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$101+ 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 3/6. Fares are subject to change and may not be available on all flights or dates of travel.
HPN — BWI
Feb 1 — Feb 81
Sat 2/1
Sat 2/8
1 adult, Economy
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Cheap flight deals from Westchester County to Maryland

Discover tips and strategies to find the most affordable flight options for your journey from Westchester County (zzREU) to Maryland (USMD). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated January 27, 2025.

Round-trip from

$229
(KAYAK)

One-way from

$101
(eDestinos)
From Westchester County to Maryland
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One-way flight from Westchester County to Maryland
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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 January 27, 2025.

This KAYAK deal was found by Cheapflights users on 1/27. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/43:29 pmHPN - DCA
Nonstop1h 24mAmerican Airlines
Tue 2/47:59 pmDCA - HPN
2 stops17h 06mAmerican Airlines
Deal found 1/27$229
This Mytrip deal was found by Cheapflights users on 1/27. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/248:00 amHPN - BWI
2 stops16h 24mMultiple Airlines
Thu 3/279:20 pmBWI - HPN
2 stops15h 10mMultiple Airlines
Deal found 1/27$241
This American Airlines deal was found by Cheapflights users on 1/26. 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 3/126:35 pmHPN - IAD
1 stop5h 23mAmerican Airlines
Wed 3/195:28 pmIAD - HPN
1 stop5h 19mAmerican Airlines
Deal found 1/26$326
This Mytrip deal was found by Cheapflights users on 1/26. 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.
Thu 1/308:20 amHPN - PHL
2 stops13h 29mMultiple Airlines
Thu 2/62:37 pmPHL - HPN
2 stops20h 38mMultiple Airlines
Deal found 1/26$346
This JetBlue deal was found by Cheapflights users on 1/26. 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 2/254:25 pmHPN - DCA
1 stop6h 34mJetBlue
Tue 3/41:43 pmDCA - HPN
1 stop9h 44mJetBlue
Deal found 1/26$364
This Mytrip deal was found by Cheapflights users on 1/27. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 2/912:00 pmHPN - IAD
1 stop6h 44mMultiple Airlines
Mon 2/108:30 amIAD - HPN
2 stops26h 30mMultiple Airlines
Deal found 1/27$386
This KAYAK deal was found by Cheapflights users on 1/27. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/126:00 amHPN - DCA
2 stops10h 59mDelta
Wed 2/1210:00 pmDCA - HPN
2 stops14h 02mDelta
Deal found 1/27$448
This American Airlines deal was found by Cheapflights users on 1/27. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/115:09 pmHPN - PHL
1 stop19h 41mAmerican Airlines
Sat 2/156:00 amPHL - HPN
1 stop8h 37mAmerican Airlines
Deal found 1/27$571
This American Airlines deal was found by Cheapflights users on 1/25. 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 3/287:59 amHPN - BWI
1 stop14h 18mAmerican Airlines
Thu 4/105:00 amBWI - HPN
1 stop11h 37mAmerican Airlines
Deal found 1/25$662
This American Airlines deal was found by Cheapflights users on 1/26. 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 2/113:29 pmHPN - SBY
2 stops20h 06mAmerican Airlines
Sat 2/153:29 pmSBY - HPN
2 stops23h 08mAmerican Airlines
Deal found 1/26$820
This KAYAK deal was found by Cheapflights users on 1/27. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/312:35 pmHPN - IAD
1 stop10h 38mDelta
Wed 2/56:00 amIAD - HPN
1 stop10h 41mDelta
Deal found 1/27$910
This KAYAK deal was found by Cheapflights users on 1/27. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/312:35 pmHPN - BWI
1 stop10h 30mDelta
Wed 2/56:00 amBWI - HPN
1 stop10h 41mDelta
Deal found 1/27$935

Find flights from Westchester County to Maryland within your budget

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 January 27, 2025.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

White PlainsWashington, D.C.

HPN - DCA

HPNDCA

White Plains Westchester County

Wed 2/12

6:30 am-7:59 am

Nonstop1h 29m

Washington, D.C. Reagan-National

Wed 2/12

10:29 am-10:47 pm

2 stops12h 18m

$229

White PlainsBaltimore

HPN - BWI

HPNBWI

White Plains Westchester County

Mon 3/24

8:00 am-12:24 am

2 stops16h 24m

Baltimore/Washington

Thu 3/27

9:20 pm-12:30 pm

2 stops15h 10m

$241

White PlainsWashington, D.C.

HPN - IAD

HPNIAD

White Plains Westchester County

Wed 3/12

6:35 pm-11:58 pm

1 stop5h 23m

Washington, D.C. Dulles Intl

Wed 3/19

5:28 pm-10:47 pm

1 stop5h 19m

$326

White PlainsWashington, D.C.

HPN - DCA

HPNDCA

White Plains Westchester County

Tue 2/25

4:25 pm-10:59 pm

1 stop6h 34m

Washington, D.C. Reagan-National

Tue 3/4

1:43 pm-11:27 pm

1 stop9h 44m

$364

White PlainsWashington, D.C.

HPN - IAD

HPNIAD

White Plains Westchester County

Sun 2/9

12:00 pm-6:44 pm

1 stop6h 44m

Washington, D.C. Dulles Intl

Mon 2/10

8:30 am-11:00 am

2 stops26h 30m

$386

White PlainsWashington, D.C.

HPN - DCA

HPNDCA

White Plains Westchester County

Wed 2/12

6:00 am-4:59 pm

2 stops10h 59m

Washington, D.C. Reagan-National

Wed 2/12

10:00 pm-12:02 pm

2 stops14h 02m

$448

White PlainsPhiladelphia

HPN - PHL

HPNPHL

White Plains Westchester County

Tue 2/11

5:20 pm-9:15 pm

3 stops27h 55m

Philadelphia

Sat 2/15

8:13 am-12:30 pm

3 stops28h 17m

$560

White PlainsPhiladelphia

HPN - PHL

HPNPHL

White Plains Westchester County

Tue 2/11

5:09 pm-12:50 pm

1 stop19h 41m

Philadelphia

Sat 2/15

6:00 am-2:37 pm

1 stop8h 37m

$571

White PlainsBaltimore

HPN - BWI

HPNBWI

White Plains Westchester County

Fri 3/28

7:59 am-10:17 pm

1 stop14h 18m

Baltimore/Washington

Thu 4/10

5:00 am-4:37 pm

1 stop11h 37m

$662

White PlainsSalisbury

HPN - SBY

HPNSBY

White Plains Westchester County

Tue 2/11

3:29 pm-11:35 am

2 stops20h 06m

Salisbury-Ocean City

Sat 2/15

3:29 pm-2:37 pm

2 stops23h 08m

$820

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/26

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.

Travel insights for flights from Westchester County to Maryland

Get recent, data-driven insights about flights from Westchester County to Maryland including ideal travel times, pricing trends, and more.

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 January 27, 2025.
Get a feel of what it's like to fly with American Airlines, 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.
Alaska Airlines
8.0
Very good
9,690 reviews

Entertainment

7.1

Crew

8.5

Overall

8.0

Boarding

8.2

Comfort

7.9

Food

7.1

Reviews

1 / 10

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them

Alaska Airlines
8.0
Very good
9,690 reviews
Alaska Airlines
8.0
Very good
9,690 reviews

Entertainment

7.1

Crew

8.5

Overall

8.0

Boarding

8.2

Comfort

7.9

Food

7.1

Reviews

1 / 10

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them

Delta
8.0
Very good
8,468 reviews
Alaska Airlines
8.0
Very good
9,690 reviews

Entertainment

7.1

Crew

8.5

Overall

8.0

Boarding

8.2

Comfort

7.9

Food

7.1

Reviews

1 / 10

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them

JetBlue
7.4
Good
3,165 reviews
Alaska Airlines
8.0
Very good
9,690 reviews

Entertainment

7.1

Crew

8.5

Overall

8.0

Boarding

8.2

Comfort

7.9

Food

7.1

Reviews

1 / 10

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them

American Airlines
7.2
Good
10,000 reviews
Alaska Airlines
8.0
Very good
9,690 reviews

Entertainment

7.1

Crew

8.5

Overall

8.0

Boarding

8.2

Comfort

7.9

Food

7.1

Reviews

1 / 10

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them

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?

    $173 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 $176 and $218, 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

See prices for flight routes from nearby airports that may be better suited for you.
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