$247+ Cheap flights from New Windsor to Portland, ME (SWF - PWM)
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 6/2. Fares are subject to change and may not be available on all flights or dates of travel.
SWF — PWM
May 17 — May 241
1 adult, Economy
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Find cheap flights from Stewart to Portland with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Stewart to Portland
Discover tips and strategies to find the most affordable flight options for your journey from Stewart (SWF) to Portland (PWM). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated May 12, 2025.
Most accurate provider | Expedia 1 star |
|---|---|
Most trusted provider | Expedia 3 stars |
Round-trip from | $593 (FlightHub) |
One-way from | $290 (Booking.com) |
Popular in | December |
Cheapest in | August |
Average price | $262 |
Find flight deals from Stewart to Portland
Cheapest flights from Stewart to PortlandExplore the most affordable flight options available from Stewart to Portland. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 12, 2025.
Explore the most affordable flight options available from Stewart to Portland. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 12, 2025.
This FlightHub deal was found by Cheapflights users on 5/11. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/197:52 pmSWF - PWM
1 stop22h 46mBreeze Airways
Mon 6/237:18 pmPWM - SWF
1 stop16h 38mBreeze Airways
Deal found 5/11![Breeze Airways logo]()
$593
This Mytrip deal was found by Cheapflights users on 5/12. 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.
Thu 6/196:41 pmSWF - PWM
2 stops23h 57mMultiple Airlines
Mon 6/237:18 pmPWM - SWF
1 stop16h 38mMultiple Airlines
Deal found 5/12![Multiple Airlines logo]()
$660
Cheapflights Fare Finder
Customize your flight search to find flights from Stewart to Portland 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 May 12, 2025.
Use the filters below to find and compare flights from New Windsor to Portland that are best for you.
Fly from
Stewart
Fly to
Portland
Route
Depart
Return
Price
New WindsorPortland
SWF - PWM
SWFPWM
New Windsor Stewart
Thu 6/19
7:52 pm-6:38 pm
1 stop22h 46m
Portland
Mon 6/23
7:18 pm-11:56 am
1 stop16h 38m
$593
New WindsorPortland
SWF - PWM
SWFPWM
New Windsor Stewart
Thu 6/19
6:41 pm-6:38 pm
2 stops23h 57m
Portland
Mon 6/23
7:18 pm-11:56 am
1 stop16h 38m
$660
New WindsorPortland
SWF - PWM
SWFPWM
New Windsor Stewart
Mon 6/2
11:55 am-1:05 pm
2 stops25h 10m
$247
New WindsorPortland
SWF - PWM
SWFPWM
New Windsor Stewart
Thu 6/12
7:52 pm-6:38 pm
1 stop22h 46m
$290
- Most accurate provider: When it comes to deals on New Windsor-Portland, Maine flights, users find the pricing of Expedia to be most consistent on Cheapflights vs. Expedia Users can find the same prices on New Windsor-Portland, Maine flight deals on Cheapflights vs. Expedia <90% of the time. Price accuracy is based on data collected from New Windsor-Portland, Maine flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on New Windsor-Portland, Maine flights, Cheapflights users trust Expedia the most. Expedia has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for New Windsor-Portland, Maine flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.
Best time to book a flight from Stewart to Portland
Have a flexible travel schedule? Discover the best time to fly to Portland from Stewart 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 New Windsor to Portland
What is the cheapest month to book a flight from New Windsor to Portland, Maine?
Currently, January is the cheapest month in which you can book a flight from New Windsor to Portland, Maine (average of $296). Flying from New Windsor to Portland, Maine in July is currently the most expensive (average of $394). 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.
Rainfall in Portland by month
Plan your trip to Portland by taking into account the average rainfall totals by month.
In terms of precipitation, rainfall in Portland, Maine ranges from 2.9 - 4.5 inches per month. November is typically the wettest month, when rainfall can reach 4.5 in. August is typically the driest time to visit Portland, Maine when rainfall is around 2.9 in.
Temperature in Portland by month
Plan your trip to Portland by taking into account the average temperature totals by month.
If weather is an important factor for your trip to Portland, Maine, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 68.0 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).
Reviews of airlines servicing Portland
Get insights into the airlines that provide service to Portland. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Portland. Reviews last updated May 12, 2025.
Entertainment
6.6
Overall
8.1
Comfort
8.2
Crew
8.8
Boarding
8.3
Food
6.7
Reviews
1 / 11
10.0
ExcellentDena,Dec 2024
LAS - BDL
Entertainment
6.6
Overall
8.1
Comfort
8.2
Crew
8.8
Boarding
8.3
Food
6.7
Reviews
1 / 11
10.0
ExcellentDena,Dec 2024
LAS - BDL
Related info for your journey
Find useful and relevant information for your journey from Stewart to Portland. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Traveling to a place near New Windsor?
Book flights to New Windsor if you plan to visit one of these locationsNorth Conway
Bath
Brunswick
Auburn
Conway
Lewiston