What is the cheapest airline that flies from Islip Long Island to Portland?

Southwest and Breeze Airways are the most popular carriers operating from Islip Long Island to Portland

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 according to our data. United Airlines is the first choice among our users, with 43% 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 August 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.

$131 Cheap Flights from Islip to Portland, Maine (ISP-PWM) in 2025

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Find the cheapest flights from Islip to Portland (ISP-PWM)

Round-trip

One-way

Last minute

Cheap round-trip flights

6:05 am - 9:50 amISP-PWM

3h 45m1 stop

5:50 am - 3:10 pmPWM-ISP

9h 20m1 stop

$259Southwest

Find Deal

Tue, Sep 16 - Tue, Sep 23

6:05 am - 9:50 amISP-PWM

3h 45m1 stop

9:05 am - 9:05 pmPWM-ISP

12h 00m2 stops

$293Southwest

Find Deal

Tue, Sep 16 - Tue, Sep 23

5:35 pm - 9:20 pmISP-PWM

3h 45m1 stop

5:45 am - 11:50 amPWM-ISP

6h 05m1 stop

$347Southwest

Find Deal

Fri, Oct 24 - Mon, Oct 27

5:35 pm - 12:05 amISP-PWM

6h 30m1 stop

2:40 pm - 11:45 pmPWM-ISP

9h 05m2 stops

$352Southwest

Find Deal

Fri, Oct 24 - Mon, Oct 27

5:30 am - 4:20 pmISP-PWM

10h 50m2 stops

9:05 am - 9:05 pmPWM-ISP

12h 00m2 stops

$353Southwest

Find Deal

Tue, Sep 16 - Tue, Sep 23

3:20 pm - 12:05 amISP-PWM

8h 45m2 stops

2:40 pm - 11:45 pmPWM-ISP

9h 05m2 stops

$367Southwest

Find Deal

Fri, Oct 24 - Mon, Oct 27

6:05 am - 9:55 amISP-PWM

3h 50m1 stop

5:30 am - 12:10 pmPWM-ISP

6h 40m1 stop

$457Southwest

Find Deal

Sat, Oct 11 - Sun, Oct 12

5:35 pm - 12:05 amISP-PWM

6h 30m1 stop

5:45 am - 11:50 amPWM-ISP

6h 05m1 stop

$459Southwest

Find Deal

Fri, Oct 3 - Mon, Oct 13

7:36 pm - 5:25 pmISP-PWM

21h 49m2 stops

5:40 pm - 6:28 pmPWM-ISP

24h 48m1 stop

$552Breeze Airways

Find Deal

Sun, Sep 14 - Sun, Sep 21

7:08 pm - 10:41 amISP-PWM

15h 33m2 stops

2:36 pm - 9:58 amPWM-ISP

19h 22m3 stops

$619Breeze Airways

Find Deal

Fri, Oct 24 - Mon, Oct 27

Southwest flights from Islip to Portland, Maine

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

Southwest

Sep 16

ISP6:05 amIslip Long Island

3h 45m

1 stop

PWM9:50 amPortland

Sep 23

PWM5:50 amPortland

9h 20m

1 stop

ISP3:10 pmIslip Long Island

$259

Find similar

Southwest

Sep 16

ISP6:05 amIslip Long Island

3h 45m

1 stop

PWM9:50 amPortland

Sep 23

PWM9:05 amPortland

12h 00m

2 stops

ISP9:05 pmIslip Long Island

$293

Find similar

Southwest

Oct 24

ISP5:35 pmIslip Long Island

3h 45m

1 stop

PWM9:20 pmPortland

Oct 27

PWM5:45 amPortland

6h 05m

1 stop

ISP11:50 amIslip Long Island

$347

Find similar

Breeze Airways flights from Islip to Portland, Maine

Our best Breeze Airways deals on Islip to Portland, Maine flight tickets

Breeze Airways

Sep 14

ISP7:36 pmIslip Long Island

21h 49m

2 stops

PWM5:25 pmPortland

Sep 21

PWM5:40 pmPortland

24h 48m

1 stop

ISP6:28 pmIslip Long Island

$552

Find similar

Breeze Airways

Oct 24

ISP7:08 pmIslip Long Island

15h 33m

2 stops

PWM10:41 amPortland

Oct 27

PWM2:36 pmPortland

19h 22m

3 stops

ISP9:58 amIslip Long Island

$619

Find similar

Breeze Airways

Oct 6

ISP7:08 pmIslip Long Island

22h 41m

1 stop

PWM5:49 pmPortland

Oct 10

PWM2:36 pmPortland

29h 29m

3 stops

ISP8:05 pmIslip Long Island

$651

Find similar

Fly from

Fly to

Route

Depart

Return

Price

IslipPortland

ISP - PWM

ISPPWM

Islip Long Island

Tue 9/16

6:05 am-9:50 am

1 stop3h 45m

Portland

Tue 9/23

5:50 am-3:10 pm

1 stop9h 20m

$259

IslipPortland

ISP - PWM

ISPPWM

Islip Long Island

Tue 9/16

6:05 am-9:50 am

1 stop3h 45m

Portland

Tue 9/23

9:05 am-9:05 pm

2 stops12h 00m

$293

IslipPortland

ISP - PWM

ISPPWM

Islip Long Island

Fri 10/24

5:35 pm-9:20 pm

1 stop3h 45m

Portland

Mon 10/27

5:45 am-11:50 am

1 stop6h 05m

$347

IslipPortland

ISP - PWM

ISPPWM

Islip Long Island

Fri 10/24

5:35 pm-12:05 am

1 stop6h 30m

Portland

Mon 10/27

2:40 pm-11:45 pm

2 stops9h 05m

$352

IslipPortland

ISP - PWM

ISPPWM

Islip Long Island

Tue 9/16

5:30 am-4:20 pm

2 stops10h 50m

Portland

Tue 9/23

9:05 am-9:05 pm

2 stops12h 00m

$353

IslipPortland

ISP - PWM

ISPPWM

Islip Long Island

Fri 10/24

3:20 pm-12:05 am

2 stops8h 45m

Portland

Mon 10/27

2:40 pm-11:45 pm

2 stops9h 05m

$367

IslipPortland

ISP - PWM

ISPPWM

Islip Long Island

Sat 10/11

6:05 am-9:55 am

1 stop3h 50m

Portland

Sun 10/12

5:30 am-12:10 pm

1 stop6h 40m

$457

IslipPortland

ISP - PWM

ISPPWM

Islip Long Island

Fri 10/3

5:35 pm-12:05 am

1 stop6h 30m

Portland

Mon 10/13

5:45 am-11:50 am

1 stop6h 05m

$459

IslipPortland

ISP - PWM

ISPPWM

Islip Long Island

Sun 9/14

7:36 pm-5:25 pm

2 stops21h 49m

Portland

Sun 9/21

5:40 pm-6:28 pm

1 stop24h 48m

$552

IslipPortland

ISP - PWM

ISPPWM

Islip Long Island

Fri 10/24

7:08 pm-10:41 am

2 stops15h 33m

Portland

Mon 10/27

2:36 pm-9:58 am

3 stops19h 22m

$619

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

How to get the cheapest flight ticket from Islip 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 month to fly to Portland, Maine?

The cheapest month to fly to Portland, Maine from Islip is in August. Flight prices, which tend to average around $195, are often lower during this time because this is during the off-season. If you aren’t able to travel to Portland, Maine during the month of August, then flying in May is also cheap. Prices for this month can be found on momondo for an average of $211.

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 is on a Wednesday. momondo users have found tickets for Wednesday departures for as low as $216. 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 because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $281.

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 to Portland, Maine when you can find flight prices for as low as $221. 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 $275. Of course, these prices can vary depending on the time of year and what airport you fly to.

What is the cheapest Islip Long Island to Portland flight route?

Fly from Islip Long Island to Portland for the best Islip Long Island - Portland flight prices

What cabin class options are available on Islip Long Island to Portland flights?

There are 1 cabin classes available to choose from on Islip Long Island to Portland flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

When to book flights from Islip to Portland, Maine

Are you open to changing your travel dates? Check out the ideal times to fly from Islip to Portland, Maine according to our flight data. Find out which month and days have the cheapest flights.

Estimated round-trip price

Cheap Islip to Portland, Maine (ISP to PWM) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Islip to Portland, Maine

Direct flights	None

There are no direct flights from Islip to Portland, Maine. There are no popular flight routes from Islip to Portland, Maine.

Search flight deals

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 3h 45m.
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 August 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 plane model from Islip to Portland, Maine?
Based on momondo bookings for flights between Islip and Portland, Maine, the leading plane model is Embraer 190, making up 24.00% of the total bookings. Other popular models include Embraer 175 with 24.00%, Embraer 175 (Enhanced Winglets) with 12.00%, and Airbus A220-300 with 12.00%.
What is the most popular airline from Islip to Portland, Maine?
Based on momondo bookings for this flight route, the most popular airline on flight routes from Islip to Portland, Maine is Southwest (100% of total bookings).

Best airlines flying from Islip to Portland, Maine

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

Airline	Rating	Free Cancellation	Price
Southwest	PriceFrom $280	Free Cancellation	Rating 8.0 4,246 reviews		Search Southwest flights

North Conway

Boothbay Harbor

Jackson

Conway

Freeport

Lewiston

Bartlett

Gorham

Brunswick

Auburn

Intervale

Windham

Bath

Oxford

Georgetown

Tamworth

Falmouth

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.

An easier way to manage your Portland, Maine trip

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Airports servicing Maine

Rockland Knox County Regional Airport

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Cheap flights from Islip to Portland from $189

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 to Portland departing on 10/10. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

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Big names and deals

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Filter for what you want

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Find the cheapest flights from Islip to Portland (ISP-PWM)

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Southwest flights from Islip to Portland, Maine

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

Breeze Airways flights from Islip to Portland, Maine

Our best Breeze Airways deals on Islip to Portland, Maine flight tickets

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How to get the cheapest flight ticket from Islip 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 month to fly to Portland, Maine?

What is the cheapest day to depart on your flight to Portland, Maine?

What is the cheapest time of day to depart on your flight to Portland, Maine?

What is the cheapest Islip Long Island to Portland flight route?

Fly from Islip Long Island to Portland for the best Islip Long Island - Portland flight prices

What cabin class options are available on Islip Long Island to Portland flights?

There are 1 cabin classes available to choose from on Islip Long Island to Portland flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

What is the cheapest airline that flies from Islip Long Island to Portland?

Southwest and Breeze Airways are the most popular carriers operating from Islip Long Island to Portland

What airlines fly to Portland, Maine?

When to book flights from Islip to Portland, Maine

Cheap Islip to Portland, Maine (ISP to PWM) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Islip to Portland, Maine

Direct flights

How far is Islip Long Island to Portland by plane?

When did momondo last update prices for flights from Islip Long Island Airport to Portland Airport?

How many operators does momondo search 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?

What documentation or ID do you need to fly to Portland Airport?

What is the most popular plane model from Islip to Portland, Maine?

What is the most popular airline from Islip to Portland, Maine?

Best airlines flying from Islip to Portland, Maine

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

Traveling to a place near Portland?

Why use momondo?

Why should I use momondo to find a flight deal from Islip to Portland?

Can I find flights from Islip to Portland with flexible booking policies on momondo?

How can momondo help me find flights from Islip to Portland?

I’m not ready to book a flight from Islip to Portland right now. Can momondo alert me if prices change?

An easier way to manage your Portland, Maine 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.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.

Find better results for your trip to the United States

Airports servicing Maine