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Cheap flights from Portland, Maine to New York from $230

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Portland, Maine to New York departing on 7/7. 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

Find the cheapest flights from Portland, Maine to New York

Cheap round-trip flights

Enter your travel dates to find the best prices.
Southwest Logo
5:30 am - 11:50 am
PWM
-
ISP
6h 20m
1 stop
Southwest Logo
4:40 pm - 11:00 pm
ISP
-
PWM
6h 20m
1 stop
$340Southwest
Tue, Jul 21 - Tue, Jul 28
Southwest Logo
5:55 am - 9:40 am
PWM
-
ISP
3h 45m
1 stop
Southwest Logo
10:20 am - 3:40 pm
ISP
-
PWM
5h 20m
1 stop
$347Southwest
Fri, Aug 21 - Sun, Aug 23
Southwest Logo
5:30 am - 11:50 am
PWM
-
ISP
6h 20m
1 stop
Southwest Logo
8:55 am - 9:35 pm
ISP
-
PWM
12h 40m
2 stops
$351Southwest
Tue, Jul 21 - Tue, Jul 28
Southwest Logo
5:55 am - 9:40 am
PWM
-
ISP
3h 45m
1 stop
Southwest Logo
10:30 am - 10:55 pm
ISP
-
PWM
12h 25m
2 stops
$358Southwest
Fri, Aug 21 - Sun, Aug 23
Southwest Logo
6:10 am - 9:55 am
PWM
-
ISP
3h 45m
1 stop
Southwest Logo
4:35 pm - 10:55 pm
ISP
-
PWM
6h 20m
1 stop
$407Southwest
Sun, Aug 23 - Sun, Aug 23
Southwest Logo
7:40 am - 5:15 pm
PWM
-
ISP
9h 35m
2 stops
Southwest Logo
6:00 am - 9:55 am
ISP
-
PWM
3h 55m
1 stop
$414Southwest
Mon, Jul 27 - Wed, Jul 29
Southwest Logo
7:40 am - 5:15 pm
PWM
-
ISP
9h 35m
2 stops
Southwest Logo
8:55 am - 9:35 pm
ISP
-
PWM
12h 40m
2 stops
$425Southwest
Mon, Jul 27 - Wed, Jul 29
Southwest Logo
5:20 pm - 11:40 pm
PWM
-
ISP
6h 20m
1 stop
Southwest Logo
5:55 pm - 12:10 am
ISP
-
PWM
6h 15m
1 stop
$447Southwest
Mon, Jul 13 - Sun, Jul 19
Southwest Logo
7:40 am - 4:25 pm
PWM
-
ISP
8h 45m
2 stops
Southwest Logo
10:30 am - 10:55 pm
ISP
-
PWM
12h 25m
2 stops
$449Southwest
Fri, Aug 21 - Sun, Aug 23
Southwest Logo
5:20 pm - 11:40 pm
PWM
-
ISP
6h 20m
1 stop
Southwest Logo
5:55 pm - 12:10 am
ISP
-
PWM
6h 15m
1 stop
$467Southwest
Thu, Jul 23 - Sun, Jul 26

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

Our best Breeze Airways deals on Portland, Maine to Islip, New York flight tickets
Breeze Airways
Sep 2
PWM6:30 pmPortland
24h 39m
2 stops
ISP7:09 pmIslip Long Island
Sep 5
ISP11:57 amIslip Long Island
4h 19m
1 stop
PWM4:16 pmPortland
$609
Breeze Airways
Sep 2
PWM6:30 pmPortland
24h 39m
2 stops
ISP7:09 pmIslip Long Island
Sep 5
ISP6:09 pmIslip Long Island
28h 30m
2 stops
PWM10:39 pmPortland
$634
Breeze Airways
Jul 21
PWM3:16 pmPortland
20h 01m
2 stops
ISP11:17 amIslip Long Island
Jul 28
ISP11:56 amIslip Long Island
9h 23m
2 stops
PWM9:19 pmPortland
$699

Southwest flights from Portland, Maine to Islip, New York

Our best Southwest deals on Portland, Maine to Islip, New York flight tickets
Southwest
Jul 21
PWM5:30 amPortland
6h 20m
1 stop
ISP11:50 amIslip Long Island
Jul 28
ISP4:40 pmIslip Long Island
6h 20m
1 stop
PWM11:00 pmPortland
$340
Southwest
Aug 21
PWM5:55 amPortland
3h 45m
1 stop
ISP9:40 amIslip Long Island
Aug 23
ISP10:20 amIslip Long Island
5h 20m
1 stop
PWM3:40 pmPortland
$347
Southwest
Jul 21
PWM5:30 amPortland
6h 20m
1 stop
ISP11:50 amIslip Long Island
Jul 28
ISP8:55 amIslip Long Island
12h 40m
2 stops
PWM9:35 pmPortland
$351

momondo Fare Finder

 
Customize your flight search to find flights from Portland, Maine to Islip, New York 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 June 22, 2026.
Use the filters below to find and compare flights from Portland, Maine to Islip, New York that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

PortlandIslip

PWM - ISP

PWMISP

Portland

Tue 7/21

5:30 am-11:50 am

1 stop6h 20m

Islip Long Island

Tue 7/28

4:40 pm-11:00 pm

1 stop6h 20m

$340
Quickest round-trip

PortlandIslip

PWM - ISP

PWMISP

Portland

Fri 8/21

5:55 am-9:40 am

1 stop3h 45m

Islip Long Island

Sun 8/23

10:20 am-3:40 pm

1 stop5h 20m

$347

PortlandIslip

PWM - ISP

PWMISP

Portland

Tue 7/21

5:30 am-11:50 am

1 stop6h 20m

Islip Long Island

Tue 7/28

8:55 am-9:35 pm

2 stops12h 40m

$351

PortlandIslip

PWM - ISP

PWMISP

Portland

Fri 8/21

5:55 am-9:40 am

1 stop3h 45m

Islip Long Island

Sun 8/23

10:30 am-10:55 pm

2 stops12h 25m

$358

PortlandIslip

PWM - ISP

PWMISP

Portland

Sun 8/23

6:10 am-9:55 am

1 stop3h 45m

Islip Long Island

Sun 8/23

4:35 pm-10:55 pm

1 stop6h 20m

$407

PortlandIslip

PWM - ISP

PWMISP

Portland

Mon 7/27

7:40 am-5:15 pm

2 stops9h 35m

Islip Long Island

Wed 7/29

6:00 am-9:55 am

1 stop3h 55m

$414

PortlandIslip

PWM - ISP

PWMISP

Portland

Mon 7/27

7:40 am-5:15 pm

2 stops9h 35m

Islip Long Island

Wed 7/29

8:55 am-9:35 pm

2 stops12h 40m

$425

PortlandIslip

PWM - ISP

PWMISP

Portland

Mon 7/13

5:20 pm-11:40 pm

1 stop6h 20m

Islip Long Island

Sun 7/19

5:55 pm-12:10 am

1 stop6h 15m

$447

PortlandIslip

PWM - ISP

PWMISP

Portland

Fri 8/21

7:40 am-4:25 pm

2 stops8h 45m

Islip Long Island

Sun 8/23

10:30 am-10:55 pm

2 stops12h 25m

$449

PortlandIslip

PWM - ISP

PWMISP

Portland

Thu 7/23

5:20 pm-11:40 pm

1 stop6h 20m

Islip Long Island

Sun 7/26

5:55 pm-12:10 am

1 stop6h 15m

$467

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 New York from

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

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 airline that flies from Portland to Islip Long Island?

Southwest and Breeze Airways are the most popular carriers operating from Portland to Islip Long Island

What airlines fly to Islip, New York?

United Airlines, Delta and American Airlines are the top three most popular airlines that fly to Islip, New York from Portland, Maine according to our data. United Airlines is the first choice among our users, with 38% of people opting to fly with this airline when traveling to Islip, New York. Keep in mind that there are 5 different airlines that fly to Islip, New York on a routine basis, so you have a few additional options to choose from.

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

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

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

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

Fastest flight time

4h 05m

Direct flights

None
The fastest flight from Portland, Maine to Islip, New York takes 4h 05m
There are no direct flights from Portland, Maine to Islip, New York. There are no popular flight routes from Portland, Maine to Islip, New York.
Search flight deals

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

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

    The distance between Portland and Islip Long Island is about 252.6 mi. A reasonable flight in good conditions will take 4h 05m.

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

    Prices for flights from Portland Airport to Islip Long Island Airport are refreshed on a daily basis.

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

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Portland Airport to Islip Long Island Airport.

  • What documentation or ID do you need to fly to Islip Long Island Airport?

    The travel and health documents required for your trip to Islip Long Island Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Islip Long Island Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

Traveling to a place near New York?

Book flights to New York if you plan to visit one of these locations
Montauk
Riverhead
Southampton
Sag Harbor
Amagansett

Why use momondo?

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

It is quick and easy to find Portland to Islip flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Islip that suits you.

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

All flight searches from Portland to Islip on momondo can be filtered to show those which offer flexible booking policies.

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

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from Portland to Islip.

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

Yes momondo offers price alerts on flights to Islip from Portland. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.

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Wed 7/22
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