$173+ Cheap flights from Islip, NY to Pensacola (ISP - PNS)
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 10/29. Fares are subject to change and may not be available on all flights or dates of travel.
ISP — PNS
Oct 15 — Oct 221
Round-trip
1 adult, Economy
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Find cheap flights from Islip to Pensacola 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
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
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 Islip to Pensacola
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Cheapest flights from Islip to PensacolaExplore the most affordable flight options available from Islip to Pensacola. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 15, 2026.
Explore the most affordable flight options available from Islip to Pensacola. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 15, 2026.
This Kiwi.com deal was found by Cheapflights users on 9/10. 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.
Wed 9/305:43 pm -
1 stop20h 31m
Tue 10/68:48 am -
1 stop7h 10m
Deal found 9/10![Multiple Airlines logo]()
$289
This Kiwi.com deal was found by Cheapflights users on 9/11. 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 9/255:43 pm -
1 stop20h 02m
Tue 9/298:48 am -
2 stops25h 32m
Deal found 9/11![Multiple Airlines logo]()
$390
This Southwest deal was found by Cheapflights users on 9/10. 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 9/3012:55 pm -
2 stops6h 45m
Tue 10/612:35 pm -
2 stops9h 05m
Deal found 9/10![Southwest logo]()
$448
This Kiwi.com deal was found by Cheapflights users on 9/13. 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 10/163:02 pm -
1 stop19h 48m
Sun 10/188:18 am -
1 stop8h 12m
Deal found 9/13![Multiple Airlines logo]()
$471
This Kiwi.com deal was found by Cheapflights users on 9/11. 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 10/810:57 am -
2 stops9h 23m
Thu 10/158:15 pm -
1 stop20h 45m
Deal found 9/11![Multiple Airlines logo]()
$482
This Trip.com deal was found by Cheapflights users on 9/11. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/226:25 pm -
1 stop25h 55m
Sun 10/258:15 pm -
1 stop20h 45m
Deal found 9/11![Frontier logo]()
$519
This Kiwi.com deal was found by Cheapflights users on 9/11. 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 10/86:25 pm -
1 stop25h 55m
Thu 10/158:15 pm -
1 stop20h 45m
Deal found 9/11![Frontier logo]()
$533
This Southwest deal was found by Cheapflights users on 9/11. 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 9/256:10 am -
2 stops8h 20m
Tue 9/297:55 am -
2 stops8h 05m
Deal found 9/11![Southwest logo]()
$577
This Kiwi.com deal was found by Cheapflights users on 9/12. 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 12/253:02 pm -
1 stop19h 48m
Thu 12/319:40 am -
2 stops22h 19m
Deal found 9/12![Breeze Airways logo]()
$593
Best flights from Islip to PensacolaDiscover carefully curated flight deals from Islip to Pensacola that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 15, 2026.
Discover carefully curated flight deals from Islip to Pensacola that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 15, 2026.
This Kiwi.com deal was found by Cheapflights users on 9/10. 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.
Wed 9/3012:00 pm -
2 stops26h 14m
Tue 10/68:48 am -
1 stop7h 10m
Deal found 9/10![Multiple Airlines logo]()
$295
This Southwest deal was found by Cheapflights users on 9/10. 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 9/3012:55 pm -
2 stops6h 45m
Tue 10/612:35 pm -
2 stops9h 05m
Deal found 9/10![Southwest logo]()
$448
This KAYAK deal was found by Cheapflights users on 9/10. 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.
Sat 10/1012:00 pm -
2 stops20h 38m
Thu 10/159:40 am -
2 stops23h 53m
Deal found 9/10![Breeze Airways logo]()
$773
This Kiwi.com deal was found by Cheapflights users on 9/13. 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 1/811:59 am -
1 stop28h 56m
Fri 1/158:38 am -
1 stop23h 22m
Deal found 9/13![Multiple Airlines logo]()
$456
This Southwest deal was found by Cheapflights users on 9/14. 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.
Fri 1/85:45 am -
2 stops13h 25m
Fri 1/157:55 am -
2 stops9h 20m
Deal found 9/14![Southwest logo]()
$469
This Kiwi.com deal was found by Cheapflights users on 9/13. 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 10/163:02 pm -
1 stop19h 48m
Sun 10/188:18 am -
1 stop8h 12m
Deal found 9/13![Multiple Airlines logo]()
$471
This Southwest deal was found by Cheapflights users on 9/11. 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 9/256:10 am -
2 stops8h 20m
Tue 9/297:55 am -
2 stops8h 05m
Deal found 9/11![Southwest logo]()
$577
This KAYAK deal was found by Cheapflights users on 9/10. 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.
Sat 10/1012:00 pm -
2 stops20h 38m
Sat 10/1710:30 am -
1 stop22h 47m
Deal found 9/10![Breeze Airways logo]()
$788
This Southwest deal was found by Cheapflights users on 9/12. 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 12/256:05 am -
2 stops10h 30m
Thu 12/317:55 am -
2 stops12h 45m
Deal found 9/12![Southwest logo]()
$677
This Southwest deal was found by Cheapflights users on 9/13. 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 10/163:10 pm -
2 stops8h 45m
Sun 10/1811:05 am -
2 stops11h 35m
Deal found 9/13![Southwest logo]()
$773
Last-minute flights from Islip to PensacolaDiscover last-minute flight deals from Islip to Pensacola. Data last updated September 15, 2026 and is based on user searches.
Discover last-minute flight deals from Islip to Pensacola. Data last updated September 15, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 9/11. 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 9/255:43 pm -
1 stop20h 02m
Tue 9/298:48 am -
2 stops25h 32m
Deal found 9/11![Multiple Airlines logo]()
$390
This Southwest deal was found by Cheapflights users on 9/11. 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 9/256:10 am -
2 stops8h 20m
Tue 9/297:55 am -
2 stops8h 05m
Deal found 9/11![Southwest logo]()
$577
This Kiwi.com deal was found by Cheapflights users on 9/10. 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.
Wed 9/305:43 pm -
1 stop20h 31m
Tue 10/68:48 am -
1 stop7h 10m
Deal found 9/10![Multiple Airlines logo]()
$289
This Southwest deal was found by Cheapflights users on 9/10. 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 9/3012:55 pm -
2 stops6h 45m
Tue 10/612:35 pm -
2 stops9h 05m
Deal found 9/10![Southwest logo]()
$448
This Kiwi.com deal was found by Cheapflights users on 9/11. 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 10/810:57 am -
2 stops9h 23m
Thu 10/158:15 pm -
1 stop20h 45m
Deal found 9/11![Multiple Airlines logo]()
$482
This Kiwi.com deal was found by Cheapflights users on 9/11. 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 10/86:25 pm -
1 stop25h 55m
Thu 10/158:15 pm -
1 stop20h 45m
Deal found 9/11![Frontier logo]()
$533
This KAYAK deal was found by Cheapflights users on 9/10. 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 10/115:28 pm -
2 stops15h 50m
Thu 10/159:40 am -
2 stops23h 53m
Deal found 9/10![Breeze Airways logo]()
$739
This Kiwi.com deal was found by Cheapflights users on 9/13. 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 10/163:02 pm -
1 stop19h 48m
Sun 10/188:18 am -
1 stop8h 12m
Deal found 9/13![Multiple Airlines logo]()
$471
This Trip.com deal was found by Cheapflights users on 9/11. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/226:25 pm -
1 stop25h 55m
Sun 10/258:15 pm -
1 stop20h 45m
Deal found 9/11![Frontier logo]()
$519
One-way flights from Islip to PensacolaSearch for one-way flight options from Islip to Pensacola. Find affordable one-way fares based on user searches. Data last updated September 15, 2026.
Search for one-way flight options from Islip to Pensacola. Find affordable one-way fares based on user searches. Data last updated September 15, 2026.
This Southwest deal was found by Cheapflights users on 9/14. 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.
Thu 10/2911:00 am -
2 stops10h 35m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/14![Southwest logo]()
$173
This Kiwi.com deal was found by Cheapflights users on 9/14. 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 10/296:33 pm -
1 stop25h 38m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/14![Frontier logo]()
$239
This Kiwi.com deal was found by Cheapflights users on 9/14. 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 10/297:45 pm -
3 stops39h 05m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/14![Breeze Airways logo]()
$272
This KAYAK deal was found by Cheapflights users on 9/10. 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.
Fri 11/203:02 pm -
1 stop19h 48m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/10![Breeze Airways logo]()
$370
This KAYAK deal was found by Cheapflights users on 9/10. 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 9/275:28 pm -
2 stops15h 50m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/10![Breeze Airways logo]()
$455
This KAYAK deal was found by Cheapflights users on 9/14. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/1211:13 am -
2 stops8h 47m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/14![Breeze Airways logo]()
$490
Find flight deals from Islip to Pensacola
Discover tips and strategies to find the most affordable flight options for your journey from Islip (ISP) to Pensacola (PNS). 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 September 15, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $289 (Kiwi.com) |
One-way from | $173 (Southwest) |
Popular in | October |
Cheapest in | July |
Average price | $409 |
Cheapflights Fare Finder
Customize your flight search to find flights from Islip to Pensacola 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 September 15, 2026.
Use the filters below to find and compare flights from Islip to Pensacola that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
IslipPensacola
ISP Islip Long Island - PNS Pensacola
ISPPNS
Islip Long Island
Thu 10/29
11:00 am-8:35 pm
2 stops10h 35m
Pensacola
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$173
IslipPensacola
ISP Islip Long Island - PNS Pensacola
ISPPNS
Islip Long Island
Wed 9/30
12:00 pm-1:14 pm
2 stops26h 14m
Pensacola
Tue 10/6
8:48 am-4:58 pm
1 stop7h 10m
$295
IslipPensacola
ISP Islip Long Island - PNS Pensacola
ISPPNS
Islip Long Island
Fri 11/20
11:13 am-7:06 pm
2 stops8h 53m
Pensacola
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$420
IslipPensacola
ISP Islip Long Island - PNS Pensacola
ISPPNS
Islip Long Island
Wed 9/30
12:55 pm-6:40 pm
2 stops6h 45m
Pensacola
Tue 10/6
12:35 pm-10:40 pm
2 stops9h 05m
$448
IslipPensacola
ISP Islip Long Island - PNS Pensacola
ISPPNS
Islip Long Island
Sun 9/27
5:28 pm-8:18 am
2 stops15h 50m
Pensacola
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$455
IslipPensacola
ISP Islip Long Island - PNS Pensacola
ISPPNS
Islip Long Island
Fri 1/8
11:59 am-3:55 pm
1 stop28h 56m
Pensacola
Fri 1/15
8:38 am-9:00 am
1 stop23h 22m
$456
IslipPensacola
ISP Islip Long Island - PNS Pensacola
ISPPNS
Islip Long Island
Fri 1/8
5:45 am-6:10 pm
2 stops13h 25m
Pensacola
Fri 1/15
7:55 am-6:15 pm
2 stops9h 20m
$469
IslipPensacola
ISP Islip Long Island - PNS Pensacola
ISPPNS
Islip Long Island
Fri 10/16
3:02 pm-9:50 am
1 stop19h 48m
Pensacola
Sun 10/18
8:18 am-5:30 pm
1 stop8h 12m
$471
Quickest round-trip
IslipPensacola
ISP Islip Long Island - PNS Pensacola
ISPPNS
Islip Long Island
Mon 10/12
11:13 am-7:00 pm
2 stops8h 47m
Pensacola
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$490
IslipPensacola
ISP Islip Long Island - PNS Pensacola
ISPPNS
Islip Long Island
Fri 9/25
6:10 am-1:30 pm
2 stops8h 20m
Pensacola
Tue 9/29
7:55 am-5:00 pm
2 stops8h 05m
$577
Showing 1-10 of 14 resultsSorted by cheapest first
Compare providers for flights from Islip to Pensacola
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 Pensacola in September.
| 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 Islip, New York-Pensacola flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Islip, New York-Pensacola flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Islip, New York-Pensacola flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Islip, New York-Pensacola 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 Islip, New York-Pensacola 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 Pensacola
Have a flexible travel schedule? Discover the best time to fly to Pensacola from Islip with our price prediction graph.
ISP-PNS
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.
Related info for your journey
Find useful and relevant information for your journey from Islip to Pensacola. 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 Pensacola?
Book flights to Pensacola if you plan to visit one of these locationsNavarre
Gulf Breeze
Foley
Atmore
Navarre Beach
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