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Caribbean Islands

$116+ 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 5/16. Fares are subject to change and may not be available on all flights or dates of travel.
PNS — SJU
abr. 22 — abr. 291
mar. 4/22
mar. 4/29
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 abril 17, 2025.

Round-trip from

$221
(Mytrip)

One-way from

$116
(Mytrip)

Popular in

December

Cheapest in

September

Average price

$364
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. 9% potential increase in price ($42 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($16 potential savings vs. average RT price).
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Average for round-trip flights in April 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 abril 17, 2025.

This Mytrip deal was found by Cheapflights users on 4/15. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 5/108:46 pmPNS - SJU
1 stop14h 58mSpirit Airlines
vie. 5/161:33 amSJU - PNS
1 stop30h 52mSpirit Airlines
Deal found 4/15$221
This Booking.com deal was found by Cheapflights users on 4/16. 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.
dom. 6/16:00 amPNS - PUJ
1 stop4h 47mSpirit Airlines
mié. 6/412:42 pmPUJ - PNS
1 stop10h 38mSpirit Airlines
Deal found 4/16$309
This FlightHub deal was found by Cheapflights users on 4/17. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 6/156:00 amPNS - STT
1 stop5h 29mSpirit Airlines
jue. 6/191:24 pmSTT - PNS
1 stop10h 13mSpirit Airlines
Deal found 4/17$323
This Trip.com deal was found by Cheapflights users on 4/16. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 5/12:25 pmPNS - SJU
1 stop6h 36mMultiple Airlines
sáb. 5/33:56 amSJU - PNS
1 stop12h 08mMultiple Airlines
Deal found 4/16$336
This Delta deal was found by Cheapflights users on 4/16. 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.
mié. 10/86:00 amPNS - SJU
1 stop9h 18mDelta
mar. 10/145:30 pmSJU - PNS
1 stop6h 37mDelta
Deal found 4/16$345
This Mytrip deal was found by Cheapflights users on 4/16. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 5/18:53 amPNS - STX
1 stop25h 17mSpirit Airlines
lun. 5/512:05 pmSTX - PNS
1 stop20h 43mSpirit Airlines
Deal found 4/16$352
This Mytrip deal was found by Cheapflights users on 4/16. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 5/98:20 amPNS - SDQ
1 stop6h 25mSpirit Airlines
sáb. 5/243:50 pmSDQ - PNS
1 stop24h 40mSpirit Airlines
Deal found 4/16$382
This American Airlines deal was found by Cheapflights users on 4/17. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 11/47:05 pmPNS - STT
2 stops18h 45mAmerican Airlines
mar. 11/116:15 pmSTT - PNS
2 stops17h 39mAmerican Airlines
Deal found 4/17$385
This American Airlines deal was found by Cheapflights users on 4/16. 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. 5/145:30 amPNS - NAS
2 stops12h 45mAmerican Airlines
mié. 5/217:45 amNAS - PNS
1 stop7h 55mAmerican Airlines
Deal found 4/16$391
This American Airlines deal was found by Cheapflights users on 4/17. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 11/57:08 pmPNS - SJU
1 stop5h 02mAmerican Airlines
lun. 11/104:55 pmSJU - PNS
1 stop18h 29mAmerican Airlines
Deal found 4/17$395
This Mytrip deal was found by Cheapflights users on 4/17. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 6/86:14 pmPNS - MBJ
2 stops16h 48mSpirit Airlines
vie. 6/1310:15 amMBJ - PNS
1 stop9h 16mSpirit Airlines
Deal found 4/17$413
This Mytrip deal was found by Cheapflights users on 4/17. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 5/23:59 pmPNS - PUJ
2 stops21h 14mMultiple Airlines
lun. 5/512:31 pmPUJ - PNS
2 stops27h 33mMultiple Airlines
Deal found 4/17$416

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 abril 17, 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

sáb. 5/10

8:46 pm-12:44 pm

1 stop14h 58m

San Juan Luis Munoz Marin Intl

vie. 5/16

1:33 am-7:25 am

1 stop30h 52m

$221

PensacolaPunta Cana

PNS - PUJ

PNSPUJ

Pensacola

dom. 6/1

6:00 am-11:47 am

1 stop4h 47m

Punta Cana

mié. 6/4

12:42 pm-10:20 pm

1 stop10h 38m

$309

PensacolaSaint Thomas Island

PNS - STT

PNSSTT

Pensacola

dom. 6/15

6:00 am-12:29 pm

1 stop5h 29m

Saint Thomas Island Cyril E King

jue. 6/19

1:24 pm-10:37 pm

1 stop10h 13m

$323

PensacolaSan Juan

PNS - SJU

PNSSJU

Pensacola

jue. 5/1

2:25 pm-10:01 pm

1 stop6h 36m

San Juan Luis Munoz Marin Intl

sáb. 5/3

3:56 am-3:04 pm

1 stop12h 08m

$336

PensacolaChristiansted

PNS - STX

PNSSTX

Pensacola

jue. 5/1

8:53 am-11:10 am

1 stop25h 17m

Christiansted Henry Rohlsen

lun. 5/5

12:05 pm-7:48 am

1 stop20h 43m

$352

PensacolaSanto Domingo

PNS - SDQ

PNSSDQ

Pensacola

vie. 5/9

8:20 am-3:45 pm

1 stop6h 25m

Santo Domingo Las Americas

sáb. 5/24

3:50 pm-3:30 pm

1 stop24h 40m

$382

PensacolaNassau

PNS - NAS

PNSNAS

Pensacola

mié. 5/14

5:30 am-7:15 pm

2 stops12h 45m

Nassau Intl

mié. 5/21

7:45 am-2:40 pm

1 stop7h 55m

$391

PensacolaSaint Thomas Island

PNS - STT

PNSSTT

Pensacola

sáb. 9/27

7:47 pm-4:30 pm

2 stops19h 43m

Saint Thomas Island Cyril E King

sáb. 10/4

5:20 pm-10:29 am

2 stops18h 09m

$405

PensacolaMontego Bay

PNS - MBJ

PNSMBJ

Pensacola

dom. 6/8

6:14 pm-11:02 am

2 stops16h 48m

Montego Bay Sangster Intl

vie. 6/13

10:15 am-7:31 pm

1 stop9h 16m

$413

PensacolaNassau

PNS - NAS

PNSNAS

Pensacola

lun. 6/9

9:19 am-3:53 pm

1 stop5h 34m

Nassau Intl

mar. 6/17

3:08 pm-7:01 pm

1 stop4h 53m

$416

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/17

Showing 1-10 of 50 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 December is currently the most expensive (average of $336). 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 abril 17, 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 abril 17, 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

Crew

8.6

Entertainment

7.6

Overall

8.0

Comfort

8.0

Food

7.1

Boarding

8.2

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Southwest
8.0
Very good
4,280 reviews
Southwest
8.0
Very good
4,280 reviews

Crew

8.6

Entertainment

7.6

Overall

8.0

Comfort

8.0

Food

7.1

Boarding

8.2

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Delta
8.0
Very good
7,917 reviews
Southwest
8.0
Very good
4,280 reviews

Crew

8.6

Entertainment

7.6

Overall

8.0

Comfort

8.0

Food

7.1

Boarding

8.2

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
LATAM Airlines
7.5
Good
1,761 reviews
Southwest
8.0
Very good
4,280 reviews

Crew

8.6

Entertainment

7.6

Overall

8.0

Comfort

8.0

Food

7.1

Boarding

8.2

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
United Airlines
7.4
Good
8,667 reviews
Southwest
8.0
Very good
4,280 reviews

Crew

8.6

Entertainment

7.6

Overall

8.0

Comfort

8.0

Food

7.1

Boarding

8.2

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
JetBlue
7.3
Good
2,926 reviews
Southwest
8.0
Very good
4,280 reviews

Crew

8.6

Entertainment

7.6

Overall

8.0

Comfort

8.0

Food

7.1

Boarding

8.2

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

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 $116. However, be on the lookout for offers from Delta and Silver Airways, 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 - Santo Domingo Las Americas or Pensacola - Punta Cana 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 December is currently the most expensive (average of $336). 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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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 abril 17, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$163Average$357FlexibilityNo cancel feeOn-time65%
DeltaCheapest$264Average$652FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$302Average$633FlexibilityNo cancel feeOn-time71%
Silver AirwaysCheapest$387Average$473FlexibilityNo cancel feeOn-timeN/A

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