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

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

Created using Inspirock United States sightseeing planner

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

Route & dates

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

Start: Vero Beach
Drive:  15​h 30​min
1
Washington DC
— 4 nights
Drive:  4​h 15​min
2
New York City
— 6 nights
Drive:  13​h 15​min
3
Chicago
— 4 nights
Drive:  20​h 45​min
End: Vero Beach

4
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.
Your day-by-day itinerary now includes Ford's Theatre. Visiting Great Falls Park and Antietam National Battlefield will get you outdoors. Discover out-of-the-way places like Georgetown and Vietnam Veterans Memorial. Step out of Washington DC with an excursion to Wolf Trap National Park for the Performing Arts in Vienna--about 32 minutes away. There's much more to do: get to know the fascinating history of Capitol Hill, admire nature's wide array of creatures at National Zoological Park, admire the natural beauty at U.S. National Arboretum, and appreciate the history behind Lincoln Memorial.

For maps, traveler tips, photos, and more tourist information, go to the Washington DC sightseeing site .

Vero Beach to Washington DC is an approximately 6.5-hour combination of bus and flight. You can also do a combination of shuttle and flight; or drive. June in Washington DC sees daily highs of 86°F and lows of 69°F at night. Finish your sightseeing early on the 5th (Wed) to allow enough time to travel to New York City.

Things to do in Washington DC

Parks Nature Historic Sites

Side Trips

Great Falls Park, Antietam National Battlefield, Wolf Trap National Park for the Performing Arts
Highlights from your plan
Capitol Hill
Capitol Hill
Antietam National Battlefield ©
Antietam National Battlefield
Great Falls Park ©
Great Falls Park

6
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.
Eschew the tourist crowds and head to Washington Square Park and Chelsea Market. You'll enjoy a bit of beach vacationing at Seaside Park Beach and Ocean Grove Beach. The adventure continues: admire the masterpieces at The Metropolitan Museum of Art, appreciate the history behind Statue of Liberty National Monument, don't miss a visit to Times Square, and enjoy breathtaking views from Empire State Building.

To find traveler tips, reviews, ratings, and other tourist information, go to the New York City planner .

You can fly from Washington DC to New York City in 3.5 hours. Other options are to take a train; or drive. When traveling from Washington DC in June, plan for a bit cooler days in New York City, with highs around 80°F, while nights are about the same with lows around 65°F. Wrap up your sightseeing on the 11th (Tue) early enough to travel to Chicago.

Things to do in New York City

Parks Neighborhoods Outdoors

Side Trips

Brooklyn, Seaside Park Beach, Ocean Grove Beach
Highlights from your plan
Washington Square Park ©
Washington Square Park
Times Square ©
Times Square
Ocean Grove Beach ©
Ocean Grove Beach

4
nights
Chicago

Chicago ©
A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.
Get in touch with nature at Starved Rock State Park and Indiana Dunes State Park. Shop till you drop at The Magnificent Mile and Water Tower Place. Explore Chicago's surroundings by going to Albanese Candy Factory (in Merrillville), Silver Beach County Park (in Saint Joseph) and Chicago Premium Outlets (in Aurora). There's still lots to do: get the lay of the land with Walking tours, wander the streets of Lincoln Park, and indulge in some culinary diversions at a local gastronomic tour.

Discover how to plan a Chicago trip in just a few steps with Inspirock's itinerary builder.

You can do a combination of bus and flight from New York City to Chicago in 5 hours. Alternatively, you can fly; or drive. Due to the time zone difference, you'll gain 1 hour traveling from New York City to Chicago. June in Chicago sees daily highs of 81°F and lows of 63°F at night. Wrap up your sightseeing by early afternoon on the 16th (Sun) to allow enough time to travel back home.

Things to do in Chicago

Parks Shopping Tours

Side Trips

Indiana Dunes State Park, Silver Beach County Park, Albanese Candy Factory, Chicago Premium Outlets, Starved Rock State Park
Highlights from your plan
The Magnificent Mile ©
The Magnificent Mile
Starved Rock State Park ©
Starved Rock State Park
Silver Beach County Park ©
Silver Beach County Park

Similar Plans

21 days in United States BY A USER FROM INDIA May, kids, culture, relaxing, historic sites, museums, shopping, wildlife, popular sights PREFERENCES: May, kids, culture, relaxing, historic sites, museums, shopping, wildlife ATTRACTION STYLE: Popular sights PACE: Medium 20 days in New York City BY A USER FROM POLAND August, culture, outdoors, historic sites, museums, fast-paced, popular sights PREFERENCES: August, culture, outdoors, historic sites, museums ATTRACTION STYLE: Popular sights PACE: Fast-paced 21 days in United States BY A USER FROM UNITED STATES May, teens, kids, culture, outdoors, beaches, historic sites, museums, shopping, popular sights PREFERENCES: May, teens, kids, culture, outdoors, beaches, historic sites, museums, shopping ATTRACTION STYLE: Popular sights PACE: Medium 21 days in United States BY A USER FROM UNITED STATES May, teens, kids, culture, outdoors, beaches, historic sites, museums, shopping, popular sights PREFERENCES: May, teens, kids, culture, outdoors, beaches, historic sites, museums, shopping ATTRACTION STYLE: Popular sights PACE: Medium 53 days in New York City BY A USER FROM CANADA May, teens, kids, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife, slow & easy, popular sights PREFERENCES: May, teens, kids, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife ATTRACTION STYLE: Popular sights PACE: Slow & easy 20 days in New York City & Boston BY A USER FROM FRANCE July, teens, kids, culture, outdoors, relaxing, beaches, museums, wildlife, popular sights PREFERENCES: July, teens, kids, culture, outdoors, relaxing, beaches, museums, wildlife ATTRACTION STYLE: Popular sights PACE: Medium 21 days in United States BY A USER FROM NEW ZEALAND August, culture, relaxing, romantic, historic sites, wildlife, popular sights PREFERENCES: August, culture, relaxing, romantic, historic sites, wildlife ATTRACTION STYLE: Popular sights PACE: Medium 22 days in United States BY A USER FROM ISRAEL July, kids, outdoors, beaches, historic sites, wildlife, popular sights PREFERENCES: July, kids, outdoors, beaches, historic sites, wildlife ATTRACTION STYLE: Popular sights PACE: Medium 22 days in Washington DC BY A USER FROM UNITED STATES May, culture, outdoors, relaxing, beaches, historic sites, museums, shopping, wildlife, popular sights PREFERENCES: May, culture, outdoors, relaxing, beaches, historic sites, museums, shopping, wildlife ATTRACTION STYLE: Popular sights PACE: Medium 30 days in United States BY A USER FROM UNITED KINGDOM April, teens, kids, culture, relaxing, beaches, historic sites, museums, shopping, wildlife, popular sights PREFERENCES: April, teens, kids, culture, relaxing, beaches, historic sites, museums, shopping, wildlife ATTRACTION STYLE: Popular sights PACE: Medium
View more plans