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

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

Created using Inspirock United States travel planner

This plan was created by another user.  Make it your plan

Route & dates

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

Start: Wellington
Fly:  23​h 45​min
1
New York City
— 4 nights
bus + Fly:  4​h 45​min
2
Chicago
— 3 nights
Fly:  3​h 45​min
3
Washington DC
— 1 night
Fly:  25​h
End: Wellington

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.
Visit Gateway National Recreation and Jones Beach State Park for some beach relaxation. Visiting Narwhal Yacht Charters and Jacqueline Kennedy Onassis Reservoir will get you outdoors. And it doesn't end there: go for a walk through Central Park, examine the collection at 9/11 Memorial, take in panoramic vistas at Empire State Building, and snap pictures at Brooklyn Bridge.

To see other places to visit, traveler tips, ratings, and other tourist information, go to the New York City trip maker website .

Wellington, New Zealand to New York City is an approximately 24-hour combination of flight and bus. You can also do a combination of flight and train; or do a combination of flight and bus. Traveling from Wellington to New York City, you'll gain 17 hours due to the time zone difference. When traveling from Wellington in May, plan for a bit warmer days and about the same nights in New York City: temperatures range from 24°C by day to 15°C at night. On the 27th (Sun), wrap the sightseeing up by early afternoon so you can travel to Chicago.

Things to do in New York City

Parks Outdoors Nature

Side Trips

Jones Beach State Park, Gateway National Recreation
Highlights from your plan
Central Park ©
Central Park
Narwhal Yacht Charters ©
Narwhal Yacht Charters
Jones Beach State Park ©
Jones Beach State Park

3
nights
Chicago

Chicago ©
A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.
Kick off your visit on the 28th (Mon): admire the masterpieces at The Art Institute of Chicago, then appreciate the extensive heritage of Millennium Park, and then meet the residents at Lincoln Park Zoo. Here are some ideas for day two: take in panoramic vistas at Skydeck Chicago - Willis Tower, then kick back and relax at Ohio Street Beach, and then enjoy the sand and surf at Oak Street Beach.

To find maps, reviews, photos, and tourist information, you can read our Chicago road trip website .

Traveling by combination of bus and flight from New York City to Chicago takes 5 hours. Alternatively, you can do a combination of train and flight; or drive. The time zone difference moving from Eastern Standard Time (EST) to Central Standard Time (CST) is minus 1 hour. In May in Chicago, expect temperatures between 25°C during the day and 13°C at night. Finish your sightseeing early on the 30th (Wed) so you can travel to Washington DC.

Things to do in Chicago

Parks Outdoors Beaches
Highlights from your plan
Lincoln Park Zoo ©
Lincoln Park Zoo
Oak Street Beach ©
Oak Street Beach
Ohio Street Beach ©
Ohio Street Beach

1
night
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 30th (Wed), explore the world behind art at National Gallery of Art and then pause for some photo ops at Vietnam Veterans Memorial. Here are some ideas for day two: stroll through National Zoological Park, contemplate the waterfront views at Tidal Basin, then pause for some photo ops at Washington Monument, and finally ponder the world of politics at White House.

To find reviews, where to stay, maps, and more tourist information, refer to the Washington DC trip itinerary planning tool .

Traveling by flight from Chicago to Washington DC takes 4 hours. Alternatively, you can drive; or take a train. The time zone difference moving from Central Standard Time to Eastern Standard Time is 1 hour. Traveling from Chicago in May, plan for somewhat warmer nights in Washington DC, with lows around 17°C. Cap off your sightseeing on the 31st (Thu) early enough to travel back home.

Things to do in Washington DC

Parks Zoos & Aquariums Museums
Highlights from your plan
Tidal Basin ©
Tidal Basin
National Gallery of Art ©
National Gallery of Art
Vietnam Veterans Memorial ©
Vietnam Veterans Memorial

Similar Plans

12 days in New York City BY A USER FROM NEW ZEALAND June, culture, relaxing, romantic, historic sites, museums, shopping, hidden gems PREFERENCES: June, culture, relaxing, romantic, historic sites, museums, shopping ATTRACTION STYLE: Hidden gems PACE: Medium 14 days in New York City BY A USER FROM BELGIUM March, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife, popular & hidden gems PREFERENCES: March, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife ATTRACTION STYLE: Popular & hidden gems PACE: Medium 14 days in New York City BY A USER FROM BELGIUM March, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife, hidden gems PREFERENCES: March, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife ATTRACTION STYLE: Hidden gems PACE: Medium 14 days in New York City BY A USER FROM BELGIUM March, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, wildlife, slow & easy, popular & hidden gems PREFERENCES: March, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, wildlife ATTRACTION STYLE: Popular & hidden gems PACE: Slow & easy 15 days in New York City BY A USER FROM ITALY June, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, wildlife, fast-paced, popular & hidden gems PREFERENCES: June, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, wildlife ATTRACTION STYLE: Popular & hidden gems PACE: Fast-paced 15 days in New York State, Washington DC & Philadelphia BY A USER FROM MALAYSIA April, culture, outdoors, relaxing, romantic, historic sites, museums, shopping, slow & easy, popular & hidden gems PREFERENCES: April, culture, outdoors, relaxing, romantic, historic sites, museums, shopping ATTRACTION STYLE: Popular & hidden gems PACE: Slow & easy 15 days in United States BY A USER FROM ITALY August, culture, relaxing, romantic, historic sites, museums, shopping, popular & hidden gems PREFERENCES: August, culture, relaxing, romantic, historic sites, museums, shopping ATTRACTION STYLE: Popular & hidden gems PACE: Medium 14 days in United States BY A USER FROM INDONESIA April, culture, relaxing, historic sites, museums, shopping, popular & hidden gems PREFERENCES: April, culture, relaxing, historic sites, museums, shopping ATTRACTION STYLE: Popular & hidden gems PACE: Medium 12 days in United States BY A USER FROM INDIA March, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife, slow & easy, popular sights PREFERENCES: March, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife ATTRACTION STYLE: Popular sights PACE: Slow & easy 15 days in New York City BY A USER FROM ROMANIA May, culture, outdoors, relaxing, beaches, historic sites, museums, shopping, wildlife, popular & hidden gems PREFERENCES: May, culture, outdoors, relaxing, beaches, historic sites, museums, shopping, wildlife ATTRACTION STYLE: Popular & hidden gems PACE: Medium 15 days in New York City, Orlando & Miami BY A USER FROM ITALY April, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife, popular sights PREFERENCES: April, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife ATTRACTION STYLE: Popular sights PACE: Medium 24 days in United States BY A USER FROM INDIA May, kids, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife, popular & hidden gems PREFERENCES: May, kids, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife ATTRACTION STYLE: Popular & hidden gems PACE: Medium
View more plans