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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 8/3. 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
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
5:45 am - 12:10 pm
PWM
-
ISP
6h 25m
1 stop
Southwest Logo
12:10 pm - 4:05 pm
ISP
-
PWM
3h 55m
1 stop
$317Southwest
Wed, Sep 30 - Sat, Oct 3
Breeze Airways Logo
6:13 pm - 1:33 pm
PWM
-
ISP
19h 20m
1 stop
Breeze Airways Logo
2:28 pm - 4:16 pm
ISP
-
PWM
25h 48m
1 stop
$325Breeze Airways
Fri, May 29 - Fri, Jun 5
Multiple Airlines Logo
6:13 pm - 1:33 pm
PWM
-
ISP
19h 20m
1 stop
Multiple Airlines Logo
11:00 am - 4:16 pm
ISP
-
PWM
29h 16m
2 stops
$331Multiple Airlines
Fri, May 29 - Fri, Jun 5
Southwest Logo
5:55 am - 12:35 pm
PWM
-
ISP
6h 40m
1 stop
Southwest Logo
4:05 pm - 10:25 pm
ISP
-
PWM
6h 20m
1 stop
$357Southwest
Mon, Aug 24 - Fri, Aug 28
Southwest Logo
7:45 am - 9:05 pm
PWM
-
ISP
13h 20m
2 stops
Southwest Logo
6:00 am - 9:55 am
ISP
-
PWM
3h 55m
1 stop
$358Southwest
Wed, Sep 30 - Sat, Oct 3
Southwest Logo
5:55 am - 9:40 am
PWM
-
ISP
3h 45m
1 stop
Southwest Logo
10:20 am - 9:30 pm
ISP
-
PWM
11h 10m
2 stops
$362Southwest
Mon, Aug 24 - Fri, Aug 28
Southwest Logo
4:35 pm - 11:20 pm
PWM
-
ISP
6h 45m
1 stop
Southwest Logo
4:45 pm - 11:10 pm
ISP
-
PWM
6h 25m
1 stop
$397Southwest
Sat, May 23 - Sun, May 24
Southwest Logo
5:35 am - 11:35 am
PWM
-
ISP
6h 00m
1 stop
Southwest Logo
6:00 am - 10:55 am
ISP
-
PWM
4h 55m
1 stop
$407Southwest
Sat, Jun 20 - Sun, Jun 21
Southwest Logo
2:50 pm - 8:25 pm
PWM
-
ISP
5h 35m
1 stop
Southwest Logo
8:35 am - 2:10 pm
ISP
-
PWM
5h 35m
1 stop
$408Southwest
Thu, May 21 - Mon, May 25
Southwest Logo
5:35 am - 2:05 pm
PWM
-
ISP
8h 30m
2 stops
Southwest Logo
6:00 am - 10:55 am
ISP
-
PWM
4h 55m
1 stop
$412Southwest
Sat, Jun 20 - Sun, Jun 21

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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
May 29
PWM6:13 pmPortland
19h 20m
1 stop
ISP1:33 pmIslip Long Island
Jun 5
ISP2:28 pmIslip Long Island
25h 48m
1 stop
PWM4:16 pmPortland
$325
Breeze Airways
Sep 30
PWM5:19 pmPortland
25h 46m
2 stops
ISP7:05 pmIslip Long Island
Oct 3
ISP6:08 pmIslip Long Island
28h 11m
2 stops
PWM10:19 pmPortland
$674
Breeze Airways
Sep 30
PWM5:09 pmPortland
17h 08m
1 stop
ISP10:17 amIslip Long Island
Oct 3
ISP12:00 pmIslip Long Island
4h 24m
1 stop
PWM4:24 pmPortland
$688

Southwest flights from Portland, Maine to Islip, New York

Our best Southwest deals on Portland, Maine to Islip, New York flight tickets
Southwest
Sep 30
PWM5:45 amPortland
6h 25m
1 stop
ISP12:10 pmIslip Long Island
Oct 3
ISP12:10 pmIslip Long Island
3h 55m
1 stop
PWM4:05 pmPortland
$317
Southwest
Aug 24
PWM5:55 amPortland
6h 40m
1 stop
ISP12:35 pmIslip Long Island
Aug 28
ISP4:05 pmIslip Long Island
6h 20m
1 stop
PWM10:25 pmPortland
$357
Southwest
Sep 30
PWM7:45 amPortland
13h 20m
2 stops
ISP9:05 pmIslip Long Island
Oct 3
ISP6:00 amIslip Long Island
3h 55m
1 stop
PWM9:55 amPortland
$358

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 May 1, 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
Quickest round-trip

PortlandIslip

PWM - ISP

PWMISP

Portland

Wed 9/30

5:45 am-12:10 pm

1 stop6h 25m

Islip Long Island

Sat 10/3

12:10 pm-4:05 pm

1 stop3h 55m

$317

PortlandIslip

PWM - ISP

PWMISP

Portland

Fri 5/29

6:13 pm-1:33 pm

1 stop19h 20m

Islip Long Island

Fri 6/5

2:28 pm-4:16 pm

1 stop25h 48m

$325

PortlandIslip

PWM - ISP

PWMISP

Portland

Fri 5/29

6:13 pm-1:33 pm

1 stop19h 20m

Islip Long Island

Fri 6/5

11:00 am-4:16 pm

2 stops29h 16m

$331

PortlandIslip

PWM - ISP

PWMISP

Portland

Mon 8/24

5:55 am-12:35 pm

1 stop6h 40m

Islip Long Island

Fri 8/28

4:05 pm-10:25 pm

1 stop6h 20m

$357

PortlandIslip

PWM - ISP

PWMISP

Portland

Wed 9/30

7:45 am-9:05 pm

2 stops13h 20m

Islip Long Island

Sat 10/3

6:00 am-9:55 am

1 stop3h 55m

$358

PortlandIslip

PWM - ISP

PWMISP

Portland

Mon 8/24

5:55 am-9:40 am

1 stop3h 45m

Islip Long Island

Fri 8/28

10:20 am-9:30 pm

2 stops11h 10m

$362

PortlandIslip

PWM - ISP

PWMISP

Portland

Sat 5/23

4:35 pm-11:20 pm

1 stop6h 45m

Islip Long Island

Sun 5/24

4:45 pm-11:10 pm

1 stop6h 25m

$397

PortlandIslip

PWM - ISP

PWMISP

Portland

Sat 6/20

5:35 am-11:35 am

1 stop6h 00m

Islip Long Island

Sun 6/21

6:00 am-10:55 am

1 stop4h 55m

$407

PortlandIslip

PWM - ISP

PWMISP

Portland

Thu 5/21

2:50 pm-8:25 pm

1 stop5h 35m

Islip Long Island

Mon 5/25

8:35 am-2:10 pm

1 stop5h 35m

$408

PortlandIslip

PWM - ISP

PWMISP

Portland

Sat 6/20

5:35 am-2:05 pm

2 stops8h 30m

Islip Long Island

Sun 6/21

6:00 am-10:55 am

1 stop4h 55m

$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 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 36% of people opting to fly with this airline when traveling to Islip, New York. Keep in mind that there are 6 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

5h 35m

Direct flights

None
The fastest flight from Portland, Maine to Islip, New York takes 5h 35m
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 5h 35m.

  • 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
Sag Harbor
Southampton
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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