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$127+ 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 9/5. Fares are subject to change and may not be available on all flights or dates of travel.
PNS — SJU
Jun 17 — Jun 241
Tue 6/17
Tue 6/24
1 adult, Economy
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Cheap flight deals from Pensacola to Caribbean

Keep the following information in mind while searching for Pensacola to Caribbean flight deals. Data was last updated June 12, 2025.

Round-trip from

$279
(Mytrip)

One-way from

$127
(Trip.com)

Popular in

December

Cheapest in

September

Average price

$495
From Pensacola to Caribbean
Search Deals
One-way flight from Pensacola to Caribbean
Search Deals
Highest demand for flights based on searches. 7% potential increase in price ($31 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

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 June 12, 2025.

This Mytrip deal was found by Cheapflights users on 6/10. 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.
Fri 7/112:51 pmPNS - SJU
1 stop25h 02mSpirit Airlines
Tue 7/153:50 pmSJU - PNS
1 stop21h 58mSpirit Airlines
Deal found 6/10$279
This FlightHub deal was found by Cheapflights users on 6/11. 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.
Tue 7/86:00 amPNS - STT
1 stop5h 29mSpirit Airlines
Tue 7/154:05 pmSTT - PNS
1 stop7h 36mSpirit Airlines
Deal found 6/11$281
This Delta deal was found by Cheapflights users on 6/10. 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.
Thu 10/211:59 amPNS - SJU
1 stop9h 09mDelta
Thu 10/92:28 pmSJU - PNS
1 stop9h 39mDelta
Deal found 6/10$360
This Cheapflightsfares deal was found by Cheapflights users on 6/10. 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.
Mon 7/147:24 pmPNS - MBJ
1 stop15h 41mSpirit Airlines
Fri 7/1812:10 pmMBJ - PNS
1 stop6h 19mSpirit Airlines
Deal found 6/10$365
This American Airlines deal was found by Cheapflights users on 6/11. 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.
Wed 10/812:09 pmPNS - SJU
1 stop7h 01mAmerican Airlines
Tue 10/146:30 amSJU - PNS
1 stop10h 51mAmerican Airlines
Deal found 6/11$365
This FlightHub deal was found by Cheapflights users on 6/12. 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.
Tue 9/210:50 amPNS - PUJ
1 stop26h 40mSpirit Airlines
Thu 9/113:29 pmPUJ - PNS
1 stop17h 22mSpirit Airlines
Deal found 6/12$376
This Southwest deal was found by Cheapflights users on 6/10. 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.
Mon 8/411:00 amPNS - SJU
2 stops11h 15mSouthwest
Thu 8/711:10 amSJU - PNS
2 stops8h 50mSouthwest
Deal found 6/10$386
This Delta deal was found by Cheapflights users on 6/10. 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.
Sun 8/39:19 amPNS - NAS
1 stop5h 33mDelta
Tue 8/123:05 pmNAS - PNS
1 stop7h 41mDelta
Deal found 6/10$426
This American Airlines deal was found by Cheapflights users on 6/10. 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.
Sun 7/67:30 pmPNS - NAS
1 stop13h 16mAmerican Airlines
Wed 7/91:55 pmNAS - PNS
1 stop6h 05mAmerican Airlines
Deal found 6/10$427
This Kiwi.com deal was found by Cheapflights users on 6/11. 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 7/277:24 pmPNS - PUJ
1 stop18h 06mMultiple Airlines
Sun 8/310:06 amPUJ - PNS
1 stop13h 35mMultiple Airlines
Deal found 6/11$429
This United Airlines deal was found by Cheapflights users on 6/10. 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.
Thu 10/211:00 amPNS - SJU
1 stop8h 38mUnited Airlines
Wed 10/82:55 pmSJU - PNS
1 stop8h 04mUnited Airlines
Deal found 6/10$435
This FlightHub deal was found by Cheapflights users on 6/11. 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.
Wed 9/243:50 pmPNS - AUA
2 stops23h 44mSpirit Airlines
Sat 9/275:35 pmAUA - PNS
1 stop15h 16mSpirit Airlines
Deal found 6/11$438

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 June 12, 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

Fri 7/11

2:51 pm-4:53 pm

1 stop25h 02m

San Juan Luis Munoz Marin Intl

Tue 7/15

3:50 pm-12:48 pm

1 stop21h 58m

$279

PensacolaSaint Thomas Island

PNS - STT

PNSSTT

Pensacola

Tue 7/8

6:00 am-12:29 pm

1 stop5h 29m

Saint Thomas Island Cyril E King

Tue 7/15

4:05 pm-10:41 pm

1 stop7h 36m

$281

PensacolaSan Juan

PNS - SJU

PNSSJU

Pensacola

Thu 10/2

9:25 am-4:08 pm

1 stop5h 43m

San Juan Luis Munoz Marin Intl

Fri 10/10

5:30 pm-11:07 pm

1 stop6h 37m

$360

PensacolaSan Juan

PNS - SJU

PNSSJU

Pensacola

Wed 10/8

12:09 pm-8:10 pm

1 stop7h 01m

San Juan Luis Munoz Marin Intl

Tue 10/14

6:30 am-4:21 pm

1 stop10h 51m

$365

PensacolaMontego Bay

PNS - MBJ

PNSMBJ

Pensacola

Mon 7/14

7:24 pm-11:05 am

1 stop15h 41m

Montego Bay Sangster Intl

Fri 7/18

12:10 pm-6:29 pm

1 stop6h 19m

$365

PensacolaPunta Cana

PNS - PUJ

PNSPUJ

Pensacola

Tue 9/2

10:50 am-2:30 pm

1 stop26h 40m

Punta Cana

Thu 9/11

3:29 pm-7:51 am

1 stop17h 22m

$376

PensacolaSan Juan

PNS - SJU

PNSSJU

Pensacola

Mon 8/4

7:30 am-6:00 pm

2 stops9h 30m

San Juan Luis Munoz Marin Intl

Fri 8/8

8:15 am-7:00 pm

2 stops11h 45m

$386

PensacolaNassau

PNS - NAS

PNSNAS

Pensacola

Sun 8/3

9:19 am-3:52 pm

1 stop5h 33m

Nassau Intl

Tue 8/12

3:05 pm-9:46 pm

1 stop7h 41m

$426

PensacolaNassau

PNS - NAS

PNSNAS

Pensacola

Sun 7/6

7:30 pm-9:46 am

1 stop13h 16m

Nassau Intl

Wed 7/9

1:55 pm-7:00 pm

1 stop6h 05m

$427

PensacolaPunta Cana

PNS - PUJ

PNSPUJ

Pensacola

Sun 7/27

7:24 pm-2:30 pm

1 stop18h 06m

Punta Cana

Sun 8/3

10:06 am-10:41 pm

1 stop13h 35m

$429

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/11

Showing 1-10 of 50 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, September is the cheapest month in which you can book a flight from Pensacola to Caribbean (average of $254). Flying from Pensacola to Caribbean 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 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 June 12, 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 as you normally would.

Rainfall in Caribbean by month

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

In terms of precipitation, rainfall in Caribbean 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 when rainfall is around 2.2 in.

Temperature in Caribbean by month

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

If weather is an important factor for your trip to Caribbean, 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

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 June 12, 2025.
Southwest
8.0
Very good
4,287 reviews

Crew

8.6

Overall

8.0

Food

7.1

Comfort

8.0

Entertainment

7.6

Boarding

8.2

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
4,287 reviews
Southwest
8.0
Very good
4,287 reviews

Crew

8.6

Overall

8.0

Food

7.1

Comfort

8.0

Entertainment

7.6

Boarding

8.2

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
7,946 reviews
Southwest
8.0
Very good
4,287 reviews

Crew

8.6

Overall

8.0

Food

7.1

Comfort

8.0

Entertainment

7.6

Boarding

8.2

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
1,785 reviews
Southwest
8.0
Very good
4,287 reviews

Crew

8.6

Overall

8.0

Food

7.1

Comfort

8.0

Entertainment

7.6

Boarding

8.2

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
8,790 reviews
Southwest
8.0
Very good
4,287 reviews

Crew

8.6

Overall

8.0

Food

7.1

Comfort

8.0

Entertainment

7.6

Boarding

8.2

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
4,287 reviews

Crew

8.6

Overall

8.0

Food

7.1

Comfort

8.0

Entertainment

7.6

Boarding

8.2

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. 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.

  • What are the cheapest airlines to fly from Pensacola to Caribbean one-way?

    $133 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 $188 and $195, respectively.

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

    While some choose either Pensacola - Saint Thomas Island Cyril E King or Pensacola - Montego Bay Sangster Intl, 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, September is the cheapest month in which you can book a flight from Pensacola to Caribbean (average of $254). Flying from Pensacola to Caribbean 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.

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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 4 airlines flying from Pensacola to Caribbean

Discover the top 4 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 June 12, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$157Average$356FlexibilityNo cancel feeOn-time65%
DeltaCheapest$264Average$590FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$330Average$632FlexibilityNo cancel feeOn-time71%
Silver AirwaysCheapest$387Average$463FlexibilityNo cancel feeOn-timeN/A

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