HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Maryland

$131+ Cheap flights from Westchester County to Maryland

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 5/19. Fares are subject to change and may not be available on all flights or dates of travel.
HPN — BWI
Apr 22 — Apr 291
Wed 4/22
Wed 4/29
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Westchester County to Maryland with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheap flight deals from Westchester County to Maryland

Cheapest flights from Westchester County to Maryland
Explore the most affordable flight options available from Westchester County to Maryland. Find the lowest fares from popular airlines and budget airlines, with prices last updated on March 23, 2026.

This Priceline deal was found by Cheapflights users on 3/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/1610:48 am
HPN
-
DCA
1 stop8h 12m
JetBlue
Tue 5/1911:00 am
DCA
-
HPN
1 stop8h 25m
JetBlue
Deal found 3/20$261
This KAYAK deal was found by Cheapflights users on 3/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/1610:48 am
HPN
-
DCA
1 stop8h 12m
JetBlue
Wed 5/202:45 pm
DCA
-
HPN
1 stop7h 51m
JetBlue
Deal found 3/21$279
This Priceline deal was found by Cheapflights users on 3/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/910:48 am
HPN
-
DCA
1 stop8h 16m
JetBlue
Sun 5/102:45 pm
DCA
-
HPN
1 stop7h 54m
JetBlue
Deal found 3/22$326
This Travelocity deal was found by Cheapflights users on 3/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/208:59 pm
HPN
-
DCA
1 stop12h 03m
JetBlue
Tue 4/212:45 pm
DCA
-
HPN
1 stop7h 51m
JetBlue
Deal found 3/20$337
This CheapOair deal was found by Cheapflights users on 3/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/2010:48 am
HPN
-
DCA
1 stop22h 14m
JetBlue
Wed 4/222:45 pm
DCA
-
HPN
1 stop7h 51m
JetBlue
Deal found 3/22$338
This KAYAK deal was found by Cheapflights users on 3/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/810:48 am
HPN
-
DCA
1 stop8h 12m
JetBlue
Sat 5/911:00 am
DCA
-
HPN
1 stop8h 25m
JetBlue
Deal found 3/19$339
This Priceline deal was found by Cheapflights users on 3/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/128:05 am
HPN
-
DCA
1 stop10h 55m
JetBlue
Wed 5/132:45 pm
DCA
-
HPN
1 stop7h 51m
JetBlue
Deal found 3/18$355
This Expedia deal was found by Cheapflights users on 3/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/137:00 pm
HPN
-
DCA
2 stops20h 42m
JetBlue
Wed 4/152:45 pm
DCA
-
HPN
1 stop7h 51m
JetBlue
Deal found 3/23$359
This KAYAK deal was found by Cheapflights users on 3/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/2910:48 am
HPN
-
DCA
1 stop8h 12m
JetBlue
Thu 4/302:45 pm
DCA
-
HPN
1 stop7h 51m
JetBlue
Deal found 3/20$360
This Expedia deal was found by Cheapflights users on 3/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/58:05 am
HPN
-
DCA
1 stop10h 55m
JetBlue
Wed 5/62:45 pm
DCA
-
HPN
1 stop7h 51m
JetBlue
Deal found 3/18$362
This Expedia deal was found by Cheapflights users on 3/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/2110:48 am
HPN
-
DCA
1 stop8h 12m
JetBlue
Thu 4/236:00 am
DCA
-
HPN
2 stops16h 36m
JetBlue
Deal found 3/21$367
This Kiwi.com deal was found by Cheapflights users on 3/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/208:00 am
HPN
-
PHL
2 stops26h 38m
Multiple Airlines
Mon 4/275:30 am
PHL
-
HPN
1 stop5h 58m
Multiple Airlines
Deal found 3/21$379

Find flight deals from Westchester County to Maryland

Keep the following information in mind while searching for Westchester County to Maryland flight deals. Data was last updated March 23, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$261
(Priceline)

One-way from

$131
(KAYAK)

Popular in

March

Cheapest in

April

Average price

$267
Provider with most accurate pricing for New York (NYC)-Washington, D.C. (WAS) flight deals.
Search Deals
Provider most trusted by Cheapflights users for New York (NYC)-Washington, D.C. (WAS) flights.
Search Deals
From Westchester County to Maryland
Search Deals
One-way flight from Westchester County to Maryland
Search Deals
Highest demand for flights based on searches. 1% potential increase in price ($2 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($7 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in March 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Westchester County to Maryland that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated March 23, 2026.
Use the filters below to find and compare flights from Westchester County to Maryland that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

White PlainsWashington, D.C.

HPN - DCA

HPNDCA

White Plains Westchester County

Wed 9/2

8:30 am-2:55 pm

1 stop6h 25m

Washington, D.C. Reagan-National

Sat 9/5

3:55 pm-10:27 pm

1 stop6h 32m

$405

White PlainsWashington, D.C.

HPN - IAD

HPNIAD

White Plains Westchester County

Sat 5/2

1:30 pm-7:33 pm

1 stop6h 03m

Washington, D.C. Dulles Intl

Mon 5/4

6:25 am-1:00 pm

1 stop6h 35m

$440

White PlainsWashington, D.C.

HPN - DCA

HPNDCA

White Plains Westchester County

Sat 5/23

8:35 am-2:44 pm

1 stop6h 09m

Washington, D.C. Reagan-National

Fri 5/29

3:39 pm-10:33 pm

1 stop6h 54m

$444

White PlainsPhiladelphia

HPN - PHL

HPNPHL

White Plains Westchester County

Mon 4/20

12:08 pm-7:10 pm

1 stop7h 02m

Philadelphia

Mon 4/27

5:30 am-11:28 am

1 stop5h 58m

$457
Quickest round-trip

White PlainsWashington, D.C.

HPN - DCA

HPNDCA

White Plains Westchester County

Fri 5/29

6:30 am-7:50 am

Nonstop1h 20m

Washington, D.C. Reagan-National

Mon 6/1

11:56 am-4:59 pm

1 stop5h 03m

$459

White PlainsWashington, D.C.

HPN - IAD

HPNIAD

White Plains Westchester County

Fri 5/29

7:55 am-12:36 pm

1 stop4h 41m

Washington, D.C. Dulles Intl

Mon 6/1

9:20 am-4:59 pm

1 stop7h 39m

$469

White PlainsWashington, D.C.

HPN - IAD

HPNIAD

White Plains Westchester County

Thu 4/9

1:30 pm-7:25 pm

1 stop5h 55m

Washington, D.C. Dulles Intl

Thu 4/16

6:25 am-1:00 pm

1 stop6h 35m

$525

White PlainsWashington, D.C.

HPN - DCA

HPNDCA

White Plains Westchester County

Fri 4/10

6:59 pm-11:59 pm

1 stop5h 00m

Washington, D.C. Reagan-National

Sun 4/12

5:00 am-9:29 am

1 stop4h 29m

$525

White PlainsWashington, D.C.

HPN - DCA

HPNDCA

White Plains Westchester County

Sat 4/18

1:30 pm-8:00 pm

1 stop6h 30m

Washington, D.C. Reagan-National

Sun 4/19

5:00 am-9:29 am

1 stop4h 29m

$525

White PlainsWashington, D.C.

HPN - DCA

HPNDCA

White Plains Westchester County

Sat 4/18

12:30 pm-10:50 pm

1 stop10h 20m

Washington, D.C. Reagan-National

Mon 4/20

7:56 pm-11:49 am

1 stop15h 53m

$541

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/21

Showing 1-10 of 60 resultsSorted by cheapest first
1
2
3
...
6

Best time to book a flight from Westchester County to Maryland

Have a flexible travel schedule? Discover the best time to fly to Maryland from Westchester County with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Westchester County to Maryland
No data available for this route at this time. Please check back soon.

Related info for your journey

Find useful and relevant information for your journey from Westchester County to Maryland. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Westchester County to Maryland?

    JetBlue and American Airlines can get you from Westchester County to Maryland in just under 6h 25m. Your travel time can differ by up to 37m. The distance from Westchester County to Maryland is about 233 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • Can I find deals for flights from Westchester County to Maryland that include hotel bookings?

    Yes. In addition to deals on Westchester County to Maryland flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Westchester County to Maryland?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Westchester County to Maryland.

  • Can I find deals for business class flights from Westchester County to Maryland?

    Yes. Cheapflights offers flight deals from Westchester County to Maryland by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Westchester County to Maryland

See prices for flight routes from nearby airports that may be better suited for you.
Newark to San Francisco flights
John F Kennedy Intl to San Francisco flights
John F Kennedy Intl to Miami flights
LaGuardia to Fort Lauderdale flights
LaGuardia to Miami flights
John F Kennedy Intl to Fort Lauderdale flights
Newark to Fort Lauderdale flights
Newark to Miami flights
John F Kennedy Intl to Orlando flights
LaGuardia to San Francisco flights
Newark to West Palm Beach flights
John F Kennedy Intl to Los Angeles flights
John F Kennedy Intl to Las Vegas flights
LaGuardia to Dallas/Fort Worth flights
Newark to Orlando flights
Newark to Los Angeles flights
John F Kennedy Intl to West Palm Beach flights
Newark to Dallas/Fort Worth flights
John F Kennedy Intl to Dallas/Fort Worth flights
John F Kennedy Intl to O'Hare Intl flights
LaGuardia to Orlando flights
Newark to Las Vegas flights
Newark to Tampa flights
John F Kennedy Intl to Tampa flights
LaGuardia to Tampa flights
Newark to Seattle flights
John F Kennedy Intl to New Orleans flights
John F Kennedy Intl to Sky Harbor Intl flights
LaGuardia to Las Vegas flights
John F Kennedy Intl to Seattle flights
LaGuardia to Atlanta flights
LaGuardia to Los Angeles flights
Newark to New Orleans flights
LaGuardia to New Orleans flights
Newark to Sky Harbor Intl flights
John F Kennedy Intl to Hobby flights
John F Kennedy Intl to Atlanta flights
Newark to O'Hare Intl flights
LaGuardia to West Palm Beach flights
Newark to Denver flights
White Plains to Orlando flights
John F Kennedy Intl to Denver flights
John F Kennedy Intl to Nashville flights
LaGuardia to O'Hare Intl flights
John F Kennedy Intl to Fort Myers flights
Newark to Atlanta flights
LaGuardia to Hobby flights
Newark to Nashville flights
John F Kennedy Intl to Austin flights
John F Kennedy Intl to George Bush Intcntl flights

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.