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Cheap flights from Portland, Maine to New York from $117

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 9/11. 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
5:45 am - 10:15 amPWM  Portland-ISP Islip Long Island
4h 30m1 stop Baltimore/Washington
Southwest Logo
3:20 pm - 9:15 pmISP  Islip Long Island-PWM Portland
5h 55m1 stop Baltimore/Washington
$296Southwest
Wed, Sep 23 - Wed, Sep 30
Southwest Logo
5:45 am - 10:15 amPWM  Portland-ISP Islip Long Island
4h 30m1 stop Baltimore/Washington
Southwest Logo
10:55 am - 10:10 pmISP  Islip Long Island-PWM Portland
11h 15m2 stops Baltimore/Washington Chicago Midway
$323Southwest
Wed, Sep 23 - Wed, Sep 30
Southwest Logo
5:35 am - 11:55 amPWM  Portland-ISP Islip Long Island
6h 20m1 stop Baltimore/Washington
Southwest Logo
5:40 am - 9:40 amISP  Islip Long Island-PWM Portland
4h 00m1 stop Baltimore/Washington
$357Southwest
Sat, Oct 3 - Sun, Oct 4
Southwest Logo
7:45 am - 9:10 pmPWM  Portland-ISP Islip Long Island
13h 25m2 stops Chicago Midway Baltimore/Washington
Southwest Logo
10:55 am - 10:10 pmISP  Islip Long Island-PWM Portland
11h 15m2 stops Baltimore/Washington Chicago Midway
$364Southwest
Wed, Sep 23 - Wed, Sep 30
Southwest Logo
5:55 am - 9:40 amPWM  Portland-ISP Islip Long Island
3h 45m1 stop Baltimore/Washington
Southwest Logo
6:20 am - 10:35 amISP  Islip Long Island-PWM Portland
4h 15m1 stop Baltimore/Washington
$367Southwest
Fri, Sep 25 - Sun, Sep 27
Southwest Logo
3:40 pm - 10:10 pmPWM  Portland-ISP Islip Long Island
6h 30m1 stop Baltimore/Washington
Southwest Logo
10:30 am - 11:00 pmISP  Islip Long Island-PWM Portland
12h 30m2 stops Tampa Baltimore/Washington
$378Southwest
Fri, Sep 25 - Sun, Sep 27
Southwest Logo
5:55 am - 9:40 amPWM  Portland-ISP Islip Long Island
3h 45m1 stop Baltimore/Washington
Southwest Logo
6:20 am - 10:35 amISP  Islip Long Island-PWM Portland
4h 15m1 stop Baltimore/Washington
$398Southwest
Fri, Sep 25 - Sun, Sep 27
Southwest Logo
5:55 am - 12:35 pmPWM  Portland-ISP Islip Long Island
6h 40m1 stop Baltimore/Washington
Southwest Logo
10:30 am - 11:00 pmISP  Islip Long Island-PWM Portland
12h 30m2 stops Tampa Baltimore/Washington
$409Southwest
Fri, Sep 25 - Sun, Sep 27
Southwest Logo
5:35 am - 11:55 amPWM  Portland-ISP Islip Long Island
6h 20m1 stop Baltimore/Washington
Southwest Logo
11:00 am - 11:00 pmISP  Islip Long Island-PWM Portland
12h 00m2 stops Baltimore/Washington Chicago Midway
$432Southwest
Sat, Oct 3 - Sun, Oct 4
Breeze Airways Logo
7:00 am - 1:28 pmPWM  Portland-ISP Islip Long Island
30h 28m2 stops Akron/Canton Raleigh-Durham
Breeze Airways Logo
8:43 pm - 9:19 pmISP  Islip Long Island-PWM Portland
24h 36m1 stop Charleston
$458Breeze Airways
Thu, Aug 27 - Mon, Aug 31

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Southwest flights from Portland, Maine to Islip, New York

Our best Southwest deals on Portland, Maine to Islip, New York flight tickets
Southwest
Sep 23
PWM5:45 amPortland
4h 30m
1 stop
ISP10:15 amIslip Long Island
Sep 30
ISP3:20 pmIslip Long Island
5h 55m
1 stop
PWM9:15 pmPortland
$296
Southwest
Sep 23
PWM5:45 amPortland
4h 30m
1 stop
ISP10:15 amIslip Long Island
Sep 30
ISP10:55 amIslip Long Island
11h 15m
2 stops
PWM10:10 pmPortland
$323
Southwest
Oct 3
PWM5:35 amPortland
6h 20m
1 stop
ISP11:55 amIslip Long Island
Oct 4
ISP5:40 amIslip Long Island
4h 00m
1 stop
PWM9:40 amPortland
$357

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 27
PWM7:00 amPortland
30h 28m
2 stops
ISP1:28 pmIslip Long Island
Aug 31
ISP8:43 pmIslip Long Island
24h 36m
1 stop
PWM9:19 pmPortland
$458
Breeze Airways
Sep 14
PWM3:53 pmPortland
19h 27m
2 stops
ISP11:20 amIslip Long Island
Sep 16
ISP12:00 pmIslip Long Island
4h 24m
1 stop
PWM4:24 pmPortland
$584
Breeze Airways
Dec 9
PWM12:28 pmPortland
21h 49m
1 stop
ISP10:17 amIslip Long Island
Dec 16
ISP7:49 pmIslip Long Island
14h 02m
1 stop
PWM9:51 amPortland
$668

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 August 14, 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 Portland - ISP Islip Long Island

PWMISP

Portland

Wed 9/23

5:45 am-10:15 am

1 stop4h 30m

Islip Long Island

Wed 9/30

3:20 pm-9:15 pm

1 stop5h 55m

$296

PortlandIslip

PWM Portland - ISP Islip Long Island

PWMISP

Portland

Wed 9/23

5:45 am-10:15 am

1 stop4h 30m

Islip Long Island

Wed 9/30

10:55 am-10:10 pm

2 stops11h 15m

$323

PortlandIslip

PWM Portland - ISP Islip Long Island

PWMISP

Portland

Sat 10/3

5:35 am-11:55 am

1 stop6h 20m

Islip Long Island

Sun 10/4

5:40 am-9:40 am

1 stop4h 00m

$357

PortlandIslip

PWM Portland - ISP Islip Long Island

PWMISP

Portland

Wed 9/23

7:45 am-9:10 pm

2 stops13h 25m

Islip Long Island

Wed 9/30

10:55 am-10:10 pm

2 stops11h 15m

$364
Quickest round-trip

PortlandIslip

PWM Portland - ISP Islip Long Island

PWMISP

Portland

Fri 9/25

5:55 am-9:40 am

1 stop3h 45m

Islip Long Island

Sun 9/27

6:20 am-10:35 am

1 stop4h 15m

$367

PortlandIslip

PWM Portland - ISP Islip Long Island

PWMISP

Portland

Fri 9/25

3:40 pm-10:10 pm

1 stop6h 30m

Islip Long Island

Sun 9/27

10:30 am-11:00 pm

2 stops12h 30m

$378

PortlandIslip

PWM Portland - ISP Islip Long Island

PWMISP

Portland

Fri 9/25

5:55 am-9:40 am

1 stop3h 45m

Islip Long Island

Sun 9/27

6:20 am-10:35 am

1 stop4h 15m

$398

PortlandIslip

PWM Portland - ISP Islip Long Island

PWMISP

Portland

Fri 9/25

5:55 am-12:35 pm

1 stop6h 40m

Islip Long Island

Sun 9/27

10:30 am-11:00 pm

2 stops12h 30m

$409

PortlandIslip

PWM Portland - ISP Islip Long Island

PWMISP

Portland

Sat 10/3

5:35 am-11:55 am

1 stop6h 20m

Islip Long Island

Sun 10/4

11:00 am-11:00 pm

2 stops12h 00m

$432

PortlandIslip

PWM Portland - ISP Islip Long Island

PWMISP

Portland

Thu 8/27

7:00 am-1:28 pm

2 stops30h 28m

Islip Long Island

Mon 8/31

8:43 pm-9:19 pm

1 stop24h 36m

$458

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 39% 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

3h 45m

Direct flights

None
The fastest flight from Portland, Maine to Islip, New York takes 3h 45m
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 3h 45m.

  • 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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