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Pensacola

$77+ 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 4/10. Fares are subject to change and may not be available on all flights or dates of travel.
ISP — PNS
Mar 11 — Mar 181
Wed 3/11
Wed 3/18
1 adult, Economy
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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 February 9, 2026.

This Southwest deal was found by Cheapflights users on 2/7. 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 3/46:00 am
ISP
-
PNS
2 stops10h 15m
Southwest
Sat 3/71:05 pm
PNS
-
ISP
2 stops9h 30m
Southwest
Deal found 2/7$433
This Kiwi.com deal was found by Cheapflights users on 2/9. 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.
Thu 2/123:34 pm
ISP
-
PNS
1 stop27h 08m
Multiple Airlines
Thu 2/196:37 pm
PNS
-
ISP
1 stop12h 01m
Multiple Airlines
Deal found 2/9$617
This Kiwi.com deal was found by Cheapflights users on 2/6. 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 2/158:01 pm
ISP
-
PNS
1 stop22h 41m
Multiple Airlines
Sat 2/216:37 pm
PNS
-
ISP
2 stops23h 09m
Multiple Airlines
Deal found 2/6$620
This Gotogate deal was found by Cheapflights users on 2/7. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/411:50 am
ISP
-
PNS
2 stops20h 45m
Breeze Airways
Sat 3/711:18 am
PNS
-
ISP
3 stops29h 28m
Breeze Airways
Deal found 2/7$753
This Southwest deal was found by Cheapflights users on 2/9. 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.
Thu 2/125:35 am
ISP
-
PNS
2 stops12h 30m
Southwest
Thu 2/197:05 am
PNS
-
ISP
2 stops8h 20m
Southwest
Deal found 2/9$897
This Gotogate deal was found by Cheapflights users on 2/6. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 2/1511:55 am
ISP
-
PNS
2 stops27h 37m
Breeze Airways
Sat 2/2111:18 am
PNS
-
ISP
3 stops30h 28m
Breeze Airways
Deal found 2/6$1,064
This Gotogate deal was found by Cheapflights users on 2/9. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/1210:31 am
ISP
-
PNS
3 stops49h 07m
Breeze Airways
Thu 2/191:18 pm
PNS
-
ISP
2 stops29h 47m
Breeze Airways
Deal found 2/9$1,468

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 February 9, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$433
(Southwest)

One-way from

$77
(Trip.com)

Popular in

December

Cheapest in

August

Average price

$443
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. 13% potential increase in price ($62 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($10 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in February 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 February 9, 2026.
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 3/4

6:00 am-3:15 pm

2 stops10h 15m

Pensacola

Sat 3/7

1:05 pm-11:35 pm

2 stops9h 30m

$433

IslipPensacola

ISP - PNS

ISPPNS

Islip Long Island

Thu 2/12

3:34 pm-5:42 pm

1 stop27h 08m

Pensacola

Thu 2/19

6:37 pm-7:38 am

1 stop12h 01m

$617

IslipPensacola

ISP - PNS

ISPPNS

Islip Long Island

Sun 2/15

8:01 pm-5:42 pm

1 stop22h 41m

Pensacola

Sat 2/21

6:37 pm-7:48 am

1 stop12h 11m

$626

IslipPensacola

ISP - PNS

ISPPNS

Islip Long Island

Wed 3/4

11:50 am-7:35 am

2 stops20h 45m

Pensacola

Sat 3/7

11:18 am-5:46 pm

3 stops29h 28m

$753

IslipPensacola

ISP - PNS

ISPPNS

Islip Long Island

Thu 2/12

5:35 am-5:05 pm

2 stops12h 30m

Pensacola

Thu 2/19

7:05 am-4:25 pm

2 stops8h 20m

$897

IslipPensacola

ISP - PNS

ISPPNS

Islip Long Island

Sun 2/15

11:55 am-2:32 pm

2 stops27h 37m

Pensacola

Sat 2/21

11:18 am-6:46 pm

3 stops30h 28m

$1,064

IslipPensacola

ISP - PNS

ISPPNS

Islip Long Island

Thu 2/12

10:31 am-10:38 am

3 stops49h 07m

Pensacola

Thu 2/19

1:18 pm-8:05 pm

2 stops29h 47m

$1,468

IslipPensacola

ISP - PNS

ISPPNS

Islip Long Island

Fri 4/10

4:01 pm-1:18 pm

1 stop22h 17m

$77

IslipPensacola

ISP - PNS

ISPPNS

Islip Long Island

Fri 4/10

7:34 pm-9:14 pm

1 stop26h 40m

$92

IslipPensacola

ISP - PNS

ISPPNS

Islip Long Island

Fri 4/10

6:00 am-3:40 pm

2 stops10h 40m

$279

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/7

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 February.
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.

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, New York to Pensacola?

Currently, February is the cheapest month in which you can book a flight from Islip, New York to Pensacola (average of $99). Flying from Islip, New York to Pensacola in January is currently the most expensive (average of $252). 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 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 and Breeze Airways can get you from Islip, New York to Pensacola in just under 10h 15m. Your travel time can differ by up to 10h 30m. The distance between Islip, New York and Pensacola is about 1062 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • 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, New York to Pensacola?

    Currently, February is the cheapest month in which you can book a flight from Islip, New York to Pensacola (average of $99). Flying from Islip, New York to Pensacola in January is currently the most expensive (average of $252). 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
Navarre Beach
Perdido Key
Warrington

Browse thousands of different options on Cheapflights for your next trip

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See prices for flight routes from nearby airports that may be better suited for you.
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