ISP - PWM

$220 Find Cheap Flights from Islip to Portland

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Islip to Portland departing on 3/15. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to Portland

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Islip to Portland, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Islip to Portland, as well as popular online travel agencies
Travelers love KAYAK
41.299.237 searches in the past 7 days on KAYAK

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Everything you should know

Cheapest round-trip
$334
Southwest
Tue 3/31Tue 4/7
ISP - PWM • 1 stop
Cheapest one-way
$220
Southwest
Sun 3/15
ISP - PWM • 1 stop
Top airlines
Southwest
Cheapest • from $334 (round-trip)
Southwest
Best reviews • 8.0 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Nonstop flights
Not available
There are currently no direct flights between Islip and Portland. You'll need at least 1 connection.
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KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Portland!
Flight Deals
Booking Insights
Flight Deals

Cheap Flights from Islip to Portland (ISP-PWM)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Islip to Portland that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Islip to Portland

Tue, Mar 31 - Tue, Apr 7
Southwest Logo
5:45 am - 3:55 pm
ISP
-
PWM
10h 10m
1 stop
Southwest Logo
1:00 pm - 6:30 pm
PWM
-
ISP
5h 30m
1 stop
$334Southwest
Tue, Mar 31 - Tue, Apr 7
Southwest Logo
5:45 am - 3:55 pm
ISP
-
PWM
10h 10m
1 stop
Southwest Logo
6:10 am - 4:35 pm
PWM
-
ISP
10h 25m
2 stops
$378Southwest
Fri, May 22 - Wed, May 27
Multiple Airlines Logo
2:28 pm - 4:16 pm
ISP
-
PWM
25h 48m
1 stop
Multiple Airlines Logo
11:07 am - 9:08 am
PWM
-
ISP
22h 01m
1 stop
$387Multiple Airlines
Fri, May 22 - Wed, May 27
Multiple Airlines Logo
2:28 pm - 4:16 pm
ISP
-
PWM
25h 48m
1 stop
Multiple Airlines Logo
5:01 pm - 9:08 am
PWM
-
ISP
16h 07m
2 stops
$390Multiple Airlines
Tue, Aug 11 - Sun, Aug 16
Southwest Logo
10:55 am - 5:15 pm
ISP
-
PWM
6h 20m
1 stop
Southwest Logo
6:10 am - 9:55 am
PWM
-
ISP
3h 45m
1 stop
$397Southwest
Tue, Aug 11 - Sun, Aug 16
Southwest Logo
10:55 am - 10:05 pm
ISP
-
PWM
11h 10m
2 stops
Southwest Logo
6:10 am - 9:55 am
PWM
-
ISP
3h 45m
1 stop
$422Southwest
Fri, Mar 20 - Fri, Mar 27
Southwest Logo
5:55 pm - 12:05 am
ISP
-
PWM
6h 10m
1 stop
Southwest Logo
12:35 pm - 5:20 pm
PWM
-
ISP
4h 45m
1 stop
$424Southwest
Tue, Mar 31 - Tue, Apr 7
Southwest Logo
6:10 am - 3:55 pm
ISP
-
PWM
9h 45m
2 stops
Southwest Logo
6:10 am - 4:35 pm
PWM
-
ISP
10h 25m
2 stops
$427Southwest
Sat, May 23 - Tue, May 26
Southwest Logo
4:40 pm - 11:10 pm
ISP
-
PWM
6h 30m
1 stop
Southwest Logo
6:10 am - 11:55 am
PWM
-
ISP
5h 45m
1 stop
$428Southwest
Sat, May 23 - Tue, May 26
Southwest Logo
4:40 pm - 11:10 pm
ISP
-
PWM
6h 30m
1 stop
Southwest Logo
1:00 pm - 10:40 pm
PWM
-
ISP
9h 40m
2 stops
$433Southwest
Booking Insights

KAYAK's insights & trends for Islip to Portland flights

Get data-powered insights and trends into flights from Islip to Portland to help you find the cheapest flights, the best time to fly and much more.

Which airlines provide the cheapest flights from Islip to Portland?

The cheapest round-trip price for the route for each airline clicked by KAYAK users in the last 72 hours.

In the past 3 days, the cheapest round-trip tickets from Islip to Portland were found on Southwest ($334) and Breeze Airways ($641).

Find deals

Good to know

Cheapest flight$220
Flight from Islip to Portland

When to book flights from Islip to Portland

Are your dates flexible? Find out the best times to travel from Islip to Portland 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.

FAQs for booking flights from Islip to Portland

  • What is the cheapest flight from Islip to Portland?

    In the last 3 days, the lowest price for a flight from Islip to Portland was $220 for a one-way ticket and $334 for a round-trip.

  • Do I need a passport to fly between Islip and Portland?

    Even though you are not required to have a passport, keep in mind that an official ID is needed to board the airplane.

  • Which airports will I be using when flying from Islip to Portland?

    On your way to Portland, you’ll fly out from Islip Long Island. You’ll be landing at Portland.

  • Which aircraft models fly most regularly from Islip to Portland?

    We unfortunately don’t have that data for this specific route.

  • How does KAYAK find such low prices on flights from Islip to Portland?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Islip to Portland.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Islip to Portland?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Portland from Islip is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Islip to Portland?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Portland with an airline and back to Islip with another airline. Booking your flights between Islip and PWM can sometimes prove cheaper using this method.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Islip to Portland?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Portland from Islip up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top airline flying from Islip to Portland

 
See real verified KAYAK customer reviews for airlines flying from Islip to Portland. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Islip to Portland? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.0
SouthwestOverall score based on 4303 reviews
7.5Entertainment
8.1Boarding
8.0Comfort
8.6Crew
7.0Food
Airline reviews

It was canceled. Supposedly weather. But there was no snow in Baltimore. At least we found out before driving to airport

2.0 MediocreAnonymous, Feb 2026
BWI - PBI
Read more Southwest reviews

It was canceled. Supposedly weather. But there was no snow in Baltimore. At least we found out before driving to airport

I have not flown Southwest in awhile and had a very pleasant experience. From ticketing to boarding to the flight. The flight left on time and landed ahead of schedule. It won't be so long next time!!

The Southwest experience has definitely taken a dive from its early days. You can no longer deferentiate from other airlines. Air travel is too expensive. Southwest is no longer budget friendly. They have lost me as a loyal customer.

Flight was hours late, unable to sit next to spouse, I have had so much better experiences. Substantially better, only saving grace was that it was a short flight.

An entire day of delays. Cost lots of money. Meals and a hotel.

The WiFi and crew on the plane were good, however, the boarding experience was awful. I paid for the Choice Preferred and was boarded in group 5 so all overhead storage was full. They found room for our luggage, but further back making getting off the plane a nightmare. Also, we were in row 6 and the seats were extremely uncomfortable. Both my daughter and I had no leg room and couldn’t wait to get off the plane.

The charges were ridiculous for an hour flight and the turbulence was very scary.

Still need to work out the kinks on the new assigned seating boarding process. Otherwise, a very good flight.

WiFi did not work. Boarding with the new seating assignments took too long. The temperature in the terminal was obnoxious. +/- 80°

The seats are now more narrow. I paid for front row the seats in the front are even more narrow than before.

Everything you need to know for your flight from Islip to Portland

Information on your arrival and departure airports

Islip (ISP)
Portland (PWM)