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Caribbean Islands

$143+ 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 7/15. Fares are subject to change and may not be available on all flights or dates of travel.
PNS — SJU
jun. 23 — jun. 301
lun. 6/23
lun. 6/30
1 adult, Economy
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Cheap 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 junio 18, 2025.

Round-trip from

$286
(FlightHub)

One-way from

$143
(Mytrip)

Popular in

December

Cheapest in

September

Average price

$495
From Pensacola to Caribbean Islands
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One-way flight from Pensacola to Caribbean Islands
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Highest demand for flights based on searches. 7% potential increase in price ($30 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($14 potential savings vs. average RT price).
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Average for round-trip flights in June 2025
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Find 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 junio 18, 2025.

This FlightHub deal was found by Cheapflights users on 6/16. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 7/116:00 amPNS - STT
1 stop8h 10mSpirit Airlines
mar. 7/154:05 pmSTT - PNS
1 stop7h 36mSpirit Airlines
Deal found 6/16$286
This Cheapflightsfares deal was found by Cheapflights users on 6/16. 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.
lun. 6/309:28 amPNS - SJU
1 stop8h 51mSpirit Airlines
sáb. 7/121:37 amSJU - PNS
1 stop14h 38mSpirit Airlines
Deal found 6/16$307
This Booking.com deal was found by Cheapflights users on 6/16. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 7/127:24 pmPNS - MBJ
1 stop14h 29mSpirit Airlines
vie. 7/1812:10 pmMBJ - PNS
1 stop6h 19mSpirit Airlines
Deal found 6/16$344
This American Airlines deal was found by Cheapflights users on 6/16. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 10/812:09 pmPNS - SJU
1 stop7h 01mAmerican Airlines
mar. 10/1412:00 pmSJU - PNS
1 stop5h 21mAmerican Airlines
Deal found 6/16$365
This Southwest deal was found by Cheapflights users on 6/16. 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.
mié. 11/57:20 amPNS - SJU
2 stops9h 15mSouthwest
lun. 11/1011:55 amSJU - PNS
2 stops12h 00mSouthwest
Deal found 6/16$370
This Delta deal was found by Cheapflights users on 6/15. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 8/2911:55 amPNS - SJU
1 stop9h 12mDelta
dom. 9/147:30 amSJU - PNS
1 stop6h 20mDelta
Deal found 6/15$375
This FlightHub deal was found by Cheapflights users on 6/15. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 7/156:00 amPNS - PUJ
1 stop4h 45mSpirit Airlines
sáb. 7/261:00 pmPUJ - PNS
1 stop27h 15mSpirit Airlines
Deal found 6/15$379
This Delta deal was found by Cheapflights users on 6/16. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 11/76:00 amPNS - NAS
1 stop6h 11mDelta
mar. 11/112:36 pmNAS - PNS
1 stop5h 16mDelta
Deal found 6/16$415
This American Airlines deal was found by Cheapflights users on 6/15. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 7/159:39 amPNS - NAS
1 stop6h 46mAmerican Airlines
mar. 7/226:30 pmNAS - PNS
1 stop15h 29mAmerican Airlines
Deal found 6/15$427
This Kiwi.com deal was found by Cheapflights users on 6/16. 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.
mié. 6/256:00 amPNS - PUJ
1 stop25h 51mMultiple Airlines
mar. 7/112:35 pmPUJ - PNS
1 stop11h 02mMultiple Airlines
Deal found 6/16$446
This United Airlines deal was found by Cheapflights users on 6/16. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 8/127:00 amPNS - AUA
1 stop7h 20mUnited Airlines
vie. 8/153:10 pmAUA - PNS
1 stop8h 04mUnited Airlines
Deal found 6/16$469
This Delta deal was found by Cheapflights users on 6/17. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 12/86:00 amPNS - PUJ
1 stop7h 20mDelta
vie. 12/124:55 pmPUJ - PNS
1 stop8h 12mDelta
Deal found 6/17$471

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 junio 18, 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

PensacolaSaint Thomas Island

PNS - STT

PNSSTT

Pensacola

vie. 7/11

6:00 am-3:10 pm

1 stop8h 10m

Saint Thomas Island Cyril E King

mar. 7/15

4:05 pm-10:41 pm

1 stop7h 36m

$286

PensacolaSan Juan

PNS - SJU

PNSSJU

Pensacola

lun. 6/30

9:28 am-7:19 pm

1 stop8h 51m

San Juan Luis Munoz Marin Intl

sáb. 7/12

1:37 am-3:15 pm

1 stop14h 38m

$307

PensacolaMontego Bay

PNS - MBJ

PNSMBJ

Pensacola

sáb. 7/12

7:24 pm-9:53 am

1 stop14h 29m

Montego Bay Sangster Intl

vie. 7/18

12:10 pm-6:29 pm

1 stop6h 19m

$344

PensacolaSan Juan

PNS - SJU

PNSSJU

Pensacola

vie. 8/29

11:55 am-10:07 pm

1 stop9h 12m

San Juan Luis Munoz Marin Intl

dom. 9/14

7:30 am-12:50 pm

1 stop6h 20m

$375

PensacolaPunta Cana

PNS - PUJ

PNSPUJ

Pensacola

mar. 7/15

6:00 am-11:45 am

1 stop4h 45m

Punta Cana

sáb. 7/26

1:00 pm-3:15 pm

1 stop27h 15m

$379

PensacolaNassau

PNS - NAS

PNSNAS

Pensacola

lun. 8/18

7:05 am-1:40 pm

1 stop5h 35m

Nassau Intl

vie. 8/22

3:05 pm-11:12 pm

1 stop9h 07m

$426

PensacolaNassau

PNS - NAS

PNSNAS

Pensacola

lun. 7/21

7:30 pm-9:46 am

1 stop13h 16m

Nassau Intl

vie. 7/25

6:30 pm-8:51 am

1 stop15h 21m

$427

PensacolaPunta Cana

PNS - PUJ

PNSPUJ

Pensacola

sáb. 7/12

1:39 pm-4:55 pm

3 stops26h 16m

Punta Cana

mar. 7/15

2:00 pm-12:48 pm

2 stops23h 48m

$461

PensacolaSan Juan

PNS - SJU

PNSSJU

Pensacola

jue. 7/3

11:00 am-11:15 pm

2 stops11h 15m

San Juan Luis Munoz Marin Intl

mar. 7/8

11:35 am-9:45 pm

2 stops11h 10m

$464

PensacolaOranjestad

PNS - AUA

PNSAUA

Pensacola

mar. 8/12

7:00 am-3:20 pm

1 stop7h 20m

Oranjestad Reina Beatrix

vie. 8/15

3:10 pm-10:14 pm

1 stop8h 04m

$469

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/16

Showing 1-10 of 39 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, September is the cheapest month in which you can book a flight from Pensacola to Caribbean Islands (average of $254). Flying from Pensacola to Caribbean Islands in June is currently the most expensive (average of $339). 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 junio 18, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Pensacola to Caribbean Islands as you normally would.

Rainfall in Caribbean Islands by month

Plan your trip to Caribbean Islands by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Caribbean Islands ranges from 2.2 - 6.1 inches per month. November is typically the wettest month, when rainfall can reach 6.1 in. February is typically the driest time to visit Caribbean Islands when rainfall is around 2.2 in.

Temperature in Caribbean Islands by month

Plan your trip to Caribbean Islands by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Caribbean Islands, use this chart to help with planning. For those seeking warmer temperatures, June is the ideal time of year to visit, when temperatures reach an average of 82.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 77.0 F).

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 junio 18, 2025.
Peruse reviews from past customers who have flown with Southwest, Delta and LATAM Airlines from Pensacola to Caribbean Islands to help guide your decision. 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
4,280 reviews

Overall

8.0

Crew

8.6

Food

7.1

Boarding

8.2

Entertainment

7.6

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Southwest
8.0
Very good
4,280 reviews
Southwest
8.0
Very good
4,280 reviews

Overall

8.0

Crew

8.6

Food

7.1

Boarding

8.2

Entertainment

7.6

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Delta
8.0
Very good
7,964 reviews
Southwest
8.0
Very good
4,280 reviews

Overall

8.0

Crew

8.6

Food

7.1

Boarding

8.2

Entertainment

7.6

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
LATAM Airlines
7.5
Good
1,787 reviews
Southwest
8.0
Very good
4,280 reviews

Overall

8.0

Crew

8.6

Food

7.1

Boarding

8.2

Entertainment

7.6

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
United Airlines
7.4
Good
8,809 reviews
Southwest
8.0
Very good
4,280 reviews

Overall

8.0

Crew

8.6

Food

7.1

Boarding

8.2

Entertainment

7.6

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,280 reviews

Overall

8.0

Crew

8.6

Food

7.1

Boarding

8.2

Entertainment

7.6

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

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.

  • 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 $143. However, be on the lookout for offers from Southwest and American Airlines, 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 - Montego Bay Sangster Intl 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, September is the cheapest month in which you can book a flight from Pensacola to Caribbean Islands (average of $254). Flying from Pensacola to Caribbean Islands in June is currently the most expensive (average of $339). 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 4 airlines flying from Pensacola to Caribbean Islands

Discover the top 4 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 junio 18, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$157Average$345FlexibilityNo cancel feeOn-time65%
DeltaCheapest$264Average$591FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$329Average$633FlexibilityNo cancel feeOn-time71%
Silver AirwaysCheapest$387Average$463FlexibilityNo cancel feeOn-timeN/A

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