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$112+ 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 8/15. Fares are subject to change and may not be available on all flights or dates of travel.
SWF — PWM
Jul 5 — Jul 121
Sat 7/5
Sat 7/12
1 adult, Economy
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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 June 30, 2025.

Round-trip from

$228
(Mytrip)

One-way from

$112
(Mytrip)

Popular in

December

Cheapest in

August

Average price

$267
From New Windsor Stewart to Maine
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One-way flight from New Windsor Stewart to Maine
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Highest demand for flights based on searches. 16% potential increase in price ($43 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($9 potential savings vs. average RT price).
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Average for round-trip flights in June 2025
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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 June 30, 2025.

This Mytrip deal was found by Cheapflights users on 6/30. 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 8/225:36 pmSWF - BOS
1 stop17h 42mMultiple Airlines
Mon 8/256:05 amBOS - SWF
1 stop10h 41mMultiple Airlines
Deal found 6/30$228
This Mytrip deal was found by Cheapflights users on 6/28. 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.
Sun 7/277:52 pmSWF - BGR
1 stop13h 25mMultiple Airlines
Wed 7/3010:42 amBGR - SWF
1 stop7h 28mMultiple Airlines
Deal found 6/28$313
This Mytrip deal was found by Cheapflights users on 6/29. 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.
Sun 8/246:50 pmSWF - PWM
2 stops22h 35mMultiple Airlines
Sun 8/318:52 pmPWM - SWF
2 stops16h 13mMultiple Airlines
Deal found 6/29$522
This Gotogate deal was found by Cheapflights users on 6/29. 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.
Thu 8/147:52 pmSWF - PWM
1 stop21h 33mBreeze Airways
Mon 8/256:05 pmPWM - SWF
1 stop17h 51mBreeze Airways
Deal found 6/29$595
This FlightHub deal was found by Cheapflights users on 6/28. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/167:29 pmSWF - BGR
1 stop23h 06mBreeze Airways
Sun 8/247:15 pmBGR - SWF
2 stops17h 33mBreeze Airways
Deal found 6/28$598

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 June 30, 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

Fri 8/22

5:36 pm-11:18 am

1 stop17h 42m

Boston Logan Intl

Mon 8/25

6:05 am-4:46 pm

1 stop10h 41m

$228

New WindsorBangor

SWF - BGR

SWFBGR

New Windsor Stewart

Sun 7/27

7:52 pm-9:17 am

1 stop13h 25m

Bangor

Wed 7/30

10:42 am-6:10 pm

1 stop7h 28m

$313

New WindsorPortland

SWF - PWM

SWFPWM

New Windsor Stewart

Sun 8/24

6:50 pm-5:25 pm

2 stops22h 35m

Portland

Sun 8/31

8:52 pm-1:05 pm

2 stops16h 13m

$522

New WindsorPortland

SWF - PWM

SWFPWM

New Windsor Stewart

Thu 8/14

7:52 pm-5:25 pm

1 stop21h 33m

Portland

Mon 8/25

6:05 pm-11:56 am

1 stop17h 51m

$595

New WindsorBangor

SWF - BGR

SWFBGR

New Windsor Stewart

Sat 8/16

7:29 pm-6:35 pm

1 stop23h 06m

Bangor

Sun 8/24

7:15 pm-12:48 pm

2 stops17h 33m

$598

New WindsorBoston

SWF - BOS

SWFBOS

New Windsor Stewart

Fri 8/15

7:37 pm-11:18 am

1 stop15h 41m

$112

New WindsorPortland

SWF - PWM

SWFPWM

New Windsor Stewart

Fri 8/8

7:56 pm-11:35 am

3 stops39h 39m

$218

New WindsorBangor

SWF - BGR

SWFBGR

New Windsor Stewart

Sat 8/16

7:29 pm-6:35 pm

1 stop23h 06m

$280

New WindsorPortland

SWF - PWM

SWFPWM

New Windsor Stewart

Thu 8/14

7:52 pm-5:25 pm

1 stop21h 33m

$285

New WindsorBangor

SWF - BGR

SWFBGR

New Windsor Stewart

Mon 7/28

1:28 pm-11:34 am

2 stops22h 06m

$352

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/30

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, January is the cheapest month in which you can book a flight from New Windsor to Maine (average of $296). Flying from New Windsor to Maine in July is currently the most expensive (average of $394). 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.

Reviews of airlines servicing Maine

Get insights into the airlines that provide service to Maine. 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 Maine. Reviews last updated June 30, 2025.
Peruse reviews from past customers who have flown with Breeze Airways from New Windsor to Maine to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Breeze Airways
8.1
Very good
182 reviews

Overall

8.1

Entertainment

6.6

Comfort

8.2

Food

6.8

Crew

8.8

Boarding

8.4

Reviews

1 / 11
10.0
Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!
Breeze Airways
8.1
Very good
182 reviews
Breeze Airways
8.1
Very good
182 reviews

Overall

8.1

Entertainment

6.6

Comfort

8.2

Food

6.8

Crew

8.8

Boarding

8.4

Reviews

1 / 11
10.0
Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!

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.

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

    Most travelers choose New Windsor Stewart - Portland, New Windsor Stewart - Boston Logan Intl or New Windsor Stewart - Bangor 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, January is the cheapest month in which you can book a flight from New Windsor to Maine (average of $296). Flying from New Windsor to Maine in July is currently the most expensive (average of $394). 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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