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$192+ Cheap flights from Portland, ME (PWM) to Newburgh, NY

PWM — JFK
Sep 19 — Sep 261
Sat 9/19
Sat 9/26
1 adult, Economy
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Cheap flight deals from Portland to Newburgh

Cheapest flights from Portland to Newburgh

Tue 9/155:09 pm -
1 stop18h 30m
Fri 9/1811:06 am -
1 stop23h 22m
Deal found 8/17$437
Sat 9/266:31 pm -
1 stop15h 52m
Thu 10/110:56 am -
1 stop22h 12m
Deal found 8/18$443
Sun 11/13:10 pm -
2 stops20h 26m
Thu 11/510:56 am -
1 stop22h 12m
Deal found 8/19$445
Fri 9/183:53 pm -
2 stops19h 46m
Fri 9/2510:48 am -
1 stop6h 07m
Deal found 8/19$482
Tue 9/225:09 pm -
1 stop18h 30m
Thu 9/2410:56 am -
1 stop8h 38m
Deal found 8/17$507
Thu 9/177:00 am -
2 stops29h 21m
Thu 9/2410:56 am -
1 stop8h 38m
Deal found 8/18$515
Sun 10/117:00 am -
2 stops9h 58m
Thu 10/1510:56 am -
1 stop22h 12m
Deal found 8/16$533
Sun 9/137:00 am -
2 stops10h 31m
Sun 9/2010:56 am -
1 stop22h 12m
Deal found 8/16$537
Tue 10/65:09 pm -
1 stop18h 30m
Thu 10/812:14 pm -
2 stops10h 05m
Deal found 8/20$545
Fri 10/23:53 pm -
2 stops19h 46m
Sun 10/410:56 am -
1 stop22h 12m
Deal found 8/18$594

Find flight deals from Portland to Newburgh

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$437
(Kiwi.com)

One-way from

$192
(Kiwi.com)

Popular in

March

Cheapest in

October

Average price

$266
Provider with most accurate pricing for Portland-New York (NYC) flight deals.
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Provider most trusted by Cheapflights users for Portland-New York (NYC) flights.
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From Portland to Newburgh
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One-way flight from Portland to Newburgh
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Highest demand for flights based on searches. 8% potential increase in price ($23 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($6 potential savings vs. average RT price).
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Average for round-trip flights in August 2026
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Cheapflights Fare Finder

 
Use the filters below to find and compare flights from Portland to Newburgh 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

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
Quickest round-trip

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

PortlandNew Windsor

PWM Portland - SWF New Windsor Stewart

PWMSWF

Portland

Fri 10/23

3:53 pm-11:39 am

2 stops19h 46m

New Windsor Stewart

Sun 10/25

10:56 am-9:08 am

1 stop22h 12m

$614

PortlandNew Windsor

PWM Portland - SWF New Windsor Stewart

PWMSWF

Portland

Fri 9/11

3:53 pm-11:39 am

2 stops19h 46m

New Windsor Stewart

Sun 9/13

10:56 am-9:08 am

1 stop22h 12m

$694

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

Sun 9/20

10:56 am-9:08 am

1 stop22h 12m

$704

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

Thu 9/17

10:56 am-9:08 am

1 stop22h 12m

$729

PortlandNew Windsor

PWM Portland - SWF New Windsor Stewart

PWMSWF

Portland

Fri 12/11

5:35 pm-11:39 am

3 stops18h 04m

New Windsor Stewart

Sun 12/13

11:06 am-9:08 am

1 stop22h 02m

$769

PortlandNew Windsor

PWM Portland - SWF New Windsor Stewart

PWMSWF

Portland

Fri 10/23

3:53 pm-11:39 am

2 stops19h 46m

New Windsor Stewart

Fri 10/30

12:16 pm-9:08 am

2 stops20h 52m

$779
Cheapest one-way

PortlandNew Windsor

PWM Portland - SWF New Windsor Stewart

PWMSWF

Portland

Sat 10/24

5:09 pm-10:16 am

2 stops17h 07m

$193

PortlandNew Windsor

PWM Portland - SWF New Windsor Stewart

PWMSWF

Portland

Fri 10/2

3:53 pm-11:39 am

2 stops19h 46m

$210

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/16

Showing 1-10 of 19 resultsSorted by cheapest first
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Best time to book a flight from Portland to Newburgh

Have a flexible travel schedule? Discover the best time to fly to Newburgh from Portland with our price prediction graph.
Estimated round-trip price

Cheapflights Insights

Everything you need to know about your flight from Portland to Newburgh

What is the cheapest time of day to fly from PWM to N3W?

It’s optimal to fly from Portland, Maine to Newburgh in the evening. By choosing this option you can save up to 32% on the cost of your flight, compared to a flight at noon.

Weekly flight availability from Portland, Maine to Newburgh

The most flights from PWM to N3W are scheduled on a Wednesday (19 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (8 on average).

What is the cheapest day to fly from Portland, Maine to Newburgh?

Travelers seeking maximum savings on their Portland, Maine to Newburgh flight should consider departing on Saturday evenings when fares are most often at their lowest. Sunday at noon flights should be avoided if possible as fares are typically the most expensive at this time.

Related info for your journey

  • What airport do you fly from for flights from Portland to Newburgh?

    For a flight from Portland to Newburgh, you will be flying from Portland. Portland (PWM) is just 2.9 mi from the center of the city. Portland is the only Portland airport and it handles 0 outbound flights to Newburgh per day. 4 airlines have flights to Newburgh from Portland on a regular basis.

  • How long is the flight from Portland, Maine to Newburgh?

    Airlines like Breeze Airways fly from Portland, Maine to Newburgh in about 20h 26m. The time it takes to get you to your destination can typically vary by up to . Portland, Maine and Newburgh are separated by a distance of 243 mi.

  • What are the most reliable airlines from Portland, Maine to Newburgh?

    Consider LATAM Airlines (100%), Japan Airlines (81%) or Etihad Airways (69%) when booking your flight. These represent the most reliable airlines when flying from Portland, Maine to Newburgh.

  • What are the cheapest flights from Portland, Maine to Newburgh?

    While on average a flight from Portland, Maine to Newburgh is generally $314, our data shows the cheapest flight currently is $113. When looking at the most popular route, (Portland - New Windsor Stewart), you can expect to pay $445 for that flight.

  • Can I find deals for flights from Portland to Newburgh that include hotel bookings?

    Yes. In addition to deals on Portland to Newburgh flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Portland to Newburgh?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Portland to Newburgh.

  • Can I find deals for business class flights from Portland to Newburgh?

    Yes. Cheapflights offers flight deals from Portland to Newburgh by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

Top 4 airlines flying from Portland to Newburgh

AirlineCheapestAverageFlexibilityOn-time
JetBlueCheapest$98Average$179FlexibilityNo cancel feeOn-time62%
DeltaCheapest$117Average$249FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$136Average$265FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$157Average$274FlexibilityNo cancel feeOn-time71%

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