Latest deals
Insights
When to book
FAQs
Price Alerts

Cheap flights from Portland, Maine to New York from $168

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 5/22. 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

Save money when you book flights with momondo

Big names and deals

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Filter for what you want

Free Wi-Fi? Stopover? Instantly customize your results.

Trusted and free

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Price Alerts

Not ready to book? to track prices.
Search flight deals

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
4:50 pm - 11:30 pm
PWM
-
ISP
6h 40m
1 stop
Southwest Logo
8:35 am - 2:10 pm
ISP
-
PWM
5h 35m
1 stop
$339Southwest
Thu, May 7 - Mon, May 11
Southwest Logo
2:50 pm - 8:25 pm
PWM
-
ISP
5h 35m
1 stop
Southwest Logo
5:25 pm - 12:05 am
ISP
-
PWM
6h 40m
1 stop
$403Southwest
Fri, May 1 - Sun, May 3
Southwest Logo
7:40 am - 5:15 pm
PWM
-
ISP
9h 35m
2 stops
Southwest Logo
10:20 am - 3:00 pm
ISP
-
PWM
4h 40m
1 stop
$408Southwest
Thu, Jul 30 - Fri, Aug 7
Southwest Logo
7:40 am - 5:15 pm
PWM
-
ISP
9h 35m
2 stops
Southwest Logo
12:35 pm - 9:30 pm
ISP
-
PWM
8h 55m
2 stops
$456Southwest
Thu, Jul 30 - Fri, Aug 7
Southwest Logo
4:30 pm - 10:50 pm
PWM
-
ISP
6h 20m
1 stop
Southwest Logo
5:50 pm - 12:10 am
ISP
-
PWM
6h 20m
1 stop
$459Southwest
Tue, Mar 31 - Sat, Apr 4
Southwest Logo
12:45 pm - 10:30 pm
PWM
-
ISP
9h 45m
2 stops
Southwest Logo
8:35 am - 2:10 pm
ISP
-
PWM
5h 35m
1 stop
$461Southwest
Thu, May 7 - Mon, May 11
Southwest Logo
12:30 pm - 4:05 pm
PWM
-
ISP
3h 35m
1 stop
Southwest Logo
5:00 am - 4:45 pm
ISP
-
PWM
11h 45m
2 stops
$513Southwest
Tue, Mar 31 - Sat, Apr 4
Southwest Logo
2:50 pm - 8:25 pm
PWM
-
ISP
5h 35m
1 stop
Southwest Logo
5:15 am - 3:45 pm
ISP
-
PWM
10h 30m
2 stops
$537Southwest
Fri, May 1 - Sun, May 3
Breeze Airways Logo
6:29 pm - 1:33 pm
PWM
-
ISP
19h 04m
1 stop
Breeze Airways Logo
11:56 am - 3:59 pm
ISP
-
PWM
4h 03m
1 stop
$595Breeze Airways
Fri, Aug 21 - Tue, Aug 25
Breeze Airways Logo
6:29 pm - 1:33 pm
PWM
-
ISP
19h 04m
1 stop
Breeze Airways Logo
11:56 am - 9:19 pm
ISP
-
PWM
9h 23m
2 stops
$611Breeze Airways
Fri, Aug 21 - Tue, Aug 25

Southwest flights from Portland, Maine to Islip, New York

Our best Southwest deals on Portland, Maine to Islip, New York flight tickets
Southwest
May 7
PWM4:50 pmPortland
6h 40m
1 stop
ISP11:30 pmIslip Long Island
May 11
ISP8:35 amIslip Long Island
5h 35m
1 stop
PWM2:10 pmPortland
$339
Southwest
May 1
PWM2:50 pmPortland
5h 35m
1 stop
ISP8:25 pmIslip Long Island
May 3
ISP5:25 pmIslip Long Island
6h 40m
1 stop
PWM12:05 amPortland
$403
Southwest
Jul 30
PWM7:40 amPortland
9h 35m
2 stops
ISP5:15 pmIslip Long Island
Aug 7
ISP10:20 amIslip Long Island
4h 40m
1 stop
PWM3:00 pmPortland
$408

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
Aug 21
PWM6:29 pmPortland
19h 04m
1 stop
ISP1:33 pmIslip Long Island
Aug 25
ISP11:56 amIslip Long Island
4h 03m
1 stop
PWM3:59 pmPortland
$595
Breeze Airways
Aug 21
PWM6:29 pmPortland
19h 04m
1 stop
ISP1:33 pmIslip Long Island
Aug 25
ISP11:56 amIslip Long Island
9h 23m
2 stops
PWM9:19 pmPortland
$611
Breeze Airways
Aug 21
PWM3:51 pmPortland
19h 26m
2 stops
ISP11:17 amIslip Long Island
Aug 25
ISP11:56 amIslip Long Island
4h 03m
1 stop
PWM3:59 pmPortland
$621

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 March 19, 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

Thu 5/7

4:50 pm-11:30 pm

1 stop6h 40m

Islip Long Island

Mon 5/11

8:35 am-2:10 pm

1 stop5h 35m

$339

PortlandIslip

PWM - ISP

PWMISP

Portland

Fri 5/1

2:50 pm-8:25 pm

1 stop5h 35m

Islip Long Island

Sun 5/3

5:25 pm-12:05 am

1 stop6h 40m

$403

PortlandIslip

PWM - ISP

PWMISP

Portland

Thu 7/30

7:40 am-5:15 pm

2 stops9h 35m

Islip Long Island

Fri 8/7

10:20 am-3:00 pm

1 stop4h 40m

$408

PortlandIslip

PWM - ISP

PWMISP

Portland

Thu 7/30

7:40 am-5:15 pm

2 stops9h 35m

Islip Long Island

Fri 8/7

12:35 pm-9:30 pm

2 stops8h 55m

$456

PortlandIslip

PWM - ISP

PWMISP

Portland

Tue 3/31

4:30 pm-10:50 pm

1 stop6h 20m

Islip Long Island

Sat 4/4

5:50 pm-12:10 am

1 stop6h 20m

$459

PortlandIslip

PWM - ISP

PWMISP

Portland

Thu 5/7

12:45 pm-10:30 pm

2 stops9h 45m

Islip Long Island

Mon 5/11

8:35 am-2:10 pm

1 stop5h 35m

$461

PortlandIslip

PWM - ISP

PWMISP

Portland

Tue 3/31

12:30 pm-4:05 pm

1 stop3h 35m

Islip Long Island

Sat 4/4

5:00 am-4:45 pm

2 stops11h 45m

$513

PortlandIslip

PWM - ISP

PWMISP

Portland

Fri 5/1

2:50 pm-8:25 pm

1 stop5h 35m

Islip Long Island

Sun 5/3

5:15 am-3:45 pm

2 stops10h 30m

$537

PortlandIslip

PWM - ISP

PWMISP

Portland

Fri 8/21

6:29 pm-1:33 pm

1 stop19h 04m

Islip Long Island

Tue 8/25

11:56 am-3:59 pm

1 stop4h 03m

$595

PortlandIslip

PWM - ISP

PWMISP

Portland

Fri 8/21

6:29 pm-1:33 pm

1 stop19h 04m

Islip Long Island

Tue 8/25

11:56 am-9:19 pm

2 stops9h 23m

$611

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 15 resultsSorted by cheapest first
1
2

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?

Breeze Airways and Southwest 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 35% of people opting to fly with this airline when traveling to Islip, New York. Keep in mind that there are 7 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

6h 15m

Direct flights

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

  • 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 6h 15m.

  • 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.

An easier way to manage your Islip, New York trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.
Start using Trips
Find my bookings

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.
1 adult
Sat 4/18
Sat 4/25
By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to the United States