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$166+ 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 8/5. Fares are subject to change and may not be available on all flights or dates of travel.
HPN — BWI
Jun 21 — Jun 281
Sat 6/21
Sat 6/28
1 adult, Economy
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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 June 16, 2025.

Round-trip from

$314
(JetBlue)

One-way from

$166
(JetBlue)

Popular in

December

Cheapest in

April

Average price

$232
From Westchester County to Maryland
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One-way flight from Westchester County to Maryland
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Highest demand for flights based on searches. 16% potential increase in price ($47 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($6 potential savings vs. average RT price).
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Average for round-trip flights in June 2025
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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 June 16, 2025.

This JetBlue deal was found by Cheapflights users on 6/14. 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.
Sat 9/131:00 pmHPN - DCA
1 stop5h 56mJetBlue
Fri 10/34:00 pmDCA - HPN
1 stop7h 00mJetBlue
Deal found 6/14$314
This American Airlines deal was found by Cheapflights users on 6/15. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/1511:19 amHPN - DCA
Nonstop1h 21mAmerican Airlines
Tue 7/221:35 pmDCA - HPN
1 stop6h 54mAmerican Airlines
Deal found 6/15$333
This American Airlines deal was found by Cheapflights users on 6/16. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/186:51 pmHPN - IAD
1 stop5h 07mAmerican Airlines
Sat 7/261:19 pmIAD - HPN
1 stop7h 10mAmerican Airlines
Deal found 6/16$363
This Delta deal was found by Cheapflights users on 6/15. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/212:49 pmHPN - DCA
1 stop8h 57mDelta
Sat 7/57:00 amDCA - HPN
1 stop15h 25mDelta
Deal found 6/15$415
This Mytrip deal was found by Cheapflights users on 6/13. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/188:00 amHPN - BWI
1 stop9h 11mMultiple Airlines
Sun 7/201:16 pmBWI - HPN
1 stop7h 43mMultiple Airlines
Deal found 6/13$416
This JetBlue deal was found by Cheapflights users on 6/15. 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.
Thu 8/149:00 amHPN - PHL
1 stop10h 00mJetBlue
Mon 8/1811:45 amPHL - HPN
1 stop10h 52mJetBlue
Deal found 6/15$423
This American Airlines deal was found by Cheapflights users on 6/14. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/226:54 pmHPN - BWI
1 stop15h 07mAmerican Airlines
Mon 8/256:53 pmBWI - HPN
1 stop22h 06mAmerican Airlines
Deal found 6/14$512
This American Airlines deal was found by Cheapflights users on 6/16. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/16:30 amHPN - PHL
2 stops9h 57mAmerican Airlines
Sat 7/510:28 pmPHL - HPN
2 stops12h 16mAmerican Airlines
Deal found 6/16$515
This Mytrip deal was found by Cheapflights users on 6/15. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/812:06 pmHPN - IAD
3 stops26h 06mMultiple Airlines
Sun 8/1011:04 amIAD - HPN
3 stops33h 55mMultiple Airlines
Deal found 6/15$583
This Mytrip deal was found by Cheapflights users on 6/15. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/308:00 amHPN - PHL
3 stops23h 48mMultiple Airlines
Thu 7/37:18 pmPHL - HPN
2 stops16h 03mMultiple Airlines
Deal found 6/15$625
This Delta deal was found by Cheapflights users on 6/15. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/255:15 pmHPN - IAD
1 stop15h 45mDelta
Sat 6/285:24 pmIAD - HPN
1 stop22h 21mDelta
Deal found 6/15$753
This JetBlue Airways deal was found by Cheapflights users on 6/15. 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 Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/3111:42 amHPN - DCA
1 stop5h 18mMultiple Airlines
Thu 7/318:12 pmDCA - HPN
1 stop13h 55mMultiple Airlines
Deal found 6/15$809

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 June 16, 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

Sat 9/13

1:00 pm-6:56 pm

1 stop5h 56m

Washington, D.C. Reagan-National

Fri 10/3

4:00 pm-11:00 pm

1 stop7h 00m

$314

White PlainsWashington, D.C.

HPN - DCA

HPNDCA

White Plains Westchester County

Tue 7/15

11:19 am-12:40 pm

Nonstop1h 21m

Washington, D.C. Reagan-National

Tue 7/22

1:35 pm-8:29 pm

1 stop6h 54m

$333

White PlainsWashington, D.C.

HPN - IAD

HPNIAD

White Plains Westchester County

Fri 7/18

6:51 pm-11:58 pm

1 stop5h 07m

Washington, D.C. Dulles Intl

Sat 7/26

1:19 pm-8:29 pm

1 stop7h 10m

$363

White PlainsWashington, D.C.

HPN - DCA

HPNDCA

White Plains Westchester County

Wed 7/2

12:49 pm-9:46 pm

1 stop8h 57m

Washington, D.C. Reagan-National

Fri 7/4

8:59 am-10:25 pm

1 stop13h 26m

$415

White PlainsBaltimore

HPN - BWI

HPNBWI

White Plains Westchester County

Fri 7/18

8:00 am-5:11 pm

1 stop9h 11m

Baltimore/Washington

Sun 7/20

1:16 pm-8:59 pm

1 stop7h 43m

$416

White PlainsPhiladelphia

HPN - PHL

HPNPHL

White Plains Westchester County

Thu 8/14

9:00 am-7:00 pm

1 stop10h 00m

Philadelphia

Mon 8/18

11:45 am-10:37 pm

1 stop10h 52m

$423

White PlainsBaltimore

HPN - BWI

HPNBWI

White Plains Westchester County

Fri 8/22

6:54 pm-10:01 am

1 stop15h 07m

Baltimore/Washington

Mon 8/25

6:53 pm-4:59 pm

1 stop22h 06m

$512

White PlainsPhiladelphia

HPN - PHL

HPNPHL

White Plains Westchester County

Tue 7/1

6:30 am-4:27 pm

2 stops9h 57m

Philadelphia

Sat 7/5

10:28 pm-10:44 am

2 stops12h 16m

$515

White PlainsWashington, D.C.

HPN - IAD

HPNIAD

White Plains Westchester County

Fri 8/8

12:06 pm-2:12 pm

3 stops26h 06m

Washington, D.C. Dulles Intl

Sun 8/10

11:04 am-8:59 pm

3 stops33h 55m

$583

White PlainsPhiladelphia

HPN - PHL

HPNPHL

White Plains Westchester County

Mon 6/30

8:00 am-7:48 am

3 stops23h 48m

Philadelphia

Thu 7/3

7:18 pm-11:21 am

2 stops16h 03m

$625

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/15

Showing 1-10 of 27 results
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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

Rainfall in Maryland by month

Plan your trip to Maryland by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Maryland ranges from 2.9 - 4.1 inches per month. July is typically the wettest month, when rainfall can reach 4.1 in. February is typically the driest time to visit Maryland when rainfall is around 2.9 in.

Temperature in Maryland by month

Plan your trip to Maryland by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Maryland, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 77.0 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 33.8 F).

Reviews of airlines servicing Maryland

Get insights into the airlines that provide service to Maryland. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Maryland. Reviews last updated June 16, 2025.
Get a feel of what it's like to fly with Breeze Airways, Delta and Qatar Airways from Westchester County to Maryland by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Breeze Airways
8.1
Very good
181 reviews

Crew

8.8

Comfort

8.2

Overall

8.1

Food

6.7

Boarding

8.3

Entertainment

6.6

Reviews

1 / 11
10.0
Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!
Breeze Airways
8.1
Very good
181 reviews
Breeze Airways
8.1
Very good
181 reviews

Crew

8.8

Comfort

8.2

Overall

8.1

Food

6.7

Boarding

8.3

Entertainment

6.6

Reviews

1 / 11
10.0
Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!
Delta
8.0
Very good
7,963 reviews
Breeze Airways
8.1
Very good
181 reviews

Crew

8.8

Comfort

8.2

Overall

8.1

Food

6.7

Boarding

8.3

Entertainment

6.6

Reviews

1 / 11
10.0
Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!
Qatar Airways
7.4
Good
3,585 reviews
Breeze Airways
8.1
Very good
181 reviews

Crew

8.8

Comfort

8.2

Overall

8.1

Food

6.7

Boarding

8.3

Entertainment

6.6

Reviews

1 / 11
10.0
Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!
JetBlue
7.3
Good
2,922 reviews
Breeze Airways
8.1
Very good
181 reviews

Crew

8.8

Comfort

8.2

Overall

8.1

Food

6.7

Boarding

8.3

Entertainment

6.6

Reviews

1 / 11
10.0
Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!
American Airlines
7.2
Good
10,000 reviews
Breeze Airways
8.1
Very good
181 reviews

Crew

8.8

Comfort

8.2

Overall

8.1

Food

6.7

Boarding

8.3

Entertainment

6.6

Reviews

1 / 11
10.0
Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!

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.

  • What are the cheapest airlines to fly from Westchester County to Maryland one-way?

    $166 is the cheapest one-way deal found within the past few days, from JetBlue. You may also be able to find cheap deals on Delta and American Airlines, with prices starting from $262 and $274, respectively.

  • 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.

  • What is the cheapest month to book a flight from Westchester County to Maryland?

    Currently, August is the cheapest month in which you can book a flight from Westchester County to Maryland (average of $241). Flying from Westchester County to Maryland in March is currently the most expensive (average of $290). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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