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$102+ 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 1/7. Fares are subject to change and may not be available on all flights or dates of travel.
PNS — SJU
Dec 23 — Dec 301
Mon 12/23
Mon 12/30
1 adult, Economy
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Cheap flight deals from Pensacola to Caribbean

Discover tips and strategies to find the most affordable flight options for your journey from Pensacola (PNS) to Caribbean (0CB). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated December 18, 2024.

Round-trip from

$204
(CheapOair)

One-way from

$102
(Priceline)
From Pensacola to Caribbean
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One-way flight from Pensacola to Caribbean
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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 December 18, 2024.

This Booking.com deal was found by Cheapflights users on 12/17. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/187:00 pmPNS - SJU
1 stop12h 47mSpirit Airlines
Sun 12/2211:42 amSJU - PNS
1 stop8h 23mSpirit Airlines
Deal found 12/17$424
This eDestinos deal was found by Cheapflights users on 12/17. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/227:00 pmPNS - SJU
1 stop12h 10mMultiple Airlines
Tue 12/3110:01 pmSJU - PNS
1 stop22h 04mMultiple Airlines
Deal found 12/17$443
This Kiwi.com deal was found by Cheapflights users on 12/17. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/297:00 pmPNS - SDQ
1 stop16h 05mMultiple Airlines
Sun 1/126:19 pmSDQ - PNS
1 stop16h 55mMultiple Airlines
Deal found 12/17$457
This CheapOair deal was found by Cheapflights users on 12/17. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/237:00 pmPNS - SDQ
1 stop6h 08mSpirit Airlines
Tue 1/214:59 pmSDQ - PNS
2 stops22h 24mSpirit Airlines
Deal found 12/17$569
This American Airlines deal was found by Cheapflights users on 12/17. 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.
Tue 12/176:00 amPNS - SJU
1 stop9h 22mAmerican Airlines
Thu 12/1912:51 pmSJU - PNS
1 stop7h 29mAmerican Airlines
Deal found 12/17$594
This Delta deal was found by Cheapflights users on 12/16. 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.
Tue 12/246:00 amPNS - PLS
1 stop6h 52mDelta
Sat 12/283:20 pmPLS - PNS
1 stop7h 09mDelta
Deal found 12/16$607
This American Airlines deal was found by Cheapflights users on 12/17. 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.
Thu 12/195:30 amPNS - SDQ
2 stops11h 20mAmerican Airlines
Sun 12/227:50 pmSDQ - PNS
1 stop15h 21mAmerican Airlines
Deal found 12/17$639
This JetBlue deal was found by Cheapflights users on 12/16. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/249:20 amPNS - SJU
1 stop9h 22mJetBlue
Mon 12/303:00 amSJU - PNS
1 stop7h 35mJetBlue
Deal found 12/16$640
This CheapOair deal was found by Cheapflights users on 12/17. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/307:00 pmPNS - MBJ
2 stops41h 30mSpirit Airlines
Tue 1/72:38 pmMBJ - PNS
2 stops28h 27mSpirit Airlines
Deal found 12/17$642
This Southwest deal was found by Cheapflights users on 12/18. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/199:50 amPNS - SJU
2 stops12h 50mSouthwest
Wed 12/255:35 amSJU - PNS
2 stops12h 15mSouthwest
Deal found 12/18$654
This United deal was found by Cheapflights users on 12/17. 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 United is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/189:20 amPNS - SJU
2 stops13h 16mUnited Airlines
Mon 12/238:35 amSJU - PNS
2 stops12h 35mUnited Airlines
Deal found 12/17$721
This American Airlines deal was found by Cheapflights users on 12/16. 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.
Tue 12/246:00 amPNS - PLS
1 stop5h 40mAmerican Airlines
Sat 12/2811:45 amPLS - PNS
2 stops13h 08mAmerican Airlines
Deal found 12/16$727

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 December 18, 2024.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

PensacolaSaint Thomas Island

PNS - STT

PNSSTT

Pensacola

Tue 1/7

7:07 pm-10:39 am

1 stop13h 32m

Saint Thomas Island Cyril E King

Mon 1/13

2:43 pm-6:40 pm

1 stop5h 57m

$204

PensacolaSan Juan

PNS - SJU

PNSSJU

Pensacola

Mon 2/17

8:57 pm-1:44 pm

2 stops14h 47m

San Juan Luis Munoz Marin Intl

Fri 2/21

9:34 pm-8:02 pm

1 stop24h 28m

$278

PensacolaChristiansted

PNS - STX

PNSSTX

Pensacola

Sun 1/5

5:04 pm-4:59 pm

1 stop21h 55m

Christiansted Henry Rohlsen

Fri 1/31

5:05 pm-9:14 am

1 stop18h 09m

$296

PensacolaSanto Domingo

PNS - SDQ

PNSSDQ

Pensacola

Fri 1/17

7:35 pm-12:55 pm

1 stop15h 20m

Santo Domingo Las Americas

Fri 1/24

1:55 pm-6:40 pm

1 stop6h 45m

$307

PensacolaMontego Bay

PNS - MBJ

PNSMBJ

Pensacola

Wed 1/22

2:18 pm-12:10 pm

2 stops20h 52m

Montego Bay Sangster Intl

Sun 1/26

1:16 pm-6:40 pm

2 stops30h 24m

$322

PensacolaSanto Domingo

PNS - SDQ

PNSSDQ

Pensacola

Tue 1/28

2:18 pm-12:55 pm

1 stop20h 37m

Santo Domingo Las Americas

Tue 2/18

4:00 pm-4:42 pm

1 stop26h 42m

$330

PensacolaSan Juan

PNS - SJU

PNSSJU

Pensacola

Wed 3/12

5:34 am-12:25 pm

1 stop5h 51m

San Juan Luis Munoz Marin Intl

Thu 3/20

5:00 am-10:34 am

1 stop6h 34m

$334

PensacolaSan Juan

PNS - SJU

PNSSJU

Pensacola

Mon 3/3

9:41 am-9:06 pm

1 stop9h 25m

San Juan Luis Munoz Marin Intl

Mon 3/10

6:15 am-1:41 pm

1 stop8h 26m

$344

PensacolaPunta Cana

PNS - PUJ

PNSPUJ

Pensacola

Wed 1/29

2:18 pm-3:45 pm

2 stops23h 27m

Punta Cana

Sun 2/2

4:50 pm-9:14 am

1 stop18h 24m

$355

PensacolaSan Juan

PNS - SJU

PNSSJU

Pensacola

Wed 1/15

11:40 am-12:40 am

2 stops11h 00m

San Juan Luis Munoz Marin Intl

Wed 1/22

6:50 am-5:25 pm

2 stops12h 35m

$397

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/17

Showing 1-10 of 51 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 $334). 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 December 18, 2024.

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 December 18, 2024.
Southwest
8.1
Very good
4,848 reviews

Comfort

8.1

Food

7.2

Crew

8.7

Boarding

8.2

Overall

8.1

Entertainment

7.7

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Southwest
8.1
Very good
4,848 reviews
Southwest
8.1
Very good
4,848 reviews

Comfort

8.1

Food

7.2

Crew

8.7

Boarding

8.2

Overall

8.1

Entertainment

7.7

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Delta
8.0
Very good
8,604 reviews
Southwest
8.1
Very good
4,848 reviews

Comfort

8.1

Food

7.2

Crew

8.7

Boarding

8.2

Overall

8.1

Entertainment

7.7

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Copa Airlines
7.7
Good
1,721 reviews
Southwest
8.1
Very good
4,848 reviews

Comfort

8.1

Food

7.2

Crew

8.7

Boarding

8.2

Overall

8.1

Entertainment

7.7

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

LATAM Airlines
7.5
Good
1,879 reviews
Southwest
8.1
Very good
4,848 reviews

Comfort

8.1

Food

7.2

Crew

8.7

Boarding

8.2

Overall

8.1

Entertainment

7.7

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

JetBlue
7.4
Good
3,279 reviews
Southwest
8.1
Very good
4,848 reviews

Comfort

8.1

Food

7.2

Crew

8.7

Boarding

8.2

Overall

8.1

Entertainment

7.7

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

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?

    $102 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 JetBlue, with prices starting from $200 and $239, 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 $334). 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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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 December 18, 2024.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$167Average$315FlexibilityNo cancel feeOn-time65%
DeltaCheapest$264Average$637FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$289Average$635FlexibilityNo cancel feeOn-time71%
Silver AirwaysCheapest$387Average$463FlexibilityNo cancel feeOn-timeN/A
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