plenty of shopping. The adventure continues: wander the streets of Times Square, take in panoramic vistas at Empire State Building, buy something for everyone on your list at Designs by Kamni, and take in the architecture and atmosphere at St. Patrick's Cathedral.

To see maps, ratings, reviews, and tourist information, read our New York City sightseeing planner.

Traveling by flight from Washington DC to New York City takes 3.5 hours. Alternatively, you can take a train; or fly; or drive. While traveling from Washington DC, expect little chillier days and about the same nights in New York City, ranging from highs of 19°C to lows of 8°C. Wrap up your sightseeing on the 29th (Mon) early enough to travel back home.

Things to do in New York City

Museums · Historic Sites · Shopping · Neighborhoods