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$96+ Cheap flights from New Windsor (SWF) 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 6/9. Fares are subject to change and may not be available on all flights or dates of travel.
SWF — BWI
May 20 — May 271
Tue 5/20
Tue 5/27
1 adult, Economy
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Cheap flight deals from Stewart to Maryland

Keep the following information in mind while searching for Stewart to Maryland flight deals. Data was last updated May 15, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

Expedia
3 stars

Round-trip from

$205
(Mytrip)

One-way from

$96
(Mytrip)

Popular in

December

Cheapest in

April

Average price

$238
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 New Windsor Stewart to Maryland
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One-way flight from New Windsor Stewart to Maryland
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Highest demand for flights based on searches. 16% potential increase in price ($46 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 Stewart to Maryland

Cheapest flights from Stewart to Maryland
Explore the most affordable flight options available from Stewart to Maryland. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 15, 2025.

This Mytrip deal was found by Cheapflights users on 5/15. 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 6/67:18 pmSWF - BWI
1 stop15h 41mMultiple Airlines
Sun 6/87:57 pmBWI - SWF
1 stop22h 31mMultiple Airlines
Deal found 5/15$205
This Mytrip deal was found by Cheapflights users on 5/15. 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 6/137:18 pmSWF - PHL
1 stop21h 42mMultiple Airlines
Fri 6/206:20 amPHL - SWF
1 stop12h 51mMultiple Airlines
Deal found 5/15$273
This Mytrip deal was found by Cheapflights users on 5/15. 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 8/2912:17 pmSWF - IAD
2 stops24h 47mMultiple Airlines
Sun 8/317:10 pmIAD - SWF
1 stop22h 42mMultiple Airlines
Deal found 5/15$284
This Mytrip deal was found by Cheapflights users on 5/15. 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.
Thu 6/1211:11 amSWF - IAD
2 stops27h 12mAllegiant Air
Thu 6/199:21 amIAD - SWF
1 stop25h 10mAllegiant Air
Deal found 5/15$341

Cheapflights Fare Finder

Customize your flight search to find flights from Stewart 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 15, 2025.
Use the filters below to find and compare flights from New Windsor to Maryland that are best for you.

Fly from

Stewart

Fly to

Maryland

Route

Depart

Return

Price

New WindsorBaltimore

SWF - BWI

SWFBWI

New Windsor Stewart

Fri 6/6

7:18 pm-10:59 am

1 stop15h 41m

Baltimore/Washington

Sun 6/8

7:57 pm-6:28 pm

1 stop22h 31m

$205

New WindsorPhiladelphia

SWF - PHL

SWFPHL

New Windsor Stewart

Fri 6/13

7:18 pm-5:00 pm

1 stop21h 42m

Philadelphia

Fri 6/20

6:20 am-7:11 pm

1 stop12h 51m

$273

New WindsorWashington, D.C.

SWF - IAD

SWFIAD

New Windsor Stewart

Fri 8/29

12:17 pm-1:04 pm

2 stops24h 47m

Washington, D.C. Dulles Intl

Sun 8/31

7:10 pm-5:52 pm

1 stop22h 42m

$284

New WindsorWashington, D.C.

SWF - IAD

SWFIAD

New Windsor Stewart

Thu 6/12

11:11 am-2:23 pm

2 stops27h 12m

Washington, D.C. Dulles Intl

Thu 6/19

9:21 am-10:31 am

1 stop25h 10m

$341

New WindsorBaltimore

SWF - BWI

SWFBWI

New Windsor Stewart

Mon 6/9

7:18 pm-10:41 pm

1 stop27h 23m

$96

New WindsorPhiladelphia

SWF - PHL

SWFPHL

New Windsor Stewart

Mon 6/9

7:18 pm-10:43 pm

1 stop27h 25m

$111

New WindsorWashington, D.C.

SWF - IAD

SWFIAD

New Windsor Stewart

Fri 6/6

7:18 pm-2:32 pm

2 stops19h 14m

$141

New WindsorWashington, D.C.

SWF - IAD

SWFIAD

New Windsor Stewart

Sun 9/28

7:12 pm-8:44 pm

2 stops25h 32m

$166

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/14

Best time to book a flight from Stewart to Maryland

Have a flexible travel schedule? Discover the best time to fly to Maryland from Stewart 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 New Windsor to Maryland

What is the cheapest month to book a flight from New Windsor to Maryland?

Currently, August is the cheapest month in which you can book a flight from New Windsor to Maryland (average of $241). Flying from New Windsor 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.

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 15, 2025.
Allegiant Air
7.3
Good
733 reviews

Comfort

6.8

Boarding

7.6

Food

5.9

Overall

7.3

Crew

8.1

Entertainment

5.5

Reviews

1 / 20
10.0
Excellent

Joellen,Aug 2024

LAS - GEG

Boarding was a hassle. I’ve had the same guy before. Never enjoy seeing him.
Allegiant Air
7.3
Good
733 reviews
Allegiant Air
7.3
Good
733 reviews

Comfort

6.8

Boarding

7.6

Food

5.9

Overall

7.3

Crew

8.1

Entertainment

5.5

Reviews

1 / 20
10.0
Excellent

Joellen,Aug 2024

LAS - GEG

Boarding was a hassle. I’ve had the same guy before. Never enjoy seeing him.

Related info for your journey

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

  • What airport do you fly from for flights from New Windsor to Maryland?

    New Windsor Stewart (SWF), located 4.3 mi from the city center, is the airport you fly out of when you book flights from New Windsor to Maryland.

  • What are the most popular routes from New Windsor to Maryland?

    Most travelers choose New Windsor Stewart - Baltimore/Washington, New Windsor Stewart - Philadelphia or New Windsor Stewart - Washington, D.C. Dulles Intl when deciding on the best route from New Windsor to Maryland.

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

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

  • How can I find direct flights from Stewart to Maryland?

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

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

    Yes. Cheapflights offers flight deals from Stewart 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 New Windsor to Maryland?

    Currently, August is the cheapest month in which you can book a flight from New Windsor to Maryland (average of $241). Flying from New Windsor 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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