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Caribbean Islands

$152+ Cheap flights from Pensacola (PNS) to Caribbean Islands

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 1/2. Fares are subject to change and may not be available on all flights or dates of travel.
PNS — SJU
Jan 14 — Jan 211
Wed 1/14
Wed 1/21
1 adult, Economy
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Cheap flight deals from Pensacola to Caribbean Islands

Cheapest flights from Pensacola to Caribbean Islands
Explore the most affordable flight options available from Pensacola to Caribbean Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 15, 2025.

This Orbitz deal was found by Cheapflights users on 12/14. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/301:58 pmPNS - SJU
1 stop6h 07mSpirit Airlines
Fri 1/166:00 amSJU - PNS
1 stop12h 37mSpirit Airlines
Deal found 12/14$331
This Kiwi.com deal was found by Cheapflights users on 12/14. 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 12/301:58 pmPNS - SJU
1 stop6h 07mMultiple Airlines
Fri 1/166:48 pmSJU - PNS
2 stops23h 49mMultiple Airlines
Deal found 12/14$362
This Kiwi.com deal was found by Cheapflights users on 12/13. 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 12/162:08 pmPNS - SJU
1 stop27h 52mMultiple Airlines
Sat 12/207:35 amSJU - PNS
1 stop12h 39mMultiple Airlines
Deal found 12/13$406
This Kiwi.com deal was found by Cheapflights users on 12/13. 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.
Sat 12/277:09 pmPNS - SJU
1 stop14h 49mMultiple Airlines
Sat 1/105:18 pmSJU - PNS
1 stop23h 50mMultiple Airlines
Deal found 12/13$469
This Southwest deal was found by Cheapflights users on 12/13. 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.
Tue 12/169:55 amPNS - SJU
2 stops10h 10mSouthwest
Sat 12/205:35 amSJU - PNS
2 stops11h 20mSouthwest
Deal found 12/13$484
This Kiwi.com deal was found by Cheapflights users on 12/13. 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.
Sun 12/287:09 pmPNS - SJU
1 stop24h 56mMultiple Airlines
Wed 12/311:59 amSJU - PNS
2 stops42h 15mMultiple Airlines
Deal found 12/13$504
This Kiwi.com deal was found by Cheapflights users on 12/15. 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.
Thu 12/257:09 pmPNS - PUJ
1 stop19h 41mSpirit Airlines
Thu 1/16:08 pmPUJ - PNS
1 stop26h 06mSpirit Airlines
Deal found 12/15$510
This Mytrip deal was found by Cheapflights users on 12/13. 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 12/277:09 pmPNS - SJU
1 stop14h 49mSpirit Airlines
Fri 1/92:59 amSJU - PNS
3 stops15h 38mSpirit Airlines
Deal found 12/13$536
This Cheapflightsfares deal was found by Cheapflights users on 12/13. 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.
Thu 12/187:09 pmPNS - SJU
1 stop14h 49mSpirit Airlines
Tue 12/304:10 amSJU - PNS
1 stop10h 53mSpirit Airlines
Deal found 12/13$548
This Kiwi.com deal was found by Cheapflights users on 12/13. 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.
Sun 12/287:09 pmPNS - SJU
1 stop14h 49mSpirit Airlines
Thu 1/16:28 pmSJU - PNS
1 stop25h 46mSpirit Airlines
Deal found 12/13$558
This Kiwi.com deal was found by Cheapflights users on 12/15. 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.
Thu 12/257:09 pmPNS - PUJ
2 stops37h 26mMultiple Airlines
Thu 1/16:08 pmPUJ - PNS
1 stop26h 06mMultiple Airlines
Deal found 12/15$569
This Kiwi.com deal was found by Cheapflights users on 12/15. 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.
Thu 12/257:09 pmPNS - MBJ
1 stop15h 56mMultiple Airlines
Sun 12/281:05 pmMBJ - PNS
2 stops26h 50mMultiple Airlines
Deal found 12/15$618

Find flight deals from Pensacola to Caribbean Islands

Keep the following information in mind while searching for Pensacola to Caribbean Islands flight deals. Data was last updated December 15, 2025.

Round-trip from

$199
(Kiwi.com)

One-way from

$152
(Cheapflightsfares)

Popular in

December

Cheapest in

February

Average price

$669
From Pensacola to Caribbean Islands
Search Deals
One-way flight from Pensacola to Caribbean Islands
Search Deals
Highest demand for flights based on searches. 9% potential increase in price ($49 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 December 2025
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Pensacola to Caribbean Islands 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 December 15, 2025.
Use the filters below to find and compare flights from Pensacola to Caribbean Islands that are best for you.

Fly from

Pensacola

Fly to

Caribbean Islands

Route

Depart

Return

Price

PensacolaSan Juan

PNS - SJU

PNSSJU

Pensacola

Tue 1/6

1:58 pm-11:44 pm

1 stop7h 46m

San Juan Luis Munoz Marin Intl

Tue 1/13

9:00 am-10:38 am

2 stops27h 38m

$219

PensacolaSan Juan

PNS - SJU

PNSSJU

Pensacola

Wed 1/7

1:58 pm-3:33 pm

1 stop23h 35m

San Juan Luis Munoz Marin Intl

Wed 1/14

4:35 pm-7:35 am

2 stops17h 00m

$240

PensacolaSan Juan

PNS - SJU

PNSSJU

Pensacola

Sat 2/21

11:18 am-1:59 pm

1 stop24h 41m

San Juan Luis Munoz Marin Intl

Tue 2/24

4:11 pm-10:38 am

2 stops20h 27m

$241

PensacolaSan Juan

PNS - SJU

PNSSJU

Pensacola

Tue 1/6

1:58 pm-11:44 pm

1 stop7h 46m

San Juan Luis Munoz Marin Intl

Wed 1/14

6:00 am-4:37 pm

1 stop12h 37m

$251

PensacolaSan Juan

PNS - SJU

PNSSJU

Pensacola

Sat 2/21

11:18 am-1:59 pm

1 stop24h 41m

San Juan Luis Munoz Marin Intl

Sat 2/28

6:00 am-5:04 pm

2 stops37h 04m

$269

PensacolaSan Juan

PNS - SJU

PNSSJU

Pensacola

Wed 1/7

11:18 am-12:59 am

2 stops11h 41m

San Juan Luis Munoz Marin Intl

Fri 1/9

9:23 pm-4:37 pm

1 stop21h 14m

$271

PensacolaSan Juan

PNS - SJU

PNSSJU

Pensacola

Tue 1/6

1:58 pm-11:44 pm

1 stop7h 46m

San Juan Luis Munoz Marin Intl

Fri 1/9

4:39 pm-10:38 am

2 stops19h 59m

$272

PensacolaSan Juan

PNS - SJU

PNSSJU

Pensacola

Tue 1/6

1:58 pm-11:44 pm

1 stop7h 46m

San Juan Luis Munoz Marin Intl

Fri 1/9

2:29 am-4:37 pm

2 stops16h 08m

$278

PensacolaSan Juan

PNS - SJU

PNSSJU

Pensacola

Wed 1/7

1:58 pm-3:33 pm

1 stop23h 35m

San Juan Luis Munoz Marin Intl

Sun 1/11

2:59 am-3:08 pm

2 stops14h 09m

$279

PensacolaSan Juan

PNS - SJU

PNSSJU

Pensacola

Tue 2/10

5:33 pm-9:47 am

1 stop14h 14m

San Juan Luis Munoz Marin Intl

Wed 2/18

12:00 pm-5:04 pm

1 stop7h 04m

$288

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/13

Showing 1-10 of 49 results
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Best time to book a flight from Pensacola to Caribbean Islands

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

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

Currently, January is the cheapest month in which you can book a flight from Pensacola to Caribbean Islands (average of $115). Flying from Pensacola to Caribbean Islands 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 EPX?

Find hourly flight availability from Pensacola to Caribbean Islands. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated December 15, 2025.

It’s optimal to fly from Pensacola to Caribbean Islands at noon. By choosing this option you can save up to 32% on the cost of your flight, compared to a flight in the morning.

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

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

Travelers seeking maximum savings on their Pensacola to Caribbean Islands 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 Islands

Get insights into the airlines that provide service to Caribbean Islands. 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 Islands. Reviews last updated December 15, 2025.
Read reviews from past customers who have flown Delta, American Airlines, and Spirit Airlines from Pensacola to Caribbean Islands. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
7.9
Good
8,008 reviews

Overall

7.9

Crew

8.5

Food

7.3

Boarding

8.1

Comfort

7.9

Entertainment

7.9

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.
Delta
7.9
Good
8,008 reviews
Delta
7.9
Good
8,008 reviews

Overall

7.9

Crew

8.5

Food

7.3

Boarding

8.1

Comfort

7.9

Entertainment

7.9

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.
American Airlines
7.2
Good
11,051 reviews
Delta
7.9
Good
8,008 reviews

Overall

7.9

Crew

8.5

Food

7.3

Boarding

8.1

Comfort

7.9

Entertainment

7.9

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.
Spirit Airlines
6.3
Okay
8,187 reviews
Delta
7.9
Good
8,008 reviews

Overall

7.9

Crew

8.5

Food

7.3

Boarding

8.1

Comfort

7.9

Entertainment

7.9

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.

Related info for your journey

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

    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 Islands.

  • How long is the flight from Pensacola to Caribbean Islands?

    Airlines like Spirit Airlines, American Airlines, and Delta fly from Pensacola to Caribbean Islands in about 8h 30m. The time it takes to get you to your destination can typically vary by up to 10h 49m. There are 702 mi between Pensacola and Caribbean Islands. 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 Islands one-way?

    The cheapest airline one-way is Spirit Airlines, with whom users have recently found tickets for as low as $75. However, be on the lookout for offers from American Airlines and Delta, as they are both options that can get you from Pensacola to Caribbean Islands for a low price.

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

    When deciding which route to take from Pensacola to Caribbean Islands consider Pensacola - San Juan Luis Munoz Marin Intl, Pensacola - Saint Thomas Island Cyril E King or Pensacola - Oranjestad Reina Beatrix as they are the most popular.

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

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

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

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

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

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

    Currently, January is the cheapest month in which you can book a flight from Pensacola to Caribbean Islands (average of $115). Flying from Pensacola to Caribbean Islands 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.

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Top 5 airlines flying from Pensacola to Caribbean Islands

Discover the top 5 airlines that operate flights from Pensacola to Caribbean Islands. 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 December 15, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$115Average$350FlexibilityNo cancel feeOn-time65%
DeltaCheapest$276Average$510FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$359Average$620FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$380Average$650FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$381Average$539FlexibilityNo cancel feeOn-time63%

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