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

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

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Route & dates

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

Start: New York City
bus + Fly:  27​h
1
Chicago
— 3 nights
Fly:  3​h 45​min
2
Washington DC
— 2 nights
Fly:  1​h 30​min
3
New York City
— 4 nights
End: New York City

3
nights
Chicago

Chicago ©
A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.
For shopping fun, head to The Magnificent Mile or Illinois Holocaust Museum & Education Center. The Art Institute of Chicago and The Field Museum are good opportunities to explore the local culture. And it doesn't end there: get curious at Museum of Science and Industry, make a trip to Cloud Gate, take in the spiritual surroundings of Fourth Presbyterian Church, and try to win big at Horseshoe Hammond.

To find other places to visit, where to stay, ratings, and tourist information, read our Chicago online journey planner .

New York City to Chicago is an approximately 5-hour combination of bus and flight. You can also fly; or drive. Traveling from New York City to Chicago, you'll gain 1 hour due to the time zone difference. Plan for a bit cooler nights when traveling from New York City in April since evenings lows in Chicago dip to 5°C. Finish your sightseeing early on the 23rd (Tue) so you can travel to Washington DC.

Things to do in Chicago

Museums Shopping Childrens Museums

Side Trips

Horseshoe Hammond, Illinois Holocaust Museum & Education Center
Find places to stay Apr 20 — 23:
Highlights from your plan
The Art Institute of Chicago ©
The Art Institute of Chicago
The Field Museum ©
The Field Museum
Millennium Park ©
Millennium Park

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.
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 stroll the grounds of Arlington National Cemetery. Get ready for a full day of sightseeing on the next day: appreciate the extensive heritage of Tomb of the Unknowns and then take in the spiritual surroundings of Washington National Cathedral.

For photos, maps, reviews, and tourist information, you can read our Washington DC holiday builder .

Traveling by flight from Chicago to Washington DC takes 4 hours. Alternatively, you can do a combination of flight and train; or drive. The time zone changes from Central Standard Time to Eastern Standard Time, which is usually a 1 hour difference. Prepare for a bit warmer weather when traveling from Chicago in April: high temperatures in Washington DC hover around 23°C and lows are around 11°C. Wrap up your sightseeing by early afternoon on the 25th (Thu) to allow enough time to travel to New York City.

Things to do in Washington DC

Historic Sites Museums

Side Trip

Arlington
Find places to stay Apr 23 — 25:
Highlights from your plan
The Tomb of the Unknown Soldier ©
The Tomb of the Unknown Soldier
National Air and Space Museum ©
National Air and Space Museum

4
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.
Popular historic sites such as 9/11 Memorial and Ellis Island are in your itinerary. Satisfy your inner culture vulture at Fifth Avenue and The Museum of Modern Art (MoMA). Next up on the itinerary: go for a walk through Times Square, appreciate the history behind Statue of Liberty National Monument, learn more about the world around you at American Museum of Natural History, and don't miss a visit to Central Park.

For where to stay, other places to visit, and other tourist information, read New York City tour planning tool .

Traveling by flight from Washington DC to New York City takes 3.5 hours. Alternatively, you can take a train; or drive. When traveling from Washington DC in April, plan for slightly colder days and about the same nights in New York City: temperatures range from 19°C by day to 8°C at night. Cap off your sightseeing on the 29th (Mon) early enough to travel back home.

Things to do in New York City

Museums Historic Sites Shopping
Find places to stay Apr 25 — 29:
Highlights from your plan
Fifth Avenue ©
Fifth Avenue
The Metropolitan Museum of Art ©
The Metropolitan Museum of Art
9/11 Memorial ©
9/11 Memorial

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