Caribbean

$166+ 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 7/8. Fares are subject to change and may not be available on all flights or dates of travel.
PNS — SJU
Jul 8 — Jul 151
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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 July 3, 2025.

Round-trip from

$286
(FlightHub)

One-way from

$166
(SmartFares)

Popular in

December

Cheapest in

September

Average price

$485
From Pensacola to Caribbean
One-way flight from Pensacola to Caribbean
Highest demand for flights based on searches. 5% potential increase in price ($26 potential increase over avg. RT price).
Cheapest flight prices on average. 3% potential price decrease ($13 potential savings vs. average RT price).
Average for round-trip flights in July 2025

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 July 3, 2025.

This FlightHub deal was found by Cheapflights users on 7/1. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/256:00 amPNS - STT
1 stop8h 10mSpirit Airlines
Wed 7/301:25 pmSTT - PNS
1 stop10h 16mSpirit Airlines
Deal found 7/1$286
This Mytrip deal was found by Cheapflights users on 7/1. 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.
Fri 8/154:52 pmPNS - SJU
2 stops21h 18mSpirit Airlines
Fri 8/225:42 pmSJU - PNS
1 stop15h 26mSpirit Airlines
Deal found 7/1$292
This Cheapflightsfares deal was found by Cheapflights users on 7/2. 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.
Mon 7/78:26 pmPNS - MBJ
1 stop14h 36mSpirit Airlines
Fri 7/1112:10 pmMBJ - PNS
1 stop6h 19mSpirit Airlines
Deal found 7/2$363
This Southwest deal was found by Cheapflights users on 7/2. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/59:55 amPNS - SJU
2 stops9h 35mSouthwest
Mon 11/105:40 amSJU - PNS
2 stops12h 10mSouthwest
Deal found 7/2$370
This FlightHub deal was found by Cheapflights users on 7/1. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/54:52 pmPNS - PUJ
1 stop20h 36mSpirit Airlines
Fri 9/123:35 pmPUJ - PNS
1 stop25h 04mSpirit Airlines
Deal found 7/1$381
This deal was found by Cheapflights users on 6/30. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/216:00 amPNS - MBJ
1 stop5h 48mDelta
Wed 10/291:13 pmMBJ - PNS
1 stop8h 35mDelta
Deal found 6/30$453
This Delta deal was found by Cheapflights users on 6/30. 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 11/166:00 amPNS - PLS
1 stop5h 31mDelta
Sun 11/232:00 pmPLS - PNS
1 stop10h 07mDelta
Deal found 6/30$458
This Delta deal was found by Cheapflights users on 7/2. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/86:00 amPNS - PUJ
1 stop7h 20mDelta
Fri 12/123:50 pmPUJ - PNS
1 stop9h 17mDelta
Deal found 7/2$461
This Delta deal was found by Cheapflights users on 7/1. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/297:00 amPNS - AUA
1 stop6h 10mDelta
Thu 10/93:25 pmAUA - PNS
1 stop8h 42mDelta
Deal found 7/1$463
This United Airlines deal was found by Cheapflights users on 7/2. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/307:00 amPNS - AUA
1 stop7h 20mUnited Airlines
Wed 8/63:10 pmAUA - PNS
1 stop8h 04mUnited Airlines
Deal found 7/2$469
This American Airlines deal was found by Cheapflights users on 7/2. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/186:10 amPNS - NAS
1 stop4h 55mAmerican Airlines
Fri 8/227:50 amNAS - PNS
1 stop10h 21mAmerican Airlines
Deal found 7/2$471
This American Airlines deal was found by Cheapflights users on 7/2. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/87:05 pmPNS - PUJ
2 stops14h 55mAmerican Airlines
Fri 12/125:35 pmPUJ - PNS
1 stop7h 51mAmerican Airlines
Deal found 7/2$475

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 July 3, 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

PensacolaSaint Thomas Island

PNS - STT

PNSSTT

Pensacola

Fri 7/25

6:00 am-3:10 pm

1 stop8h 10m

Saint Thomas Island Cyril E King

Wed 7/30

1:25 pm-10:41 pm

1 stop10h 16m

$286

PensacolaSan Juan

PNS - SJU

PNSSJU

Pensacola

Fri 8/15

4:52 pm-3:10 pm

2 stops21h 18m

San Juan Luis Munoz Marin Intl

Fri 8/22

5:42 pm-8:08 am

1 stop15h 26m

$292

PensacolaSan Juan

PNS - SJU

PNSSJU

Pensacola

Wed 11/5

9:55 am-9:30 pm

2 stops9h 35m

San Juan Luis Munoz Marin Intl

Mon 11/10

5:40 am-3:50 pm

2 stops12h 10m

$370

PensacolaMontego Bay

PNS - MBJ

PNSMBJ

Pensacola

Thu 8/21

4:52 pm-11:14 am

1 stop18h 22m

Montego Bay Sangster Intl

Sun 8/24

10:22 am-3:57 pm

1 stop5h 35m

$375

PensacolaPunta Cana

PNS - PUJ

PNSPUJ

Pensacola

Fri 9/5

4:52 pm-2:28 pm

1 stop20h 36m

Punta Cana

Fri 9/12

3:35 pm-3:39 pm

1 stop25h 04m

$381

PensacolaMontego Bay

PNS - MBJ

PNSMBJ

Pensacola

Tue 10/21

6:00 am-11:48 am

1 stop5h 48m

Montego Bay Sangster Intl

Wed 10/29

1:13 pm-9:48 pm

1 stop8h 35m

$453

PensacolaPunta Cana

PNS - PUJ

PNSPUJ

Pensacola

Mon 12/8

6:00 am-3:20 pm

1 stop7h 20m

Punta Cana

Fri 12/12

4:55 pm-11:07 pm

1 stop8h 12m

$461

PensacolaProvidenciales

PNS - PLS

PNSPLS

Pensacola

Sun 8/31

6:00 am-12:35 pm

1 stop5h 35m

Providenciales

Wed 9/3

2:00 pm-9:46 pm

1 stop8h 46m

$463

PensacolaOranjestad

PNS - AUA

PNSAUA

Pensacola

Mon 9/29

7:00 am-2:10 pm

1 stop6h 10m

Oranjestad Reina Beatrix

Thu 10/9

3:25 pm-11:07 pm

1 stop8h 42m

$463

PensacolaOranjestad

PNS - AUA

PNSAUA

Pensacola

Wed 7/30

7:00 am-3:20 pm

1 stop7h 20m

Oranjestad Reina Beatrix

Wed 8/6

3:10 pm-10:14 pm

1 stop8h 04m

$469

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/1

Showing 1-10 of 41 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 July 3, 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.

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 July 3, 2025.
See what other customers who have flown with Southwest, Delta, and LATAM 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.

Comfort

8.0

Crew

8.6

Boarding

8.2

Overall

8.0

Entertainment

7.6

Food

7.0

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.

Comfort

8.0

Crew

8.6

Boarding

8.2

Overall

8.0

Entertainment

7.6

Food

7.0

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.
8.0
Very good

Comfort

8.0

Crew

8.6

Boarding

8.2

Overall

8.0

Entertainment

7.6

Food

7.0

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.

Comfort

8.0

Crew

8.6

Boarding

8.2

Overall

8.0

Entertainment

7.6

Food

7.0

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.

Comfort

8.0

Crew

8.6

Boarding

8.2

Overall

8.0

Entertainment

7.6

Food

7.0

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.

Comfort

8.0

Crew

8.6

Boarding

8.2

Overall

8.0

Entertainment

7.6

Food

7.0

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. 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?

    $166 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 Delta, with prices starting from $208 and $269, respectively.

  • What are the most popular routes 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.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

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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.

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 July 3, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$157Average$346FlexibilityNo cancel feeOn-time65%
DeltaCheapest$288Average$592FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$334Average$641FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$381Average$510FlexibilityNo cancel feeOn-time63%

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