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

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

Created using Inspirock United States trip itinerary maker

Plan created by another user. Make it yours

Route & dates

1
Chicago
— 4 nights
2
Washington DC
— 4 nights
3
New York City
— 5 nights

4
nights
Chicago

Chicago ©
A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.
Let the collections at The Art Institute of Chicago and Volo Auto Museum capture your imagination. Eschew the tourist crowds and head to Chicago Riverwalk and Chicago Cultural Center. Venture out of the city with trips to Baha'i House of Worship (in Wilmette) and Deer Grove Forest Preserve (in Palatine). There's lots more to do: explore the landscape on two wheels at Lakefront Trail, admire the local landmark of Buckingham Fountain, admire the striking features of Holy Name Cathedral, and get curious at Museum of Science and Industry.

Plan my day in Chicago using traveler tips and tourist information provided by Inspirock.

Edinburgh, UK to Chicago is an approximately 11.5-hour flight. The time zone changes from Greenwich Mean Time (GMT) to Central Standard Time (CST), which is usually a -6 hour difference. Expect a bit warmer temperatures when traveling from Edinburgh in June; daily highs in Chicago reach °C and lows reach °C. Finish your sightseeing early on the 3rd (Wed) to allow enough time to travel to Washington DC.

Things to do in Chicago

Museums Parks Historic Sites

Side Trips

Baha'i House of Worship, Volo Auto Museum, Deer Grove Forest Preserve
Highlights from your plan
The Art Institute of Chicago ©
The Art Institute of Chicago
Lakefront Trail ©
Lakefront Trail
Museum of Science and Industry ©
Museum of Science and Industry

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.
Attractions like Smithsonian National Museum of Natural History and United States Holocaust Memorial Museum make great kid-friendly stops. Let the collections at The Walters Art Museum and Smithsonian American Art Museum capture your imagination. Explore the numerous day-trip ideas around Washington DC: Fort McHenry National Monument and Historic Shrine (in Baltimore), Gettysburg (Victorian Photography Studio & Gettysburg National Cemetery) and Manassas National Battlefield Park (in Manassas). There's lots more to do: contemplate in the serene atmosphere at Basilica of the National Shrine of the Immaculate Conception, wander the streets of Old Town, get to know the fascinating history of The Tomb of the Unknown Soldier, and pause for some photo ops at Jefferson Memorial.

To see more things to do, reviews, photos, and more tourist information, you can read our Washington DC trip website.

Traveling by flight from Chicago to Washington DC takes 4 hours. Alternatively, you can drive; or take a train. You'll lose 1 hour traveling from Chicago to Washington DC due to the time zone difference. Traveling from Chicago in July, expect Washington DC to be a bit warmer, temps between °C and °C. Cap off your sightseeing on the 7th (Sun) early enough to catch the train to New York City.

Things to do in Washington DC

Historic Sites Museums Nature

Side Trips

Baltimore, Gettysburg, Old Town, Manassas National Battlefield Park, The Tomb of the Unknown Soldier
Highlights from your plan
United States Holocaust Memorial Museum ©
United States Holocaust Memorial Museum
The Tomb of the Unknown Soldier ©
The Tomb of the Unknown Soldier

5
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.
Museum-lovers will get to explore The Metropolitan Museum of Art and 9/11 Memorial. Do some cultural sightseeing at New York Public Library and Vanderbilt Mansion National Historic Site. Change things up with these side-trips from New York City: Home of Franklin D. Roosevelt (in Hyde Park) and Bushkill Falls (in Bushkill). There's much more to do: get some thrills on the water with a speed boat tour, explore the world behind art at Frick Collection, examine the collection at Ground Zero Museum Workshop, and browse the eclectic array of goods at Chelsea Market.

For more things to do, where to stay, and tourist information, refer to the New York City day trip planning site.

You can take a train from Washington DC to New York City in 3.5 hours. Other options are to fly; or drive. In July in New York City, expect temperatures between °C during the day and °C at night. On the 12th (Fri), you're off to home.

Things to do in New York City

Museums Historic Sites Nature

Side Trips

Hyde Park, Brooklyn Heights Promenade, Bushkill Falls
Highlights from your plan
The Metropolitan Museum of Art ©
The Metropolitan Museum of Art
Home of Franklin D. Roosevelt ©
Home of Franklin D. Roosevelt
Vanderbilt Mansion National Historic Site ©

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