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$126+ Cheap flights from Pensacola (PNS) to Caribbean

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 4/12. Fares are subject to change and may not be available on all flights or dates of travel.
PNS — SJU
Feb 19 — Feb 261
Thu 2/19
Thu 2/26
1 adult, Economy
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Cheap flight deals from Pensacola to Caribbean

Cheapest flights from Pensacola to Caribbean
Explore the most affordable flight options available from Pensacola to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 20, 2026.

This Priceline deal was found by Cheapflights users on 1/17. 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.
Sat 4/186:00 am
PNS
-
SJU
1 stop7h 28m
Spirit Airlines
Wed 4/223:43 pm
SJU
-
PNS
1 stop6h 38m
Spirit Airlines
Deal found 1/17$222
This CheapOair deal was found by Cheapflights users on 1/20. 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.
Sat 5/26:00 am
PNS
-
SJU
1 stop7h 28m
Spirit Airlines
Wed 5/63:43 pm
SJU
-
PNS
1 stop6h 38m
Spirit Airlines
Deal found 1/20$223
This Priceline deal was found by Cheapflights users on 1/19. 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.
Sun 5/106:00 am
PNS
-
SJU
1 stop7h 28m
Spirit Airlines
Thu 5/143:43 pm
SJU
-
PNS
1 stop6h 38m
Spirit Airlines
Deal found 1/19$242
This Frontier deal was found by Cheapflights users on 1/18. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/22:23 pm
PNS
-
SJU
1 stop10h 30m
Frontier
Sat 3/73:53 am
SJU
-
PNS
1 stop11h 15m
Frontier
Deal found 1/18$251
This KAYAK deal was found by Cheapflights users on 1/19. 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.
Sat 2/146:37 pm
PNS
-
SJU
1 stop13h 40m
Spirit Airlines
Sat 2/215:20 am
SJU
-
PNS
1 stop14h 22m
Spirit Airlines
Deal found 1/19$256
This Mytrip deal was found by Cheapflights users on 1/20. 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.
Sat 2/216:37 pm
PNS
-
SJU
1 stop13h 40m
Spirit Airlines
Tue 2/246:00 am
SJU
-
PNS
1 stop13h 42m
Spirit Airlines
Deal found 1/20$261
This Mytrip deal was found by Cheapflights users on 1/20. 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.
Tue 3/317:00 am
PNS
-
SJU
1 stop14h 03m
Spirit Airlines
Tue 4/77:00 am
SJU
-
PNS
1 stop15h 14m
Spirit Airlines
Deal found 1/20$267
This Mytrip deal was found by Cheapflights users on 1/19. 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.
Sat 3/76:37 pm
PNS
-
SJU
1 stop12h 40m
Spirit Airlines
Wed 3/115:00 am
SJU
-
PNS
1 stop13h 42m
Spirit Airlines
Deal found 1/19$268
This Kiwi.com deal was found by Cheapflights users on 1/18. 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 2/105:33 pm
PNS
-
SJU
1 stop14h 14m
Spirit Airlines
Sat 2/286:00 am
SJU
-
PNS
1 stop13h 42m
Spirit Airlines
Deal found 1/18$269
This Kiwi.com deal was found by Cheapflights users on 1/20. 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 2/136:37 pm
PNS
-
SJU
1 stop26h 32m
Spirit Airlines
Fri 2/278:05 pm
SJU
-
PNS
1 stop23h 37m
Spirit Airlines
Deal found 1/20$270
This Priceline deal was found by Cheapflights users on 1/17. 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.
Sat 4/186:00 am
PNS
-
SJU
1 stop7h 28m
Spirit Airlines
Sat 4/253:43 pm
SJU
-
PNS
1 stop6h 38m
Spirit Airlines
Deal found 1/17$272
This Kiwi.com deal was found by Cheapflights users on 1/19. 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 2/95:33 pm
PNS
-
SJU
1 stop28h 00m
Spirit Airlines
Sat 2/215:20 am
SJU
-
PNS
1 stop14h 22m
Spirit Airlines
Deal found 1/19$273

Find flight deals from Pensacola to Caribbean

Keep the following information in mind while searching for Pensacola to Caribbean flight deals. Data was last updated January 20, 2026.

Round-trip from

$222
(Priceline)

One-way from

$126
(Travelocity)

Popular in

December

Cheapest in

February

Average price

$425
From Pensacola to Caribbean
Search Deals
One-way flight from Pensacola to Caribbean
Search Deals
Highest demand for flights based on searches. 9% potential increase in price ($51 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($16 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 Pensacola to Caribbean 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 20, 2026.
Use the filters below to find and compare flights from Pensacola to Caribbean that are best for you.

Fly from

Pensacola

Fly to

Caribbean

Route

Depart

Return

Price

PensacolaSan Juan

PNS - SJU

PNSSJU

Pensacola

Sun 4/19

6:00 am-2:28 pm

1 stop7h 28m

San Juan Luis Munoz Marin Intl

Sat 5/2

3:43 pm-9:21 pm

1 stop6h 38m

$222

PensacolaSan Juan

PNS - SJU

PNSSJU

Pensacola

Sat 5/2

6:00 am-2:28 pm

1 stop7h 28m

San Juan Luis Munoz Marin Intl

Wed 5/6

3:43 pm-9:21 pm

1 stop6h 38m

$223

PensacolaSan Juan

PNS - SJU

PNSSJU

Pensacola

Wed 4/8

7:00 am-10:03 pm

1 stop14h 03m

San Juan Luis Munoz Marin Intl

Wed 4/15

3:43 pm-9:21 pm

1 stop6h 38m

$256

PensacolaSan Juan

PNS - SJU

PNSSJU

Pensacola

Sat 3/7

6:37 pm-9:17 am

1 stop12h 40m

San Juan Luis Munoz Marin Intl

Wed 3/11

5:00 am-5:42 pm

1 stop13h 42m

$268

PensacolaSan Juan

PNS - SJU

PNSSJU

Pensacola

Tue 2/24

6:37 pm-10:17 am

1 stop13h 40m

San Juan Luis Munoz Marin Intl

Thu 3/12

7:00 am-9:14 pm

1 stop15h 14m

$270

PensacolaSan Juan

PNS - SJU

PNSSJU

Pensacola

Sat 4/18

6:00 am-2:28 pm

1 stop7h 28m

San Juan Luis Munoz Marin Intl

Sat 4/25

3:43 pm-9:21 pm

1 stop6h 38m

$272

PensacolaSan Juan

PNS - SJU

PNSSJU

Pensacola

Mon 2/9

5:33 pm-11:33 pm

1 stop28h 00m

San Juan Luis Munoz Marin Intl

Sat 2/21

5:20 am-5:42 pm

1 stop14h 22m

$273

PensacolaSan Juan

PNS - SJU

PNSSJU

Pensacola

Sat 3/21

7:00 am-10:03 pm

1 stop14h 03m

San Juan Luis Munoz Marin Intl

Mon 3/23

3:08 am-9:14 pm

1 stop19h 06m

$275

PensacolaSan Juan

PNS - SJU

PNSSJU

Pensacola

Sun 3/8

6:37 pm-9:17 am

1 stop13h 40m

San Juan Luis Munoz Marin Intl

Sat 3/14

7:00 am-9:14 pm

1 stop15h 14m

$275

PensacolaSan Juan

PNS - SJU

PNSSJU

Pensacola

Mon 5/11

6:00 am-2:28 pm

1 stop7h 28m

San Juan Luis Munoz Marin Intl

Mon 5/18

3:43 pm-9:21 pm

1 stop6h 38m

$292

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/19

Showing 1-10 of 56 results
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Best time to book a flight from Pensacola to Caribbean

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

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

Currently, April is the cheapest month in which you can book a flight from Pensacola to Caribbean (average of $105). Flying from Pensacola to Caribbean in September is currently the most expensive (average of $335). 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 Caribbean

Get insights into the airlines that provide service to Caribbean. 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 Caribbean. Reviews last updated January 20, 2026.
See what other customers who have flown with Southwest, Delta, and United Airlines from Pensacola to Caribbean have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,267 reviews

Boarding

8.1

Crew

8.6

Comfort

8.0

Food

7.0

Entertainment

7.5

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
Southwest
8.0
Very good
4,267 reviews
Southwest
8.0
Very good
4,267 reviews

Boarding

8.1

Crew

8.6

Comfort

8.0

Food

7.0

Entertainment

7.5

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
Delta
7.9
Good
8,076 reviews
Southwest
8.0
Very good
4,267 reviews

Boarding

8.1

Crew

8.6

Comfort

8.0

Food

7.0

Entertainment

7.5

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
United Airlines
7.4
Good
9,180 reviews
Southwest
8.0
Very good
4,267 reviews

Boarding

8.1

Crew

8.6

Comfort

8.0

Food

7.0

Entertainment

7.5

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
American Airlines
7.2
Good
11,164 reviews
Southwest
8.0
Very good
4,267 reviews

Boarding

8.1

Crew

8.6

Comfort

8.0

Food

7.0

Entertainment

7.5

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
Spirit Airlines
6.3
Okay
8,349 reviews
Southwest
8.0
Very good
4,267 reviews

Boarding

8.1

Crew

8.6

Comfort

8.0

Food

7.0

Entertainment

7.5

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

Related info for your journey

Find useful and relevant information for your journey from Pensacola to Caribbean. 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 from for flights from Pensacola to Caribbean?

    Pensacola (PNS), located 4.0 mi from the city center, is the airport you fly out of when you book flights from Pensacola to Caribbean.

  • How long is the flight from Pensacola to Caribbean?

    A quick flight from Pensacola to Caribbean can take about 7h 28m. Spirit Airlines provides one of the quickest options available for as low as $222. The distance from Pensacola to Caribbean is about 1565 mi. Both multi-stop and nonstop flights can be found to your destination and back.

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

    $99 is the cheapest one-way deal found within the past few days, from Spirit Airlines. You may also be able to find cheap deals on Southwest and American Airlines, with prices starting from $162 and $201, respectively.

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

    While some choose either Pensacola - Saint Thomas Island Cyril E King or Pensacola - Punta Cana, Pensacola - San Juan Luis Munoz Marin Intl is the most popular route from Pensacola to Caribbean.

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

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

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

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

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

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

    Currently, April is the cheapest month in which you can book a flight from Pensacola to Caribbean (average of $105). Flying from Pensacola to Caribbean in September is currently the most expensive (average of $335). 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

Browse thousands of different options on Cheapflights for your next trip

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Alternative routes for Pensacola to Caribbean

See prices for flight routes from nearby airports that may be better suited for you.
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Top 5 airlines flying from Pensacola to Caribbean

Discover the top 5 airlines that operate flights from Pensacola to Caribbean. 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 January 20, 2026.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$115Average$349FlexibilityNo cancel feeOn-time65%
DeltaCheapest$218Average$535FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$376Average$620FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$380Average$650FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$381Average$539FlexibilityNo cancel feeOn-time63%

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