$255+ 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 11/13. Fares are subject to change and may not be available on all flights or dates of travel.
PIT — ISP
Nov 4 — Nov 111
Round-trip
1 adult, Economy
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Find cheap flights from Pittsburgh to Islip with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
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Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Pittsburgh to Islip
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Best
Last-minute
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Cheapest flights from Pittsburgh to IslipExplore 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 October 5, 2026.
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 October 5, 2026.
This Southwest deal was found by Cheapflights users on 10/2. 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 11/135:50 am -
1 stop5h 55m
Sat 11/146:00 am -
1 stop5h 55m
Deal found 10/2![Southwest logo]()
$255
This Southwest deal was found by Cheapflights users on 10/5. 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.
Thu 11/1912:20 pm -
1 stop3h 55m
Thu 11/2611:40 am -
1 stop5h 10m
Deal found 10/5![Southwest logo]()
$295
This Southwest deal was found by Cheapflights users on 10/2. 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 11/65:50 pm -
1 stop5h 45m
Sun 11/84:25 pm -
1 stop8h 05m
Deal found 10/2![Southwest logo]()
$331
This CheapOair deal was found by Cheapflights users on 10/4. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/296:27 pm -
1 stop23h 29m
Sun 11/16:33 pm -
1 stop22h 59m
Deal found 10/4![Frontier logo]()
$343
This Southwest deal was found by Cheapflights users on 10/4. 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.
Thu 10/296:00 pm -
1 stop5h 40m
Sun 11/11:35 pm -
2 stops10h 50m
Deal found 10/4![Southwest logo]()
$356
This Southwest deal was found by Cheapflights users on 10/1. 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 10/166:00 pm -
1 stop5h 40m
Tue 10/204:20 pm -
1 stop5h 50m
Deal found 10/1![Southwest logo]()
$371
Best flights from Pittsburgh to IslipDiscover carefully curated flight deals from Pittsburgh to Islip that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 5, 2026.
Discover carefully curated flight deals from Pittsburgh to Islip that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 5, 2026.
This Southwest deal was found by Cheapflights users on 10/2. 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 12/27:15 am -
2 stops9h 00m
Fri 12/412:30 pm -
2 stops6h 20m
Deal found 10/2![Southwest logo]()
$265
This Southwest deal was found by Cheapflights users on 10/5. 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.
Thu 11/1912:20 pm -
1 stop3h 55m
Thu 11/2611:40 am -
1 stop5h 10m
Deal found 10/5![Southwest logo]()
$295
This Southwest deal was found by Cheapflights users on 10/4. 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.
Thu 10/296:00 pm -
1 stop5h 40m
Sun 11/11:35 pm -
2 stops10h 50m
Deal found 10/4![Southwest logo]()
$356
This Southwest deal was found by Cheapflights users on 10/2. 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.
Sat 10/1710:30 am -
1 stop5h 40m
Wed 10/214:20 pm -
1 stop5h 50m
Deal found 10/2![Southwest logo]()
$371
This Southwest deal was found by Cheapflights users on 10/1. 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 10/166:00 pm -
1 stop5h 40m
Tue 10/204:20 pm -
1 stop5h 50m
Deal found 10/1![Southwest logo]()
$371
This Southwest deal was found by Cheapflights users on 10/4. 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 10/196:00 pm -
1 stop5h 40m
Fri 10/233:10 pm -
2 stops9h 10m
Deal found 10/4![Southwest logo]()
$376
Last-minute flights from Pittsburgh to IslipDiscover last-minute flight deals from Pittsburgh to Islip. Data last updated October 5, 2026 and is based on user searches.
Discover last-minute flight deals from Pittsburgh to Islip. Data last updated October 5, 2026 and is based on user searches.
This Southwest deal was found by Cheapflights users on 10/1. 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 10/166:00 pm -
1 stop5h 40m
Tue 10/204:20 pm -
1 stop5h 50m
Deal found 10/1![Southwest logo]()
$371
This CheapOair deal was found by Cheapflights users on 10/4. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/296:27 pm -
1 stop23h 29m
Sun 11/16:33 pm -
1 stop22h 59m
Deal found 10/4![Frontier logo]()
$343
This Southwest deal was found by Cheapflights users on 10/4. 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.
Thu 10/296:00 pm -
1 stop5h 40m
Sun 11/11:35 pm -
2 stops10h 50m
Deal found 10/4![Southwest logo]()
$356
This Southwest deal was found by Cheapflights users on 10/2. 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 11/65:50 pm -
1 stop5h 45m
Sun 11/84:25 pm -
1 stop8h 05m
Deal found 10/2![Southwest logo]()
$331
This Southwest deal was found by Cheapflights users on 10/2. 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 11/135:50 am -
1 stop5h 55m
Sat 11/146:00 am -
1 stop5h 55m
Deal found 10/2![Southwest logo]()
$255
This Southwest deal was found by Cheapflights users on 10/5. 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.
Thu 11/1912:20 pm -
1 stop3h 55m
Thu 11/2611:40 am -
1 stop5h 10m
Deal found 10/5![Southwest logo]()
$295
One-way flights from Pittsburgh to IslipSearch for one-way flight options from Pittsburgh to Islip. Find affordable one-way fares based on user searches. Data last updated October 5, 2026.
Search for one-way flight options from Pittsburgh to Islip. Find affordable one-way fares based on user searches. Data last updated October 5, 2026.
This KAYAK deal was found by Cheapflights users on 10/1. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 1/37:13 pm -
1 stop13h 46m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/1![Breeze Airways logo]()
$320
This CheapOair deal was found by Cheapflights users on 10/5. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/146:00 am -
1 stop15h 37m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/5![JetBlue logo]()
$357
This KAYAK deal was found by Cheapflights users on 10/2. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/238:54 pm -
1 stop14h 26m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/2![Breeze Airways logo]()
$390
This KAYAK deal was found by Cheapflights users on 10/2. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/227:13 pm -
1 stop13h 46m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/2![Breeze Airways logo]()
$470
This KAYAK deal was found by Cheapflights users on 10/4. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/2211:10 am -
2 stops27h 12m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/4![Breeze Airways logo]()
$530
Find 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 October 5, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $255 (Southwest) |
Popular in | October |
Cheapest in | January |
Average price | $265 |
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 7,457,451 searches. Data last updated October 5, 2026.
Use the filters below to find and compare flights from Pittsburgh to Islip that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
PittsburghIslip
PIT Pittsburgh - ISP Islip Long Island
PITISP
Pittsburgh
Wed 12/2
7:15 am-4:15 pm
2 stops9h 00m
Islip Long Island
Fri 12/4
12:30 pm-6:50 pm
2 stops6h 20m
$265
Quickest round-trip
PittsburghIslip
PIT Pittsburgh - ISP Islip Long Island
PITISP
Pittsburgh
Thu 11/19
12:20 pm-4:15 pm
1 stop3h 55m
Islip Long Island
Thu 11/26
11:40 am-4:50 pm
1 stop5h 10m
$295
PittsburghIslip
PIT Pittsburgh - ISP Islip Long Island
PITISP
Pittsburgh
Sun 1/3
7:13 pm-8:59 am
1 stop13h 46m
Islip Long Island
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$320
PittsburghIslip
PIT Pittsburgh - ISP Islip Long Island
PITISP
Pittsburgh
Thu 10/29
6:00 pm-11:40 pm
1 stop5h 40m
Islip Long Island
Sun 11/1
1:35 pm-12:25 am
2 stops10h 50m
$356
PittsburghIslip
PIT Pittsburgh - ISP Islip Long Island
PITISP
Pittsburgh
Sat 11/14
6:00 am-9:37 pm
1 stop15h 37m
Islip Long Island
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$357
PittsburghIslip
PIT Pittsburgh - ISP Islip Long Island
PITISP
Pittsburgh
Sat 10/17
10:30 am-4:10 pm
1 stop5h 40m
Islip Long Island
Wed 10/21
4:20 pm-10:10 pm
1 stop5h 50m
$371
PittsburghIslip
PIT Pittsburgh - ISP Islip Long Island
PITISP
Pittsburgh
Fri 10/16
6:00 pm-11:40 pm
1 stop5h 40m
Islip Long Island
Tue 10/20
4:20 pm-10:10 pm
1 stop5h 50m
$371
PittsburghIslip
PIT Pittsburgh - ISP Islip Long Island
PITISP
Pittsburgh
Mon 10/19
6:00 pm-11:40 pm
1 stop5h 40m
Islip Long Island
Fri 10/23
3:10 pm-12:20 am
2 stops9h 10m
$376
PittsburghIslip
PIT Pittsburgh - ISP Islip Long Island
PITISP
Pittsburgh
Mon 11/23
8:54 pm-11:20 am
1 stop14h 26m
Islip Long Island
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$390
PittsburghIslip
PIT Pittsburgh - ISP Islip Long Island
PITISP
Pittsburgh
Sun 11/22
7:13 pm-8:59 am
1 stop13h 46m
Islip Long Island
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$470
Sorted by cheapest first
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 October.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on Pittsburgh-Islip, New York flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Pittsburgh-Islip, New York flight deals on Cheapflights vs. FlightHub >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 FlightHub the most. FlightHub 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.
PIT-ISP
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.
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 October 5, 2026.
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.
Entertainment
7.5
Food
7.0
Boarding
8.1
Overall
8.0
Crew
8.6
Comfort
8.0
Reviews
1 / 20
10.0
ExcellentEdward,Sep 2026
MCO - BWI
Entertainment
7.5
Food
7.0
Boarding
8.1
Overall
8.0
Crew
8.6
Comfort
8.0
Reviews
1 / 20
10.0
ExcellentEdward,Sep 2026
MCO - BWI
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.
Traveling to a place near Islip?
Book flights to Islip if you plan to visit one of these locationsRiverhead
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Other flights to Islip
Explore flights to Islip departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on October 5, 2026.
Pittsburgh and Islip flights
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Check out other popular destinations found by fellow travelers in 2026
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 7,457,451 searches. Data last updated October 5, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$196 | Average$413 | FlexibilityNo cancel fee | On-time63% |