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Cheap flights from Islip, New York to Portland from $179

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 10/7. 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 Islip, New York to Portland

Cheap round-trip flights

Enter your travel dates to find the best prices.
Southwest Logo
6:05 am - 5:20 pmISP  Islip Long Island-PWM Portland
11h 15m2 stops Baltimore/Washington Nashville Intl
Southwest Logo
5:20 am - 11:45 amPWM  Portland-ISP Islip Long Island
6h 25m1 stop Baltimore/Washington
$270Southwest
Tue, Oct 20 - Fri, Oct 23
Southwest Logo
6:05 am - 5:20 pmISP  Islip Long Island-PWM Portland
11h 15m2 stops Baltimore/Washington Nashville Intl
Southwest Logo
6:30 am - 5:00 pmPWM  Portland-ISP Islip Long Island
10h 30m2 stops Chicago Midway Baltimore/Washington
$276Southwest
Tue, Oct 20 - Fri, Oct 23
Breeze Airways Logo
12:00 pm - 4:24 pmISP  Islip Long Island-PWM Portland
28h 24m1 stop Raleigh-Durham
Breeze Airways Logo
5:09 pm - 10:17 amPWM  Portland-ISP Islip Long Island
17h 08m1 stop Raleigh-Durham
$298Breeze Airways
Tue, Oct 13 - Wed, Oct 21
Breeze Airways Logo
12:00 pm - 4:24 pmISP  Islip Long Island-PWM Portland
28h 24m1 stop Raleigh-Durham
Breeze Airways Logo
5:09 pm - 11:20 amPWM  Portland-ISP Islip Long Island
18h 11m1 stop Raleigh-Durham
$314Breeze Airways
Tue, Oct 13 - Tue, Oct 20
Southwest Logo
6:05 am - 9:55 amISP  Islip Long Island-PWM Portland
3h 50m1 stop Baltimore/Washington
Southwest Logo
5:45 am - 10:15 amPWM  Portland-ISP Islip Long Island
4h 30m1 stop Baltimore/Washington
$316Southwest
Wed, Sep 9 - Wed, Sep 16
Multiple Airlines Logo
11:56 am - 9:19 pmISP  Islip Long Island-PWM Portland
9h 23m2 stops Norfolk Charleston
Multiple Airlines Logo
11:07 am - 9:53 amPWM  Portland-ISP Islip Long Island
22h 46m1 stop Orlando
$319Multiple Airlines
Tue, Sep 1 - Wed, Sep 2
Breeze Airways Logo
3:02 pm - 4:24 pmISP  Islip Long Island-PWM Portland
25h 22m1 stop Raleigh-Durham
Breeze Airways Logo
5:09 pm - 10:17 amPWM  Portland-ISP Islip Long Island
17h 08m1 stop Raleigh-Durham
$320Breeze Airways
Fri, Oct 16 - Wed, Oct 21
Southwest Logo
10:30 am - 9:15 pmISP  Islip Long Island-PWM Portland
10h 45m2 stops Orlando Baltimore/Washington
Southwest Logo
5:45 am - 10:15 amPWM  Portland-ISP Islip Long Island
4h 30m1 stop Baltimore/Washington
$321Southwest
Wed, Sep 9 - Wed, Sep 16
Breeze Airways Logo
1:38 pm - 9:08 amISP  Islip Long Island-PWM Portland
19h 30m2 stops Wilmington New Hanover County Orlando
Breeze Airways Logo
5:09 pm - 10:17 amPWM  Portland-ISP Islip Long Island
17h 08m1 stop Raleigh-Durham
$323Breeze Airways
Tue, Oct 13 - Wed, Oct 21
Southwest Logo
6:05 am - 12:20 pmISP  Islip Long Island-PWM Portland
6h 15m1 stop Baltimore/Washington
Southwest Logo
5:20 am - 11:45 amPWM  Portland-ISP Islip Long Island
6h 25m1 stop Baltimore/Washington
$326Southwest
Tue, Oct 20 - Fri, Oct 23

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Southwest flights from Islip, New York to Portland, Maine

Our best Southwest deals on Islip, New York to Portland, Maine flight tickets
Southwest
Oct 20
ISP6:05 amIslip Long Island
11h 15m
2 stops
PWM5:20 pmPortland
Oct 23
PWM5:20 amPortland
6h 25m
1 stop
ISP11:45 amIslip Long Island
$270
Southwest
Oct 20
ISP6:05 amIslip Long Island
11h 15m
2 stops
PWM5:20 pmPortland
Oct 23
PWM6:30 amPortland
10h 30m
2 stops
ISP5:00 pmIslip Long Island
$276
Southwest
Sep 9
ISP6:05 amIslip Long Island
3h 50m
1 stop
PWM9:55 amPortland
Sep 16
PWM5:45 amPortland
4h 30m
1 stop
ISP10:15 amIslip Long Island
$316

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
Oct 13
ISP12:00 pmIslip Long Island
28h 24m
1 stop
PWM4:24 pmPortland
Oct 21
PWM5:09 pmPortland
17h 08m
1 stop
ISP10:17 amIslip Long Island
$298
Breeze Airways
Oct 13
ISP12:00 pmIslip Long Island
28h 24m
1 stop
PWM4:24 pmPortland
Oct 20
PWM5:09 pmPortland
18h 11m
1 stop
ISP11:20 amIslip Long Island
$314
Breeze Airways
Oct 16
ISP3:02 pmIslip Long Island
25h 22m
1 stop
PWM4:24 pmPortland
Oct 21
PWM5:09 pmPortland
17h 08m
1 stop
ISP10:17 amIslip Long Island
$320

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 August 16, 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 Islip Long Island - PWM Portland

ISPPWM

Islip Long Island

Tue 10/20

6:05 am-5:20 pm

2 stops11h 15m

Portland

Fri 10/23

5:20 am-11:45 am

1 stop6h 25m

$270

IslipPortland

ISP Islip Long Island - PWM Portland

ISPPWM

Islip Long Island

Tue 10/20

6:05 am-5:20 pm

2 stops11h 15m

Portland

Fri 10/23

6:30 am-5:00 pm

2 stops10h 30m

$276

IslipPortland

ISP Islip Long Island - PWM Portland

ISPPWM

Islip Long Island

Tue 10/13

12:00 pm-4:24 pm

1 stop28h 24m

Portland

Wed 10/21

5:09 pm-10:17 am

1 stop17h 08m

$298

IslipPortland

ISP Islip Long Island - PWM Portland

ISPPWM

Islip Long Island

Tue 10/13

12:00 pm-4:24 pm

1 stop28h 24m

Portland

Tue 10/20

5:09 pm-11:20 am

1 stop18h 11m

$314
Quickest round-trip

IslipPortland

ISP Islip Long Island - PWM Portland

ISPPWM

Islip Long Island

Wed 9/9

6:05 am-9:55 am

1 stop3h 50m

Portland

Wed 9/16

5:45 am-10:15 am

1 stop4h 30m

$316

IslipPortland

ISP Islip Long Island - PWM Portland

ISPPWM

Islip Long Island

Tue 9/1

11:56 am-9:19 pm

2 stops9h 23m

Portland

Wed 9/2

11:07 am-9:53 am

1 stop22h 46m

$319

IslipPortland

ISP Islip Long Island - PWM Portland

ISPPWM

Islip Long Island

Fri 10/16

3:02 pm-4:24 pm

1 stop25h 22m

Portland

Wed 10/21

5:09 pm-10:17 am

1 stop17h 08m

$320

IslipPortland

ISP Islip Long Island - PWM Portland

ISPPWM

Islip Long Island

Wed 9/9

10:30 am-9:15 pm

2 stops10h 45m

Portland

Wed 9/16

5:45 am-10:15 am

1 stop4h 30m

$321

IslipPortland

ISP Islip Long Island - PWM Portland

ISPPWM

Islip Long Island

Tue 10/13

1:38 pm-9:08 am

2 stops19h 30m

Portland

Wed 10/21

5:09 pm-10:17 am

1 stop17h 08m

$323

IslipPortland

ISP Islip Long Island - PWM Portland

ISPPWM

Islip Long Island

Tue 10/20

6:05 am-12:20 pm

1 stop6h 15m

Portland

Fri 10/23

5:20 am-11:45 am

1 stop6h 25m

$326

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 16 resultsSorted by cheapest first
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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 Sunday. momondo users have found tickets for Sunday departures for as low as $249. 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 $302.

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 $236. 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 $321. 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

4h 00m

Direct flights

None
The fastest flight from Islip, New York to Portland, Maine takes 4h 00m
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

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

  • 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 4h 00m.

  • 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 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.

Traveling to a place near Portland?

Book flights to Portland if you plan to visit one of these locations
North Conway
Boothbay Harbor
Jackson
Lewiston
Brunswick
Freeport
Auburn
Gorham
Conway
Bartlett
Windham
Bath
Intervale
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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