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$116+ 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 2/20. Fares are subject to change and may not be available on all flights or dates of travel.
PNS — SJU
Feb 26 — Mar 51
Thu 2/26
Thu 3/5
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 27, 2026.

This CheapOair deal was found by Cheapflights users on 1/26. 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 2/216:37 pm
PNS
-
SJU
1 stop13h 40m
Spirit Airlines
Wed 2/256:00 am
SJU
-
PNS
1 stop13h 42m
Spirit Airlines
Deal found 1/26$215
This Priceline deal was found by Cheapflights users on 1/26. 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 4/233:13 pm
PNS
-
SJU
1 stop6h 35m
Frontier
Sat 4/253:08 am
SJU
-
PNS
1 stop12h 07m
Frontier
Deal found 1/26$217
This CheapOair 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 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 stop15h 09m
Multiple Airlines
Wed 5/611:07 am
SJU
-
PNS
1 stop28h 08m
Multiple Airlines
Deal found 1/27$219
This Cheapflightsfares 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/26:00 am
PNS
-
SJU
1 stop15h 09m
Spirit Airlines
Wed 5/63:43 pm
SJU
-
PNS
1 stop6h 38m
Spirit Airlines
Deal found 1/25$221
This CheapOair 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/26:37 pm
PNS
-
SJU
1 stop13h 40m
Spirit Airlines
Sun 3/85:00 am
SJU
-
PNS
1 stop13h 42m
Spirit Airlines
Deal found 1/27$226
This Priceline deal was found by Cheapflights users on 1/26. 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 2/216:37 pm
PNS
-
SJU
1 stop13h 40m
Multiple Airlines
Thu 2/265:25 pm
SJU
-
PNS
1 stop17h 25m
Multiple Airlines
Deal found 1/26$232
This CheapOair 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 CheapOair 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 1/27$237
This CheapOair 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/136:37 pm
PNS
-
SJU
1 stop13h 40m
Spirit Airlines
Wed 2/185:20 am
SJU
-
PNS
1 stop14h 22m
Spirit Airlines
Deal found 1/25$245
This Priceline 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/206:00 am
PNS
-
STT
1 stop6h 31m
Spirit Airlines
Wed 5/272:36 pm
STT
-
PNS
1 stop7h 45m
Spirit Airlines
Deal found 1/27$253
This Priceline deal was found by Cheapflights users on 1/26. 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.
Tue 2/105:33 pm
PNS
-
SJU
1 stop14h 14m
Spirit Airlines
Sat 2/1411:52 am
SJU
-
PNS
1 stop7h 50m
Spirit Airlines
Deal found 1/26$260
This Super.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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/257:00 am
PNS
-
STT
1 stop5h 26m
Spirit Airlines
Mon 3/302:36 pm
STT
-
PNS
1 stop7h 38m
Spirit Airlines
Deal found 1/25$262
This Priceline deal was found by Cheapflights users on 1/26. 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.
Mon 4/137:00 am
PNS
-
STT
1 stop5h 26m
Spirit Airlines
Wed 4/152:36 pm
STT
-
PNS
1 stop7h 45m
Spirit Airlines
Deal found 1/26$263

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 27, 2026.

Round-trip from

$215
(CheapOair)

One-way from

$116
(Trip.com)

Popular in

December

Cheapest in

February

Average price

$430
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 ($50 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($15 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 27, 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

Thu 4/23

3:13 pm-10:48 pm

1 stop6h 35m

San Juan Luis Munoz Marin Intl

Sat 4/25

3:08 am-2:15 pm

1 stop12h 07m

$217

PensacolaSan Juan

PNS - SJU

PNSSJU

Pensacola

Mon 3/2

6:37 pm-10:17 am

1 stop13h 40m

San Juan Luis Munoz Marin Intl

Sun 3/8

5:00 am-5:42 pm

1 stop13h 42m

$226

PensacolaSan Juan

PNS - SJU

PNSSJU

Pensacola

Sat 2/21

6:37 pm-10:17 am

1 stop13h 40m

San Juan Luis Munoz Marin Intl

Thu 2/26

5:25 pm-8:50 am

1 stop17h 25m

$232

PensacolaSan Juan

PNS - SJU

PNSSJU

Pensacola

Wed 4/15

6:00 am-10:09 pm

1 stop15h 09m

San Juan Luis Munoz Marin Intl

Mon 4/20

6:30 am-2:15 pm

1 stop8h 45m

$234

PensacolaSan Juan

PNS - SJU

PNSSJU

Pensacola

Sat 2/21

6:37 pm-10:17 am

1 stop13h 40m

San Juan Luis Munoz Marin Intl

Wed 2/25

8:05 pm-3:54 pm

2 stops21h 49m

$234

PensacolaSan Juan

PNS - SJU

PNSSJU

Pensacola

Sat 5/2

6:00 am-10:09 pm

1 stop15h 09m

San Juan Luis Munoz Marin Intl

Wed 5/6

7:00 am-9:21 pm

1 stop15h 21m

$237

PensacolaSan Juan

PNS - SJU

PNSSJU

Pensacola

Tue 3/31

7:00 am-10:03 pm

1 stop14h 03m

San Juan Luis Munoz Marin Intl

Tue 4/7

7:00 am-9:14 pm

1 stop15h 14m

$237

PensacolaSan Juan

PNS - SJU

PNSSJU

Pensacola

Wed 3/25

7:00 am-10:03 pm

1 stop14h 03m

San Juan Luis Munoz Marin Intl

Sat 4/4

7:00 am-9:14 pm

1 stop15h 14m

$237

PensacolaSan Juan

PNS - SJU

PNSSJU

Pensacola

Fri 2/13

6:37 pm-10:17 am

1 stop13h 40m

San Juan Luis Munoz Marin Intl

Wed 2/18

5:20 am-5:42 pm

1 stop14h 22m

$245

PensacolaSaint Thomas Island

PNS - STT

PNSSTT

Pensacola

Wed 3/25

7:00 am-1:26 pm

1 stop5h 26m

Saint Thomas Island Cyril E King

Mon 3/30

2:36 pm-9:14 pm

1 stop7h 38m

$262

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/26

Showing 1-10 of 51 results
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6

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 December is currently the most expensive (average of $340). 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 27, 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
4,268 reviews

Food

7.0

Overall

8.0

Crew

8.6

Comfort

8.0

Boarding

8.1

Entertainment

7.5

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
4,268 reviews
Southwest
8.0
Very good
4,268 reviews

Food

7.0

Overall

8.0

Crew

8.6

Comfort

8.0

Boarding

8.1

Entertainment

7.5

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
8,118 reviews
Southwest
8.0
Very good
4,268 reviews

Food

7.0

Overall

8.0

Crew

8.6

Comfort

8.0

Boarding

8.1

Entertainment

7.5

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
9,205 reviews
Southwest
8.0
Very good
4,268 reviews

Food

7.0

Overall

8.0

Crew

8.6

Comfort

8.0

Boarding

8.1

Entertainment

7.5

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
11,197 reviews
Southwest
8.0
Very good
4,268 reviews

Food

7.0

Overall

8.0

Crew

8.6

Comfort

8.0

Boarding

8.1

Entertainment

7.5

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
8,384 reviews
Southwest
8.0
Very good
4,268 reviews

Food

7.0

Overall

8.0

Crew

8.6

Comfort

8.0

Boarding

8.1

Entertainment

7.5

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 6h 35m. Frontier provides one of the quickest options available for as low as $217. 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?

    $124 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 - Marsh Harbour or Pensacola - Saint Thomas Island Cyril E King, 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 December is currently the most expensive (average of $340). 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

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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 27, 2026.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$178Average$366FlexibilityNo cancel feeOn-time65%
DeltaCheapest$218Average$535FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$376Average$612FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$380Average$650FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$381Average$539FlexibilityNo cancel feeOn-time63%

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