HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Pensacola

$315+ 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 2/11. Fares are subject to change and may not be available on all flights or dates of travel.
ISP — PNS
Feb 27 — Mar 61
Fri 2/27
Fri 3/6
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

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

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 January 28, 2026.

This Kiwi.com deal was found by Cheapflights users on 1/27. 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 2/1111:50 am
ISP
-
PNS
2 stops30h 52m
Multiple Airlines
Sun 2/156:37 pm
PNS
-
ISP
1 stop12h 01m
Multiple Airlines
Deal found 1/27$315
This Kiwi.com deal was found by Cheapflights users on 1/27. 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.
Sat 2/145:07 pm
ISP
-
PNS
1 stop15h 28m
Multiple Airlines
Sun 2/156:37 pm
PNS
-
ISP
1 stop12h 01m
Multiple Airlines
Deal found 1/27$399
This Kiwi.com deal was found by Cheapflights users on 1/25. 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.
Sat 3/2110:43 am
ISP
-
PNS
1 stop21h 52m
Multiple Airlines
Sat 3/282:24 pm
PNS
-
ISP
2 stops24h 49m
Multiple Airlines
Deal found 1/25$431
This Southwest deal was found by Cheapflights users on 1/25. 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 3/216:00 am
ISP
-
PNS
2 stops11h 45m
Southwest
Sat 3/2811:55 am
PNS
-
ISP
2 stops10h 40m
Southwest
Deal found 1/25$439
This Southwest deal was found by Cheapflights users on 1/25. 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 4/176:00 am
ISP
-
PNS
2 stops8h 25m
Southwest
Tue 4/2111:35 am
PNS
-
ISP
2 stops10h 05m
Southwest
Deal found 1/25$463
This Kiwi.com deal was found by Cheapflights users on 1/27. 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 1/302:01 pm
ISP
-
PNS
1 stop21h 37m
Multiple Airlines
Sun 2/14:03 pm
PNS
-
ISP
2 stops25h 45m
Multiple Airlines
Deal found 1/27$598
This Southwest deal was found by Cheapflights users on 1/27. 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 4/246:00 am
ISP
-
PNS
2 stops8h 25m
Southwest
Mon 4/272:05 pm
PNS
-
ISP
2 stops8h 25m
Southwest
Deal found 1/27$613
This Southwest deal was found by Cheapflights users on 1/27. 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 2/116:00 am
ISP
-
PNS
2 stops10h 15m
Southwest
Sun 2/157:05 am
PNS
-
ISP
2 stops14h 35m
Southwest
Deal found 1/27$728
This Gotogate deal was found by Cheapflights users on 1/25. 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.
Sat 3/2111:50 am
ISP
-
PNS
2 stops20h 45m
Breeze Airways
Sat 3/2811:18 am
PNS
-
ISP
3 stops30h 28m
Breeze Airways
Deal found 1/25$789

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 January 28, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$315
(Kiwi.com)

Popular in

April

Cheapest in

August

Average price

$359
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
Highest demand for flights based on searches. 9% potential increase in price ($38 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($12 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 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 January 28, 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 2/11

11:50 am-5:42 pm

2 stops30h 52m

Pensacola

Sun 2/15

6:37 pm-7:38 am

1 stop12h 01m

$315

IslipPensacola

ISP - PNS

ISPPNS

Islip Long Island

Sat 2/14

5:07 pm-7:35 am

1 stop15h 28m

Pensacola

Sun 2/15

6:37 pm-7:38 am

1 stop12h 01m

$399

IslipPensacola

ISP - PNS

ISPPNS

Islip Long Island

Sat 3/21

10:43 am-7:35 am

1 stop21h 52m

Pensacola

Sat 3/28

2:24 pm-4:13 pm

2 stops24h 49m

$431

IslipPensacola

ISP - PNS

ISPPNS

Islip Long Island

Sat 3/21

6:00 am-4:45 pm

2 stops11h 45m

Pensacola

Sat 3/28

11:55 am-11:35 pm

2 stops10h 40m

$439

IslipPensacola

ISP - PNS

ISPPNS

Islip Long Island

Fri 4/17

6:00 am-1:25 pm

2 stops8h 25m

Pensacola

Tue 4/21

11:35 am-10:40 pm

2 stops10h 05m

$463

IslipPensacola

ISP - PNS

ISPPNS

Islip Long Island

Fri 4/24

6:00 am-1:25 pm

2 stops8h 25m

Pensacola

Mon 4/27

2:05 pm-11:30 pm

2 stops8h 25m

$613

IslipPensacola

ISP - PNS

ISPPNS

Islip Long Island

Wed 2/11

6:00 am-3:15 pm

2 stops10h 15m

Pensacola

Sun 2/15

7:05 am-10:40 pm

2 stops14h 35m

$728

IslipPensacola

ISP - PNS

ISPPNS

Islip Long Island

Sat 3/21

11:50 am-7:35 am

2 stops20h 45m

Pensacola

Sat 3/28

11:18 am-6:46 pm

3 stops30h 28m

$789

IslipPensacola

ISP - PNS

ISPPNS

Islip Long Island

Sat 2/14

11:50 am-7:35 am

2 stops20h 45m

Pensacola

Sun 2/15

1:18 pm-1:31 pm

3 stops23h 13m

$903

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/27

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 January.
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, March is the cheapest month in which you can book a flight from Islip, New York to Pensacola (average of $98). Flying from Islip, New York to Pensacola in January is currently the most expensive (average of $201). 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 can get you from Islip, New York to Pensacola in just under 11h 45m. 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.

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

    Currently, March is the cheapest month in which you can book a flight from Islip, New York to Pensacola (average of $98). Flying from Islip, New York to Pensacola in January is currently the most expensive (average of $201). 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

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Islip to Pensacola

See prices for flight routes from nearby airports that may be better suited for you.
John F Kennedy Intl to Fort Lauderdale flights
John F Kennedy Intl to Miami flights
Newark to Miami flights
Newark to Fort Lauderdale flights
LaGuardia to Miami flights
LaGuardia to Fort Lauderdale flights
John F Kennedy Intl to West Palm Beach flights
Newark to West Palm Beach flights
John F Kennedy Intl to Orlando flights
Newark to Orlando flights
John F Kennedy Intl to Tampa flights
LaGuardia to Orlando flights
Newark to Tampa flights
LaGuardia to Tampa flights
LaGuardia to West Palm Beach flights
John F Kennedy Intl to Fort Myers flights
Newark to Fort Myers flights
LaGuardia to Fort Myers flights
White Plains to Orlando flights
Newark to Sarasota flights
John F Kennedy Intl to Sarasota flights
LaGuardia to Sarasota flights
Buffalo to Orlando flights
John F Kennedy Intl to Jacksonville flights
White Plains to Fort Lauderdale flights
Newark to Key West flights
Newark to Jacksonville flights
Syracuse to Orlando flights
White Plains to Miami flights
Albany to Orlando flights
Buffalo to Tampa flights
Buffalo to Fort Lauderdale flights
White Plains to Tampa flights
LaGuardia to Key West flights
White Plains to West Palm Beach flights
Rochester to Orlando flights
John F Kennedy Intl to Key West flights
Stewart to Fort Lauderdale flights
Islip to Fort Lauderdale flights
Islip to West Palm Beach flights
White Plains to Fort Myers flights
Islip to Orlando flights
LaGuardia to Jacksonville flights
Stewart to Orlando flights
John F Kennedy Intl to Daytona Beach flights
Albany to Fort Lauderdale flights
Islip to Tampa flights
Islip to Fort Myers flights
Albany to Tampa flights
Buffalo to Miami flights

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.
Site
Cookie settings©2026 Cheapflights