What airlines fly to Portland, Maine?

United Airlines, Delta and JetBlue are the top three most popular airlines that fly to Portland, Maine from New Windsor according to our data. United Airlines is the first choice among our users, with 45% of people opting to fly with this airline when traveling to Portland, Maine. Keep in mind that there are 5 different airlines that fly to Portland, Maine on a routine basis, so you have a few additional options to choose from.

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

Breeze Airways is the most popular carrier operating from New Windsor Stewart to Portland

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

Prices for flights from New Windsor Stewart Airport to Portland Airport were last updated today.

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

The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from New Windsor Stewart Airport to Portland Airport.

What documentation or ID do you need to fly to Portland Airport?

The travel and health documents you'll need for your trip to Portland 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 Portland Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

$154 Cheap Flights from New Windsor to Portland in 2026

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Find the cheapest flights from New Windsor to Portland

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Cheap round-trip flights

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12:15 pm - 11:22 am

SWF

PWM

23h 07m2 stops

3:16 pm - 11:25 am

PWM

SWF

20h 09m2 stops

$630Breeze Airways

Fri, May 22 - Tue, May 26

12:11 pm - 10:17 am

SWF

PWM

22h 06m2 stops

10:57 am - 11:08 am

PWM

SWF

24h 11m1 stop

$792Breeze Airways

Fri, Mar 13 - Wed, Mar 18

11:48 am - 9:07 am

SWF

PWM

21h 19m1 stop

10:57 am - 11:08 am

PWM

SWF

24h 11m1 stop

$817Breeze Airways

Thu, Mar 26 - Wed, Apr 1

Breeze Airways flights from New Windsor to Portland, Maine

Our best Breeze Airways deals on New Windsor to Portland, Maine flight tickets

Breeze Airways

May 22

SWF12:15 pmNew Windsor Stewart

23h 07m

2 stops

PWM11:22 amPortland

May 26

PWM3:16 pmPortland

20h 09m

2 stops

SWF11:25 amNew Windsor Stewart

$630

Find similar

Breeze Airways

Jan 2

SWF12:24 pmNew Windsor Stewart

22h 12m

2 stops

PWM10:36 amPortland

Jan 21

PWM11:02 amPortland

24h 31m

1 stop

SWF11:33 amNew Windsor Stewart

$707

Find similar

Breeze Airways

Jan 4

SWF11:43 amNew Windsor Stewart

21h 23m

1 stop

PWM9:06 amPortland

Jan 21

PWM11:02 amPortland

24h 31m

1 stop

SWF11:33 amNew Windsor Stewart

$781

Find similar

momondo Fare Finder

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

Fly from

Fly to

Route

Depart

Return

Price

New WindsorPortland

SWF - PWM

SWFPWM

New Windsor Stewart

Fri 5/22

12:15 pm-11:22 am

2 stops23h 07m

Portland

Tue 5/26

3:16 pm-11:25 am

2 stops20h 09m

$630

New WindsorPortland

SWF - PWM

SWFPWM

New Windsor Stewart

Fri 3/13

12:11 pm-10:17 am

2 stops22h 06m

Portland

Wed 3/18

10:57 am-11:08 am

1 stop24h 11m

$792

New WindsorPortland

SWF - PWM

SWFPWM

New Windsor Stewart

Thu 3/26

11:48 am-9:07 am

1 stop21h 19m

Portland

Wed 4/1

10:57 am-11:08 am

1 stop24h 11m

$817

New WindsorPortland

SWF - PWM

SWFPWM

New Windsor Stewart

Sun 1/18

12:13 pm-9:07 am

1 stop20h 54m

$165

New WindsorPortland

SWF - PWM

SWFPWM

New Windsor Stewart

Fri 1/23

12:11 pm-5:38 pm

2 stops29h 27m

$168

New WindsorPortland

SWF - PWM

SWFPWM

New Windsor Stewart

Thu 2/5

11:48 am-9:07 am

1 stop21h 19m

$171

New WindsorPortland

SWF - PWM

SWFPWM

New Windsor Stewart

Thu 1/8

12:13 pm-9:07 am

1 stop20h 54m

$176

New WindsorPortland

SWF - PWM

SWFPWM

New Windsor Stewart

Thu 1/8

12:13 pm-9:07 am

1 stop20h 54m

$199

New WindsorPortland

SWF - PWM

SWFPWM

New Windsor Stewart

Thu 1/15

12:13 pm-9:07 am

1 stop20h 54m

$210

New WindsorPortland

SWF - PWM

SWFPWM

New Windsor Stewart

Thu 1/8

12:13 pm-4:26 pm

2 stops28h 13m

$221

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 13 resultsSorted by cheapest first

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

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

Prices

Airlines

What is the cheapest day to depart on your flight to Portland, Maine?

On average, the least expensive day to fly to Portland, Maine from New Windsor is on a Wednesday. momondo users have found tickets for Wednesday departures for as low as $216. However, this price may fluctuate depending on the airline, the season, and holidays. On the other hand, Friday is the most expensive day to depart from New Windsor because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $286.

What is the cheapest time of day to depart on your flight to Portland, Maine?

In the evening is the cheapest time of day to fly from New Windsor to Portland, Maine when you can find flight prices for as low as $213. Flying to Portland, Maine in the evening is an ideal time because this is during off-peak travel hours. Try not to purchase tickets in the afternoon because they tend to be around $290. Of course, these prices can vary depending on the time of year and what airport you fly to.

When to book flights from New Windsor to Portland, Maine

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

Estimated round-trip price

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

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

Fastest flight time	21h 19m
Direct flights	None

The fastest flight from New Windsor to Portland, Maine takes 21h 19m

There are no direct flights from New Windsor to Portland, Maine. There are no popular flight routes from New Windsor to Portland, Maine.

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How far is New Windsor Stewart to Portland by plane?
Portland is 243.8 mi away from New Windsor Stewart. Typically, this will take 21h 19m by plane in normal conditions.
When did momondo last update prices for flights from New Windsor Stewart Airport to Portland Airport?
Prices for flights from New Windsor Stewart Airport to Portland Airport were last updated today.
How old do you have to be to fly from New Windsor Stewart Airport to Portland Airport?
The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from New Windsor Stewart Airport to Portland Airport.
What documentation or ID do you need to fly to Portland Airport?
The travel and health documents you'll need for your trip to Portland 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 Portland Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

North Conway

Boothbay Harbor

Jackson

Conway

Freeport

Lewiston

Brunswick

Bartlett

Gorham

Auburn

Windham

Intervale

Oxford

Bath

Georgetown

Falmouth

Tamworth

Why use momondo?

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

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Portland from New Windsor.

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

All flight searches from New Windsor to Portland on momondo can be filtered to show those which offer flexible booking policies.

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

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 Portland from New Windsor.

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

If you are not ready to book a flight from New Windsor to Portland now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Portland and let you know when they change.