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Cheap flights from Islip, New York to Portland from $159

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 5/15. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
1 adult, Economy, 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.
Breeze Airways Logo
8:43 pm - 9:19 pm
ISP
-
PWM
24h 36m
1 stop
Breeze Airways Logo
6:29 pm - 1:33 pm
PWM
-
ISP
19h 04m
1 stop
$298Breeze Airways
Mon, Aug 10 - Fri, Aug 21
Multiple Airlines Logo
4:41 pm - 10:27 am
ISP
-
PWM
17h 46m
1 stop
Multiple Airlines Logo
6:29 pm - 1:33 pm
PWM
-
ISP
19h 04m
1 stop
$314Multiple Airlines
Tue, Aug 11 - Fri, Aug 21
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
$322Southwest
Fri, Jun 12 - Tue, Jun 16
Multiple Airlines Logo
10:48 am - 9:12 am
ISP
-
PWM
22h 24m
1 stop
Multiple Airlines Logo
6:29 pm - 1:33 pm
PWM
-
ISP
19h 04m
1 stop
$331Multiple Airlines
Thu, Aug 13 - Fri, Aug 21
Breeze Airways Logo
11:56 am - 9:19 pm
ISP
-
PWM
9h 23m
2 stops
Breeze Airways Logo
6:29 pm - 1:33 pm
PWM
-
ISP
19h 04m
1 stop
$344Breeze Airways
Tue, Aug 11 - Fri, Aug 21
Multiple Airlines Logo
4:41 pm - 10:27 am
ISP
-
PWM
17h 46m
1 stop
Multiple Airlines Logo
7:00 am - 1:28 pm
PWM
-
ISP
30h 28m
2 stops
$350Multiple Airlines
Tue, Aug 11 - Thu, Aug 20
Multiple Airlines Logo
10:48 am - 9:12 am
ISP
-
PWM
22h 24m
1 stop
Multiple Airlines Logo
6:29 pm - 1:33 pm
PWM
-
ISP
19h 04m
1 stop
$358Multiple Airlines
Fri, Aug 14 - Fri, Aug 21
Breeze Airways Logo
2:28 pm - 2:31 pm
ISP
-
PWM
24h 03m
2 stops
Breeze Airways Logo
6:29 pm - 1:33 pm
PWM
-
ISP
19h 04m
1 stop
$360Breeze Airways
Mon, Aug 10 - Fri, Aug 21
Southwest Logo
10:20 am - 3:00 pm
ISP
-
PWM
4h 40m
1 stop
Southwest Logo
5:45 am - 12:10 pm
PWM
-
ISP
6h 25m
1 stop
$367Southwest
Thu, Aug 13 - Tue, Aug 18
Multiple Airlines Logo
10:48 am - 9:12 am
ISP
-
PWM
22h 24m
1 stop
Multiple Airlines Logo
4:44 pm - 10:03 am
PWM
-
ISP
17h 19m
2 stops
$368Multiple Airlines
Fri, Jun 12 - Tue, Jun 16

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
Aug 10
ISP8:43 pmIslip Long Island
24h 36m
1 stop
PWM9:19 pmPortland
Aug 21
PWM6:29 pmPortland
19h 04m
1 stop
ISP1:33 pmIslip Long Island
$298
Breeze Airways
Aug 11
ISP11:56 amIslip Long Island
9h 23m
2 stops
PWM9:19 pmPortland
Aug 21
PWM6:29 pmPortland
19h 04m
1 stop
ISP1:33 pmIslip Long Island
$344
Breeze Airways
Aug 10
ISP2:28 pmIslip Long Island
24h 03m
2 stops
PWM2:31 pmPortland
Aug 21
PWM6:29 pmPortland
19h 04m
1 stop
ISP1:33 pmIslip Long Island
$360

Southwest flights from Islip, New York to Portland, Maine

Our best Southwest deals on Islip, New York to Portland, Maine flight tickets
Southwest
Jun 12
ISP5:50 pmIslip Long Island
6h 15m
1 stop
PWM12:05 amPortland
Jun 16
PWM5:30 amPortland
8h 15m
1 stop
ISP1:45 pmIslip Long Island
$322
Southwest
Aug 13
ISP10:20 amIslip Long Island
4h 40m
1 stop
PWM3:00 pmPortland
Aug 18
PWM5:45 amPortland
6h 25m
1 stop
ISP12:10 pmIslip Long Island
$367
Southwest
Aug 16
ISP6:20 amIslip Long Island
6h 25m
1 stop
PWM12:45 pmPortland
Aug 21
PWM10:30 amPortland
5h 55m
1 stop
ISP4:25 pmIslip Long Island
$377

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 March 31, 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 8/10

8:43 pm-9:19 pm

1 stop24h 36m

Portland

Fri 8/21

6:29 pm-1:33 pm

1 stop19h 04m

$298

IslipPortland

ISP - PWM

ISPPWM

Islip Long Island

Tue 8/11

4:41 pm-10:27 am

1 stop17h 46m

Portland

Fri 8/21

6:29 pm-1:33 pm

1 stop19h 04m

$314

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

$322

IslipPortland

ISP - PWM

ISPPWM

Islip Long Island

Thu 8/13

10:48 am-9:12 am

1 stop22h 24m

Portland

Fri 8/21

6:29 pm-1:33 pm

1 stop19h 04m

$331

IslipPortland

ISP - PWM

ISPPWM

Islip Long Island

Tue 8/11

11:56 am-9:19 pm

2 stops9h 23m

Portland

Fri 8/21

6:29 pm-1:33 pm

1 stop19h 04m

$344

IslipPortland

ISP - PWM

ISPPWM

Islip Long Island

Tue 8/11

4:41 pm-10:27 am

1 stop17h 46m

Portland

Thu 8/20

7:00 am-1:28 pm

2 stops30h 28m

$350

IslipPortland

ISP - PWM

ISPPWM

Islip Long Island

Fri 8/14

10:48 am-9:12 am

1 stop22h 24m

Portland

Fri 8/21

6:29 pm-1:33 pm

1 stop19h 04m

$358

IslipPortland

ISP - PWM

ISPPWM

Islip Long Island

Mon 8/10

2:28 pm-2:31 pm

2 stops24h 03m

Portland

Fri 8/21

6:29 pm-1:33 pm

1 stop19h 04m

$360
Quickest round-trip

IslipPortland

ISP - PWM

ISPPWM

Islip Long Island

Thu 8/13

10:20 am-3:00 pm

1 stop4h 40m

Portland

Tue 8/18

5:45 am-12:10 pm

1 stop6h 25m

$367

IslipPortland

ISP - PWM

ISPPWM

Islip Long Island

Fri 6/12

10:48 am-9:12 am

1 stop22h 24m

Portland

Tue 6/16

4:44 pm-10:03 am

2 stops17h 19m

$368

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
1
2

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 Tuesday. momondo users have found tickets for Tuesday departures for as low as $220. 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 $288.

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 $309. 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

6h 15m

Direct flights

None
The fastest flight from Islip, New York to Portland, Maine takes 6h 15m
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

  • 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 6h 15m.

  • 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 $306Free CancellationRating
8.0
4,332 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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