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Islip

$290+ Cheap flights from Pittsburgh to Islip, NY (PIT - ISP)

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 12/12. Fares are subject to change and may not be available on all flights or dates of travel.
PIT — ISP
Dec 29 — Jan 51
Mon 12/29
Mon 1/5
1 adult, Economy
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Cheap flight deals from Pittsburgh to Islip

Discover tips and strategies to find the most affordable flight options for your journey from Pittsburgh (PIT) to Islip (ISP). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated November 29, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$290
(Kiwi.com)

Popular in

March

Cheapest in

October

Average price

$277
Provider with most accurate pricing for Pittsburgh-Islip Long Island flight deals.
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Provider most trusted by Cheapflights users for Pittsburgh-Islip Long Island flights.
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From Pittsburgh to Islip Long Island
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Highest demand for flights based on searches. 14% potential increase in price ($55 potential increase over avg. RT price).
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Cheapest flight prices on average. 5% potential price decrease ($16 potential savings vs. average RT price).
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Average for round-trip flights in November 2025
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Find flight deals from Pittsburgh to Islip

Cheapest flights from Pittsburgh to Islip
Explore the most affordable flight options available from Pittsburgh to Islip. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 29, 2025.

This Kiwi.com deal was found by Cheapflights users on 11/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/127:59 amPIT - ISP
2 stops11h 35mMultiple Airlines
Tue 12/168:29 pmISP - PIT
1 stop23h 59mMultiple Airlines
Deal found 11/27$290
This Southwest deal was found by Cheapflights users on 11/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/165:45 amPIT - ISP
1 stop6h 30mSouthwest
Fri 12/195:50 pmISP - PIT
1 stop5h 55mSouthwest
Deal found 11/29$329
This Southwest deal was found by Cheapflights users on 11/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/314:05 pmPIT - ISP
1 stop6h 00mSouthwest
Sat 1/35:55 pmISP - PIT
1 stop5h 45mSouthwest
Deal found 11/27$367
This Cheapflightsfares deal was found by Cheapflights users on 11/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/3011:49 amPIT - ISP
2 stops7h 53mBreeze Airways
Sun 1/411:40 amISP - PIT
2 stops7h 31mBreeze Airways
Deal found 11/27$864
This Booking.com deal was found by Cheapflights users on 11/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/313:21 pmPIT - ISP
3 stops19h 39mBreeze Airways
Sat 1/32:19 pmISP - PIT
2 stops22h 32mBreeze Airways
Deal found 11/27$902

Cheapflights Fare Finder

 
Customize your flight search to find flights from Pittsburgh to Islip 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, Cheapflights users made 2,558,603 searches. Data last updated November 29, 2025.
Use the filters below to find and compare flights from Pittsburgh to Islip that are best for you.

Fly from

Pittsburgh

Fly to

Islip

Route

Depart

Return

Price

PittsburghIslip

PIT - ISP

PITISP

Pittsburgh

Fri 12/12

7:59 am-7:34 pm

2 stops11h 35m

Islip Long Island

Tue 12/16

8:29 pm-8:28 pm

1 stop23h 59m

$290

PittsburghIslip

PIT - ISP

PITISP

Pittsburgh

Sun 1/4

6:15 pm-11:55 pm

1 stop5h 40m

Islip Long Island

Wed 1/7

6:00 am-12:10 pm

1 stop6h 10m

$292

PittsburghIslip

PIT - ISP

PITISP

Pittsburgh

Tue 12/16

5:45 am-12:15 pm

1 stop6h 30m

Islip Long Island

Fri 12/19

5:50 pm-11:45 pm

1 stop5h 55m

$329

PittsburghIslip

PIT - ISP

PITISP

Pittsburgh

Wed 12/31

4:05 pm-10:05 pm

1 stop6h 00m

Islip Long Island

Sat 1/3

5:55 pm-11:40 pm

1 stop5h 45m

$367

PittsburghIslip

PIT - ISP

PITISP

Pittsburgh

Mon 1/26

8:43 pm-11:59 am

1 stop15h 16m

Islip Long Island

Thu 1/29

7:26 pm-3:05 pm

2 stops19h 39m

$531

PittsburghIslip

PIT - ISP

PITISP

Pittsburgh

Tue 12/23

11:49 am-7:42 pm

2 stops7h 53m

$353

PittsburghIslip

PIT - ISP

PITISP

Pittsburgh

Tue 12/30

11:49 am-7:42 pm

2 stops7h 53m

$446

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/26

Compare providers for flights from Pittsburgh to Islip

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Pittsburgh to Islip in November.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Pittsburgh-Islip, New York flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Pittsburgh-Islip, New York flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from Pittsburgh-Islip, New York flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Pittsburgh-Islip, New York flights, Cheapflights users trust eDreams the most. eDreams has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Pittsburgh-Islip, New York flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Pittsburgh to Islip

Have a flexible travel schedule? Discover the best time to fly to Islip from Pittsburgh with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Pittsburgh to Islip

What is the cheapest month to book a flight from Pittsburgh to Islip, New York?

Currently, April is the cheapest month in which you can book a flight from Pittsburgh to Islip, New York (average of $42). Flying from Pittsburgh to Islip, New York in January is currently the most expensive (average of $68). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

Reviews of airlines servicing Islip

Get insights into the airlines that provide service to Islip. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Islip. Reviews last updated November 29, 2025.
Peruse reviews from past customers who have flown with Southwest from Pittsburgh to Islip to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,255 reviews

Crew

8.6

Food

7.0

Overall

8.0

Boarding

8.1

Comfort

8.0

Entertainment

7.5

Reviews

1 / 20
10.0
Excellent

William Drew,Nov 2025

SJC - HNL

Flight crew was amazing! Usually they're very good on Southwest, but this crew went above and beyond. I have never ever seen so many rounds of drink service on a flight before.
Southwest
8.0
Very good
4,255 reviews
Southwest
8.0
Very good
4,255 reviews

Crew

8.6

Food

7.0

Overall

8.0

Boarding

8.1

Comfort

8.0

Entertainment

7.5

Reviews

1 / 20
10.0
Excellent

William Drew,Nov 2025

SJC - HNL

Flight crew was amazing! Usually they're very good on Southwest, but this crew went above and beyond. I have never ever seen so many rounds of drink service on a flight before.

Related info for your journey

Find useful and relevant information for your journey from Pittsburgh to Islip. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Pittsburgh to Islip, New York?

    A quick flight from Pittsburgh to Islip, New York can take about 5h 40m. Southwest provides one of the quickest options available for as low as $292. Airlines will cover a distance of 375 mi.

  • What is the cheapest airline to fly from Pittsburgh to Islip, New York round-trip?

    Our cheapest airline available from Pittsburgh to Islip, New York is Southwest. Our recent data shows that you can find tickets from as low as $219 on this airline. This flight start at 34% lower than the current average price 3 months from now.

  • Can I find deals for flights from Pittsburgh to Islip that include hotel bookings?

    Yes. In addition to deals on Pittsburgh to Islip flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Pittsburgh to Islip?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Pittsburgh to Islip.

  • Can I find deals for business class flights from Pittsburgh to Islip?

    Yes. Cheapflights offers flight deals from Pittsburgh to Islip by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Pittsburgh to Islip, New York?

    Currently, April is the cheapest month in which you can book a flight from Pittsburgh to Islip, New York (average of $42). Flying from Pittsburgh to Islip, New York in January is currently the most expensive (average of $68). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Islip?

Book flights to Islip if you plan to visit one of these locations
Riverhead

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Alternative routes for Pittsburgh to Islip

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Top airline flying from Pittsburgh to Islip

Discover the top airline that operate flights from Pittsburgh to Islip. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated November 29, 2025.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$219Average$332FlexibilityNo cancel feeOn-time63%

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