ISP - PWM

$154 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 7/28. 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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Flights 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, Jul 8 - Tue, Jul 15
Southwest Logo
4:40 pm - 11:25 pmISP-PWM
6h 45m1 stop
Southwest Logo
5:30 am - 12:00 pmPWM-ISP
6h 30m1 stop
$298Southwest
Find Deal
Tue, Jul 8 - Tue, Jul 15
Southwest Logo
6:00 am - 1:00 pmISP-PWM
7h 00m2 stops
Southwest Logo
5:30 am - 12:00 pmPWM-ISP
6h 30m1 stop
$303Southwest
Find Deal
Mon, Jul 28 - Thu, Jul 31
Southwest Logo
5:45 pm - 12:05 amISP-PWM
6h 20m1 stop
Southwest Logo
5:40 pm - 12:05 amPWM-ISP
6h 25m1 stop
$307Southwest
Find Deal
Mon, Jul 28 - Thu, Jul 31
Southwest Logo
6:00 am - 10:45 amISP-PWM
4h 45m1 stop
Southwest Logo
1:20 pm - 10:10 pmPWM-ISP
8h 50m2 stops
$312Southwest
Find Deal
Thu, Jul 10 - Thu, Jul 17
Southwest Logo
5:45 pm - 12:05 amISP-PWM
6h 20m1 stop
Southwest Logo
5:40 pm - 12:05 amPWM-ISP
6h 25m1 stop
$317Southwest
Find Deal
Fri, Jul 11 - Sat, Jul 12
Southwest Logo
5:45 pm - 12:05 amISP-PWM
6h 20m1 stop
Southwest Logo
5:30 am - 11:35 amPWM-ISP
6h 05m1 stop
$327Southwest
Find Deal
Sat, Jul 12 - Sat, Jul 19
Southwest Logo
5:25 pm - 11:35 pmISP-PWM
6h 10m1 stop
Southwest Logo
5:30 am - 11:35 amPWM-ISP
6h 05m1 stop
$337Southwest
Find Deal
Thu, Jul 10 - Thu, Jul 17
Southwest Logo
6:00 am - 4:55 pmISP-PWM
10h 55m2 stops
Southwest Logo
5:40 am - 9:25 amPWM-ISP
3h 45m1 stop
$338Southwest
Find Deal
Fri, Sep 26 - Sun, Sep 28
Breeze Airways Logo
2:25 pm - 1:41 pmISP-PWM
23h 16m1 stop
Breeze Airways Logo
5:33 pm - 6:28 pmPWM-ISP
24h 55m1 stop
$562Breeze Airways
Find Deal
Fri, Aug 22 - Wed, Aug 27
Breeze Airways Logo
3:59 pm - 5:38 pmISP-PWM
25h 39m1 stop
Breeze Airways Logo
8:07 pm - 6:59 pmPWM-ISP
22h 52m2 stops
$585Breeze Airways
Find Deal
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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.

What’s the cheapest day of the week to fly from Islip to Portland?

The average price of all round-trip flights from Islip to Portland clicked on KAYAK for each day over the last 12 months.

For Islip to Portland, Monday is the cheapest day to fly on average and Saturday is the most expensive. Flying from Portland back to Islip, the best deals are generally found on Wednesday, with Friday being the most expensive.

What is the cheapest month to fly from Islip to Portland?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Islip to Portland, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Islip to Portland is July, where tickets cost $126 (return) on average. On the other hand, the most expensive months are October and November, where the average cost of round-trip tickets is $751 and $644 respectively.

Good to know

Low seasonJanuary
High seasonAugust
Cheapest flight$154
Best time to beat the crowds with an average 22% drop in price.
Most popular time to fly and prices are also 64% 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 $154 for a one-way ticket and $298 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.

  • Which is the best airline for flights from Islip to Portland, Breeze Airways or Southwest?

    The two airlines most popular with KAYAK users for flights from Islip to Portland are Breeze Airways and Southwest. With an average price for the route of $125 and an overall rating of 8.1, Breeze Airways is the most popular choice. Southwest is also a great choice for the route, with an average price of $336 and an overall rating of 8.0.

  • 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.

Top airlines 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.
8.1
Breeze AirwaysOverall score based on 178 reviews
6.7Food
8.3Boarding
6.6Entertainment
8.2Comfort
8.8Crew
Airline reviews

The flight was comfortable with the usual slight turbulence. Macadamia Nuts would be great snacks to purchase in flight.

10.0 ExcellentAnonymous, Jun 2025MCO - SBN
Read more Breeze Airways reviews

The flight was comfortable with the usual slight turbulence. Macadamia Nuts would be great snacks to purchase in flight.

This is one of the worst trips that I have ever had. Ending up with an overnight delay. I’m not happy with the fact that they did not provide and set up the arrangement needed for lodging that we had to do it on our own. I also feel there should’ve been Compensation for food.

Had to approach landing twice which caused concern but probably due to weather

This was my first time flying your airline and it was okay. The people were nice but I am not used to all the add ons and no movies or even water. But I knew it was going to be that way. I think I prefer paying for the extras to be more comfortable.

Plane did no snacks and had no wifi or entertainment although the flight was 4 hours long.

My original booking was a nonstop flight. It got changed to a flight with a 6vhour layover that became a 7+ hour lay over. I'll never fly this airline again after this roundtrip is over.

I was surprised at how wonderful it was. The aircraft was clean. The crew was warm and welcoming and as a result the passengers were friendly. One warning the only free thing was water. I kind of liked picking wet hat I was willing to pay for and what I was willing to skip.

The flight wasn’t big on frills, which is fine with me. I flew into Islip MacArthur Airport, which saved me from having to go through LaGuardia to visit friends on Long Island. It was inexpensive and super convenient!

Great experience! This was my first time flying with them and I could not have been happier.

Airplane was newer and very clean, lots of space. Crew was great. There was no food and entertainment but that was expected so not an issue.

Southwest is typically delayed, and it gets wearisome. It is no longer a discount airline and you get way less than you pay for when it comes to comfort and Ce.

We sat on the plane on the tarmac for 4 hours.

I'm not a fan of Southwest's model. I don't like the herding style of boarding.

Flight crew and cabin crew were great. I had to rearrange flights because my original flight was 3hrs delayed for weather, the rub is the flight I moved to boarded on time then we sat at the gate for 2 hours because scheduling stole our first officer for another flight, TWICE. Then our actual FO was an hour delayed. To make it worse my original flight went from a 3 hour delay to departing 15min EARLY. Just poor scheduling operations all around.

Bring back peanuts Take our drink orders when were all seated, especially after you switch to assigned seating.

Staff was far less than helpful at all times. Departure and arrival times mean nothing to Southwest. Extremely disappointed, will never fly with them again, and I’ll be sure to share my experience with all.

It is southwest seat was ok. Not the most comfortable seat

I’ve always loved Southwest. No issues at all. I was flying standby and the gate agent was extremely friendly and helpful. Boarding was smooth and I was able to get a window seat in the emergency exit row. Crew was fantastic! They were very professional and accommodating. We had to divert from our destination due to weather but the flight crew kept everyone at ease and informed us of all pertinent information. Excellent flight

The price of the tickets isn't matching the flight experience. No matter how long the flight is, you're only getting pretzels. The flight attendants looked unkept and over it.

Plz don't take away free bags and free seating

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