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Cheap flights from Islip, New York to Portland from $154

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Islip, New York to Portland departing on 7/14. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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0 bags

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Find the cheapest flights from Islip, New York to Portland

Cheap round-trip flights

Enter your travel dates to find the best prices.
Southwest Logo
10:20 am - 3:00 pm
ISP
-
PWM
4h 40m
1 stop
Southwest Logo
5:40 am - 12:05 pm
PWM
-
ISP
6h 25m
1 stop
$357Southwest
Mon, Aug 31 - Sat, Sep 5
Southwest Logo
4:40 pm - 10:55 pm
ISP
-
PWM
6h 15m
1 stop
Southwest Logo
5:30 am - 1:45 pm
PWM
-
ISP
8h 15m
1 stop
$362Southwest
Tue, Jun 16 - Tue, Jun 23
Southwest Logo
8:55 am - 9:30 pm
ISP
-
PWM
12h 35m
2 stops
Southwest Logo
5:30 am - 1:45 pm
PWM
-
ISP
8h 15m
1 stop
$373Southwest
Tue, Jun 16 - Tue, Jun 23
Southwest Logo
5:50 pm - 12:05 am
ISP
-
PWM
6h 15m
1 stop
Southwest Logo
5:30 am - 1:45 pm
PWM
-
ISP
8h 15m
1 stop
$382Southwest
Fri, Jun 12 - Tue, Jun 16
Southwest Logo
3:20 pm - 9:10 pm
ISP
-
PWM
5h 50m
1 stop
Southwest Logo
6:10 am - 9:55 am
PWM
-
ISP
3h 45m
1 stop
$383Southwest
Wed, Sep 16 - Sun, Sep 20
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
$388Southwest
Wed, Sep 16 - Sun, Sep 20
Southwest Logo
12:30 pm - 10:10 pm
ISP
-
PWM
9h 40m
2 stops
Southwest Logo
5:30 am - 1:45 pm
PWM
-
ISP
8h 15m
1 stop
$398Southwest
Fri, Jun 12 - Tue, Jun 16
Southwest Logo
5:50 pm - 12:05 am
ISP
-
PWM
6h 15m
1 stop
Southwest Logo
10:30 am - 4:00 pm
PWM
-
ISP
5h 30m
1 stop
$403Southwest
Thu, Jun 11 - Wed, Jun 17
Multiple Airlines Logo
5:27 pm - 4:16 pm
ISP
-
PWM
22h 49m
1 stop
Multiple Airlines Logo
9:52 am - 10:05 am
PWM
-
ISP
24h 13m
1 stop
$409Multiple Airlines
Tue, May 26 - Sat, May 30
Multiple Airlines Logo
5:27 pm - 4:16 pm
ISP
-
PWM
22h 49m
1 stop
Multiple Airlines Logo
5:01 pm - 10:05 am
PWM
-
ISP
17h 04m
2 stops
$412Multiple Airlines
Tue, May 26 - Sat, May 30

Breeze Airways flights from Islip, New York to Portland, Maine

Our best Breeze Airways deals on Islip, New York to Portland, Maine flight tickets
Breeze Airways
Jun 6
ISP11:57 amIslip Long Island
4h 19m
1 stop
PWM4:16 pmPortland
Jun 10
PWM6:30 pmPortland
24h 39m
2 stops
ISP7:09 pmIslip Long Island
$664
Breeze Airways
Aug 31
ISP2:28 pmIslip Long Island
24h 03m
2 stops
PWM2:31 pmPortland
Sep 5
PWM5:01 pmPortland
25h 05m
3 stops
ISP6:06 pmIslip Long Island
$665
Breeze Airways
Aug 23
ISP7:49 pmIslip Long Island
22h 00m
2 stops
PWM5:49 pmPortland
Aug 26
PWM6:30 pmPortland
24h 39m
2 stops
ISP7:09 pmIslip Long Island
$669

Southwest flights from Islip, New York to Portland, Maine

Our best Southwest deals on Islip, New York to Portland, Maine flight tickets
Southwest
Aug 31
ISP10:20 amIslip Long Island
4h 40m
1 stop
PWM3:00 pmPortland
Sep 5
PWM5:40 amPortland
6h 25m
1 stop
ISP12:05 pmIslip Long Island
$357
Southwest
Jun 16
ISP4:40 pmIslip Long Island
6h 15m
1 stop
PWM10:55 pmPortland
Jun 23
PWM5:30 amPortland
8h 15m
1 stop
ISP1:45 pmIslip Long Island
$362
Southwest
Jun 16
ISP8:55 amIslip Long Island
12h 35m
2 stops
PWM9:30 pmPortland
Jun 23
PWM5:30 amPortland
8h 15m
1 stop
ISP1:45 pmIslip Long Island
$373

momondo Fare Finder

 
Customize your flight search to find flights from Islip, New York to Portland, Maine 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, momondo users made 832,500 searches. Data last updated May 14, 2026.
Use the filters below to find and compare flights from Islip, New York to Portland, Maine that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

IslipPortland

ISP - PWM

ISPPWM

Islip Long Island

Mon 8/31

10:20 am-3:00 pm

1 stop4h 40m

Portland

Sat 9/5

5:40 am-12:05 pm

1 stop6h 25m

$357

IslipPortland

ISP - PWM

ISPPWM

Islip Long Island

Tue 6/16

4:40 pm-10:55 pm

1 stop6h 15m

Portland

Tue 6/23

5:30 am-1:45 pm

1 stop8h 15m

$362

IslipPortland

ISP - PWM

ISPPWM

Islip Long Island

Tue 6/16

8:55 am-9:30 pm

2 stops12h 35m

Portland

Tue 6/23

5:30 am-1:45 pm

1 stop8h 15m

$373

IslipPortland

ISP - PWM

ISPPWM

Islip Long Island

Fri 6/12

5:50 pm-12:05 am

1 stop6h 15m

Portland

Tue 6/16

5:30 am-1:45 pm

1 stop8h 15m

$382
Quickest round-trip

IslipPortland

ISP - PWM

ISPPWM

Islip Long Island

Wed 9/16

3:20 pm-9:10 pm

1 stop5h 50m

Portland

Sun 9/20

6:10 am-9:55 am

1 stop3h 45m

$383

IslipPortland

ISP - PWM

ISPPWM

Islip Long Island

Wed 9/16

10:55 am-10:05 pm

2 stops11h 10m

Portland

Sun 9/20

6:10 am-9:55 am

1 stop3h 45m

$388

IslipPortland

ISP - PWM

ISPPWM

Islip Long Island

Fri 6/12

12:30 pm-10:10 pm

2 stops9h 40m

Portland

Tue 6/16

5:30 am-1:45 pm

1 stop8h 15m

$398

IslipPortland

ISP - PWM

ISPPWM

Islip Long Island

Thu 6/11

5:50 pm-12:05 am

1 stop6h 15m

Portland

Wed 6/17

10:30 am-4:00 pm

1 stop5h 30m

$403

IslipPortland

ISP - PWM

ISPPWM

Islip Long Island

Tue 5/26

5:27 pm-4:16 pm

1 stop22h 49m

Portland

Sat 5/30

9:52 am-10:05 am

1 stop24h 13m

$409

IslipPortland

ISP - PWM

ISPPWM

Islip Long Island

Tue 5/26

5:27 pm-4:16 pm

1 stop22h 49m

Portland

Sat 5/30

5:01 pm-10:05 am

2 stops17h 04m

$412

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Portland from

How to get the cheapest flight ticket from Islip, New York to Portland, Maine

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest day to depart on your flight to Portland, Maine?

On average, the least expensive day to fly to Portland, Maine from Islip, New York is on a Sunday. momondo users have found tickets for Sunday departures for as low as $233. However, this price may fluctuate depending on the airline, the season, and holidays. On the other hand, Friday is the most expensive day to depart from Islip, New York because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $296.

What is the cheapest time of day to depart on your flight to Portland, Maine?

In the evening is the cheapest time of day to fly from Islip, New York to Portland, Maine when you can find flight prices for as low as $209. Flying to Portland, Maine in the evening is an ideal time because this is during off-peak travel hours. Try not to purchase tickets in the afternoon because they tend to be around $317. Of course, these prices can vary depending on the time of year and what airport you fly to.

When to book flights from Islip, New York to Portland, Maine

Are you open to changing your travel dates? Check out the ideal times to fly from Islip, New York to Portland, Maine according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Islip, New York to Portland, Maine (ISP to PWM) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Islip, New York to Portland, Maine

Fastest flight time

4h 19m

Direct flights

None
The fastest flight from Islip, New York to Portland, Maine takes 4h 19m
There are no direct flights from Islip, New York to Portland, Maine. There are no popular flight routes from Islip, New York to Portland, Maine.
Search flight deals

Frequently asked questions about flying from Islip, New York to Portland, Maine

  • How far is Islip Long Island to Portland by plane?

    There are 252.6 mi between Islip Long Island and Portland. A reasonable flight in good conditions will take 4h 19m.

  • When did momondo last update prices for flights from Islip Long Island Airport to Portland Airport?

    Prices for flights from Islip Long Island Airport to Portland Airport were last updated today.

  • How many operators does momondo search for flights from Islip Long Island Airport to Portland Airport?

  • How old do you have to be to fly from Islip Long Island Airport to Portland Airport?

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Islip Long Island Airport to Portland Airport.

  • What documentation or ID do you need to fly to Portland Airport?

    The required travel and health documents for your Portland Airport trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Portland Airport. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

  • What is the most popular airline from Islip, New York to Portland, Maine?

Best airlines flying from Islip, New York to Portland, Maine

Compare and see reviews for airlines that fly from Islip, New York to Portland, Maine with momondo
Airline
Rating
Free Cancellation
Price
SouthwestPriceFrom $336Free CancellationRating
8.0
4,299 reviews
Search Southwest flights

Traveling to a place near Portland?

Book flights to Portland if you plan to visit one of these locations
North Conway
Boothbay Harbor
Jackson
Conway
Freeport
Lewiston
Brunswick
Bartlett
Gorham
Auburn
Windham
Intervale
Bath
Oxford
Georgetown
Falmouth
Tamworth

Why use momondo?

Why should I use momondo to find a flight deal from Islip to Portland?

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Islip to Portland for you.

Can I find flights from Islip to Portland with flexible booking policies on momondo?

Flights from Islip to Portland with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

How can momondo help me find flights from Islip to Portland?

Once you have performed a search for Islip to Portland flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

I’m not ready to book a flight from Islip to Portland right now. Can momondo alert me if prices change?

If you are not ready to book a flight from Islip to Portland now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Portland and let you know when they change.

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