HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Maine

$113+ 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 1/30. Fares are subject to change and may not be available on all flights or dates of travel.
SWF — PWM
Feb 14 — Feb 211
Sat 2/14
Sat 2/21
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Stewart to Maine with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheap flight deals from Stewart to Maine

Keep the following information in mind while searching for Stewart to Maine flight deals. Data was last updated January 15, 2026.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$303
(Kiwi.com)

One-way from

$113
(Kiwi.com)

Popular in

January

Cheapest in

April

Average price

$312
Provider with most accurate pricing for New York (NYC)-Portland flight deals.
Search Deals
Provider most trusted by Cheapflights users for New York (NYC)-Portland 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. 14% potential increase in price ($42 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($6 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
Search Deals

Find 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 January 15, 2026.

This Kiwi.com deal was found by Cheapflights users on 1/14. 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.
Fri 1/3011:09 am
SWF
-
BOS
1 stop12h 48m
Multiple Airlines
Sat 1/313:43 pm
BOS
-
SWF
1 stop19h 50m
Multiple Airlines
Deal found 1/14$303
This Kiwi.com deal was found by Cheapflights users on 1/15. 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.
Thu 8/279:38 am
SWF
-
PWM
1 stop23h 34m
Breeze Airways
Mon 8/319:52 am
PWM
-
SWF
1 stop25h 16m
Breeze Airways
Deal found 1/15$314
This Kiwi.com deal was found by Cheapflights users on 1/15. 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.
Wed 6/312:05 pm
SWF
-
BGR
1 stop6h 14m
Multiple Airlines
Sun 6/711:03 am
BGR
-
SWF
1 stop21h 46m
Multiple Airlines
Deal found 1/15$327
This Kiwi.com deal was found by Cheapflights users on 1/14. 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.
Thu 5/1411:45 am
SWF
-
BOS
1 stop12h 14m
Multiple Airlines
Wed 5/206:29 pm
BOS
-
SWF
2 stops14h 29m
Multiple Airlines
Deal found 1/14$334
This Kiwi.com deal was found by Cheapflights users on 1/13. 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.
Thu 2/1211:42 am
SWF
-
BOS
1 stop12h 02m
Multiple Airlines
Thu 2/199:57 am
BOS
-
SWF
1 stop7h 15m
Multiple Airlines
Deal found 1/13$338
This Kiwi.com deal was found by Cheapflights users on 1/14. 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.
Fri 3/2012:11 pm
SWF
-
BOS
2 stops9h 01m
Multiple Airlines
Sun 3/224:23 pm
BOS
-
SWF
1 stop16h 34m
Multiple Airlines
Deal found 1/14$354
This Kiwi.com deal was found by Cheapflights users on 1/14. 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.
Fri 3/2012:11 pm
SWF
-
BOS
2 stops9h 22m
Multiple Airlines
Sat 3/215:49 pm
BOS
-
SWF
1 stop15h 50m
Multiple Airlines
Deal found 1/14$360
This Kiwi.com deal was found by Cheapflights users on 1/15. 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.
Sun 3/111:52 am
SWF
-
BOS
2 stops27h 35m
Multiple Airlines
Sun 3/89:57 am
BOS
-
SWF
1 stop7h 09m
Multiple Airlines
Deal found 1/15$376
This Kiwi.com deal was found by Cheapflights users on 1/15. 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.
Sat 5/2312:05 pm
SWF
-
BGR
1 stop6h 14m
Multiple Airlines
Wed 5/2710:06 am
BGR
-
SWF
2 stops23h 32m
Multiple Airlines
Deal found 1/15$440
This Kiwi.com deal was found by Cheapflights users on 1/14. 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.
Wed 7/1512:05 pm
SWF
-
BGR
1 stop6h 14m
Multiple Airlines
Sun 7/1911:01 am
BGR
-
SWF
2 stops24h 34m
Multiple Airlines
Deal found 1/14$484
This Kiwi.com deal was found by Cheapflights users on 1/15. 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.
Thu 7/239:38 am
SWF
-
PWM
1 stop23h 34m
Breeze Airways
Mon 7/279:52 am
PWM
-
SWF
1 stop25h 16m
Breeze Airways
Deal found 1/15$533
This Kiwi.com deal was found by Cheapflights users on 1/14. 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.
Sat 2/145:59 pm
SWF
-
BGR
1 stop15h 54m
Multiple Airlines
Mon 2/166:54 pm
BGR
-
SWF
1 stop16h 57m
Multiple Airlines
Deal found 1/14$552

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 January 15, 2026.
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

Fri 1/30

11:09 am-11:57 pm

1 stop12h 48m

Boston Logan Intl

Sat 1/31

3:43 pm-11:33 am

1 stop19h 50m

$303

New WindsorBoston

SWF - BOS

SWFBOS

New Windsor Stewart

Thu 2/12

11:42 am-11:44 pm

1 stop12h 02m

Boston Logan Intl

Thu 2/19

9:57 am-5:12 pm

1 stop7h 15m

$338

New WindsorBoston

SWF - BOS

SWFBOS

New Windsor Stewart

Fri 3/20

12:11 pm-9:12 pm

2 stops9h 01m

Boston Logan Intl

Sun 3/22

4:23 pm-8:57 am

1 stop16h 34m

$354

New WindsorBoston

SWF - BOS

SWFBOS

New Windsor Stewart

Fri 3/20

12:11 pm-9:33 pm

2 stops9h 22m

Boston Logan Intl

Sat 3/21

5:49 pm-9:39 am

1 stop15h 50m

$360

New WindsorBoston

SWF - BOS

SWFBOS

New Windsor Stewart

Sun 3/1

11:52 am-3:27 pm

2 stops27h 35m

Boston Logan Intl

Sun 3/8

9:57 am-5:06 pm

1 stop7h 09m

$376

New WindsorBoston

SWF - BOS

SWFBOS

New Windsor Stewart

Thu 2/12

11:42 am-11:44 pm

1 stop12h 02m

Boston Logan Intl

Sun 2/15

9:29 am-10:14 am

2 stops24h 45m

$493

New WindsorBangor

SWF - BGR

SWFBGR

New Windsor Stewart

Sat 2/14

5:59 pm-9:53 am

1 stop15h 54m

Bangor

Mon 2/16

6:54 pm-11:51 am

1 stop16h 57m

$552

New WindsorPortland

SWF - PWM

SWFPWM

New Windsor Stewart

Mon 7/13

5:49 pm-2:31 pm

2 stops20h 42m

Portland

Wed 7/22

6:26 pm-10:55 am

1 stop16h 29m

$589

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

$616

New WindsorPortland

SWF - PWM

SWFPWM

New Windsor Stewart

Thu 6/25

9:38 am-9:12 am

1 stop23h 34m

Portland

Tue 6/30

3:16 pm-11:25 am

2 stops20h 09m

$625

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/13

Showing 1-10 of 38 results
1
2
3
4

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 March is currently the most expensive (average of $173). 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 $616, Breeze Airways can have you in Maine from New Windsor in 20h 54m. There are 243 mi between New Windsor and Maine.

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

    Most travelers choose New Windsor Stewart - Boston Logan Intl, New Windsor Stewart - Bangor or New Windsor Stewart - Portland 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 March is currently the most expensive (average of $173). 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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Stewart to Maine

See prices for flight routes from nearby airports that may be better suited for you.
John F Kennedy Intl to Fort Lauderdale flights
John F Kennedy Intl to Miami flights
Newark to Miami flights
Newark to Fort Lauderdale flights
LaGuardia to Fort Lauderdale flights
LaGuardia to Miami flights
John F Kennedy Intl to West Palm Beach flights
Newark to West Palm Beach flights
John F Kennedy Intl to Orlando flights
John F Kennedy Intl to Las Vegas flights
John F Kennedy Intl to Los Angeles flights
Newark to Las Vegas flights
Newark to Orlando flights
John F Kennedy Intl to Tampa flights
Newark to Tampa flights
John F Kennedy Intl to Dallas/Fort Worth flights
LaGuardia to Orlando flights
LaGuardia to Tampa flights
John F Kennedy Intl to Sky Harbor Intl flights
LaGuardia to Dallas/Fort Worth flights
Newark to Los Angeles flights
John F Kennedy Intl to San Francisco flights
LaGuardia to West Palm Beach flights
John F Kennedy Intl to O'Hare Intl flights
Newark to Sky Harbor Intl flights
LaGuardia to New Orleans flights
Newark to Hobby flights
Newark to New Orleans flights
John F Kennedy Intl to Hobby flights
LaGuardia to Las Vegas flights
LaGuardia to Los Angeles flights
John F Kennedy Intl to New Orleans flights
Newark to Fort Myers flights
John F Kennedy Intl to Atlanta flights
LaGuardia to Hobby flights
Newark to Dallas/Fort Worth flights
Newark to Denver flights
Newark to San Francisco flights
John F Kennedy Intl to Denver flights
John F Kennedy Intl to Salt Lake City flights
John F Kennedy Intl to Fort Myers flights
LaGuardia to Denver flights
LaGuardia to Atlanta flights
LaGuardia to Fort Myers flights
John F Kennedy Intl to Seattle flights
John F Kennedy Intl to Austin flights
John F Kennedy Intl to George Bush Intcntl flights
Newark to Seattle flights
Newark to George Bush Intcntl flights
White Plains to Orlando flights

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.