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Cheap flights from Portland, Maine to New York from $192

1 adult
1 adult, Economy, 0 bags

Find the cheapest flights from Portland, Maine to New York

Cheap round-trip flights

Enter your travel dates to find the best prices.
Multiple Airlines Logo
5:09 pm - 11:39 amPWM  Portland-SWF New Windsor Stewart
18h 30m1 stop Raleigh-Durham
Multiple Airlines Logo
11:06 am - 10:28 amSWF  New Windsor Stewart-PWM Portland
23h 22m1 stop Orlando Sanford Intl
$437Multiple Airlines
Tue, Sep 15 - Fri, Sep 18
Multiple Airlines Logo
6:31 pm - 10:23 amPWM  Portland-SWF New Windsor Stewart
15h 52m1 stop Tampa
Multiple Airlines Logo
10:56 am - 9:08 amSWF  New Windsor Stewart-PWM Portland
22h 12m1 stop Orlando
$443Multiple Airlines
Sat, Sep 26 - Thu, Oct 1
Breeze Airways Logo
3:10 pm - 11:36 amPWM  Portland-SWF New Windsor Stewart
20h 26m2 stops Pittsburgh Charleston
Breeze Airways Logo
10:56 am - 9:08 amSWF  New Windsor Stewart-PWM Portland
22h 12m1 stop Orlando
$445Breeze Airways
Sun, Nov 1 - Thu, Nov 5
Multiple Airlines Logo
6:31 pm - 10:23 amPWM  Portland-SWF New Windsor Stewart
15h 52m1 stop Tampa
Multiple Airlines Logo
10:56 am - 9:08 amSWF  New Windsor Stewart-PWM Portland
22h 12m1 stop Orlando
$447Multiple Airlines
Sat, Sep 26 - Thu, Oct 1
Breeze Airways Logo
3:53 pm - 11:39 amPWM  Portland-SWF New Windsor Stewart
19h 46m2 stops Columbus Raleigh-Durham
Breeze Airways Logo
10:48 am - 4:55 pmSWF  New Windsor Stewart-PWM Portland
6h 07m1 stop Charleston
$482Breeze Airways
Fri, Sep 18 - Fri, Sep 25
Breeze Airways Logo
5:09 pm - 11:39 amPWM  Portland-SWF New Windsor Stewart
18h 30m1 stop Raleigh-Durham
Breeze Airways Logo
10:56 am - 7:34 pmSWF  New Windsor Stewart-PWM Portland
8h 38m1 stop Orlando
$507Breeze Airways
Tue, Sep 22 - Thu, Sep 24
Multiple Airlines Logo
7:00 am - 12:21 pmPWM  Portland-SWF New Windsor Stewart
29h 21m2 stops Akron/Canton Myrtle Beach Intl
Multiple Airlines Logo
10:56 am - 7:34 pmSWF  New Windsor Stewart-PWM Portland
8h 38m1 stop Orlando
$515Multiple Airlines
Thu, Sep 17 - Thu, Sep 24
Multiple Airlines Logo
7:00 am - 5:31 pmPWM  Portland-SWF New Windsor Stewart
10h 31m2 stops Akron/Canton Myrtle Beach Intl
Multiple Airlines Logo
10:56 am - 7:34 pmSWF  New Windsor Stewart-PWM Portland
8h 38m1 stop Orlando
$524Multiple Airlines
Thu, Sep 17 - Thu, Sep 24
Multiple Airlines Logo
7:00 am - 4:58 pmPWM  Portland-SWF New Windsor Stewart
9h 58m2 stops Akron/Canton Myrtle Beach Intl
Multiple Airlines Logo
10:56 am - 9:08 amSWF  New Windsor Stewart-PWM Portland
22h 12m1 stop Orlando
$533Multiple Airlines
Sun, Oct 11 - Thu, Oct 15
Multiple Airlines Logo
7:00 am - 5:31 pmPWM  Portland-SWF New Windsor Stewart
10h 31m2 stops Akron/Canton Myrtle Beach Intl
Multiple Airlines Logo
10:56 am - 9:08 amSWF  New Windsor Stewart-PWM Portland
22h 12m1 stop Orlando
$537Multiple Airlines
Sun, Sep 13 - Sun, Sep 20

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Breeze Airways flights from Portland, Maine to New Windsor

Our best Breeze Airways deals on Portland, Maine to New Windsor flight tickets
Breeze Airways
Nov 1
PWM3:10 pmPortland
20h 26m
2 stops
SWF11:36 amNew Windsor Stewart
Nov 5
SWF10:56 amNew Windsor Stewart
22h 12m
1 stop
PWM9:08 amPortland
$445
Breeze Airways
Sep 18
PWM3:53 pmPortland
19h 46m
2 stops
SWF11:39 amNew Windsor Stewart
Sep 25
SWF10:48 amNew Windsor Stewart
6h 07m
1 stop
PWM4:55 pmPortland
$482
Breeze Airways
Sep 22
PWM5:09 pmPortland
18h 30m
1 stop
SWF11:39 amNew Windsor Stewart
Sep 24
SWF10:56 amNew Windsor Stewart
8h 38m
1 stop
PWM7:34 pmPortland
$507

momondo Fare Finder

 
Use the filters below to find and compare flights from Portland, Maine to New Windsor that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

PortlandNew Windsor

PWM Portland - SWF New Windsor Stewart

PWMSWF

Portland

Tue 9/15

5:09 pm-11:39 am

1 stop18h 30m

New Windsor Stewart

Fri 9/18

11:06 am-10:28 am

1 stop23h 22m

$437

PortlandNew Windsor

PWM Portland - SWF New Windsor Stewart

PWMSWF

Portland

Sat 9/26

6:31 pm-10:23 am

1 stop15h 52m

New Windsor Stewart

Thu 10/1

10:56 am-9:08 am

1 stop22h 12m

$443

PortlandNew Windsor

PWM Portland - SWF New Windsor Stewart

PWMSWF

Portland

Sun 11/1

3:10 pm-11:36 am

2 stops20h 26m

New Windsor Stewart

Thu 11/5

10:56 am-9:08 am

1 stop22h 12m

$445

PortlandNew Windsor

PWM Portland - SWF New Windsor Stewart

PWMSWF

Portland

Sat 9/26

6:31 pm-10:23 am

1 stop15h 52m

New Windsor Stewart

Thu 10/1

10:56 am-9:08 am

1 stop22h 12m

$447

PortlandNew Windsor

PWM Portland - SWF New Windsor Stewart

PWMSWF

Portland

Fri 9/18

3:53 pm-11:39 am

2 stops19h 46m

New Windsor Stewart

Fri 9/25

10:48 am-4:55 pm

1 stop6h 07m

$482

PortlandNew Windsor

PWM Portland - SWF New Windsor Stewart

PWMSWF

Portland

Tue 9/22

5:09 pm-11:39 am

1 stop18h 30m

New Windsor Stewart

Thu 9/24

10:56 am-7:34 pm

1 stop8h 38m

$507

PortlandNew Windsor

PWM Portland - SWF New Windsor Stewart

PWMSWF

Portland

Thu 9/17

7:00 am-12:21 pm

2 stops29h 21m

New Windsor Stewart

Thu 9/24

10:56 am-7:34 pm

1 stop8h 38m

$515
Quickest round-trip

PortlandNew Windsor

PWM Portland - SWF New Windsor Stewart

PWMSWF

Portland

Thu 9/17

7:00 am-5:31 pm

2 stops10h 31m

New Windsor Stewart

Thu 9/24

10:56 am-7:34 pm

1 stop8h 38m

$524

PortlandNew Windsor

PWM Portland - SWF New Windsor Stewart

PWMSWF

Portland

Sun 10/11

7:00 am-4:58 pm

2 stops9h 58m

New Windsor Stewart

Thu 10/15

10:56 am-9:08 am

1 stop22h 12m

$533

PortlandNew Windsor

PWM Portland - SWF New Windsor Stewart

PWMSWF

Portland

Sun 9/13

7:00 am-5:31 pm

2 stops10h 31m

New Windsor Stewart

Sun 9/20

10:56 am-9:08 am

1 stop22h 12m

$537

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 Portland, 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 Portland to New Windsor Stewart?

Breeze Airways is the most popular carrier operating from Portland 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 Portland, Maine according to our data. United Airlines is the first choice among our users, with 40% 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.

When to book flights from Portland, Maine to New Windsor

Are you open to changing your travel dates? Check out the ideal times to fly from Portland, Maine to New Windsor according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Portland, Maine to New Windsor (PWM to SWF) flight deals and tips

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

Best Price Found

$192

Fastest flight time

18h 04m

Direct flights

None
The best one-way flight to New Windsor from Portland, Maine in the past 72 hours is $192. The best round-trip flight deal from Portland, Maine to New Windsor found on momondo in the last 72 hours is $437.
The fastest flight from Portland, Maine to New Windsor takes 18h 04m
There are no direct flights from Portland, Maine to New Windsor. There are no popular flight routes from Portland, Maine to New Windsor.
Search flight deals

Frequently asked questions about flying from Portland, Maine to New Windsor

  • How far is Portland to New Windsor Stewart by plane?

    A flight from Portland to New Windsor Stewart will travel around 243.8 mi. 18h 04m is a normal flight duration for this route.

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

    Prices for flights from Portland Airport to New Windsor Stewart Airport refresh daily.

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

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Portland to New Windsor for you.

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

Flights from Portland to New Windsor with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

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

Once all potential Portland to New Windsor flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

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

If you are simply researching potential flights to New Windsor, momondo offers a useful price alert feature which will track prices for flights to New Windsor from Portland and alert you when they change.

An easier way to manage your New Windsor trip

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