What airlines fly to Portland, Maine?

United Airlines, Delta and JetBlue are the top three most popular airlines that fly to Portland, Maine from Islip, New York according to our data. United Airlines is the first choice among our users, with 44% of people opting to fly with this airline when traveling to Portland, Maine. Keep in mind that there are 7 different airlines that fly to Portland, Maine on a routine basis, so you have a few additional options to choose from.

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 many operators does momondo search for flights from Islip Long Island Airport to Portland Airport?

As of December 2025, there is 1 operator available to choose from for flights from Islip Long Island Airport to Portland Airport.

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.

$173 Cheap Flights from Islip to Portland in 2025/26

1 adult

0 bags

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Find the cheapest flights from Islip, New York to Boston

Round-trip

One-way

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Cheap round-trip flights

Enter your travel dates to find the best prices.

12:30 pm - 4:45 pm

ISP

PWM

4h 15m1 stop

5:30 am - 11:45 am

PWM

ISP

6h 15m1 stop

$407Southwest

Fri, Jun 12 - Sun, Jun 14

5:20 am - 4:45 pm

ISP

PWM

11h 25m2 stops

5:30 am - 11:45 am

PWM

ISP

6h 15m1 stop

$412Southwest

Fri, Jun 12 - Sun, Jun 14

5:20 am - 4:45 pm

ISP

PWM

11h 25m2 stops

5:30 am - 4:40 pm

PWM

ISP

11h 10m2 stops

$417Southwest

Fri, Jun 12 - Sun, Jun 14

2:28 pm - 11:22 am

ISP

PWM

20h 54m2 stops

3:11 pm - 7:51 pm

PWM

ISP

28h 40m3 stops

$765Breeze Airways

Fri, Jun 12 - Sun, Jun 14

Southwest flights from Islip, New York to Portland, Maine

Our best Southwest deals on Islip, New York to Portland, Maine flight tickets

Southwest

Jun 12

ISP12:30 pmIslip Long Island

4h 15m

1 stop

PWM4:45 pmPortland

Jun 14

PWM5:30 amPortland

6h 15m

1 stop

ISP11:45 amIslip Long Island

$407

Find similar

Southwest

Jun 12

ISP5:20 amIslip Long Island

11h 25m

2 stops

PWM4:45 pmPortland

Jun 14

PWM5:30 amPortland

6h 15m

1 stop

ISP11:45 amIslip Long Island

$412

Find similar

Southwest

Jun 12

ISP5:20 amIslip Long Island

11h 25m

2 stops

PWM4:45 pmPortland

Jun 14

PWM5:30 amPortland

11h 10m

2 stops

ISP4:40 pmIslip Long Island

$417

Find similar

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

Jun 12

ISP2:28 pmIslip Long Island

20h 54m

2 stops

PWM11:22 amPortland

Jun 14

PWM3:11 pmPortland

28h 40m

3 stops

ISP7:51 pmIslip Long Island

$765

Find similar

Breeze Airways

Dec 18

ISP11:40 amIslip Long Island

29h 45m

3 stops

PWM5:25 pmPortland

Dec 20

PWM6:18 pmPortland

16h 42m

2 stops

ISP11:00 amIslip Long Island

$1,049

Find similar

momondo Fare Finder

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

IslipPortland

ISP - PWM

ISPPWM

Islip Long Island

Fri 6/12

12:30 pm-4:45 pm

1 stop4h 15m

Portland

Sun 6/14

5:30 am-11:45 am

1 stop6h 15m

$407

IslipPortland

ISP - PWM

ISPPWM

Islip Long Island

Fri 6/12

5:20 am-4:45 pm

2 stops11h 25m

Portland

Sun 6/14

5:30 am-11:45 am

1 stop6h 15m

$412

IslipPortland

ISP - PWM

ISPPWM

Islip Long Island

Fri 6/12

5:20 am-4:45 pm

2 stops11h 25m

Portland

Sun 6/14

5:30 am-4:40 pm

2 stops11h 10m

$417

IslipPortland

ISP - PWM

ISPPWM

Islip Long Island

Fri 6/12

2:28 pm-11:22 am

2 stops20h 54m

Portland

Sun 6/14

3:11 pm-7:51 pm

3 stops28h 40m

$765

Flights are sorted by cheapest round-trip flights first.

Sorted by cheapest first

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

Prices

Airlines

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 Wednesday. momondo users have found tickets for Wednesday departures for as low as $217. 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 $286.

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 $215. 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 $290. 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 15m
Direct flights	None

The fastest flight from Islip, New York to Portland, Maine takes 4h 15m

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.

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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 15m.
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 many operators does momondo search for flights from Islip Long Island Airport to Portland Airport?
As of December 2025, there is 1 operator available to choose from for flights from Islip Long Island Airport to Portland Airport.
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.
What is the most popular airline from Islip, New York to Portland, Maine?
Based on momondo bookings for this flight route, the most popular airline on flight routes from Islip, New York to Portland, Maine is Southwest (100% of total bookings).

Best airlines flying from Islip, New York to Portland, Maine

Compare and see reviews for airlines that fly from Islip, New York to Portland, Maine with momondo

Airline	Rating	Free Cancellation	Price
Southwest	PriceFrom $254	Free Cancellation	Rating 7.9 4,250 reviews		Search Southwest flights

North Conway

Boothbay Harbor

Jackson

Conway

Freeport

Lewiston

Bartlett

Brunswick

Auburn

Gorham

Windham

Intervale

Oxford

Bath

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.