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$88+ Cheap flights from New Windsor (SWF) to Maine

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 1/26. Fares are subject to change and may not be available on all flights or dates of travel.
SWF — PWM
Jan 17 — Jan 241
Sat 1/17
Sat 1/24
1 adult, Economy
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Cheap flight deals from Stewart to Maine

Cheapest flights from Stewart to Maine
Explore the most affordable flight options available from Stewart to Maine. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 18, 2025.

This Kiwi.com deal was found by Cheapflights users on 12/16. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/315:34 pmSWF - BGR
1 stop22h 31mAllegiant Air
Sun 1/45:38 pmBGR - SWF
1 stop18h 24mAllegiant Air
Deal found 12/16$440
This Kiwi.com deal was found by Cheapflights users on 12/16. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/315:34 pmSWF - BGR
1 stop22h 31mMultiple Airlines
Sun 1/47:43 pmBGR - SWF
2 stops16h 01mMultiple Airlines
Deal found 12/16$477
This Kiwi.com deal was found by Cheapflights users on 12/16. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/207:50 pmSWF - BGR
1 stop14h 11mMultiple Airlines
Mon 12/296:52 pmBGR - SWF
1 stop16h 11mMultiple Airlines
Deal found 12/16$561
This Kiwi.com deal was found by Cheapflights users on 12/16. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/207:50 pmSWF - BGR
1 stop14h 11mAllegiant Air
Sun 12/285:38 pmBGR - SWF
1 stop18h 24mAllegiant Air
Deal found 12/16$641
This Kiwi.com deal was found by Cheapflights users on 12/16. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/225:28 pmSWF - BGR
1 stop24h 19mMultiple Airlines
Mon 12/296:52 pmBGR - SWF
1 stop16h 11mMultiple Airlines
Deal found 12/16$646
This Kiwi.com deal was found by Cheapflights users on 12/16. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/216:28 pmSWF - BGR
2 stops39h 37mMultiple Airlines
Mon 12/296:52 pmBGR - SWF
1 stop16h 11mMultiple Airlines
Deal found 12/16$700
This Kiwi.com deal was found by Cheapflights users on 12/16. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/225:28 pmSWF - BGR
1 stop24h 19mAllegiant Air
Sun 12/285:38 pmBGR - SWF
1 stop18h 24mAllegiant Air
Deal found 12/16$721
This Kiwi.com deal was found by Cheapflights users on 12/17. 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.
Tue 12/2311:43 amSWF - BOS
1 stop22h 18mMultiple Airlines
Thu 12/2512:45 pmBOS - SWF
2 stops22h 22mMultiple Airlines
Deal found 12/17$784
This Mytrip deal was found by Cheapflights users on 12/16. 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.
Mon 12/228:25 pmSWF - BOS
1 stop14h 25mMultiple Airlines
Sun 12/2812:29 pmBOS - SWF
2 stops22h 18mMultiple Airlines
Deal found 12/16$864
This Kiwi.com deal was found by Cheapflights users on 12/16. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/228:25 pmSWF - BOS
1 stop27h 32mMultiple Airlines
Sat 12/277:34 pmBOS - SWF
2 stops15h 29mMultiple Airlines
Deal found 12/16$927
This Kiwi.com deal was found by Cheapflights users on 12/17. 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.
Tue 12/2311:43 amSWF - PWM
1 stop22h 53mBreeze Airways
Sat 12/2711:16 amPWM - SWF
1 stop23h 47mBreeze Airways
Deal found 12/17$969
This Kiwi.com deal was found by Cheapflights users on 12/16. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/2311:43 amSWF - BOS
1 stop22h 18mMultiple Airlines
Sat 12/277:34 pmBOS - SWF
2 stops15h 29mMultiple Airlines
Deal found 12/16$991

Find flight deals from Stewart to Maine

Keep the following information in mind while searching for Stewart to Maine flight deals. Data was last updated December 18, 2025.

Most accurate provider

CheapOair
3 stars

Most trusted provider

CheapOair
3 stars

Round-trip from

$189
(Kiwi.com)

One-way from

$88
(Mytrip)

Popular in

April

Cheapest in

November

Average price

$225
Provider with most accurate pricing for New York (NYC)-Boston Logan Intl flight deals.
Search Deals
Provider most trusted by Cheapflights users for New York (NYC)-Boston Logan Intl flights.
Search Deals
From New Windsor Stewart to Maine
Search Deals
One-way flight from New Windsor Stewart to Maine
Search Deals
Highest demand for flights based on searches. 3% potential increase in price ($8 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 0% potential price decrease ($3 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Stewart to Maine 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 December 18, 2025.
Use the filters below to find and compare flights from New Windsor to Maine that are best for you.

Fly from

Stewart

Fly to

Maine

Route

Depart

Return

Price

New WindsorBoston

SWF - BOS

SWFBOS

New Windsor Stewart

Mon 2/2

7:33 pm-11:19 pm

1 stop27h 46m

Boston Logan Intl

Mon 2/9

7:00 am-6:43 pm

1 stop11h 43m

$189

New WindsorBoston

SWF - BOS

SWFBOS

New Windsor Stewart

Mon 1/19

11:09 am-1:03 am

2 stops37h 54m

Boston Logan Intl

Thu 1/29

5:27 pm-10:19 am

1 stop16h 52m

$213

New WindsorBangor

SWF - BGR

SWFBGR

New Windsor Stewart

Wed 12/31

5:34 pm-4:05 pm

1 stop22h 31m

Bangor

Sun 1/4

5:38 pm-12:02 pm

1 stop18h 24m

$440

New WindsorBangor

SWF - BGR

SWFBGR

New Windsor Stewart

Wed 12/31

5:34 pm-4:05 pm

1 stop22h 31m

Bangor

Sun 1/4

7:43 pm-11:44 am

2 stops16h 01m

$477

New WindsorBoston

SWF - BOS

SWFBOS

New Windsor Stewart

Thu 3/5

10:09 am-11:57 pm

1 stop13h 48m

Boston Logan Intl

Sun 3/8

9:57 am-5:06 pm

1 stop7h 09m

$490

New WindsorBangor

SWF - BGR

SWFBGR

New Windsor Stewart

Thu 3/19

8:40 pm-6:37 pm

1 stop21h 57m

Bangor

Thu 3/26

10:11 am-8:57 am

1 stop22h 46m

$572

New WindsorPortland

SWF - PWM

SWFPWM

New Windsor Stewart

Thu 1/29

12:13 pm-9:07 am

1 stop20h 54m

Portland

Wed 2/4

10:57 am-11:08 am

1 stop24h 11m

$602

New WindsorBoston

SWF - BOS

SWFBOS

New Windsor Stewart

Fri 1/2

11:57 am-8:10 am

2 stops20h 13m

Boston Logan Intl

Sun 1/4

9:00 am-12:02 pm

2 stops27h 02m

$759

New WindsorBangor

SWF - BGR

SWFBGR

New Windsor Stewart

Wed 12/31

5:34 pm-4:05 pm

1 stop22h 31m

Bangor

Sat 1/3

10:40 am-7:55 pm

1 stop9h 15m

$810

New WindsorBangor

SWF - BGR

SWFBGR

New Windsor Stewart

Tue 12/30

4:50 pm-10:25 am

1 stop17h 35m

Bangor

Sat 1/3

10:40 am-7:55 pm

1 stop9h 15m

$1,023

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/16

Showing 1-10 of 34 results
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Best time to book a flight from Stewart to Maine

Have a flexible travel schedule? Discover the best time to fly to Maine 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 Maine

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

Currently, April is the cheapest month in which you can book a flight from New Windsor to Maine (average of $58). Flying from New Windsor to Maine in February is currently the most expensive (average of $206). 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 Stewart to Maine. 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 Maine?

    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 Maine.

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

    For as low as $602, Allegiant Air can have you in Maine from New Windsor in 20h 54m. There are 243 mi between New Windsor and Maine. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

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

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

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

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

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

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

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

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

    Currently, April is the cheapest month in which you can book a flight from New Windsor to Maine (average of $58). Flying from New Windsor to Maine in February is currently the most expensive (average of $206). 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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