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$98+ 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 4/30. Fares are subject to change and may not be available on all flights or dates of travel.
SWF — BWI
Apr 22 — Apr 291
Wed 4/22
Wed 4/29
1 adult, Economy
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Cheap 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 March 23, 2026.

This Kiwi.com deal was found by Cheapflights users on 3/22. 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.
Thu 4/1611:45 am
SWF
-
BWI
1 stop10h 35m
Multiple Airlines
Sat 4/259:46 pm
BWI
-
SWF
1 stop13h 09m
Multiple Airlines
Deal found 3/22$244
This Kiwi.com deal was found by Cheapflights users on 3/19. 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.
Thu 4/3011:45 am
SWF
-
BWI
1 stop21h 52m
Multiple Airlines
Sun 5/39:10 pm
BWI
-
SWF
1 stop13h 40m
Multiple Airlines
Deal found 3/19$249
This Kiwi.com deal was found by Cheapflights users on 3/18. 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.
Thu 4/1611:45 am
SWF
-
BWI
1 stop21h 52m
Multiple Airlines
Sat 4/189:46 pm
BWI
-
SWF
1 stop13h 09m
Multiple Airlines
Deal found 3/18$253
This Kiwi.com deal was found by Cheapflights users on 3/22. 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.
Thu 4/1611:45 am
SWF
-
BWI
1 stop21h 52m
Multiple Airlines
Sun 4/199:10 pm
BWI
-
SWF
1 stop13h 45m
Multiple Airlines
Deal found 3/22$257
This Kiwi.com deal was found by Cheapflights users on 3/19. 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.
Sun 6/710:28 am
SWF
-
PHL
1 stop13h 09m
Multiple Airlines
Thu 6/119:16 pm
PHL
-
SWF
1 stop11h 33m
Multiple Airlines
Deal found 3/19$267
This Kiwi.com deal was found by Cheapflights users on 3/20. 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.
Fri 5/111:40 am
SWF
-
IAD
1 stop19h 47m
Multiple Airlines
Sun 5/310:02 am
IAD
-
SWF
1 stop24h 48m
Multiple Airlines
Deal found 3/20$268
This Kiwi.com deal was found by Cheapflights users on 3/22. 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.
Sun 4/1911:45 am
SWF
-
PHL
1 stop22h 04m
Multiple Airlines
Sun 4/2610:38 pm
PHL
-
SWF
1 stop12h 12m
Multiple Airlines
Deal found 3/22$274
This Kiwi.com deal was found by Cheapflights users on 3/19. 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.
Sun 6/710:28 am
SWF
-
PHL
1 stop13h 09m
Multiple Airlines
Sat 6/137:50 am
PHL
-
SWF
1 stop25h 48m
Multiple Airlines
Deal found 3/19$275
This Kiwi.com deal was found by Cheapflights users on 3/21. 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.
Wed 5/612:05 pm
SWF
-
BWI
2 stops27h 41m
Multiple Airlines
Wed 5/1310:10 am
BWI
-
SWF
1 stop24h 45m
Multiple Airlines
Deal found 3/21$277
This Kiwi.com deal was found by Cheapflights users on 3/19. 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.
Thu 4/2311:45 am
SWF
-
BWI
1 stop10h 35m
Multiple Airlines
Sat 4/259:46 pm
BWI
-
SWF
1 stop13h 09m
Multiple Airlines
Deal found 3/19$299
This Kiwi.com deal was found by Cheapflights users on 3/21. 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.
Wed 5/612:05 pm
SWF
-
IAD
2 stops28h 16m
Multiple Airlines
Wed 5/135:07 pm
IAD
-
SWF
1 stop15h 51m
Multiple Airlines
Deal found 3/21$304
This Kiwi.com deal was found by Cheapflights users on 3/22. 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.
Sun 4/1911:45 am
SWF
-
BWI
1 stop20h 58m
Multiple Airlines
Sun 4/262:30 pm
BWI
-
SWF
1 stop20h 20m
Multiple Airlines
Deal found 3/22$304

Find flight deals from Stewart to Maryland

Keep the following information in mind while searching for Stewart to Maryland flight deals. Data was last updated March 23, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$244
(Kiwi.com)

One-way from

$98
(Kiwi.com)

Popular in

March

Cheapest in

April

Average price

$267
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 New Windsor Stewart to Maryland
Search Deals
One-way flight from New Windsor Stewart to Maryland
Search Deals
Highest demand for flights based on searches. 1% potential increase in price ($2 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 March 2026
Search Deals

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 March 23, 2026.
Use the filters below to find and compare flights from New Windsor to Maryland that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

New WindsorBaltimore

SWF - BWI

SWFBWI

New Windsor Stewart

Thu 4/16

11:45 am-9:37 am

1 stop21h 52m

Baltimore/Washington

Sat 4/18

9:46 pm-10:55 am

1 stop13h 09m

$253

New WindsorBaltimore

SWF - BWI

SWFBWI

New Windsor Stewart

Thu 4/16

11:45 am-9:37 am

1 stop21h 52m

Baltimore/Washington

Sun 4/19

9:10 pm-10:55 am

1 stop13h 45m

$257

New WindsorWashington, D.C.

SWF - IAD

SWFIAD

New Windsor Stewart

Fri 5/1

11:40 am-7:27 am

1 stop19h 47m

Washington, D.C. Dulles Intl

Sun 5/3

10:02 am-10:50 am

1 stop24h 48m

$268

New WindsorPhiladelphia

SWF - PHL

SWFPHL

New Windsor Stewart

Sun 4/19

11:45 am-9:49 am

1 stop22h 04m

Philadelphia

Sun 4/26

10:38 pm-10:50 am

1 stop12h 12m

$274

New WindsorPhiladelphia

SWF - PHL

SWFPHL

New Windsor Stewart

Sun 6/7

10:28 am-11:37 pm

1 stop13h 09m

Philadelphia

Sat 6/13

7:50 am-9:38 am

1 stop25h 48m

$275

New WindsorBaltimore

SWF - BWI

SWFBWI

New Windsor Stewart

Wed 5/6

12:05 pm-3:46 pm

2 stops27h 41m

Baltimore/Washington

Wed 5/13

10:10 am-10:55 am

1 stop24h 45m

$277

New WindsorBaltimore

SWF - BWI

SWFBWI

New Windsor Stewart

Thu 4/23

11:45 am-10:20 pm

1 stop10h 35m

Baltimore/Washington

Sat 4/25

9:46 pm-10:55 am

1 stop13h 09m

$299

New WindsorWashington, D.C.

SWF - IAD

SWFIAD

New Windsor Stewart

Wed 5/6

12:05 pm-4:21 pm

2 stops28h 16m

Washington, D.C. Dulles Intl

Wed 5/13

5:07 pm-8:58 am

1 stop15h 51m

$304

New WindsorPhiladelphia

SWF - PHL

SWFPHL

New Windsor Stewart

Sun 6/7

10:28 am-11:37 pm

1 stop13h 09m

Philadelphia

Thu 6/11

9:16 pm-11:37 am

2 stops14h 21m

$325

New WindsorWashington, D.C.

SWF - IAD

SWFIAD

New Windsor Stewart

Thu 5/14

11:45 am-11:09 pm

2 stops11h 24m

Washington, D.C. Dulles Intl

Sat 5/16

7:27 pm-8:58 am

1 stop13h 31m

$334

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/19

Showing 1-10 of 45 resultsSorted by cheapest first
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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
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 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 - Washington, D.C. Dulles Intl or New Windsor Stewart - Philadelphia 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.

See more FAQs

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