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$133+ 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 2/6. Fares are subject to change and may not be available on all flights or dates of travel.
PNS — SJU
ene. 3 — ene. 101
sáb. 1/3
sáb. 1/10
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 diciembre 4, 2025.

This Kiwi.com deal was found by Cheapflights users on 12/1. 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.
jue. 12/187:09 pmPNS - SJU
1 stop14h 49mMultiple Airlines
lun. 12/226:00 amSJU - PNS
1 stop14h 14mMultiple Airlines
Deal found 12/1$272
This Mytrip deal was found by Cheapflights users on 12/1. 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.
jue. 12/187:09 pmPNS - SJU
1 stop14h 49mSpirit Airlines
dom. 12/212:59 amSJU - PNS
2 stops17h 15mSpirit Airlines
Deal found 12/1$303
This Kiwi.com deal was found by Cheapflights users on 12/1. 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.
jue. 12/117:09 pmPNS - SJU
1 stop27h 36mSpirit Airlines
lun. 12/156:14 pmSJU - PNS
1 stop20h 59mSpirit Airlines
Deal found 12/1$311
This KAYAK deal was found by Cheapflights users on 12/2. 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.
mié. 12/241:58 pmPNS - SJU
1 stop6h 07mSpirit Airlines
vie. 12/264:10 amSJU - PNS
1 stop16h 04mSpirit Airlines
Deal found 12/2$324
This Cheapflightsfares deal was found by Cheapflights users on 12/3. 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.
sáb. 12/277:09 pmPNS - SDQ
1 stop5h 45mSpirit Airlines
dom. 12/283:59 amSDQ - PNS
1 stop16h 15mSpirit Airlines
Deal found 12/3$337
This Kiwi.com deal was found by Cheapflights users on 12/3. 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.
vie. 12/127:09 pmPNS - SJU
1 stop15h 23mMultiple Airlines
vie. 12/196:00 amSJU - PNS
1 stop14h 14mMultiple Airlines
Deal found 12/3$351
This Cheapflightsfares deal was found by Cheapflights users on 12/2. 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.
jue. 12/257:09 pmPNS - STI
1 stop5h 33mSpirit Airlines
lun. 12/293:43 amSTI - PNS
1 stop11h 20mSpirit Airlines
Deal found 12/2$353
This Mytrip deal was found by Cheapflights users on 12/2. 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.
sáb. 12/207:09 pmPNS - SJU
1 stop14h 49mSpirit Airlines
mié. 12/242:59 amSJU - PNS
2 stops17h 15mSpirit Airlines
Deal found 12/2$361
This Kiwi.com deal was found by Cheapflights users on 12/2. 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.
lun. 12/227:09 pmPNS - SJU
1 stop14h 49mSpirit Airlines
mié. 1/78:08 pmSJU - PNS
1 stop21h 00mSpirit Airlines
Deal found 12/2$371
This Kiwi.com deal was found by Cheapflights users on 12/3. 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.
mar. 12/301:58 pmPNS - MBJ
1 stop21h 07mSpirit Airlines
lun. 1/51:05 pmMBJ - PNS
1 stop6h 09mSpirit Airlines
Deal found 12/3$372
This Cheapflightsfares deal was found by Cheapflights users on 12/2. 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.
sáb. 12/277:09 pmPNS - SDQ
1 stop5h 45mSpirit Airlines
mar. 1/63:59 amSDQ - PNS
1 stop11h 04mSpirit Airlines
Deal found 12/2$402
This Kiwi.com deal was found by Cheapflights users on 12/3. 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.
mar. 12/301:58 pmPNS - MBJ
1 stop21h 07mSpirit Airlines
mar. 1/61:05 pmMBJ - PNS
1 stop24h 58mSpirit Airlines
Deal found 12/3$443

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 diciembre 4, 2025.

Round-trip from

$275
(Kiwi.com)

One-way from

$133
(Cheapflightsfares)

Popular in

November

Cheapest in

February

Average price

$558
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 ($53 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($9 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
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 diciembre 4, 2025.
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

dom. 1/18

4:03 pm-1:20 am

1 stop7h 17m

San Juan Luis Munoz Marin Intl

dom. 1/25

6:00 am-4:37 pm

1 stop12h 37m

$277

PensacolaSan Juan

PNS - SJU

PNSSJU

Pensacola

sáb. 1/10

5:33 pm-9:47 am

1 stop14h 14m

San Juan Luis Munoz Marin Intl

mié. 1/14

6:00 am-4:37 pm

1 stop12h 37m

$286

PensacolaSan Juan

PNS - SJU

PNSSJU

Pensacola

jue. 2/19

4:51 pm-3:31 pm

1 stop20h 40m

San Juan Luis Munoz Marin Intl

sáb. 2/28

7:00 am-4:55 pm

1 stop11h 55m

$323

PensacolaSan Juan

PNS - SJU

PNSSJU

Pensacola

jue. 1/8

4:03 pm-12:27 pm

2 stops18h 24m

San Juan Luis Munoz Marin Intl

dom. 1/11

9:23 pm-4:37 pm

1 stop21h 14m

$325

PensacolaSan Juan

PNS - SJU

PNSSJU

Pensacola

vie. 2/20

5:50 pm-2:50 am

1 stop7h 00m

San Juan Luis Munoz Marin Intl

vie. 2/27

3:55 am-4:55 pm

1 stop15h 00m

$325

PensacolaSan Juan

PNS - SJU

PNSSJU

Pensacola

mié. 3/4

11:18 am-2:50 am

2 stops13h 32m

San Juan Luis Munoz Marin Intl

mié. 3/11

4:22 pm-7:35 am

1 stop16h 13m

$329

PensacolaSan Juan

PNS - SJU

PNSSJU

Pensacola

mar. 3/3

4:51 pm-3:06 pm

2 stops20h 15m

San Juan Luis Munoz Marin Intl

mié. 3/11

2:55 am-9:00 am

1 stop7h 05m

$333

PensacolaSan Juan

PNS - SJU

PNSSJU

Pensacola

lun. 3/2

4:35 pm-2:50 am

1 stop8h 15m

San Juan Luis Munoz Marin Intl

vie. 3/6

6:00 am-10:29 am

1 stop6h 29m

$340

PensacolaSan Juan

PNS - SJU

PNSSJU

Pensacola

mar. 3/3

5:50 pm-2:50 am

1 stop7h 00m

San Juan Luis Munoz Marin Intl

lun. 3/9

2:55 am-4:55 pm

1 stop15h 00m

$340

PensacolaSantiago de los Caballeros

PNS - STI

PNSSTI

Pensacola

jue. 12/25

7:09 pm-2:42 am

1 stop5h 33m

Santiago de los Caballeros

lun. 12/29

3:43 am-1:03 pm

1 stop11h 20m

$353

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/4

Showing 1-10 of 59 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, May is the cheapest month in which you can book a flight from Pensacola to Caribbean (average of $112). 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.

What is the cheapest time of day to fly from PNS to CB?

Find hourly flight availability from Pensacola to Caribbean. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated diciembre 4, 2025.

One of the essential ways to save on airfare from Pensacola to Caribbean is to remain as flexible as possible. Flights that are in the morning tend to be the most expensive. A flight at noon could potentially save you up to 32% on airfare.

What is the cheapest day to fly from Pensacola to Caribbean?

Use this chart to determine the cheapest time to fly round-trip from Pensacola to Caribbean. Price data was last updated on December 16, 2024.

Travelers seeking maximum savings on their Pensacola to Caribbean flight should consider departing on Wednesday afternoons when fares are most often at their lowest. Sunday at noon flights should be avoided if possible as fares are typically the most expensive at this time.

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 diciembre 4, 2025.
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
4,250 reviews

Boarding

8.1

Crew

8.6

Food

7.0

Comfort

8.0

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
4,250 reviews
Southwest
8.0
Very good
4,250 reviews

Boarding

8.1

Crew

8.6

Food

7.0

Comfort

8.0

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
8,011 reviews
Southwest
8.0
Very good
4,250 reviews

Boarding

8.1

Crew

8.6

Food

7.0

Comfort

8.0

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
9,066 reviews
Southwest
8.0
Very good
4,250 reviews

Boarding

8.1

Crew

8.6

Food

7.0

Comfort

8.0

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
11,047 reviews
Southwest
8.0
Very good
4,250 reviews

Boarding

8.1

Crew

8.6

Food

7.0

Comfort

8.0

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
8,157 reviews
Southwest
8.0
Very good
4,250 reviews

Boarding

8.1

Crew

8.6

Food

7.0

Comfort

8.0

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 6h 15m. Spirit Airlines provides one of the quickest options available for as low as $472. The distance from Pensacola to Caribbean is about 702 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 American Airlines and Delta, with prices starting from $201 and $202, respectively.

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

    While some choose either Pensacola - Santiago de los Caballeros 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, May is the cheapest month in which you can book a flight from Pensacola to Caribbean (average of $112). 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

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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 diciembre 4, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$115Average$348FlexibilityNo cancel feeOn-time65%
DeltaCheapest$300Average$532FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$336Average$620FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$380Average$650FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$381Average$533FlexibilityNo cancel feeOn-time63%

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