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$264+ Cheap flights from Islip, NY to Pittsburgh (ISP - PIT)

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 2/6. Fares are subject to change and may not be available on all flights or dates of travel.
ISP — PIT
Feb 14 — Feb 211
Sat 2/14
Sat 2/21
1 adult, Economy
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Cheap flight deals from Islip to Pittsburgh

Discover tips and strategies to find the most affordable flight options for your journey from Islip (ISP) to Pittsburgh (PIT). 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 January 15, 2026.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$264
(Southwest)

Popular in

December

Cheapest in

September

Average price

$199
Provider with most accurate pricing for Islip Long Island-Pittsburgh flight deals.
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Provider most trusted by Cheapflights users for Islip Long Island-Pittsburgh flights.
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From Islip Long Island to Pittsburgh
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Highest demand for flights based on searches. 10% potential increase in price ($22 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($4 potential savings vs. average RT price).
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Average for round-trip flights in January 2026
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Find flight deals from Islip to Pittsburgh

Cheapest flights from Islip to Pittsburgh
Explore the most affordable flight options available from Islip to Pittsburgh. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 15, 2026.

This Southwest deal was found by Cheapflights users on 1/13. 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.
Fri 2/611:50 am
ISP
-
PIT
1 stop6h 00m
Southwest
Mon 2/910:40 am
PIT
-
ISP
1 stop5h 45m
Southwest
Deal found 1/13$264
This Kiwi.com deal was found by Cheapflights users on 1/13. 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 1/232:01 pm
ISP
-
PIT
1 stop5h 53m
Breeze Airways
Mon 1/268:43 pm
PIT
-
ISP
1 stop15h 16m
Breeze Airways
Deal found 1/13$359
This Kiwi.com deal was found by Cheapflights users on 1/14. 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.
Thu 1/297:26 pm
ISP
-
PIT
2 stops19h 39m
Breeze Airways
Mon 2/28:43 pm
PIT
-
ISP
1 stop15h 16m
Breeze Airways
Deal found 1/14$379
This Kiwi.com deal was found by Cheapflights users on 1/14. 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.
Thu 1/297:43 pm
ISP
-
PIT
1 stop27h 24m
Multiple Airlines
Mon 2/28:43 pm
PIT
-
ISP
1 stop15h 16m
Multiple Airlines
Deal found 1/14$473
This Kiwi.com deal was found by Cheapflights users on 1/14. 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.
Mon 1/192:01 pm
ISP
-
PIT
1 stop5h 53m
Multiple Airlines
Thu 1/225:50 pm
PIT
-
ISP
2 stops41h 20m
Multiple Airlines
Deal found 1/14$484
This Southwest deal was found by Cheapflights users on 1/13. 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.
Fri 1/2312:40 pm
ISP
-
PIT
2 stops9h 15m
Southwest
Mon 1/261:15 pm
PIT
-
ISP
2 stops8h 40m
Southwest
Deal found 1/13$500
This Kiwi.com deal was found by Cheapflights users on 1/15. 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.
Mon 1/192:01 pm
ISP
-
PIT
1 stop5h 53m
Multiple Airlines
Wed 1/215:50 pm
PIT
-
ISP
2 stops43h 31m
Multiple Airlines
Deal found 1/15$563
This Southwest deal was found by Cheapflights users on 1/14. 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.
Mon 1/1911:50 am
ISP
-
PIT
2 stops9h 50m
Southwest
Thu 1/2212:35 pm
PIT
-
ISP
2 stops9h 20m
Southwest
Deal found 1/14$607
This Southwest deal was found by Cheapflights users on 1/15. 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.
Mon 1/194:05 pm
ISP
-
PIT
1 stop6h 30m
Southwest
Wed 1/2110:00 am
PIT
-
ISP
1 stop6h 15m
Southwest
Deal found 1/15$643

Cheapflights Fare Finder

 
Customize your flight search to find flights from Islip to Pittsburgh 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 January 15, 2026.
Use the filters below to find and compare flights from Islip to Pittsburgh that are best for you.

Fly from

Islip

Fly to

Pittsburgh

Route

Depart

Return

Price

IslipPittsburgh

ISP - PIT

ISPPIT

Islip Long Island

Fri 2/6

11:50 am-5:50 pm

1 stop6h 00m

Pittsburgh

Mon 2/9

10:40 am-4:25 pm

1 stop5h 45m

$264

IslipPittsburgh

ISP - PIT

ISPPIT

Islip Long Island

Thu 1/29

7:26 pm-3:05 pm

2 stops19h 39m

Pittsburgh

Mon 2/2

8:43 pm-11:59 am

1 stop15h 16m

$379

IslipPittsburgh

ISP - PIT

ISPPIT

Islip Long Island

Thu 1/29

7:43 pm-11:07 pm

1 stop27h 24m

Pittsburgh

Mon 2/2

8:43 pm-11:59 am

1 stop15h 16m

$473

IslipPittsburgh

ISP - PIT

ISPPIT

Islip Long Island

Wed 1/21

12:25 pm-10:48 pm

1 stop10h 23m

$293

IslipPittsburgh

ISP - PIT

ISPPIT

Islip Long Island

Sat 6/20

12:35 pm-10:46 pm

1 stop10h 11m

$510

IslipPittsburgh

ISP - PIT

ISPPIT

Islip Long Island

Mon 1/26

12:25 pm-10:48 pm

1 stop10h 23m

$1,158

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/14

Compare providers for flights from Islip to Pittsburgh

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 Islip to Pittsburgh in January.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star
eDreamsPrice Accuracy3 starsTrust Score*3 stars

*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 Islip, New York-Pittsburgh flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Islip, New York-Pittsburgh flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from Islip, New York-Pittsburgh flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Islip, New York-Pittsburgh 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 Islip, New York-Pittsburgh 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 Islip to Pittsburgh

Have a flexible travel schedule? Discover the best time to fly to Pittsburgh from Islip 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 Islip to Pittsburgh

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

Currently, May is the cheapest month in which you can book a flight from Islip, New York to Pittsburgh (average of $31). Flying from Islip, New York to Pittsburgh in January is currently the most expensive (average of $80). 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.

Related info for your journey

Find useful and relevant information for your journey from Islip to Pittsburgh. 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 Islip, New York to Pittsburgh?

    Airlines like Southwest and Breeze Airways fly from Islip, New York to Pittsburgh in about 6h. The time it takes to get you to your destination can typically vary by up to 13h 39m. The distance between Islip, New York and Pittsburgh is about 375 mi. This flight may include one or multiple stops.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Islip to Pittsburgh 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 Islip, New York to Pittsburgh?

    Currently, May is the cheapest month in which you can book a flight from Islip, New York to Pittsburgh (average of $31). Flying from Islip, New York to Pittsburgh in January is currently the most expensive (average of $80). 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 Pittsburgh?

Book flights to Pittsburgh if you plan to visit one of these locations
Mars
Steubenville
Washington
Monroeville
Wexford
Belle Vernon

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