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Stewart

$102+ 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 5/18. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — SWF
Apr 29 — May 61
Tue 4/29
Tue 5/6
1 adult, Economy
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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 April 24, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$233
(Mytrip)

One-way from

$108
(Mytrip)

Popular in

February

Cheapest in

September

Average price

$239
Provider with most accurate pricing for Portland-New York (NYC) flight deals.
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Provider most trusted by Cheapflights users for Portland-New York (NYC) flights.
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From Maine to New Windsor Stewart
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One-way flight from Maine to New Windsor Stewart
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Highest demand for flights based on searches. 17% potential increase in price ($46 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($5 potential savings vs. average RT price).
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Average for round-trip flights in April 2025
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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 April 24, 2025.

This Mytrip deal was found by Cheapflights users on 4/23. 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.
Thu 5/83:49 pmBOS - SWF
1 stop19h 11mMultiple Airlines
Fri 5/1611:55 amSWF - BOS
1 stop11h 34mMultiple Airlines
Deal found 4/23$233
This Mytrip deal was found by Cheapflights users on 4/23. 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 5/187:50 pmBGR - SWF
2 stops22h 12mMultiple Airlines
Wed 5/216:42 pmSWF - BGR
1 stop24h 28mMultiple Airlines
Deal found 4/23$602
This FlightHub deal was found by Cheapflights users on 4/23. 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.
Mon 7/216:05 pmPWM - SWF
1 stop17h 51mBreeze Airways
Thu 7/247:52 pmSWF - PWM
1 stop21h 33mBreeze Airways
Deal found 4/23$640
This Mytrip deal was found by Cheapflights users on 4/23. 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.
Thu 6/193:17 pmPWM - SWF
2 stops26h 04mMultiple Airlines
Sun 6/226:41 pmSWF - PWM
2 stops23h 57mMultiple Airlines
Deal found 4/23$700

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 April 24, 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

Thu 5/8

3:49 pm-11:00 am

1 stop19h 11m

New Windsor Stewart

Fri 5/16

11:55 am-11:29 pm

1 stop11h 34m

$233

BangorNew Windsor

BGR - SWF

BGRSWF

Bangor

Sun 5/18

7:50 pm-6:02 pm

2 stops22h 12m

New Windsor Stewart

Wed 5/21

6:42 pm-7:10 pm

1 stop24h 28m

$602

PortlandNew Windsor

PWM - SWF

PWMSWF

Portland

Mon 7/21

6:05 pm-11:56 am

1 stop17h 51m

New Windsor Stewart

Thu 7/24

7:52 pm-5:25 pm

1 stop21h 33m

$640

PortlandNew Windsor

PWM - SWF

PWMSWF

Portland

Thu 6/19

3:17 pm-5:21 pm

2 stops26h 04m

New Windsor Stewart

Sun 6/22

6:41 pm-6:38 pm

2 stops23h 57m

$700

BostonNew Windsor

BOS - SWF

BOSSWF

Boston Logan Intl

Sun 5/18

6:10 am-11:05 am

1 stop28h 55m

$102

BangorNew Windsor

BGR - SWF

BGRSWF

Bangor

Sun 5/11

7:24 pm-7:49 pm

1 stop24h 25m

$167

BostonNew Windsor

BOS - SWF

BOSSWF

Boston Logan Intl

Fri 6/27

9:02 am-10:11 am

2 stops25h 09m

$182

BangorNew Windsor

BGR - SWF

BGRSWF

Bangor

Sun 6/8

7:15 pm-6:28 pm

2 stops23h 13m

$223

PortlandNew Windsor

PWM - SWF

PWMSWF

Portland

Sun 6/8

3:17 pm-6:28 pm

2 stops27h 11m

$285

BangorNew Windsor

BGR - SWF

BGRSWF

Bangor

Sun 7/13

7:15 pm-12:48 pm

2 stops17h 33m

$327

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/22

Showing 1-10 of 11 results
1
2

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, October is the cheapest month in which you can book a flight from Maine to New Windsor (average of $109). Flying from Maine to New Windsor in August is currently the most expensive (average of $224). 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 Stewart

Get insights into the airlines that provide service to Stewart. 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 Stewart. Reviews last updated April 24, 2025.
Breeze Airways
8.1
Very good
159 reviews

Overall

8.1

Food

6.7

Comfort

8.2

Entertainment

6.7

Crew

8.8

Boarding

8.3

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
159 reviews
Breeze Airways
8.1
Very good
159 reviews

Overall

8.1

Food

6.7

Comfort

8.2

Entertainment

6.7

Crew

8.8

Boarding

8.3

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!
Allegiant Air
7.3
Good
734 reviews
Breeze Airways
8.1
Very good
159 reviews

Overall

8.1

Food

6.7

Comfort

8.2

Entertainment

6.7

Crew

8.8

Boarding

8.3

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 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.

  • 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, October is the cheapest month in which you can book a flight from Maine to New Windsor (average of $109). Flying from Maine to New Windsor in August is currently the most expensive (average of $224). 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 Maine?

Book flights to Maine if you plan to visit one of these locations
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