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Pensacola

$339+ 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 8/28. Fares are subject to change and may not be available on all flights or dates of travel.
ISP — PNS
Aug 3 — Aug 101
Sun 8/3
Sun 8/10
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 July 29, 2025.

Round-trip from

$339
(Trip.com)

Popular in

April

Cheapest in

January

Average price

$329
From Islip Long Island to Pensacola
Search Deals
Highest demand for flights based on searches. 7% potential increase in price ($29 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($13 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in July 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 July 29, 2025.

This Trip.com deal was found by Cheapflights users on 7/27. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/286:05 amISP - PNS
1 stop12h 02mMultiple Airlines
Mon 9/14:52 pmPNS - ISP
2 stops30h 07mMultiple Airlines
Deal found 7/27$339
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.
Fri 8/296:00 amISP - PNS
2 stops10h 50mSouthwest
Tue 9/211:20 amPNS - ISP
2 stops8h 45mSouthwest
Deal found 7/28$534
This KAYAK 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/293:59 pmISP - PNS
1 stop19h 34mBreeze Airways
Sun 8/314:39 pmPNS - ISP
2 stops16h 25mBreeze Airways
Deal found 7/28$593

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 July 29, 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

Thu 8/28

6:05 am-5:07 pm

1 stop12h 02m

Pensacola

Mon 9/1

4:52 pm-11:59 pm

2 stops30h 07m

$339

IslipPensacola

ISP - PNS

ISPPNS

Islip Long Island

Fri 8/29

6:00 am-3:50 pm

2 stops10h 50m

Pensacola

Tue 9/2

11:20 am-9:05 pm

2 stops8h 45m

$534

IslipPensacola

ISP - PNS

ISPPNS

Islip Long Island

Fri 8/29

3:59 pm-10:33 am

1 stop19h 34m

Pensacola

Sun 8/31

4:39 pm-10:04 am

2 stops16h 25m

$593

IslipPensacola

ISP - PNS

ISPPNS

Islip Long Island

Sun 10/26

11:40 am-2:55 pm

2 stops28h 15m

$347

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/28

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, September is the cheapest month in which you can book a flight from Islip, New York to Pensacola (average of $306). Flying from Islip, New York to Pensacola in March is currently the most expensive (average of $417). 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 July 29, 2025.
Peruse reviews from past customers who have flown with Southwest and Breeze Airways 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
4,238 reviews

Boarding

8.1

Overall

8.0

Entertainment

7.5

Comfort

8.0

Crew

8.6

Food

7.0

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
Southwest
8.0
Very good
4,238 reviews
Southwest
8.0
Very good
4,238 reviews

Boarding

8.1

Overall

8.0

Entertainment

7.5

Comfort

8.0

Crew

8.6

Food

7.0

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
Breeze Airways
8.0
Very good
190 reviews
Southwest
8.0
Very good
4,238 reviews

Boarding

8.1

Overall

8.0

Entertainment

7.5

Comfort

8.0

Crew

8.6

Food

7.0

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.

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.

  • What are the cheapest airlines flying from Islip, New York to Pensacola round-trip?

    Our cheapest airline available from Islip, New York to Pensacola is Southwest. Our recent data shows that you can find tickets from as low as $534 on this airline. An additional option worth looking into is Breeze Airways, starting at $593.

  • 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, September is the cheapest month in which you can book a flight from Islip, New York to Pensacola (average of $306). Flying from Islip, New York to Pensacola in March is currently the most expensive (average of $417). 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
Milton
Navarre Beach
Warrington

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