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$183+ Cheap flights from Portland, ME (PWM) to Newburgh, NY

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 6/5. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — JFK
Apr 29 — May 61
Wed 4/29
Wed 5/6
1 adult, Economy
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Cheap flight deals from Portland to Newburgh

Cheapest flights from Portland to Newburgh
Explore the most affordable flight options available from Portland to Newburgh. Find the lowest fares from popular airlines and budget airlines, with prices last updated on March 30, 2026.

This Kiwi.com deal was found by Cheapflights users on 3/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/137:00 am
PWM
-
SWF
2 stops11h 51m
Multiple Airlines
Thu 7/169:38 am
SWF
-
PWM
1 stop23h 34m
Multiple Airlines
Deal found 3/27$480
This Kiwi.com deal was found by Cheapflights users on 3/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/89:52 am
PWM
-
SWF
1 stop23h 06m
Breeze Airways
Sat 8/1512:05 pm
SWF
-
PWM
2 stops34h 34m
Breeze Airways
Deal found 3/26$506
This Kiwi.com deal was found by Cheapflights users on 3/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/87:00 am
PWM
-
SWF
2 stops25h 58m
Multiple Airlines
Thu 7/169:38 am
SWF
-
PWM
1 stop23h 34m
Multiple Airlines
Deal found 3/27$519
This Kiwi.com deal was found by Cheapflights users on 3/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/86:38 pm
PWM
-
SWF
1 stop16h 17m
Multiple Airlines
Wed 7/157:46 pm
SWF
-
PWM
2 stops23h 56m
Multiple Airlines
Deal found 3/27$553
This Kiwi.com deal was found by Cheapflights users on 3/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/73:16 pm
PWM
-
SWF
2 stops20h 09m
Breeze Airways
Thu 7/169:38 am
SWF
-
PWM
1 stop23h 34m
Breeze Airways
Deal found 3/27$554
This Kiwi.com deal was found by Cheapflights users on 3/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/89:52 am
PWM
-
SWF
1 stop23h 06m
Multiple Airlines
Sat 8/154:40 pm
SWF
-
PWM
2 stops21h 46m
Multiple Airlines
Deal found 3/28$592
This Kiwi.com deal was found by Cheapflights users on 3/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/93:11 pm
PWM
-
SWF
2 stops20h 26m
Breeze Airways
Thu 7/169:38 am
SWF
-
PWM
1 stop23h 34m
Breeze Airways
Deal found 3/27$609
This Kiwi.com deal was found by Cheapflights users on 3/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/127:00 am
PWM
-
SWF
2 stops10h 40m
Multiple Airlines
Thu 7/169:38 am
SWF
-
PWM
1 stop23h 34m
Multiple Airlines
Deal found 3/27$629
This Mytrip deal was found by Cheapflights users on 3/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/23:16 pm
PWM
-
SWF
2 stops20h 09m
Breeze Airways
Thu 6/49:38 am
SWF
-
PWM
1 stop23h 34m
Breeze Airways
Deal found 3/29$634

Find flight deals from Portland to Newburgh

Keep the following information in mind while searching for Portland to Newburgh flight deals. Data was last updated March 30, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$480
(Kiwi.com)

One-way from

$183
(Kiwi.com)

Popular in

March

Cheapest in

May

Average price

$260
Provider with most accurate pricing for Portland-New York (NYC) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Portland-New York (NYC) flights.
Search Deals
From Portland to Newburgh
Search Deals
One-way flight from Portland to Newburgh
Search Deals
Highest demand for flights based on searches. 6% potential increase in price ($15 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($5 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in March 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Portland to Newburgh that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated March 30, 2026.
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 - SWF

PWMSWF

Portland

Sat 8/8

9:52 am-8:58 am

1 stop23h 06m

New Windsor Stewart

Sat 8/15

12:05 pm-10:39 pm

2 stops34h 34m

$506

PortlandNew Windsor

PWM - SWF

PWMSWF

Portland

Sat 8/8

9:52 am-8:58 am

1 stop23h 06m

New Windsor Stewart

Sat 8/15

4:40 pm-2:26 pm

2 stops21h 46m

$592

PortlandNew Windsor

PWM - SWF

PWMSWF

Portland

Wed 7/8

6:38 pm-10:55 am

1 stop16h 17m

New Windsor Stewart

Thu 7/16

10:28 am-10:39 pm

2 stops12h 11m

$593

PortlandNew Windsor

PWM - SWF

PWMSWF

Portland

Sun 7/12

7:00 am-5:40 pm

2 stops10h 40m

New Windsor Stewart

Thu 7/16

9:38 am-9:12 am

1 stop23h 34m

$629

PortlandNew Windsor

PWM - SWF

PWMSWF

Portland

Tue 6/2

3:16 pm-11:25 am

2 stops20h 09m

New Windsor Stewart

Thu 6/4

9:38 am-9:12 am

1 stop23h 34m

$634

PortlandNew Windsor

PWM - SWF

PWMSWF

Portland

Wed 7/8

11:07 am-8:58 am

1 stop21h 51m

New Windsor Stewart

Thu 7/16

9:38 am-9:12 am

1 stop23h 34m

$797

PortlandNew Windsor

PWM - SWF

PWMSWF

Portland

Fri 5/29

6:13 pm-11:25 am

3 stops17h 12m

New Windsor Stewart

Sun 5/31

9:38 am-9:12 am

1 stop23h 34m

$816

PortlandNew Windsor

PWM - SWF

PWMSWF

Portland

Tue 7/14

3:16 pm-11:25 am

2 stops20h 09m

New Windsor Stewart

Thu 7/16

9:38 am-9:12 am

1 stop23h 34m

$834
Quickest round-trip

PortlandNew Windsor

PWM - SWF

PWMSWF

Portland

Wed 7/8

11:07 am-8:58 am

1 stop21h 51m

New Windsor Stewart

Fri 7/10

12:17 pm-5:49 pm

1 stop5h 32m

$908
Cheapest one-way

PortlandNew Windsor

PWM - SWF

PWMSWF

Portland

Tue 6/9

4:44 pm-11:25 am

3 stops18h 41m

$205

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/29

Showing 1-10 of 20 resultsSorted by cheapest first
1
2

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
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

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

What is the cheapest month to book a flight from Portland, Maine to Newburgh?

Currently, August is the cheapest month in which you can book a flight from Portland, Maine to Newburgh (average of $57). Flying from Portland, Maine to Newburgh in April is currently the most expensive (average of $110). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

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

Find hourly flight availability from Portland to Newburgh. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated March 30, 2026.

It’s optimal to fly from Portland, Maine to Newburgh in the evening. By choosing this option you can save up to 33% on the cost of your flight, compared to a flight at noon.

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

Use this chart to determine the cheapest time to fly round-trip from Portland to Newburgh. Price data was last updated on March 28, 2026.

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. Tuesday at noon flights should be avoided if possible as fares are typically the most expensive at this time.

Weekly flight availability from Portland, Maine to Newburgh

Explore weekly flight availability from Portland to Newburgh. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated March 30, 2026.

The most flights from PWM to N3W are scheduled on a Monday (10 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (8 on average).

Related info for your journey

Find useful and relevant information for your journey from Portland to Newburgh. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • 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 23h 06m. 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 Endeavor Airlines (76%), Delta (75%) or KLM (75%) 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 $425, our data shows the cheapest flight currently is $88. When looking at the most popular route, (Portland - New Windsor Stewart), you can expect to pay $487 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.

  • What is the cheapest month to book a flight from Portland, Maine to Newburgh?

    Currently, August is the cheapest month in which you can book a flight from Portland, Maine to Newburgh (average of $57). Flying from Portland, Maine to Newburgh in April is currently the most expensive (average of $110). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

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Top 4 airlines flying from Portland to Newburgh

Discover the top 4 airlines that operate flights from Portland to Newburgh. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated March 30, 2026.
AirlineCheapestAverageFlexibilityOn-time
JetBlueCheapest$103Average$177FlexibilityNo cancel feeOn-time62%
DeltaCheapest$117Average$241FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$137Average$261FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$157Average$239FlexibilityNo cancel feeOn-time71%

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