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$80+ 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 3/9. Fares are subject to change and may not be available on all flights or dates of travel.
PNS — SJU
feb. 25 — mar. 41
mar. 2/25
mar. 3/4
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 febrero 20, 2025.

Round-trip from

$174
(CheapOair)

One-way from

$80
(FlightHub)

Popular in

December

Cheapest in

September

Average price

$389
From Pensacola to Caribbean
Search Deals
One-way flight from Pensacola to Caribbean
Search Deals
Highest demand for flights based on searches. 12% potential increase in price ($54 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($17 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in February 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 febrero 20, 2025.

This CheapOair deal was found by Cheapflights users on 2/19. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 3/73:17 pmPNS - SJU
1 stop10h 06mSpirit Airlines
lun. 3/103:38 amSJU - PNS
1 stop11h 44mSpirit Airlines
Deal found 2/19$174
This Orbitz deal was found by Cheapflights users on 2/19. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 3/175:23 pmPNS - STT
1 stop15h 38mSpirit Airlines
mar. 3/259:50 amSTT - PNS
1 stop6h 26mSpirit Airlines
Deal found 2/19$180
This FlightHub deal was found by Cheapflights users on 2/20. 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. 3/254:11 pmPNS - PUJ
1 stop19h 06mSpirit Airlines
mar. 4/11:14 pmPUJ - PNS
1 stop27h 02mSpirit Airlines
Deal found 2/20$276
This CheapOair deal was found by Cheapflights users on 2/19. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 4/303:59 pmPNS - MBJ
2 stops18h 56mSpirit Airlines
mar. 5/612:00 pmMBJ - PNS
2 stops26h 10mSpirit Airlines
Deal found 2/19$330
This Delta deal was found by Cheapflights users on 2/18. 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. 5/281:59 pmPNS - SJU
1 stop7h 03mDelta
mié. 6/412:49 pmSJU - PNS
1 stop6h 15mDelta
Deal found 2/18$335
This Mytrip deal was found by Cheapflights users on 2/19. 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. 3/66:00 pmPNS - STX
1 stop19h 29mSpirit Airlines
lun. 3/101:18 pmSTX - PNS
2 stops26h 04mSpirit Airlines
Deal found 2/19$337
This Kiwi.com deal was found by Cheapflights users on 2/18. 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.
lun. 4/287:55 pmPNS - PUJ
1 stop14h 49mMultiple Airlines
mar. 5/612:39 pmPUJ - PNS
1 stop7h 31mMultiple Airlines
Deal found 2/18$364
This Cheapflightsfares deal was found by Cheapflights users on 2/19. 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.
mié. 5/73:05 pmPNS - SDQ
1 stop9h 36mSpirit Airlines
sáb. 5/102:45 amSDQ - PNS
1 stop6h 06mSpirit Airlines
Deal found 2/19$364
This FlightHub deal was found by Cheapflights users on 2/20. 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.
sáb. 3/155:23 pmPNS - AUA
1 stop20h 22mSpirit Airlines
jue. 3/203:50 pmAUA - PNS
2 stops18h 13mSpirit Airlines
Deal found 2/20$367
This Kiwi.com deal was found by Cheapflights users on 2/19. 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.
vie. 3/75:23 pmPNS - SDQ
1 stop20h 24mMultiple Airlines
dom. 3/92:59 pmSDQ - PNS
1 stop24h 23mMultiple Airlines
Deal found 2/19$368
This Mytrip deal was found by Cheapflights users on 2/20. 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. 5/158:46 amPNS - SJU
2 stops15h 18mMultiple Airlines
sáb. 5/241:10 amSJU - PNS
2 stops34h 11mMultiple Airlines
Deal found 2/20$376
This American Airlines deal was found by Cheapflights users on 2/19. 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. 8/137:54 pmPNS - STT
2 stops17h 56mAmerican Airlines
lun. 8/185:25 pmSTT - PNS
1 stop6h 56mAmerican Airlines
Deal found 2/19$395

Find flights from Pensacola to Caribbean within your budget

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 febrero 20, 2025.

Fly from

Pensacola

Fly to

Caribbean

Route

Depart

Return

Price

PensacolaSan Juan

PNS - SJU

PNSSJU

Pensacola

vie. 3/7

3:17 pm-3:23 am

1 stop10h 06m

San Juan Luis Munoz Marin Intl

lun. 3/10

3:38 am-2:22 pm

1 stop11h 44m

$174

PensacolaSaint Thomas Island

PNS - STT

PNSSTT

Pensacola

lun. 3/17

5:23 pm-10:01 am

1 stop15h 38m

Saint Thomas Island Cyril E King

mar. 3/25

9:50 am-3:16 pm

1 stop6h 26m

$180

PensacolaPunta Cana

PNS - PUJ

PNSPUJ

Pensacola

mar. 3/25

4:11 pm-12:17 pm

1 stop19h 06m

Punta Cana

mar. 4/1

1:14 pm-3:16 pm

1 stop27h 02m

$276

PensacolaMontego Bay

PNS - MBJ

PNSMBJ

Pensacola

mié. 4/30

3:59 pm-10:55 am

2 stops18h 56m

Montego Bay Sangster Intl

mar. 5/6

12:00 pm-2:10 pm

2 stops26h 10m

$330

PensacolaChristiansted

PNS - STX

PNSSTX

Pensacola

jue. 3/6

6:00 pm-3:29 pm

1 stop19h 29m

Christiansted Henry Rohlsen

lun. 3/10

1:18 pm-2:22 pm

2 stops26h 04m

$337

PensacolaPunta Cana

PNS - PUJ

PNSPUJ

Pensacola

lun. 4/28

7:55 pm-11:44 am

1 stop14h 49m

Punta Cana

mar. 5/6

12:39 pm-7:10 pm

1 stop7h 31m

$364

PensacolaSanto Domingo

PNS - SDQ

PNSSDQ

Pensacola

mié. 5/7

3:05 pm-1:41 am

1 stop9h 36m

Santo Domingo Las Americas

sáb. 5/10

2:45 am-7:51 am

1 stop6h 06m

$364

PensacolaOranjestad

PNS - AUA

PNSAUA

Pensacola

sáb. 3/15

5:23 pm-2:45 pm

1 stop20h 22m

Oranjestad Reina Beatrix

jue. 3/20

3:50 pm-9:03 am

2 stops18h 13m

$367

PensacolaSanto Domingo

PNS - SDQ

PNSSDQ

Pensacola

vie. 3/7

5:23 pm-3:47 pm

1 stop20h 24m

Santo Domingo Las Americas

dom. 3/9

2:59 pm-2:22 pm

1 stop24h 23m

$368

PensacolaSan Juan

PNS - SJU

PNSSJU

Pensacola

jue. 5/15

8:46 am-1:04 am

2 stops15h 18m

San Juan Luis Munoz Marin Intl

sáb. 5/24

1:10 am-10:21 am

2 stops34h 11m

$376

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/19

Showing 1-10 of 45 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.

Travel insights for flights from Pensacola to Caribbean

Get recent, data-driven insights about flights from Pensacola to Caribbean including ideal travel times, pricing trends, and more.

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 March is currently the most expensive (average of $363). 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 febrero 20, 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 febrero 20, 2025.
Southwest
8.1
Very good
4,411 reviews

Entertainment

7.6

Food

7.1

Crew

8.7

Overall

8.1

Comfort

8.1

Boarding

8.2

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Southwest
8.1
Very good
4,411 reviews
Southwest
8.1
Very good
4,411 reviews

Entertainment

7.6

Food

7.1

Crew

8.7

Overall

8.1

Comfort

8.1

Boarding

8.2

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Alaska Airlines
8.0
Very good
9,692 reviews
Southwest
8.1
Very good
4,411 reviews

Entertainment

7.6

Food

7.1

Crew

8.7

Overall

8.1

Comfort

8.1

Boarding

8.2

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Delta
8.0
Very good
8,220 reviews
Southwest
8.1
Very good
4,411 reviews

Entertainment

7.6

Food

7.1

Crew

8.7

Overall

8.1

Comfort

8.1

Boarding

8.2

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

LATAM Airlines
7.5
Good
1,795 reviews
Southwest
8.1
Very good
4,411 reviews

Entertainment

7.6

Food

7.1

Crew

8.7

Overall

8.1

Comfort

8.1

Boarding

8.2

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

JetBlue
7.4
Good
3,070 reviews
Southwest
8.1
Very good
4,411 reviews

Entertainment

7.6

Food

7.1

Crew

8.7

Overall

8.1

Comfort

8.1

Boarding

8.2

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

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?

    $80 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 American Airlines, with prices starting from $211 and $276, respectively.

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

    While some choose either Pensacola - Santo Domingo Las Americas 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 March is currently the most expensive (average of $363). 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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Alternative routes for Pensacola to Caribbean

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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 febrero 20, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$166Average$335FlexibilityNo cancel feeOn-time65%
DeltaCheapest$264Average$626FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$296Average$637FlexibilityNo cancel feeOn-time71%
Silver AirwaysCheapest$387Average$473FlexibilityNo cancel feeOn-timeN/A
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