ISP - PWM

$296 Find Cheap Flights from Islip to Portland

This is the cheapest round-trip flight price found by a KAYAK user in the last 72 hours by searching for a flight from Islip to Portland departing on 11/11. 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

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
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Everything you should know

Cheapest round-trip
$296
Southwest
Tue 11/11Tue 11/18
ISP - PWM • 1 stop
Cheapest one-way
$426
Southwest
Sat 11/29
ISP - PWM • 1 stop
Top airlines
Southwest
Cheapest • from $296 (round-trip)
Southwest
Best reviews • 8.0 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
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We hope you love your trip to Portland!
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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, Nov 11 - Tue, Nov 18
Southwest Logo
3:55 pm - 10:15 pmISP-PWM
6h 20m1 stop
Southwest Logo
3:30 pm - 10:05 pmPWM-ISP
6h 35m1 stop
$296Southwest
Find Deal
Tue, Nov 11 - Tue, Nov 18
Southwest Logo
3:55 pm - 10:15 pmISP-PWM
6h 20m1 stop
Southwest Logo
12:45 pm - 9:40 pmPWM-ISP
8h 55m2 stops
$314Southwest
Find Deal
Fri, Nov 14 - Fri, Nov 21
Multiple Airlines Logo
7:08 pm - 10:41 amISP-PWM
15h 33m2 stops
Multiple Airlines Logo
9:46 am - 8:02 amPWM-ISP
22h 16m1 stop
$434Multiple Airlines
Find Deal
Fri, Nov 14 - Fri, Nov 21
Southwest Logo
7:00 am - 4:50 pmISP-PWM
9h 50m2 stops
Southwest Logo
11:50 am - 10:35 pmPWM-ISP
10h 45m2 stops
$444Southwest
Find Deal
Tue, Nov 11 - Tue, Nov 18
Southwest Logo
6:15 am - 2:55 pmISP-PWM
8h 40m2 stops
Southwest Logo
12:45 pm - 9:40 pmPWM-ISP
8h 55m2 stops
$449Southwest
Find Deal
Fri, Nov 14 - Fri, Nov 21
Southwest Logo
11:05 am - 4:50 pmISP-PWM
5h 45m1 stop
Southwest Logo
5:30 am - 12:50 pmPWM-ISP
7h 20m1 stop
$451Southwest
Find Deal
Fri, Nov 14 - Fri, Nov 21
Breeze Airways Logo
7:08 pm - 10:41 amISP-PWM
15h 33m2 stops
Breeze Airways Logo
2:36 pm - 8:05 pmPWM-ISP
29h 29m3 stops
$754Breeze Airways
Find Deal
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 ($296) and Breeze Airways ($754).

Which airlines fly non-stop between Islip and Portland?

Airline and price data is aggregated from results in KAYAK’s search results from the last 2 weeks for round-trip flights from Islip to Portland.

There is just one airline that flies from Islip to Portland direct and that is Southwest. The best round-trip deal found from Southwest for the route is $254.

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Good to know

Low seasonMay
Cheapest flight$296
Best time to beat the crowds with an average 47% drop in price.
Most popular time to fly and prices are also 7% lower on average.
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 $426 for a one-way ticket and $296 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 airlines offer Wi-Fi service onboard planes from Islip to Portland?

    American Airlines, JetBlue, and Delta offer inflight Wi-Fi service on the Islip to Portland flight route.

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

    The Embraer 190 is the aircraft model that flies most regularly on the Islip to Portland flight 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 4235 reviews
8.0Comfort
8.6Crew
8.1Boarding
7.5Entertainment
7.0Food
Airline reviews

Flight was delayed due to plane not passing inspection And one of the crew had to time out and we had to wait for another one A 3 hour delay

4.0 OkayAnnette, Oct 2025LGA - MCI
Read more Southwest reviews

Flight was delayed due to plane not passing inspection And one of the crew had to time out and we had to wait for another one A 3 hour delay

mandatory demand customer to check their carry on because not enough people check bags.

Connecting flight is on time and boarding was a breeze!

Excellent. Would encourage Southwest to keep current boarding procedures with free style seating. Makes for a fantastic experience

As always, the entire Southwest experience was perfect. Purchasing the tickets on the Southwest web site was effortless, departure and arrival gates were spotless and comfortable, plane was clean and comfortable, crew was excellent and flight was on time. Wheelchair service in Las Vegas at departure was somewhat chaotic and disjointed, but I am not sure if that was Southwest problem, airport problem or combination.

I wish they had movie screens in the headrests. The seats are much improved, more legroom and recently renovated. Bathroom was clean. Staff was outstanding!!

As always, the entire Southwest experience was wonderful, from online booking to flight to baggage retrieval. Very grateful.

The weather could have been better. There was a 40 minute ATC delay in SFO because of marine fog and a micro cell storm delayed landing and take-off at Nashville. The gate was changed 5 minutes from boarding from gate B3 to gate C23 at Nashville airport.

After being assaulted by a flight attendant I was then brushed off as oh well because he long braids didn’t mean to whip me in the eye. I have filed complaints and will see. But like any other issue I’ve had with kayak involved it’s been trash. Last time I’ll be using your app

AC sub par. WiFi not working correctly. Ac sucked. Seats very narrow.

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

Information on your arrival and departure airports

Islip (ISP)
Portland (PWM)

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