HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Portland

$337+ Cheap flights from Islip, NY to Portland, ME (ISP - PWM)

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 7/14. Fares are subject to change and may not be available on all flights or dates of travel.
ISP — PWM
mar. 8 — mar. 151
sáb. 3/8
sáb. 3/15
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Islip 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 Islip to Portland

Discover tips and strategies to find the most affordable flight options for your journey from Islip (ISP) 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 marzo 3, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$337
(Southwest)

Popular in

October

Cheapest in

June

Average price

$326
Provider with most accurate pricing for Islip Long Island-Portland flight deals.
Search Deals
Provider most trusted by Cheapflights users for Islip Long Island-Portland flights.
Search Deals
From Islip Long Island to Portland
Search Deals
Highest demand for flights based on searches. 40% potential increase in price ($231 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 13% potential price decrease ($41 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in March 2025
Search Deals

Find flight deals from Islip to Portland

Cheapest flights from Islip to Portland
Explore the most affordable flight options available from Islip to Portland. Find the lowest fares from popular airlines and budget airlines, with prices last updated on marzo 3, 2025.

This Southwest deal was found by Cheapflights users on 3/2. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 7/1410:00 amISP - PWM
1 stop5h 05mSouthwest
vie. 7/185:40 amPWM - ISP
1 stop3h 45mSouthwest
Deal found 3/2$337
This Breeze Airways deal was found by Cheapflights users on 3/2. 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 8/1810:34 amISP - PWM
1 stop7h 02mBreeze Airways
vie. 8/222:52 pmPWM - ISP
3 stops27h 47mBreeze Airways
Deal found 3/2$776

Find flights from Islip to Portland within your budget

Customize your flight search to find flights from Islip 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 marzo 3, 2025.

Fly from

Islip

Fly to

Portland

Route

Depart

Return

Price

IslipPortland

ISP - PWM

ISPPWM

Islip Long Island

lun. 7/14

10:00 am-3:05 pm

1 stop5h 05m

Portland

vie. 7/18

5:40 am-9:25 am

1 stop3h 45m

$337

IslipPortland

ISP - PWM

ISPPWM

Islip Long Island

lun. 8/18

10:34 am-5:36 pm

1 stop7h 02m

Portland

vie. 8/22

2:52 pm-6:39 pm

3 stops27h 47m

$776

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/2

Compare providers for flights from Islip to Portland

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Islip to Portland in March.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Islip, New York-Portland, Maine flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Islip, New York-Portland, Maine flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Islip, New York-Portland, Maine flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Islip, New York-Portland, Maine flights, Cheapflights users trust FlightHub the most. FlightHub 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 Islip, New York-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 Islip to Portland

Have a flexible travel schedule? Discover the best time to fly to Portland from Islip 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.

Travel insights for flights from Islip to Portland

Get recent, data-driven insights about flights from Islip to Portland including ideal travel times, pricing trends, and more.

What is the cheapest month to book a flight from Islip, New York to Portland, Maine?

Currently, January is the cheapest month in which you can book a flight from Islip, New York to Portland, Maine (average of $296). Flying from Islip, New York to Portland, Maine in April is currently the most expensive (average of $477). 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 marzo 3, 2025.
Southwest
8.1
Very good
4,333 reviews

Crew

8.7

Overall

8.1

Comfort

8.1

Boarding

8.2

Entertainment

7.6

Food

7.1

Reviews

1 / 20

10.0
Excellent

Merlyn,Feb 2025

LAX - SMF

New Terminal is neat, lost of stores and places to catch a bite.

Southwest
8.1
Very good
4,333 reviews
Southwest
8.1
Very good
4,333 reviews

Crew

8.7

Overall

8.1

Comfort

8.1

Boarding

8.2

Entertainment

7.6

Food

7.1

Reviews

1 / 20

10.0
Excellent

Merlyn,Feb 2025

LAX - SMF

New Terminal is neat, lost of stores and places to catch a bite.

Breeze Airways
8.1
Very good
152 reviews
Southwest
8.1
Very good
4,333 reviews

Crew

8.7

Overall

8.1

Comfort

8.1

Boarding

8.2

Entertainment

7.6

Food

7.1

Reviews

1 / 20

10.0
Excellent

Merlyn,Feb 2025

LAX - SMF

New Terminal is neat, lost of stores and places to catch a bite.

Related info for your journey

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

  • What are the cheapest airlines flying from Islip, New York to Portland, Maine round-trip?

    Currently priced at $337, Southwest will fly you from Islip, New York to Portland, Maine and back. In addition to Southwest, many other airlines offer competitively priced options for your trip. Check Cheapflights for deals on Breeze Airways for as low as $776.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Islip to Portland 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 Islip, New York to Portland, Maine?

    Currently, January is the cheapest month in which you can book a flight from Islip, New York to Portland, Maine (average of $296). Flying from Islip, New York to Portland, Maine in April is currently the most expensive (average of $477). 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

Traveling to a place near Islip?

Book flights to Islip if you plan to visit one of these locations
North Conway
Bath
Brunswick
Auburn
Conway
Lewiston

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Islip to Portland

See prices for flight routes from nearby airports that may be better suited for you.
Newark to Boston flights
LaGuardia to Boston flights
John F Kennedy Intl to Boston flights
Newark to Portland flights
LaGuardia to Portland flights
John F Kennedy Intl to Portland flights
Buffalo to Boston flights
Rochester to Boston flights
White Plains to Boston flights
Syracuse to Boston flights
Newark to Bangor flights
LaGuardia to Bangor flights
John F Kennedy Intl to Bangor flights
Islip to Boston flights
John F Kennedy Intl to Bar Harbor flights
Newark to Bar Harbor flights
Rochester to Bangor flights
Stewart to Portland flights
Buffalo to Portland flights
Rochester to Portland flights
Stewart to Boston flights
LaGuardia to Bar Harbor flights
Albany to Boston flights
Stewart to Bangor flights
Buffalo to Bangor flights
John F Kennedy Intl to Augusta flights
Syracuse to Portland flights
White Plains to Portland flights
Ithaca to Boston flights
LaGuardia to Augusta flights
Newark to Augusta flights
White Plains to Bar Harbor flights
White Plains to Augusta flights
John F Kennedy Intl to Rockland flights
Syracuse to Bangor flights
White Plains to Bangor flights
Elmira to Portland flights
Albany to Portland flights
Buffalo to Rockland flights
Newark to Rockland flights
Binghamton to Boston flights
Saranac Lake to Boston flights
LaGuardia to Rockland flights
Rutland to Boston flights
Ithaca to Portland flights
Albany to Bangor flights
Watertown to Boston flights
Ogdensburg to Boston flights
Plattsburgh to Boston flights

Top airline flying from Islip to Portland

Discover the top airline that operate flights from Islip to Portland. 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 marzo 3, 2025.
AirlineCheapestAverageFlexibilityOn-time
Breeze AirwaysCheapest$95Average$125FlexibilityNo cancel feeOn-timeN/A
100% Free
Cheapflights is completely free to use, so you can start saving the moment you arrive.
Book with Flexibility
Our users can plan ahead with confidence and find flights with no change fees
Travel Smart
Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.