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Stewart

$114+ Cheap flights from Maine to New Windsor (SWF)

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 10/30. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — SWF
nov. 15 — nov. 221
sáb. 11/15
sáb. 11/22
1 adult, Economy
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Find flight deals from Maine to Stewart

Cheapest flights from Maine to Stewart
Explore the most affordable flight options available from Maine to Stewart. Find the lowest fares from popular airlines and budget airlines, with prices last updated on octubre 16, 2025.

This Mytrip deal was found by Cheapflights users on 10/14. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 10/3012:49 pmBOS - SWF
2 stops21h 52mMultiple Airlines
lun. 11/312:01 pmSWF - BOS
1 stop11h 58mMultiple Airlines
Deal found 10/14$214
This Mytrip deal was found by Cheapflights users on 10/16. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 11/19:51 pmBOS - SWF
1 stop15h 54mMultiple Airlines
lun. 11/312:01 pmSWF - BOS
1 stop11h 58mMultiple Airlines
Deal found 10/16$257
This Mytrip deal was found by Cheapflights users on 10/16. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 11/201:30 pmBOS - SWF
2 stops20h 52mMultiple Airlines
lun. 11/2410:57 amSWF - BOS
1 stop12h 56mMultiple Airlines
Deal found 10/16$269
This Mytrip deal was found by Cheapflights users on 10/14. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 11/146:00 amBOS - SWF
1 stop11h 00mMultiple Airlines
lun. 11/1712:01 pmSWF - BOS
1 stop11h 58mMultiple Airlines
Deal found 10/14$275
This Mytrip deal was found by Cheapflights users on 10/16. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 11/136:00 amBOS - SWF
1 stop6h 42mMultiple Airlines
dom. 11/161:32 pmSWF - BOS
1 stop10h 21mMultiple Airlines
Deal found 10/16$295
This Mytrip deal was found by Cheapflights users on 10/14. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 11/66:00 amBOS - SWF
1 stop6h 42mMultiple Airlines
vie. 11/711:31 amSWF - BOS
1 stop12h 28mMultiple Airlines
Deal found 10/14$297
This Mytrip deal was found by Cheapflights users on 10/16. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 10/3012:49 pmBOS - SWF
2 stops21h 52mMultiple Airlines
dom. 11/21:35 pmSWF - BOS
1 stop10h 18mMultiple Airlines
Deal found 10/16$304
This Kiwi.com deal was found by Cheapflights users on 10/13. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 10/319:55 amBOS - SWF
1 stop7h 54mMultiple Airlines
lun. 11/312:01 pmSWF - BOS
1 stop11h 58mMultiple Airlines
Deal found 10/13$309
This Kiwi.com deal was found by Cheapflights users on 10/14. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 12/117:43 pmBGR - SWF
2 stops16h 01mMultiple Airlines
dom. 12/1411:09 amSWF - BGR
1 stop8h 00mMultiple Airlines
Deal found 10/14$383
This Mytrip deal was found by Cheapflights users on 10/16. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 11/2611:12 amBGR - SWF
1 stop7h 23mAllegiant Air
dom. 11/308:41 pmSWF - BGR
1 stop13h 26mAllegiant Air
Deal found 10/16$586
This Kiwi.com deal was found by Cheapflights users on 10/15. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 11/226:18 pmPWM - SWF
1 stop15h 58mMultiple Airlines
dom. 11/308:41 pmSWF - PWM
1 stop12h 25mMultiple Airlines
Deal found 10/15$611
This Gotogate deal was found by Cheapflights users on 10/16. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 11/511:16 amPWM - SWF
1 stop23h 47mBreeze Airways
vie. 11/712:24 pmSWF - PWM
2 stops22h 12mBreeze Airways
Deal found 10/16$695

Cheap flight deals from Maine to Stewart

Keep the following information in mind while searching for Maine to Stewart flight deals. Data was last updated octubre 16, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$214
(Mytrip)

One-way from

$114
(Mytrip)

Popular in

February

Cheapest in

December

Average price

$169
Provider with most accurate pricing for Boston Logan Intl-New York (NYC) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Boston Logan Intl-New York (NYC) flights.
Search Deals
From Maine to New Windsor Stewart
Search Deals
One-way flight from Maine to New Windsor Stewart
Search Deals
Highest demand for flights based on searches. 6% potential increase in price ($14 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($4 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in October 2025
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Maine to Stewart 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 octubre 16, 2025.
Use the filters below to find and compare flights from Maine to New Windsor that are best for you.

Fly from

Maine

Fly to

Stewart

Route

Depart

Return

Price

BostonNew Windsor

BOS - SWF

BOSSWF

Boston Logan Intl

jue. 10/30

8:24 pm-10:41 am

1 stop14h 17m

New Windsor Stewart

lun. 11/3

12:01 pm-11:59 pm

1 stop11h 58m

$232

BostonNew Windsor

BOS - SWF

BOSSWF

Boston Logan Intl

dom. 11/2

5:00 am-11:45 am

1 stop6h 45m

New Windsor Stewart

lun. 11/3

12:01 pm-11:59 pm

1 stop11h 58m

$257

BostonNew Windsor

BOS - SWF

BOSSWF

Boston Logan Intl

sáb. 11/1

9:51 pm-1:45 pm

1 stop15h 54m

New Windsor Stewart

lun. 11/3

12:01 pm-11:59 pm

1 stop11h 58m

$257

BostonNew Windsor

BOS - SWF

BOSSWF

Boston Logan Intl

jue. 11/20

1:30 pm-10:22 am

2 stops20h 52m

New Windsor Stewart

lun. 11/24

10:57 am-11:53 pm

1 stop12h 56m

$269

BostonNew Windsor

BOS - SWF

BOSSWF

Boston Logan Intl

jue. 11/13

6:00 am-12:42 pm

1 stop6h 42m

New Windsor Stewart

dom. 11/16

1:32 pm-11:53 pm

1 stop10h 21m

$295

BostonNew Windsor

BOS - SWF

BOSSWF

Boston Logan Intl

vie. 11/14

6:00 am-5:00 pm

1 stop11h 00m

New Windsor Stewart

dom. 11/16

1:32 pm-11:53 pm

1 stop10h 21m

$295

BostonNew Windsor

BOS - SWF

BOSSWF

Boston Logan Intl

jue. 11/6

6:00 am-12:42 pm

1 stop6h 42m

New Windsor Stewart

vie. 11/7

11:31 am-11:59 pm

1 stop12h 28m

$297

BostonNew Windsor

BOS - SWF

BOSSWF

Boston Logan Intl

vie. 10/31

9:55 am-5:49 pm

1 stop7h 54m

New Windsor Stewart

lun. 11/3

12:01 pm-11:59 pm

1 stop11h 58m

$309

BostonNew Windsor

BOS - SWF

BOSSWF

Boston Logan Intl

jue. 10/23

9:55 am-4:55 pm

1 stop7h 00m

New Windsor Stewart

vie. 10/24

11:31 am-11:59 pm

1 stop12h 28m

$313

BostonNew Windsor

BOS - SWF

BOSSWF

Boston Logan Intl

dom. 11/16

6:00 am-12:42 pm

1 stop6h 42m

New Windsor Stewart

lun. 11/17

12:01 pm-11:59 pm

1 stop11h 58m

$313

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/14

Showing 1-10 of 40 results
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Best time to book a flight from Maine to Stewart

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

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

Currently, September is the cheapest month in which you can book a flight from Maine to New Windsor (average of $68). Flying from Maine to New Windsor in January is currently the most expensive (average of $184). 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.

Related info for your journey

Find useful and relevant information for your journey from Maine to Stewart. 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 into for flights to New Windsor from Maine?

    For a flight from Maine to New Windsor, you will be flying into Stewart. New Windsor Stewart (SWF) is just 4.3 mi from the center of the city.

  • How long is the flight from Maine to New Windsor?

    Departing from Maine to New Windsor will take you 23h 47m. The distance from Maine to New Windsor is about 243 mi.

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

    Most travelers choose Boston Logan Intl - New Windsor Stewart, Portland - New Windsor Stewart or Bangor - New Windsor Stewart when deciding on the best route from Maine to New Windsor.

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

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

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

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

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

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

    Currently, September is the cheapest month in which you can book a flight from Maine to New Windsor (average of $68). Flying from Maine to New Windsor in January is currently the most expensive (average of $184). 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

Traveling to a place near New Windsor?

Book flights to New Windsor if you plan to visit one of these locations
Kingston

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