Which airports can I use when flying from Portland to New Windsor?

Flights from Portland to New Windsor usually depart from Portland (PWM) and arrive at New Windsor Stewart (SWF).

Do I need a passport to fly from Portland to New Windsor?

No, a passport is not required for this domestic route, but you will need a real ID-compliant driver's license, a state ID or another TSA-accepted form of identification.

Have flight prices from Portland to New Windsor changed much recently?

Yes. Based on fares seen in the past 5 days, round-trip prices on this route showed a wide range, from about $402 to $2,322. That means the highest observed fare was about 6x higher than the lowest one.

How are flight prices from Portland to New Windsor looking right now?

One-way fares from Portland to New Windsor are currently lower than usual. Average one-way flight prices are about $191, which is 77% below the typical average for this route.

What car rental options are available at New Windsor Stewart Airport (SWF)?

New Windsor Stewart Airport (SWF) hosts 5 major car rental companies, with daily rates averaging $90 for economy cars. Top options include: • Budget • Avis • Alamo • Enterprise Rent-A-Car • Empire Rent A Car

Which airline is the cheapest to fly from Portland to New Windsor?

Breeze Airways ($402) offered the cheapest round-trip ticket from Portland to New Windsor in the last 5 days.

$157 CHEAP FLIGHTS from Portland to Stewart Intl. (PWM - SWF)

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Cheapest one-way

$157

Typical prices: $798-$798

Breeze Airways

Sat 11/10

PWM - SWF • 1 stop

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Flight Deals

Cheap Flights from Portland to New Windsor (PWM-SWF)

Discover the best prices for you by selecting your travel dates on KAYAK.

Round-trip

One-way

Last minute

Recent round-trip flight deals from Portland to New Windsor

Tue, Nov 17 - Thu, Nov 19

5:09 pm - 11:39 amPWM Portland-SWF New Windsor Stewart

18h 30m1 stop Raleigh-Durham

10:56 am - 9:08 amSWF New Windsor Stewart-PWM Portland

22h 12m1 stop Orlando

$402Breeze Airways

Tue, Nov 10 - Thu, Nov 12

5:09 pm - 11:39 amPWM Portland-SWF New Windsor Stewart

18h 30m1 stop Raleigh-Durham

10:56 am - 9:08 amSWF New Windsor Stewart-PWM Portland

22h 12m1 stop Orlando

$424Breeze Airways

Tue, Nov 10 - Sat, Nov 14

5:09 pm - 11:39 amPWM Portland-SWF New Windsor Stewart

18h 30m1 stop Raleigh-Durham

12:39 pm - 9:21 amSWF New Windsor Stewart-PWM Portland

20h 42m2 stops Raleigh-Durham Fort Myers SW Florida Intl

$445Breeze Airways

Tue, Dec 1 - Fri, Dec 4

5:09 pm - 11:39 amPWM Portland-SWF New Windsor Stewart

18h 30m1 stop Raleigh-Durham

12:16 pm - 9:08 amSWF New Windsor Stewart-PWM Portland

20h 52m2 stops Charleston Orlando

$466Breeze Airways

Wed, Nov 18 - Sun, Nov 22

5:09 pm - 10:16 amPWM Portland-SWF New Windsor Stewart

17h 07m2 stops Raleigh-Durham Orlando

10:56 am - 9:08 amSWF New Windsor Stewart-PWM Portland

22h 12m1 stop Orlando

$468Breeze Airways

Fri, Nov 13 - Sun, Nov 15

3:53 pm - 11:39 amPWM Portland-SWF New Windsor Stewart

19h 46m2 stops Columbus Raleigh-Durham

10:56 am - 9:08 amSWF New Windsor Stewart-PWM Portland

22h 12m1 stop Orlando

$508Breeze Airways

Fri, Nov 13 - Sun, Nov 15

3:53 pm - 11:39 amPWM Portland-SWF New Windsor Stewart

19h 46m2 stops Columbus Raleigh-Durham

10:56 am - 9:08 amSWF New Windsor Stewart-PWM Portland

22h 12m1 stop Orlando

$516Breeze Airways

Wed, Nov 11 - Fri, Nov 13

5:09 pm - 10:16 amPWM Portland-SWF New Windsor Stewart

17h 07m2 stops Raleigh-Durham Orlando

5:30 pm - 9:08 amSWF New Windsor Stewart-PWM Portland

15h 38m1 stop Orlando Sanford Intl

$524Multiple Airlines

Wed, Nov 11 - Sun, Nov 15

5:09 pm - 10:16 amPWM Portland-SWF New Windsor Stewart

17h 07m2 stops Raleigh-Durham Orlando

10:56 am - 9:08 amSWF New Windsor Stewart-PWM Portland

22h 12m1 stop Orlando

$552Breeze Airways

Thu, Nov 19 - Sun, Nov 22

3:10 pm - 10:39 amPWM Portland-SWF New Windsor Stewart

19h 29m2 stops Pittsburgh Orlando

10:56 am - 9:08 amSWF New Windsor Stewart-PWM Portland

22h 12m1 stop Orlando

$558Multiple Airlines

Recent last minute flight deals from Portland to New Windsor

Tue, Nov 3 - Thu, Dec 3

5:09 pm - 11:39 amPWM Portland-SWF New Windsor Stewart

18h 30m1 stop Raleigh-Durham

11:06 am - 9:08 amSWF New Windsor Stewart-PWM Portland

22h 02m1 stop Orlando

$567Breeze Airways

Tue, Nov 3 - Sat, Nov 7

5:09 pm - 11:39 amPWM Portland-SWF New Windsor Stewart

18h 30m1 stop Raleigh-Durham

12:39 pm - 9:21 amSWF New Windsor Stewart-PWM Portland

20h 42m2 stops Raleigh-Durham Fort Myers SW Florida Intl

$604Breeze Airways

Tue, Nov 3 - Thu, Nov 5

5:09 pm - 11:39 amPWM Portland-SWF New Windsor Stewart

18h 30m1 stop Raleigh-Durham

10:56 am - 9:08 amSWF New Windsor Stewart-PWM Portland

22h 12m1 stop Orlando

$622Breeze Airways

Tue, Nov 3 - Fri, Nov 6

5:09 pm - 11:39 amPWM Portland-SWF New Windsor Stewart

18h 30m1 stop Raleigh-Durham

5:30 pm - 9:08 amSWF New Windsor Stewart-PWM Portland

15h 38m1 stop Orlando Sanford Intl

$645Multiple Airlines

Tue, Nov 3 - Thu, Nov 5

5:09 pm - 11:39 amPWM Portland-SWF New Windsor Stewart

18h 30m1 stop Raleigh-Durham

10:56 am - 9:08 amSWF New Windsor Stewart-PWM Portland

22h 12m1 stop Orlando

$650Breeze Airways

Wed, Nov 4 - Fri, Nov 6

5:09 pm - 10:16 amPWM Portland-SWF New Windsor Stewart

17h 07m2 stops Raleigh-Durham Orlando

5:30 pm - 9:08 amSWF New Windsor Stewart-PWM Portland

15h 38m1 stop Orlando Sanford Intl

$674Multiple Airlines

Wed, Nov 4 - Fri, Nov 6

6:31 pm - 4:37 pmPWM Portland-SWF New Windsor Stewart

22h 06m1 stop Tampa

5:30 pm - 9:08 amSWF New Windsor Stewart-PWM Portland

15h 38m1 stop Orlando Sanford Intl

$678Multiple Airlines

Sat, Oct 31 - Mon, Nov 2

9:48 am - 11:16 amPWM Portland-SWF New Windsor Stewart

25h 28m1 stop Orlando

5:46 pm - 9:08 amSWF New Windsor Stewart-PWM Portland

39h 22m2 stops Myrtle Beach Intl Orlando

$696Multiple Airlines

Wed, Nov 4 - Mon, Nov 9

9:48 am - 10:16 amPWM Portland-SWF New Windsor Stewart

24h 28m1 stop Orlando

12:16 pm - 9:08 amSWF New Windsor Stewart-PWM Portland

44h 52m2 stops Charleston Orlando

$709Breeze Airways

Tue, Nov 3 - Thu, Nov 5

5:09 pm - 11:39 amPWM Portland-SWF New Windsor Stewart

18h 30m1 stop Raleigh-Durham

10:56 am - 9:08 amSWF New Windsor Stewart-PWM Portland

22h 12m1 stop Orlando

$710Breeze Airways

Booking Insights

Price, demand and travel trends for Portland to New Windsor flights

Use KAYAK data on prices, travel dates, airlines and seasonal trends to compare options and book flights with more confidence.

Which airline is the cheapest to fly from Portland to New Windsor?: Breeze Airways ($402) offered the cheapest round-trip ticket from Portland to New Windsor in the last 5 days.

Find deals

Cheapest flight	$157

One-way flight from Portland to New Windsor

When to book flights from Portland to New Windsor

Are your dates flexible? Find out the best times to travel from Portland to New Windsor based on our flight data from the last year. Discover the cheapest month and even day to fly.

Estimated round-trip price

KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

Do I need a passport to fly from Portland to New Windsor?
No, a passport is not required for this domestic route, but you will need a real ID-compliant driver's license, a state ID or another TSA-accepted form of identification.
Have flight prices from Portland to New Windsor changed much recently?
Yes. Based on fares seen in the past 5 days, round-trip prices on this route showed a wide range, from about $402 to $2,322. That means the highest observed fare was about 6x higher than the lowest one.
How are flight prices from Portland to New Windsor looking right now?
One-way fares from Portland to New Windsor are currently lower than usual. Average one-way flight prices are about $191, which is 77% below the typical average for this route.
What car rental options are available at New Windsor Stewart Airport (SWF)?
New Windsor Stewart Airport (SWF) hosts 5 major car rental companies, with daily rates averaging $90 for economy cars. Top options include:

• Budget
• Avis
• Alamo
• Enterprise Rent-A-Car
• Empire Rent A Car
Which airports can I use when flying from Portland to New Windsor?
Flights from Portland to New Windsor usually depart from Portland (PWM) and arrive at New Windsor Stewart (SWF).

If you're arriving late at night and need somewhere to stay, check out these hotels close to New Windsor Stewart Airport.

• Homewood Suites by Hilton Newburgh-Stewart Airport

More options for your flight from Portland to New Windsor

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PWM - SWF

$157 Find Cheap Flights from Portland to Stewart Intl. - Compare and Save

Everything you should know

Cheap Flights from Portland to New Windsor (PWM-SWF)

Recent round-trip flight deals from Portland to New Windsor

Recent one-way flight deals from Portland to New Windsor

Recent last minute flight deals from Portland to New Windsor

Price, demand and travel trends for Portland to New Windsor flights

Which airline is the cheapest to fly from Portland to New Windsor?

Key details for Portland to New Windsor flights

Cheapest flight

When to book flights from Portland to New Windsor

Your Portland to New Windsor flight questions, answered

Your guide to booking Portland to New Windsor flights

More options for your flight from Portland to New Windsor

Complete your trip to New Windsor with a hotel stay or car rental

Information on your arrival and departure airports

Cabin class types available on flights from Portland to New Windsor

Find direct flights to and from Portland and New Windsor

Flights from domestic origins to New Windsor

Flights to other popular destinations

Find deals for your return flight