HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Maryland

$111+ 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 11/18. Fares are subject to change and may not be available on all flights or dates of travel.
HPN — BWI
nov. 29 — dic. 61
sáb. 11/29
sáb. 12/6
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

Keep the following information in mind while searching for Westchester County to Maryland flight deals. Data was last updated octubre 30, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$258
(CheapOair)

One-way from

$111
(JetBlue)

Popular in

December

Cheapest in

April

Average price

$263
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. 20% potential increase in price ($56 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 October 2025
Search Deals

Find 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 octubre 30, 2025.

This CheapOair deal was found by Cheapflights users on 10/29. 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.
mar. 12/91:00 pmHPN - DCA
1 stop9h 39mJetBlue
vie. 12/126:00 pmDCA - HPN
1 stop16h 10mJetBlue
Deal found 10/29$258
This Expedia deal was found by Cheapflights users on 10/27. 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.
vie. 11/211:00 pmHPN - DCA
1 stop9h 29mJetBlue
lun. 11/249:00 amDCA - HPN
1 stop10h 01mJetBlue
Deal found 10/27$268
This Expedia deal was found by Cheapflights users on 10/29. 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.
lun. 11/178:00 pmHPN - DCA
2 stops18h 36mJetBlue
mié. 11/193:31 pmDCA - HPN
1 stop7h 56mJetBlue
Deal found 10/29$278
This CheapOair deal was found by Cheapflights users on 10/29. 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.
mié. 11/128:00 pmHPN - DCA
1 stop14h 55mJetBlue
sáb. 11/158:30 amDCA - HPN
1 stop14h 04mJetBlue
Deal found 10/29$285
This CheapOair deal was found by Cheapflights users on 10/28. 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.
jue. 11/137:00 amHPN - DCA
1 stop15h 15mJetBlue
lun. 11/176:15 pmDCA - HPN
1 stop24h 36mJetBlue
Deal found 10/28$288
This CheapOair deal was found by Cheapflights users on 10/28. 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.
lun. 11/107:00 amHPN - DCA
1 stop26h 00mJetBlue
jue. 11/138:45 amDCA - HPN
1 stop13h 49mJetBlue
Deal found 10/28$289
This Priceline deal was found by Cheapflights users on 10/30. 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.
lun. 12/81:00 pmHPN - DCA
1 stop9h 39mJetBlue
mar. 12/911:00 amDCA - HPN
1 stop8h 30mJetBlue
Deal found 10/30$292
This KAYAK deal was found by Cheapflights users on 10/28. 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.
mar. 11/181:00 pmHPN - DCA
1 stop9h 15mJetBlue
mié. 11/193:31 pmDCA - HPN
1 stop7h 56mJetBlue
Deal found 10/28$296
This Kiwi.com deal was found by Cheapflights users on 10/30. 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.
vie. 11/148:00 amHPN - PHL
2 stops15h 26mMultiple Airlines
mar. 11/1812:23 pmPHL - HPN
1 stop24h 11mMultiple Airlines
Deal found 10/30$303
This CheapOair deal was found by Cheapflights users on 10/29. 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.
mar. 11/118:00 pmHPN - DCA
1 stop18h 11mJetBlue
jue. 11/138:45 amDCA - HPN
1 stop13h 49mJetBlue
Deal found 10/29$305
This CheapOair deal was found by Cheapflights users on 10/28. 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.
dom. 11/167:00 pmHPN - DCA
1 stop27h 15mJetBlue
mar. 11/183:31 pmDCA - HPN
1 stop7h 56mJetBlue
Deal found 10/28$307
This JetBlue deal was found by Cheapflights users on 10/30. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 11/151:00 pmHPN - PHL
1 stop9h 55mJetBlue
mié. 11/1912:00 pmPHL - HPN
1 stop9h 37mJetBlue
Deal found 10/30$310

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 octubre 30, 2025.
Use the filters below to find and compare flights from Westchester County to Maryland that are best for you.

Fly from

Westchester County

Fly to

Maryland

Route

Depart

Return

Price

White PlainsWashington, D.C.

HPN - DCA

HPNDCA

White Plains Westchester County

mié. 11/12

8:00 pm-10:55 am

1 stop14h 55m

Washington, D.C. Reagan-National

sáb. 11/15

8:30 am-10:34 pm

1 stop14h 04m

$285

White PlainsWashington, D.C.

HPN - DCA

HPNDCA

White Plains Westchester County

lun. 12/8

1:00 pm-10:39 pm

1 stop9h 39m

Washington, D.C. Reagan-National

mar. 12/9

11:00 am-7:30 pm

1 stop8h 30m

$292

White PlainsWashington, D.C.

HPN - DCA

HPNDCA

White Plains Westchester County

mar. 11/18

1:00 pm-10:15 pm

1 stop9h 15m

Washington, D.C. Reagan-National

mié. 11/19

3:31 pm-11:27 pm

1 stop7h 56m

$296

White PlainsPhiladelphia

HPN - PHL

HPNPHL

White Plains Westchester County

vie. 11/14

8:00 am-11:26 pm

2 stops15h 26m

Philadelphia

mar. 11/18

12:23 pm-12:34 pm

1 stop24h 11m

$303

White PlainsPhiladelphia

HPN - PHL

HPNPHL

White Plains Westchester County

sáb. 11/15

1:00 pm-10:55 pm

1 stop9h 55m

Philadelphia

mié. 11/19

12:00 pm-9:37 pm

1 stop9h 37m

$310

White PlainsWashington, D.C.

HPN - DCA

HPNDCA

White Plains Westchester County

mar. 12/2

8:00 pm-2:27 pm

1 stop18h 27m

Washington, D.C. Reagan-National

jue. 12/4

11:00 am-11:55 am

1 stop24h 55m

$319

White PlainsPhiladelphia

HPN - PHL

HPNPHL

White Plains Westchester County

mié. 11/12

1:14 pm-10:08 am

1 stop20h 54m

Philadelphia

mié. 11/19

8:00 am-11:29 am

2 stops27h 29m

$324

White PlainsWashington, D.C.

HPN - DCA

HPNDCA

White Plains Westchester County

vie. 1/16

7:30 am-2:59 pm

1 stop7h 29m

Washington, D.C. Reagan-National

lun. 1/19

6:30 pm-9:27 am

1 stop14h 57m

$324

White PlainsWashington, D.C.

HPN - DCA

HPNDCA

White Plains Westchester County

vie. 11/14

7:00 pm-9:00 am

1 stop14h 00m

Washington, D.C. Reagan-National

dom. 11/16

6:15 pm-1:33 pm

1 stop19h 18m

$329

White PlainsWashington, D.C.

HPN - DCA

HPNDCA

White Plains Westchester County

sáb. 12/6

11:23 am-12:42 pm

Nonstop1h 19m

Washington, D.C. Reagan-National

dom. 12/7

9:35 am-10:52 am

Nonstop1h 17m

$343

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/28

Showing 1-10 of 60 results
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, American Airlines, and Delta can get you from Westchester County to Maryland in just under 5h 21m. Your travel time can differ by up to 17h 19m. The distance from Westchester County to Maryland is about 246 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.
John F Kennedy Intl to Fort Lauderdale flights
John F Kennedy Intl to Miami flights
Newark to Miami flights
John F Kennedy Intl to Orlando flights
John F Kennedy Intl to Los Angeles flights
Newark to Fort Lauderdale flights
LaGuardia to Fort Lauderdale flights
LaGuardia to Miami flights
John F Kennedy Intl to Dallas/Fort Worth flights
LaGuardia to Dallas/Fort Worth flights
Newark to Dallas/Fort Worth flights
John F Kennedy Intl to Las Vegas flights
Newark to Los Angeles flights
John F Kennedy Intl to O'Hare Intl flights
John F Kennedy Intl to San Francisco flights
John F Kennedy Intl to West Palm Beach flights
Newark to Orlando flights
Newark to Las Vegas flights
John F Kennedy Intl to Tampa flights
LaGuardia to Hobby flights
John F Kennedy Intl to Atlanta flights
Newark to San Francisco flights
LaGuardia to Orlando flights
LaGuardia to Tampa flights
Newark to West Palm Beach flights
Newark to Tampa flights
John F Kennedy Intl to Hobby flights
Newark to Hobby flights
LaGuardia to Los Angeles flights
John F Kennedy Intl to Denver flights
John F Kennedy Intl to Sky Harbor Intl flights
Newark to New Orleans flights
Newark to Sky Harbor Intl flights
John F Kennedy Intl to New Orleans flights
LaGuardia to O'Hare Intl flights
John F Kennedy Intl to Seattle flights
Newark to O'Hare Intl flights
LaGuardia to West Palm Beach flights
Newark to Atlanta flights
LaGuardia to New Orleans flights
John F Kennedy Intl to Austin flights
John F Kennedy Intl to Nashville flights
LaGuardia to Las Vegas flights
LaGuardia to Atlanta flights
Newark to George Bush Intcntl flights
John F Kennedy Intl to George Bush Intcntl flights
Newark to Denver flights
LaGuardia to San Francisco flights
John F Kennedy Intl to San Diego flights
LaGuardia 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.