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Pensacola

$115+ Cheap flights from Caribbean to Pensacola (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 4/25. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — PNS
Mar 10 — Mar 171
Tue 3/10
Tue 3/17
1 adult, Economy
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Cheap flight deals from Caribbean to Pensacola

Cheapest flights from Caribbean to Pensacola
Explore the most affordable flight options available from Caribbean to Pensacola. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 8, 2026.

This Travelocity deal was found by Cheapflights users on 2/5. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/196:00 am
SJU
-
PNS
1 stop28h 50m
Frontier
Mon 2/232:23 pm
PNS
-
SJU
1 stop8h 20m
Frontier
Deal found 2/5$192
This CheapOair deal was found by Cheapflights users on 2/5. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/196:00 am
SJU
-
PNS
1 stop28h 50m
Multiple Airlines
Sun 2/226:37 pm
PNS
-
SJU
1 stop13h 40m
Multiple Airlines
Deal found 2/5$242
This CheapOair deal was found by Cheapflights users on 2/5. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/105:00 am
SJU
-
PNS
1 stop13h 42m
Spirit Airlines
Tue 3/177:00 am
PNS
-
SJU
1 stop13h 59m
Spirit Airlines
Deal found 2/5$245
This Priceline deal was found by Cheapflights users on 2/8. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/193:53 am
SJU
-
PNS
1 stop6h 57m
Multiple Airlines
Sun 2/226:37 pm
PNS
-
SJU
1 stop13h 40m
Multiple Airlines
Deal found 2/8$251
This Mytrip deal was found by Cheapflights users on 2/5. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/276:00 am
SJU
-
PNS
1 stop13h 42m
Spirit Airlines
Fri 3/66:37 pm
PNS
-
SJU
1 stop13h 40m
Spirit Airlines
Deal found 2/5$252
This CheapOair 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/194:25 pm
SJU
-
PNS
1 stop18h 25m
Multiple Airlines
Thu 2/266:37 pm
PNS
-
SJU
1 stop13h 40m
Multiple Airlines
Deal found 2/7$262
This OneTravel 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 OneTravel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/251:45 am
SJU
-
PNS
1 stop20h 29m
Spirit Airlines
Tue 3/317:00 am
PNS
-
SJU
1 stop13h 59m
Spirit Airlines
Deal found 2/7$265
This Cheapflightsfares deal was found by Cheapflights users on 2/8. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/282:52 am
SDQ
-
PNS
1 stop11h 24m
Spirit Airlines
Sat 4/42:15 pm
PNS
-
SDQ
1 stop10h 23m
Spirit Airlines
Deal found 2/8$331
This Cheapflightsfares deal was found by Cheapflights users on 2/8. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/312:46 am
STI
-
PNS
1 stop11h 30m
Spirit Airlines
Mon 4/62:15 pm
PNS
-
STI
1 stop10h 34m
Spirit Airlines
Deal found 2/8$331
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.
Tue 3/312:52 am
SDQ
-
PNS
1 stop11h 24m
Spirit Airlines
Mon 4/201:47 pm
PNS
-
SDQ
1 stop23h 45m
Spirit Airlines
Deal found 2/6$345
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/231:00 pm
MBJ
-
PNS
2 stops29h 42m
Spirit Airlines
Tue 3/35:20 pm
PNS
-
MBJ
1 stop17h 42m
Spirit Airlines
Deal found 2/7$366
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/201:00 pm
MBJ
-
PNS
1 stop27h 54m
Spirit Airlines
Tue 3/35:20 pm
PNS
-
MBJ
1 stop17h 42m
Spirit Airlines
Deal found 2/7$372

Find flight deals from Caribbean to Pensacola

Keep the following information in mind while searching for Caribbean to Pensacola flight deals. Data was last updated February 8, 2026.

Round-trip from

$192
(Travelocity)

One-way from

$115
(CheapOair)

Popular in

March

Cheapest in

January

Average price

$505
From Caribbean to Pensacola
Search Deals
One-way flight from Caribbean to Pensacola
Search Deals
Highest demand for flights based on searches. 12% potential increase in price ($67 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($20 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 Caribbean 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 8, 2026.
Use the filters below to find and compare flights from Caribbean to Pensacola that are best for you.

Fly from

Caribbean

Fly to

Pensacola

Route

Depart

Return

Price

San JuanPensacola

SJU - PNS

SJUPNS

San Juan Luis Munoz Marin Intl

Thu 2/19

6:00 am-8:50 am

1 stop28h 50m

Pensacola

Mon 2/23

2:23 pm-12:43 am

1 stop8h 20m

$213

San JuanPensacola

SJU - PNS

SJUPNS

San Juan Luis Munoz Marin Intl

Tue 3/10

5:00 am-5:42 pm

1 stop13h 42m

Pensacola

Tue 3/17

7:00 am-9:59 pm

1 stop13h 59m

$245

San JuanPensacola

SJU - PNS

SJUPNS

San Juan Luis Munoz Marin Intl

Thu 2/19

4:25 pm-8:50 am

1 stop18h 25m

Pensacola

Thu 2/26

6:37 pm-10:17 am

1 stop13h 40m

$262

San JuanPensacola

SJU - PNS

SJUPNS

San Juan Luis Munoz Marin Intl

Wed 3/25

1:45 am-9:14 pm

1 stop20h 29m

Pensacola

Tue 3/31

7:00 am-9:59 pm

1 stop13h 59m

$265

San JuanPensacola

SJU - PNS

SJUPNS

San Juan Luis Munoz Marin Intl

Fri 2/27

6:00 am-5:42 pm

1 stop13h 42m

Pensacola

Fri 3/6

5:20 pm-10:17 am

2 stops14h 57m

$280

San JuanPensacola

SJU - PNS

SJUPNS

San Juan Luis Munoz Marin Intl

Fri 2/27

8:05 pm-5:42 pm

1 stop23h 37m

Pensacola

Wed 3/4

6:37 pm-2:53 am

1 stop6h 16m

$287

Santo DomingoPensacola

SDQ - PNS

SDQPNS

Santo Domingo Las Americas

Sat 3/28

2:52 am-1:16 pm

1 stop11h 24m

Pensacola

Sat 4/4

2:15 pm-1:38 am

1 stop10h 23m

$331

Santiago de los CaballerosPensacola

STI - PNS

STIPNS

Santiago de los Caballeros

Tue 3/31

2:46 am-1:16 pm

1 stop11h 30m

Pensacola

Mon 4/6

2:15 pm-1:49 am

1 stop10h 34m

$331

Santo DomingoPensacola

SDQ - PNS

SDQPNS

Santo Domingo Las Americas

Tue 3/31

2:52 am-1:16 pm

1 stop11h 24m

Pensacola

Mon 4/20

1:47 pm-2:32 pm

1 stop23h 45m

$345

Montego BayPensacola

MBJ - PNS

MBJPNS

Montego Bay Sangster Intl

Mon 2/23

1:00 pm-5:42 pm

2 stops29h 42m

Pensacola

Tue 3/3

5:20 pm-12:02 pm

1 stop17h 42m

$366

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/5

Showing 1-10 of 45 results
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Best time to book a flight from Caribbean to Pensacola

Have a flexible travel schedule? Discover the best time to fly to Pensacola from Caribbean 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 Caribbean to Pensacola

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

Currently, April is the cheapest month in which you can book a flight from Caribbean to Pensacola (average of $243). Flying from Caribbean to Pensacola in October is currently the most expensive (average of $493). 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 February 8, 2026.
Read through reviews of airlines operating flights from Caribbean to Pensacola, such as Delta, American Airlines, and Spirit Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Delta
7.9
Good
8,172 reviews

Entertainment

7.8

Food

7.2

Comfort

7.9

Boarding

8.1

Overall

7.9

Crew

8.5

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
Delta
7.9
Good
8,172 reviews
Delta
7.9
Good
8,172 reviews

Entertainment

7.8

Food

7.2

Comfort

7.9

Boarding

8.1

Overall

7.9

Crew

8.5

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
American Airlines
7.2
Good
11,249 reviews
Delta
7.9
Good
8,172 reviews

Entertainment

7.8

Food

7.2

Comfort

7.9

Boarding

8.1

Overall

7.9

Crew

8.5

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
Spirit Airlines
6.3
Okay
8,430 reviews
Delta
7.9
Good
8,172 reviews

Entertainment

7.8

Food

7.2

Comfort

7.9

Boarding

8.1

Overall

7.9

Crew

8.5

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.

Related info for your journey

Find useful and relevant information for your journey from Caribbean to Pensacola. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to Pensacola from Caribbean?

    For a flight from Caribbean to Pensacola, you will be flying into Pensacola. Pensacola (PNS) is just 4.0 mi from the center of the city.

  • How long is the flight from Caribbean to Pensacola?

    There are many flights that can get you from Caribbean to Pensacola in 13h 42m. Fly via Frontier or Spirit Airlines to get the fastest option. There are 1565 mi between Caribbean and Pensacola. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • What are the cheapest airlines to fly from Caribbean to Pensacola one-way?

    The cheapest airlines for a one-way flight from Caribbean to Pensacola are Spirit Airlines ($137), American Airlines ($198), and Delta ($228).

  • What are the most popular routes from Caribbean to Pensacola?

    The most popular route from Caribbean to Pensacola is San Juan Luis Munoz Marin Intl - Pensacola. You may also consider Kingston Norman Manley - Pensacola or Montego Bay Sangster Intl - Pensacola.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Caribbean 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 Caribbean to Pensacola?

    Currently, April is the cheapest month in which you can book a flight from Caribbean to Pensacola (average of $243). Flying from Caribbean to Pensacola in October is currently the most expensive (average of $493). 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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Alternative routes for Caribbean to Pensacola

See prices for flight routes from nearby airports that may be better suited for you.
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Top 3 airlines flying from Caribbean to Pensacola

Discover the top 3 airlines that operate flights from Caribbean 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 February 8, 2026.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$187Average$358FlexibilityNo cancel feeOn-time65%
American AirlinesCheapest$335Average$562FlexibilityNo cancel feeOn-time71%
DeltaCheapest$365Average$494FlexibilityNo cancel feeOn-timeN/A

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