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$104+ 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 5/10. Fares are subject to change and may not be available on all flights or dates of travel.
PNS — SJU
Apr 20 — Apr 271
Sun 4/20
Sun 4/27
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 April 15, 2025.

Round-trip from

$201
(Booking.com)

One-way from

$104
(Cheapflightsfares)

Popular in

December

Cheapest in

September

Average price

$364
From Pensacola to Caribbean
Search Deals
One-way flight from Pensacola to Caribbean
Search Deals
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

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 April 15, 2025.

This Booking.com deal was found by Cheapflights users on 4/14. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/144:35 pmPNS - STT
1 stop16h 22mSpirit Airlines
Wed 5/212:41 pmSTT - PNS
1 stop8h 39mSpirit Airlines
Deal found 4/14$201
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.
Sat 5/108:46 pmPNS - SJU
1 stop14h 58mSpirit Airlines
Fri 5/161:33 amSJU - PNS
1 stop30h 52mSpirit Airlines
Deal found 4/15$221
This Priceline deal was found by Cheapflights users on 4/14. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/146:00 amPNS - PUJ
1 stop4h 47mSpirit Airlines
Wed 5/2112:42 pmPUJ - PNS
1 stop10h 38mSpirit Airlines
Deal found 4/14$333
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.
Sat 5/35:21 pmPNS - AUA
1 stop20h 19mSpirit Airlines
Sat 5/103:45 pmAUA - PNS
1 stop24h 45mSpirit Airlines
Deal found 4/15$375
This American Airlines deal was found by Cheapflights users on 4/14. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/47:05 pmPNS - STT
2 stops18h 45mAmerican Airlines
Tue 11/116:15 pmSTT - PNS
2 stops17h 39mAmerican Airlines
Deal found 4/14$385
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/294:35 pmPNS - SDQ
1 stop22h 10mSpirit Airlines
Wed 6/114:05 pmSDQ - PNS
1 stop28h 26mSpirit Airlines
Deal found 4/15$408
This Delta deal was found by Cheapflights users on 4/14. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/297:05 amPNS - SJU
1 stop7h 56mDelta
Tue 5/66:15 amSJU - PNS
1 stop6h 46mDelta
Deal found 4/14$415
This Mytrip deal was found by Cheapflights users on 4/14. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/53:59 pmPNS - STT
2 stops17h 01mMultiple Airlines
Mon 5/127:00 amSTT - PNS
3 stops16h 20mMultiple Airlines
Deal found 4/14$417
This Delta deal was found by Cheapflights users on 4/14. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/146:00 amPNS - PLS
1 stop5h 40mDelta
Tue 10/212:05 pmPLS - PNS
1 stop7h 36mDelta
Deal found 4/14$423
This American Airlines 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/57:36 pmPNS - SJU
1 stop7h 29mAmerican Airlines
Mon 11/104:55 pmSJU - PNS
1 stop18h 29mAmerican Airlines
Deal found 4/15$436
This American Airlines deal was found by Cheapflights users on 4/14. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/26:00 amPNS - NAS
1 stop12h 41mAmerican Airlines
Mon 5/57:45 amNAS - PNS
1 stop7h 55mAmerican Airlines
Deal found 4/14$437
This Trip.com 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/277:20 amPNS - SJU
1 stop10h 21mMultiple Airlines
Sat 6/214:56 pmSJU - PNS
1 stop14h 44mMultiple Airlines
Deal found 4/15$437

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 April 15, 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

Wed 5/14

4:35 pm-9:57 am

1 stop16h 22m

Saint Thomas Island Cyril E King

Wed 5/21

2:41 pm-10:20 pm

1 stop8h 39m

$201

PensacolaSan Juan

PNS - SJU

PNSSJU

Pensacola

Sat 5/10

8:46 pm-12:44 pm

1 stop14h 58m

San Juan Luis Munoz Marin Intl

Fri 5/16

1:33 am-7:25 am

1 stop30h 52m

$221

PensacolaPunta Cana

PNS - PUJ

PNSPUJ

Pensacola

Wed 5/14

6:00 am-11:47 am

1 stop4h 47m

Punta Cana

Wed 5/21

12:42 pm-10:20 pm

1 stop10h 38m

$333

PensacolaOranjestad

PNS - AUA

PNSAUA

Pensacola

Sat 5/3

5:21 pm-2:40 pm

1 stop20h 19m

Oranjestad Reina Beatrix

Sat 5/10

3:45 pm-3:30 pm

1 stop24h 45m

$375

PensacolaSanto Domingo

PNS - SDQ

PNSSDQ

Pensacola

Thu 5/29

4:35 pm-3:45 pm

1 stop22h 10m

Santo Domingo Las Americas

Wed 6/11

4:05 pm-7:31 pm

1 stop28h 26m

$408

PensacolaSan Juan

PNS - SJU

PNSSJU

Pensacola

Tue 4/29

7:05 am-4:01 pm

1 stop7h 56m

San Juan Luis Munoz Marin Intl

Tue 5/6

6:15 am-12:01 pm

1 stop6h 46m

$415

PensacolaSaint Thomas Island

PNS - STT

PNSSTT

Pensacola

Mon 5/5

3:59 pm-10:00 am

2 stops17h 01m

Saint Thomas Island Cyril E King

Mon 5/12

7:00 am-10:20 pm

3 stops16h 20m

$417

PensacolaNassau

PNS - NAS

PNSNAS

Pensacola

Fri 5/2

6:00 am-7:41 pm

1 stop12h 41m

Nassau Intl

Mon 5/5

7:45 am-2:40 pm

1 stop7h 55m

$437

PensacolaSan Juan

PNS - SJU

PNSSJU

Pensacola

Sun 4/27

7:20 am-6:41 pm

1 stop10h 21m

San Juan Luis Munoz Marin Intl

Sat 6/21

4:56 pm-6:40 am

1 stop14h 44m

$437

PensacolaSanto Domingo

PNS - SDQ

PNSSDQ

Pensacola

Tue 6/10

6:00 am-10:27 pm

2 stops15h 27m

Santo Domingo Las Americas

Wed 6/11

4:05 pm-7:31 pm

1 stop28h 26m

$439

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/15

Showing 1-10 of 44 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 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 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 April 15, 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 April 15, 2025.
Southwest
8.0
Very good
4,279 reviews

Overall

8.0

Boarding

8.2

Entertainment

7.6

Crew

8.6

Comfort

8.0

Food

7.1

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
4,279 reviews
Southwest
8.0
Very good
4,279 reviews

Overall

8.0

Boarding

8.2

Entertainment

7.6

Crew

8.6

Comfort

8.0

Food

7.1

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
4,279 reviews

Overall

8.0

Boarding

8.2

Entertainment

7.6

Crew

8.6

Comfort

8.0

Food

7.1

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
1,758 reviews
Southwest
8.0
Very good
4,279 reviews

Overall

8.0

Boarding

8.2

Entertainment

7.6

Crew

8.6

Comfort

8.0

Food

7.1

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
8,658 reviews
Southwest
8.0
Very good
4,279 reviews

Overall

8.0

Boarding

8.2

Entertainment

7.6

Crew

8.6

Comfort

8.0

Food

7.1

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.
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,279 reviews

Overall

8.0

Boarding

8.2

Entertainment

7.6

Crew

8.6

Comfort

8.0

Food

7.1

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. 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?

    $104 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 Delta and Southwest, with prices starting from $211 and $273, 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 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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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 April 15, 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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