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Maryland

$167+ 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 7/4. Fares are subject to change and may not be available on all flights or dates of travel.
HPN — BWI
May 6 — May 131
Tue 5/6
Tue 5/13
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 May 1, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$323
(American Airlines)

One-way from

$172
(Delta)

Popular in

December

Cheapest in

April

Average price

$213
Provider with most accurate pricing for New York (NYC)-Washington, D.C. (WAS) flight deals.
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Provider most trusted by Cheapflights users for New York (NYC)-Washington, D.C. (WAS) flights.
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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. 15% potential increase in price ($43 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 May 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 May 1, 2025.

This American Airlines deal was found by Cheapflights users on 4/30. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/283:04 pmHPN - DCA
Nonstop1h 16mAmerican Airlines
Wed 6/44:40 pmDCA - HPN
Nonstop1h 22mAmerican Airlines
Deal found 4/30$323
This American Airlines deal was found by Cheapflights users on 4/30. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/286:32 pmHPN - IAD
1 stop5h 30mAmerican Airlines
Wed 6/45:02 amIAD - HPN
1 stop4h 27mAmerican Airlines
Deal found 4/30$343
This JetBlue deal was found by Cheapflights users on 4/30. 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.
Fri 5/309:35 amHPN - DCA
1 stop8h 25mJetBlue
Fri 6/68:20 amDCA - HPN
1 stop7h 10mJetBlue
Deal found 4/30$353
This JetBlue deal was found by Cheapflights users on 4/29. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/59:00 amHPN - PHL
1 stop10h 00mJetBlue
Wed 8/611:45 amPHL - HPN
1 stop10h 52mJetBlue
Deal found 4/29$439
This Mytrip deal was found by Cheapflights users on 4/30. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/3012:06 pmHPN - BWI
2 stops22h 53mMultiple Airlines
Sun 6/16:45 amBWI - HPN
1 stop14h 14mMultiple Airlines
Deal found 4/30$452
This Mytrip deal was found by Cheapflights users on 4/30. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/1212:06 pmHPN - PHL
2 stops19h 42mMultiple Airlines
Mon 5/196:00 amPHL - HPN
2 stops29h 29mMultiple Airlines
Deal found 4/30$466
This American Airlines deal was found by Cheapflights users on 4/29. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/156:30 amHPN - PHL
2 stops11h 00mAmerican Airlines
Mon 5/1910:49 amPHL - HPN
2 stops9h 27mAmerican Airlines
Deal found 4/29$476
This American Airlines deal was found by Cheapflights users on 4/30. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/307:59 amHPN - BWI
1 stop14h 16mAmerican Airlines
Tue 6/38:17 pmBWI - HPN
1 stop16h 58mAmerican Airlines
Deal found 4/30$575
This Mytrip deal was found by Cheapflights users on 4/29. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/217:40 pmHPN - IAD
1 stop18h 19mMultiple Airlines
Fri 5/233:13 pmIAD - HPN
2 stops29h 17mMultiple Airlines
Deal found 4/29$604
This American Airlines deal was found by Cheapflights users on 4/30. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/26:33 pmHPN - SBY
1 stop25h 57mAmerican Airlines
Fri 5/94:36 pmSBY - HPN
1 stop20h 39mAmerican Airlines
Deal found 4/30$979
This Delta deal was found by Cheapflights users on 4/29. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/2412:55 pmHPN - DCA
2 stops6h 04mDelta
Wed 5/286:00 amDCA - HPN
1 stop5h 58mDelta
Deal found 4/29$1,149
This Delta deal was found by Cheapflights users on 4/30. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/305:15 pmHPN - BWI
1 stop6h 05mDelta
Tue 6/36:00 amBWI - HPN
1 stop5h 58mDelta
Deal found 4/30$1,185

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 May 1, 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

Wed 5/28

3:04 pm-4:20 pm

Nonstop1h 16m

Washington, D.C. Reagan-National

Wed 6/4

4:40 pm-6:02 pm

Nonstop1h 22m

$323

White PlainsWashington, D.C.

HPN - IAD

HPNIAD

White Plains Westchester County

Wed 5/28

6:32 pm-12:02 am

1 stop5h 30m

Washington, D.C. Dulles Intl

Wed 6/4

5:02 am-9:29 am

1 stop4h 27m

$343

White PlainsWashington, D.C.

HPN - DCA

HPNDCA

White Plains Westchester County

Fri 5/30

9:35 am-6:00 pm

1 stop8h 25m

Washington, D.C. Reagan-National

Fri 6/6

8:20 am-3:30 pm

1 stop7h 10m

$353

White PlainsPhiladelphia

HPN - PHL

HPNPHL

White Plains Westchester County

Tue 8/5

9:00 am-7:00 pm

1 stop10h 00m

Philadelphia

Wed 8/6

11:45 am-10:37 pm

1 stop10h 52m

$439

White PlainsBaltimore

HPN - BWI

HPNBWI

White Plains Westchester County

Fri 5/30

12:06 pm-10:59 am

2 stops22h 53m

Baltimore/Washington

Sun 6/1

6:45 am-8:59 pm

1 stop14h 14m

$452

White PlainsPhiladelphia

HPN - PHL

HPNPHL

White Plains Westchester County

Mon 5/12

12:06 pm-7:48 am

2 stops19h 42m

Philadelphia

Mon 5/19

6:00 am-11:29 am

2 stops29h 29m

$466

White PlainsPhiladelphia

HPN - PHL

HPNPHL

White Plains Westchester County

Thu 5/15

6:30 am-5:30 pm

2 stops11h 00m

Philadelphia

Mon 5/19

10:49 am-8:16 pm

2 stops9h 27m

$476

White PlainsBaltimore

HPN - BWI

HPNBWI

White Plains Westchester County

Fri 5/30

7:59 am-10:15 pm

1 stop14h 16m

Baltimore/Washington

Tue 6/3

8:17 pm-1:15 pm

1 stop16h 58m

$575

White PlainsWashington, D.C.

HPN - IAD

HPNIAD

White Plains Westchester County

Wed 5/21

7:40 pm-1:59 pm

1 stop18h 19m

Washington, D.C. Dulles Intl

Fri 5/23

3:13 pm-8:30 pm

2 stops29h 17m

$604

White PlainsWashington, D.C.

HPN - DCA

HPNDCA

White Plains Westchester County

Sat 5/24

12:55 pm-6:59 pm

2 stops6h 04m

Washington, D.C. Reagan-National

Wed 5/28

6:00 am-11:58 am

1 stop5h 58m

$1,149

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/30

Showing 1-10 of 24 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 May 1, 2025.
Get a feel of what it's like to fly with Breeze Airways, Delta and JetBlue 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
160 reviews

Overall

8.1

Boarding

8.3

Entertainment

6.6

Comfort

8.2

Food

6.7

Crew

8.8

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
160 reviews
Breeze Airways
8.1
Very good
160 reviews

Overall

8.1

Boarding

8.3

Entertainment

6.6

Comfort

8.2

Food

6.7

Crew

8.8

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
7,934 reviews
Breeze Airways
8.1
Very good
160 reviews

Overall

8.1

Boarding

8.3

Entertainment

6.6

Comfort

8.2

Food

6.7

Crew

8.8

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
160 reviews

Overall

8.1

Boarding

8.3

Entertainment

6.6

Comfort

8.2

Food

6.7

Crew

8.8

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
160 reviews

Overall

8.1

Boarding

8.3

Entertainment

6.6

Comfort

8.2

Food

6.7

Crew

8.8

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?

    $172 is the cheapest one-way deal found within the past few days, from Delta. You may also be able to find cheap deals on JetBlue and American Airlines, with prices starting from $187 and $245, 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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Alternative routes for Westchester County to Maryland

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