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).

What cabin classes can I book on flights from Portland to New Windsor?

Only Economy Class is available on flights from Portland to New Windsor.

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 $441 to $1,896. That means the highest observed fare was about 4x 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 $185, 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 starting from around $30 for economy cars. Top options include: • Budget • Avis • Alamo • Empire Rent A Car • Enterprise Rent-A-Car

$146 CHEAP FLIGHTS from Portland to Stewart Intl. (PWM - SWF)

Save 21% or more on flights. Compare deals from all over the web.

Never overpay with our price tracking tools.

Filter searches by price, airline and more to find your best flights.

Cheapest one-way

$146

Typical prices: $798-$798

Multiple Airlines

Sun 11/11

PWM - SWF • 2 stops

Start a new search

KAYAK searches 100s of sites at once to find you the best travel deals.

We hope you love your trip to New Windsor!

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

Sun, Nov 1 - Fri, Nov 6

3:10 pm - 11:36 amPWM Portland-SWF New Windsor Stewart

20h 26m2 stops Pittsburgh Charleston

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

15h 38m1 stop Orlando Sanford Intl

$441Multiple Airlines

Sun, Nov 1 - Thu, Nov 5

3:10 pm - 11:36 amPWM Portland-SWF New Windsor Stewart

20h 26m2 stops Pittsburgh Charleston

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

22h 12m1 stop Orlando

$476Breeze Airways

Wed, Sep 30 - Sun, Oct 4

6:31 pm - 9:38 amPWM Portland-SWF New Windsor Stewart

15h 07m2 stops Tampa Fort Lauderdale

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

22h 12m1 stop Orlando

$480Multiple Airlines

Sun, Nov 1 - Thu, Nov 5

3:10 pm - 11:36 amPWM Portland-SWF New Windsor Stewart

20h 26m2 stops Pittsburgh Charleston

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

22h 12m1 stop Orlando

$499Breeze Airways

Tue, Oct 6 - Sat, Oct 10

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

$509Breeze Airways

Fri, Oct 16 - Sun, Oct 18

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

$526Breeze Airways

Tue, Oct 13 - Sat, Oct 17

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

$546Breeze Airways

Fri, Sep 25 - Sun, Sep 27

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

$581Breeze Airways

Thu, Sep 24 - Sun, Sep 27

8:14 pm - 10:16 amPWM Portland-SWF New Windsor Stewart

14h 02m1 stop Orlando

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

22h 12m1 stop Orlando

$588Multiple Airlines

Thu, Sep 24 - Sun, Sep 27

8:14 pm - 10:08 amPWM Portland-SWF New Windsor Stewart

13h 54m2 stops Orlando Charleston

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

22h 12m1 stop Orlando

$589Breeze Airways

Recent last minute flight deals from Portland to New Windsor

Fri, Sep 18 - Sun, Sep 20

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

$675Breeze Airways

Thu, Sep 17 - Sun, Sep 20

7:00 am - 12:21 pmPWM Portland-SWF New Windsor Stewart

29h 21m2 stops Akron/Canton Myrtle Beach Intl

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

22h 12m1 stop Orlando

$793Multiple Airlines

Fri, Sep 18 - Sun, Sep 20

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

$858Breeze Airways

Thu, Sep 17 - Sun, Sep 20

7:00 am - 12:21 pmPWM Portland-SWF New Windsor Stewart

29h 21m2 stops Akron/Canton Myrtle Beach Intl

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

22h 12m1 stop Orlando

$867Multiple Airlines

Tue, Sep 15 - Thu, Sep 17

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

$988Breeze Airways

Tue, Sep 15 - Thu, Sep 17

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

$1,008Breeze Airways

Wed, Sep 16 - Fri, Sep 18

11:08 am - 10:16 amPWM Portland-SWF New Windsor Stewart

23h 08m1 stop Orlando

12:16 pm - 10:28 amSWF New Windsor Stewart-PWM Portland

22h 12m2 stops Charleston Orlando

$1,239Breeze Airways

Fri, Sep 18 - Sun, Sep 20

5:35 pm - 11:39 amPWM Portland-SWF New Windsor Stewart

18h 04m3 stops Charleston Tampa Raleigh-Durham

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

22h 12m1 stop Orlando

$1,269Breeze Airways

Wed, Sep 16 - Fri, Sep 18

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

17h 07m2 stops Raleigh-Durham Orlando

12:16 pm - 10:28 amSWF New Windsor Stewart-PWM Portland

22h 12m2 stops Charleston Orlando

$1,338Breeze 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 from Portland to New Windsor with more confidence.

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

Breeze Airways ($476) offered the cheapest round-trip ticket from Portland to New Windsor in the last 5 days.

Find deals

Cheapest flight	$146

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.

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).
What cabin classes can I book on flights from Portland to New Windsor?
Only Economy Class is available on flights from Portland to New Windsor.
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 $441 to $1,896. That means the highest observed fare was about 4x 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 $185, 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 starting from around $30 for economy cars. Top options include:
• Budget
• Avis
• Alamo
• Empire Rent A Car
• Enterprise Rent-A-Car

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

Add a hotel or car rental

Airports

Cabin class

Direct Flights

Origins

Other destinations

Return flight

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

Car rentals in New Windsor

Hotels in New Windsor

PWM - SWF

$146 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

What is the cheapest airline 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