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Pensacola

$152+ Cheap flights from Islip, NY to Pensacola (ISP - PNS)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 10/15. Fares are subject to change and may not be available on all flights or dates of travel.
ISP — PNS
Aug 31 — Sep 71
Mon 8/31
Mon 9/7
1 adult, Economy
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Find cheap flights from Islip to Pensacola with Cheapflights

1. Tell us where you want to go

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3. Compare prices and book

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Cheap flight deals from Islip to Pensacola

Cheapest flights from Islip to Pensacola
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 August 1, 2026.

This Kiwi.com deal was found by Cheapflights users on 7/28. 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 9/912:00 pm
ISP
-
PNS
2 stops25h 05m
Multiple Airlines
Sat 9/128:58 am
PNS
-
ISP
1 stop7h 00m
Multiple Airlines
Deal found 7/28$299
This Southwest deal was found by Cheapflights users on 7/28. 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 9/910:55 am
ISP
-
PNS
2 stops7h 40m
Southwest
Sat 9/1210:35 am
PNS
-
ISP
2 stops9h 15m
Southwest
Deal found 7/28$349
This Kiwi.com deal was found by Cheapflights users on 7/28. 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 8/1211:57 am
ISP
-
PNS
2 stops28h 12m
Multiple Airlines
Sun 8/164:04 pm
PNS
-
ISP
1 stop16h 49m
Multiple Airlines
Deal found 7/28$361
This Kiwi.com deal was found by Cheapflights users on 7/30. 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 8/142:28 pm
ISP
-
PNS
1 stop20h 18m
Multiple Airlines
Tue 8/182:07 pm
PNS
-
ISP
1 stop18h 46m
Multiple Airlines
Deal found 7/30$364
This Kiwi.com deal was found by Cheapflights users on 7/29. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/133:34 pm
ISP
-
PNS
2 stops28h 18m
Multiple Airlines
Mon 8/174:11 pm
PNS
-
ISP
1 stop16h 42m
Multiple Airlines
Deal found 7/29$444
This Southwest deal was found by Cheapflights users on 7/29. 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.
Thu 8/1312:35 pm
ISP
-
PNS
2 stops7h 10m
Southwest
Mon 8/171:10 pm
PNS
-
ISP
2 stops7h 55m
Southwest
Deal found 7/29$527
This Southwest deal was found by Cheapflights users on 7/30. 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 8/146:10 am
ISP
-
PNS
2 stops8h 20m
Southwest
Tue 8/187:55 am
PNS
-
ISP
2 stops12h 10m
Southwest
Deal found 7/30$559
This Southwest deal was found by Cheapflights users on 7/28. 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 8/1210:55 am
ISP
-
PNS
2 stops7h 40m
Southwest
Sun 8/1610:10 am
PNS
-
ISP
2 stops7h 35m
Southwest
Deal found 7/28$605
This Booking.com deal was found by Cheapflights users on 7/30. 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.
Fri 10/93:02 pm
ISP
-
PNS
1 stop19h 48m
Breeze Airways
Mon 10/128:58 am
PNS
-
ISP
2 stops27h 00m
Breeze Airways
Deal found 7/30$614

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 August 1, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$299
(Kiwi.com)

One-way from

$152
(Kiwi.com)

Popular in

October

Cheapest in

August

Average price

$339
Provider with most accurate pricing for Islip Long Island-Pensacola flight deals.
Search Deals
Provider most trusted by Cheapflights users for Islip Long Island-Pensacola flights.
Search Deals
From Islip Long Island to Pensacola
Search Deals
One-way flight from Islip Long Island to Pensacola
Search Deals
Highest demand for flights based on searches. 0% potential increase in price ($3 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($7 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in August 2026
Search Deals

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 2,558,603 searches. Data last updated August 1, 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

Price

Cheapest round-trip

IslipPensacola

ISP - PNS

ISPPNS

Islip Long Island

Wed 9/9

12:00 pm-12:05 pm

2 stops25h 05m

Pensacola

Sat 9/12

8:58 am-4:58 pm

1 stop7h 00m

$299

IslipPensacola

ISP - PNS

ISPPNS

Islip Long Island

Wed 9/9

10:55 am-5:35 pm

2 stops7h 40m

Pensacola

Sat 9/12

10:35 am-8:50 pm

2 stops9h 15m

$349

IslipPensacola

ISP - PNS

ISPPNS

Islip Long Island

Thu 8/13

3:34 pm-6:52 pm

2 stops28h 18m

Pensacola

Mon 8/17

4:11 pm-9:53 am

1 stop16h 42m

$444

IslipPensacola

ISP - PNS

ISPPNS

Islip Long Island

Wed 8/12

7:46 pm-8:01 am

1 stop13h 15m

Pensacola

Sun 8/16

4:04 pm-9:53 am

1 stop16h 49m

$510
Quickest round-trip

IslipPensacola

ISP - PNS

ISPPNS

Islip Long Island

Thu 8/13

12:35 pm-6:45 pm

2 stops7h 10m

Pensacola

Mon 8/17

1:10 pm-10:05 pm

2 stops7h 55m

$527

IslipPensacola

ISP - PNS

ISPPNS

Islip Long Island

Fri 8/14

6:10 am-1:30 pm

2 stops8h 20m

Pensacola

Tue 8/18

7:55 am-9:05 pm

2 stops12h 10m

$559

IslipPensacola

ISP - PNS

ISPPNS

Islip Long Island

Wed 8/12

10:55 am-5:35 pm

2 stops7h 40m

Pensacola

Sun 8/16

10:10 am-6:45 pm

2 stops7h 35m

$605

IslipPensacola

ISP - PNS

ISPPNS

Islip Long Island

Thu 10/8

3:10 pm-10:50 pm

2 stops8h 40m

Pensacola

Sun 10/11

12:25 pm-11:50 pm

2 stops10h 25m

$635

IslipPensacola

ISP - PNS

ISPPNS

Islip Long Island

Fri 10/9

3:10 pm-10:50 pm

2 stops8h 40m

Pensacola

Mon 10/12

5:30 am-2:30 pm

2 stops8h 00m

$683

IslipPensacola

ISP - PNS

ISPPNS

Islip Long Island

Mon 8/24

1:00 pm-1:27 pm

2 stops25h 27m

Pensacola

Wed 8/26

8:26 am-7:09 pm

2 stops33h 43m

$743

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/28

Showing 1-10 of 15 resultsSorted by cheapest first
1
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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 August.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice 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-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.
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.

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

    Southwest can get you from Islip, New York to Pensacola in just under 7h 40m. Your travel time can differ by up to . The distance between Islip, New York and Pensacola is about 1062 mi.

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

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

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

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

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

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

See more FAQs

Traveling to a place near Pensacola?

Book flights to Pensacola if you plan to visit one of these locations
Gulf Breeze
Navarre
Foley
Navarre Beach

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