Cheap flights from Maine to New York from $111

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Maine to New York departing on 4/22. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

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Cheap round-trip flights

Enter your travel dates to find the best prices.
Multiple Airlines Logo
5:45 am - 9:38 am
BOS
-
SWF
27h 53m
1 stop
Multiple Airlines Logo
6:33 pm - 8:20 am
SWF
-
BOS
13h 47m
1 stop
$290Multiple Airlines
Wed, Jun 17 - Sun, Jun 21
Multiple Airlines Logo
11:00 am - 10:55 am
BGR
-
SWF
23h 55m
1 stop
Multiple Airlines Logo
12:05 pm - 6:19 pm
SWF
-
BGR
6h 14m
1 stop
$296Multiple Airlines
Thu, May 7 - Sat, May 9
Multiple Airlines Logo
9:12 am - 11:25 am
BOS
-
SWF
26h 13m
2 stops
Multiple Airlines Logo
9:38 am - 9:42 pm
SWF
-
BOS
12h 04m
1 stop
$312Multiple Airlines
Tue, May 26 - Thu, Jun 4
Multiple Airlines Logo
9:20 am - 9:38 am
BOS
-
SWF
24h 18m
2 stops
Multiple Airlines Logo
6:33 pm - 8:20 am
SWF
-
BOS
13h 47m
1 stop
$332Multiple Airlines
Wed, Jun 17 - Sun, Jun 21
Multiple Airlines Logo
6:26 pm - 7:20 pm
PWM
-
SWF
24h 54m
1 stop
Multiple Airlines Logo
9:41 am - 4:16 pm
SWF
-
PWM
30h 35m
2 stops
$365Multiple Airlines
Wed, May 20 - Fri, May 29
Multiple Airlines Logo
12:57 pm - 10:50 am
BOS
-
SWF
21h 53m
1 stop
Multiple Airlines Logo
11:45 am - 1:31 am
SWF
-
BOS
13h 46m
2 stops
$365Multiple Airlines
Thu, Apr 30 - Sun, May 3
Multiple Airlines Logo
7:01 pm - 8:58 am
BGR
-
SWF
13h 57m
1 stop
Multiple Airlines Logo
7:58 pm - 10:13 am
SWF
-
BGR
14h 15m
1 stop
$369Multiple Airlines
Wed, Jul 29 - Wed, Aug 5
Multiple Airlines Logo
6:26 pm - 7:20 pm
PWM
-
SWF
24h 54m
1 stop
Multiple Airlines Logo
9:41 am - 9:12 am
SWF
-
PWM
23h 31m
1 stop
$372Multiple Airlines
Wed, May 20 - Fri, May 29
Breeze Airways Logo
11:07 am - 8:58 am
PWM
-
SWF
21h 51m
1 stop
Breeze Airways Logo
12:17 pm - 5:49 pm
SWF
-
PWM
5h 32m
1 stop
$574Breeze Airways
Wed, Jul 29 - Mon, Aug 3
Breeze Airways Logo
3:11 pm - 11:37 am
PWM
-
SWF
20h 26m
2 stops
Breeze Airways Logo
12:17 pm - 5:49 pm
SWF
-
PWM
5h 32m
1 stop
$698Breeze Airways
Thu, Jul 30 - Mon, Aug 3

Breeze Airways flights from Maine to New Windsor

Our best Breeze Airways deals on Maine to New Windsor flight tickets
Breeze Airways
May 29
PWM3:51 pmPortland
19h 34m
2 stops
SWF11:25 amNew Windsor Stewart
May 31
SWF9:38 amNew Windsor Stewart
23h 34m
1 stop
PWM9:12 amPortland
$722
Breeze Airways
Jul 10
PWM3:51 pmPortland
19h 34m
2 stops
SWF11:25 amNew Windsor Stewart
Jul 12
SWF9:38 amNew Windsor Stewart
23h 34m
1 stop
PWM9:12 amPortland
$732
Breeze Airways
Jul 10
PWM3:51 pmPortland
19h 34m
2 stops
SWF11:25 amNew Windsor Stewart
Jul 12
SWF9:38 amNew Windsor Stewart
23h 34m
1 stop
PWM9:12 amPortland
$744

Allegiant Air flights from Maine to New Windsor

Our best Allegiant Air deals on Maine to New Windsor flight tickets
Allegiant Air
Apr 11
BGR3:02 pmBangor
19h 53m
1 stop
SWF10:55 amNew Windsor Stewart
Apr 13
SWF11:40 amNew Windsor Stewart
24h 00m
1 stop
BGR11:40 amBangor
$535
Allegiant Air
Apr 11
BGR3:02 pmBangor
19h 53m
1 stop
SWF10:55 amNew Windsor Stewart
Apr 13
SWF11:40 amNew Windsor Stewart
24h 00m
1 stop
BGR11:40 amBangor
$621
Allegiant Air
Apr 11
BGR3:02 pmBangor
19h 53m
1 stop
SWF10:55 amNew Windsor Stewart
Apr 12
SWF7:47 pmNew Windsor Stewart
23h 19m
1 stop
BGR7:06 pmBangor
$729

momondo Fare Finder

 
Customize your flight search to find flights from Maine to New Windsor 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, momondo users made 832,500 searches. Data last updated April 8, 2026.
Use the filters below to find and compare flights from Maine to New Windsor that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

BostonNew Windsor

BOS - SWF

BOSSWF

Boston Logan Intl

Wed 6/17

5:45 am-9:38 am

1 stop27h 53m

New Windsor Stewart

Sun 6/21

6:33 pm-8:20 am

1 stop13h 47m

$290

BangorNew Windsor

BGR - SWF

BGRSWF

Bangor

Thu 5/7

11:00 am-10:55 am

1 stop23h 55m

New Windsor Stewart

Sat 5/9

12:05 pm-6:19 pm

1 stop6h 14m

$296

BostonNew Windsor

BOS - SWF

BOSSWF

Boston Logan Intl

Tue 5/26

9:12 am-11:25 am

2 stops26h 13m

New Windsor Stewart

Thu 6/4

9:38 am-9:42 pm

1 stop12h 04m

$312

BostonNew Windsor

BOS - SWF

BOSSWF

Boston Logan Intl

Wed 6/17

9:20 am-9:38 am

2 stops24h 18m

New Windsor Stewart

Sun 6/21

6:33 pm-8:20 am

1 stop13h 47m

$332

PortlandNew Windsor

PWM - SWF

PWMSWF

Portland

Wed 5/20

6:26 pm-7:20 pm

1 stop24h 54m

New Windsor Stewart

Fri 5/29

9:41 am-4:16 pm

2 stops30h 35m

$365

BostonNew Windsor

BOS - SWF

BOSSWF

Boston Logan Intl

Thu 4/30

12:57 pm-10:50 am

1 stop21h 53m

New Windsor Stewart

Sun 5/3

11:45 am-1:31 am

2 stops13h 46m

$365

BangorNew Windsor

BGR - SWF

BGRSWF

Bangor

Wed 7/29

7:01 pm-8:58 am

1 stop13h 57m

New Windsor Stewart

Wed 8/5

7:58 pm-10:13 am

1 stop14h 15m

$369

PortlandNew Windsor

PWM - SWF

PWMSWF

Portland

Wed 5/20

6:26 pm-7:20 pm

1 stop24h 54m

New Windsor Stewart

Fri 5/29

9:41 am-9:12 am

1 stop23h 31m

$372

PortlandNew Windsor

PWM - SWF

PWMSWF

Portland

Wed 7/29

11:07 am-8:58 am

1 stop21h 51m

New Windsor Stewart

Mon 8/3

12:17 pm-5:49 pm

1 stop5h 32m

$574
Quickest round-trip

PortlandNew Windsor

PWM - SWF

PWMSWF

Portland

Thu 7/30

3:11 pm-11:37 am

2 stops20h 26m

New Windsor Stewart

Mon 8/3

12:17 pm-5:49 pm

1 stop5h 32m

$698

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to New York from

How to get the cheapest flight ticket from Maine to New Windsor

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest airline that flies from Maine to New Windsor Stewart?

Allegiant Air and Breeze Airways are the most popular carriers operating from Maine to New Windsor Stewart

What airlines fly to New Windsor?

United Airlines, Delta and American Airlines are the top three most popular airlines that fly to New Windsor from Maine according to our data. United Airlines is the first choice among our users, with 48% of people opting to fly with this airline when traveling to New Windsor. Keep in mind that there are 4 different airlines that fly to New Windsor on a routine basis, so you have a few additional options to choose from.

Cheap Maine to New Windsor flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Maine to New Windsor

Fastest flight time

8h 43m

Direct flights

None
The fastest flight from Maine to New Windsor takes 8h 43m
There are no direct flights from Maine to New Windsor. There are no popular flight routes from Maine to New Windsor.

Frequently asked questions about flying from Maine to New Windsor

  • When did momondo last update prices for flights from Maine to New Windsor Stewart Airport?

    Prices for flights from Maine to New Windsor Stewart Airport are refreshed on a daily basis.

  • How old do you have to be to fly from Maine to New Windsor Stewart Airport?

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Maine to New Windsor Stewart Airport.

  • What documentation or ID do you need to fly to New Windsor Stewart Airport?

    The travel and health documents you'll need for your trip to New Windsor Stewart Airport may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at New Windsor Stewart Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

Traveling to a place near New York?

Book flights to New York if you plan to visit one of these locations
Newburgh
Kingston
Woodstock
Saugerties

Why use momondo?

Why should I use momondo to find a flight deal from Maine to New Windsor?

Finding the right flight to New Windsor from Maine is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to New Windsor quick and easy, saving you time and money.

Can I find flights from Maine to New Windsor with flexible booking policies on momondo?

Yes. All flights to New Windsor from Maine on momondo can be compared and filtered by various policies on offer, including flexible booking.

How can momondo help me find flights from Maine to New Windsor?

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to New Windsor from Maine.

I’m not ready to book a flight from Maine to New Windsor right now. Can momondo alert me if prices change?

Yes. momondo can track prices for Maine to New Windsor flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.

An easier way to manage your New Windsor trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

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1 adult
Fri 5/8
Fri 5/15

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