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Pensacola

$239+ Cheap flights from Islip 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 12/23. Fares are subject to change and may not be available on all flights or dates of travel.
ISP — PNS
Oct 11 — Oct 181
Sat 10/11
Sat 10/18
1 adult, Economy
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Cheap 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 11, 2025.

Round-trip from

$351
(Kiwi.com)

One-way from

$239
(Southwest)

Popular in

April

Cheapest in

January

Average price

$338
From Islip Long Island to Pensacola
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One-way flight from Islip Long Island to Pensacola
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Highest demand for flights based on searches. 8% potential increase in price ($35 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($13 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Find 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 September 11, 2025.

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.
Wed 11/194:58 pmISP - PNS
1 stop25h 56mMultiple Airlines
Tue 11/256:49 pmPNS - ISP
1 stop14h 29mMultiple Airlines
Deal found 9/11$351
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 9/267:08 pmISP - PNS
2 stops22h 56mMultiple Airlines
Tue 9/307:10 pmPNS - ISP
1 stop14h 30mMultiple Airlines
Deal found 9/11$362
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.
Wed 11/1912:55 pmISP - PNS
2 stops6h 40mSouthwest
Tue 11/2512:05 pmPNS - ISP
2 stops10h 50mSouthwest
Deal found 9/11$423
This Kiwi.com deal was found by Cheapflights users on 9/9. 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.
Tue 9/2311:25 amISP - PNS
1 stop7h 45mMultiple Airlines
Sun 9/287:10 pmPNS - ISP
1 stop14h 30mMultiple Airlines
Deal found 9/9$440
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.
Tue 12/2312:40 pmISP - PNS
2 stops11h 10mSouthwest
Tue 12/3012:05 pmPNS - ISP
2 stops10h 05mSouthwest
Deal found 9/11$453
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.
Sun 9/1411:25 amISP - PNS
1 stop7h 45mMultiple Airlines
Tue 9/167:10 pmPNS - ISP
1 stop14h 30mMultiple Airlines
Deal found 9/10$580
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.
Tue 12/236:00 amISP - PNS
1 stop10h 36mMultiple Airlines
Tue 12/304:41 pmPNS - ISP
2 stops26h 00mMultiple Airlines
Deal found 9/11$590
This Southwest deal was found by Cheapflights users on 9/9. 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 9/235:30 amISP - PNS
2 stops11h 05mSouthwest
Sun 9/287:50 amPNS - ISP
2 stops11h 00mSouthwest
Deal found 9/9$597

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 September 11, 2025.
Use the filters below to find and compare flights from Islip to Pensacola that are best for you.

Fly from

Islip

Fly to

Pensacola

Route

Depart

Return

Price

IslipPensacola

ISP - PNS

ISPPNS

Islip Long Island

Wed 11/19

4:58 pm-5:54 pm

1 stop25h 56m

Pensacola

Tue 11/25

6:49 pm-10:18 am

1 stop14h 29m

$351

IslipPensacola

ISP - PNS

ISPPNS

Islip Long Island

Fri 9/26

7:08 pm-5:04 pm

2 stops22h 56m

Pensacola

Tue 9/30

7:10 pm-10:40 am

1 stop14h 30m

$362

IslipPensacola

ISP - PNS

ISPPNS

Islip Long Island

Wed 11/19

12:55 pm-6:35 pm

2 stops6h 40m

Pensacola

Tue 11/25

12:05 pm-11:55 pm

2 stops10h 50m

$423

IslipPensacola

ISP - PNS

ISPPNS

Islip Long Island

Tue 9/23

11:25 am-6:10 pm

1 stop7h 45m

Pensacola

Sun 9/28

7:10 pm-10:40 am

1 stop14h 30m

$440

IslipPensacola

ISP - PNS

ISPPNS

Islip Long Island

Tue 12/23

12:40 pm-10:50 pm

2 stops11h 10m

Pensacola

Tue 12/30

12:05 pm-11:10 pm

2 stops10h 05m

$453

IslipPensacola

ISP - PNS

ISPPNS

Islip Long Island

Tue 12/23

6:00 am-3:36 pm

1 stop10h 36m

Pensacola

Tue 12/30

4:41 pm-7:41 pm

2 stops26h 00m

$590

IslipPensacola

ISP - PNS

ISPPNS

Islip Long Island

Tue 9/23

5:30 am-3:35 pm

2 stops11h 05m

Pensacola

Sun 9/28

7:50 am-7:50 pm

2 stops11h 00m

$597

IslipPensacola

ISP - PNS

ISPPNS

Islip Long Island

Tue 12/23

11:40 am-4:04 pm

3 stops29h 24m

Pensacola

Mon 12/29

7:54 pm-11:00 am

2 stops14h 06m

$777

IslipPensacola

ISP - PNS

ISPPNS

Islip Long Island

Tue 12/23

5:40 am-1:20 pm

2 stops8h 40m

$239

IslipPensacola

ISP - PNS

ISPPNS

Islip Long Island

Tue 12/23

6:00 am-3:36 pm

1 stop10h 36m

$340

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/10

Showing 1-10 of 13 results
1
2

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.

Cheapflights Insights

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

What is the cheapest month to book a flight from Islip to Pensacola?

Currently, September is the cheapest month in which you can book a flight from Islip to Pensacola (average of $303). Flying from Islip to Pensacola in March is currently the most expensive (average of $415). 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 Pensacola

Get insights into the airlines that provide service to Pensacola. 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 Pensacola. Reviews last updated September 11, 2025.
Peruse reviews from past customers who have flown with Southwest from Islip to Pensacola 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
4,248 reviews

Entertainment

7.5

Crew

8.6

Boarding

8.1

Comfort

8.0

Overall

8.0

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Southwest
8.0
Very good
4,248 reviews
Southwest
8.0
Very good
4,248 reviews

Entertainment

7.5

Crew

8.6

Boarding

8.1

Comfort

8.0

Overall

8.0

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

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 to Pensacola?

    Southwest can get you from Islip to Pensacola in just under 6h 40m. Your travel time can differ by up to . There are 1062 mi between Islip and Pensacola.

  • What is the cheapest airline to fly from Islip to Pensacola round-trip?

    Southwest, at $338, was found to be the cheapest airline from Islip to Pensacola..

  • 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.

  • What is the cheapest month to book a flight from Islip to Pensacola?

    Currently, September is the cheapest month in which you can book a flight from Islip to Pensacola (average of $303). Flying from Islip to Pensacola in March is currently the most expensive (average of $415). 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 Pensacola?

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

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Alternative routes for Islip to Pensacola

See prices for flight routes from nearby airports that may be better suited for you.
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Top airline flying from Islip to Pensacola

Discover the top airline that operate flights from Islip to Pensacola. 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 September 11, 2025.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$338Average$482FlexibilityNo cancel feeOn-time63%

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