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Caribbean Islands

$85+ Cheap flights from Pensacola (PNS) to Caribbean Islands

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 2/23. Fares are subject to change and may not be available on all flights or dates of travel.
PNS — SJU
feb. 4 — feb. 111
mar. 2/4
mar. 2/11
1 adult, Economy
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Cheap flight deals from Pensacola to Caribbean Islands

Discover tips and strategies to find the most affordable flight options for your journey from Pensacola (PNS) to Caribbean Islands (zzEPX). 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 enero 30, 2025.

Round-trip from

$160
(FlightHub)

One-way from

$85
(FlightHub)

Popular in

December

Cheapest in

September

Average price

$384
From Pensacola to Caribbean Islands
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One-way flight from Pensacola to Caribbean Islands
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Highest demand for flights based on searches. 13% potential increase in price ($59 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 January 2025
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Find flight deals from Pensacola to Caribbean Islands

Cheapest flights from Pensacola to Caribbean Islands
Explore the most affordable flight options available from Pensacola to Caribbean Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on enero 30, 2025.

This FlightHub deal was found by Cheapflights users on 1/29. 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.
dom. 2/238:48 amPNS - SJU
1 stop14h 05mSpirit Airlines
jue. 2/279:34 pmSJU - PNS
1 stop12h 29mSpirit Airlines
Deal found 1/29$160
This Booking.com deal was found by Cheapflights users on 1/30. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 3/65:48 pmPNS - STT
1 stop15h 18mSpirit Airlines
mar. 3/1111:11 amSTT - PNS
1 stop7h 43mSpirit Airlines
Deal found 1/30$193
This FlightHub deal was found by Cheapflights users on 1/29. 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.
dom. 2/238:48 amPNS - STX
1 stop27h 36mSpirit Airlines
vie. 2/283:29 pmSTX - PNS
1 stop28h 38mSpirit Airlines
Deal found 1/29$259
This Mytrip deal was found by Cheapflights users on 1/30. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 2/274:25 pmPNS - SJU
3 stops39h 18mMultiple Airlines
jue. 3/67:15 amSJU - PNS
1 stop9h 07mMultiple Airlines
Deal found 1/30$284
This FlightHub deal was found by Cheapflights users on 1/29. 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. 4/13:47 pmPUJ - PNS
1 stop25h 41mSpirit Airlines
Deal found 1/29$288
This CheapOair deal was found by Cheapflights users on 1/29. 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. 2/285:52 pmPNS - MBJ
2 stops18h 51mSpirit Airlines
vie. 3/71:07 pmMBJ - PNS
2 stops26h 15mSpirit Airlines
Deal found 1/29$321
This American Airlines deal was found by Cheapflights users on 1/30. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 5/266:55 pmPNS - SJU
1 stop14h 57mAmerican Airlines
lun. 6/25:30 pmSJU - PNS
1 stop16h 07mAmerican Airlines
Deal found 1/30$335
This FlightHub deal was found by Cheapflights users on 1/29. 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. 2/258:48 amPNS - SDQ
1 stop4h 38mSpirit Airlines
mié. 3/55:39 pmSDQ - PNS
1 stop25h 14mSpirit Airlines
Deal found 1/29$348
This Delta deal was found by Cheapflights users on 1/30. 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.
jue. 4/1711:00 amPNS - SJU
1 stop10h 11mDelta
lun. 5/57:30 amSJU - PNS
1 stop7h 53mDelta
Deal found 1/30$355
This FlightHub deal was found by Cheapflights users on 1/30. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 5/143:05 pmPNS - AUA
1 stop24h 29mSpirit Airlines
dom. 5/185:35 pmAUA - PNS
1 stop15h 16mSpirit Airlines
Deal found 1/30$361
This Southwest deal was found by Cheapflights users on 1/29. 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.
dom. 9/216:45 pmPNS - SJU
2 stops14h 30mSouthwest
mié. 9/245:00 amSJU - PNS
2 stops8h 50mSouthwest
Deal found 1/29$389
This Mytrip deal was found by Cheapflights users on 1/29. 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.
mar. 2/258:48 amPNS - SDQ
1 stop4h 38mMultiple Airlines
lun. 3/311:00 amSDQ - PNS
2 stops22h 53mMultiple Airlines
Deal found 1/29$405

Find flights from Pensacola to Caribbean Islands within your budget

Customize your flight search to find flights from Pensacola to Caribbean Islands 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 enero 30, 2025.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

PensacolaSan Juan

PNS - SJU

PNSSJU

Pensacola

dom. 2/23

8:48 am-12:53 am

1 stop14h 05m

San Juan Luis Munoz Marin Intl

jue. 2/27

9:34 pm-8:03 am

1 stop12h 29m

$160

PensacolaSaint Thomas Island

PNS - STT

PNSSTT

Pensacola

jue. 3/6

5:48 pm-11:06 am

1 stop15h 18m

Saint Thomas Island Cyril E King

mar. 3/11

11:11 am-5:54 pm

1 stop7h 43m

$193

PensacolaChristiansted

PNS - STX

PNSSTX

Pensacola

dom. 2/23

8:48 am-2:24 pm

1 stop27h 36m

Christiansted Henry Rohlsen

vie. 2/28

3:29 pm-6:07 pm

1 stop28h 38m

$259

PensacolaSan Juan

PNS - SJU

PNSSJU

Pensacola

jue. 2/27

4:25 pm-9:43 am

3 stops39h 18m

San Juan Luis Munoz Marin Intl

jue. 3/6

7:15 am-2:22 pm

1 stop9h 07m

$284

PensacolaPunta Cana

PNS - PUJ

PNSPUJ

Pensacola

mar. 3/25

4:11 pm-12:17 pm

1 stop19h 06m

Punta Cana

mar. 4/1

3:47 pm-4:28 pm

1 stop25h 41m

$288

PensacolaMontego Bay

PNS - MBJ

PNSMBJ

Pensacola

mar. 3/4

8:48 am-1:43 pm

1 stop3h 55m

Montego Bay Sangster Intl

vie. 3/7

1:07 pm-6:20 pm

2 stops30h 13m

$309

PensacolaSan Juan

PNS - SJU

PNSSJU

Pensacola

lun. 5/26

6:55 pm-10:52 am

1 stop14h 57m

San Juan Luis Munoz Marin Intl

lun. 6/2

5:30 pm-8:37 am

1 stop16h 07m

$335

PensacolaSanto Domingo

PNS - SDQ

PNSSDQ

Pensacola

mar. 2/25

8:48 am-3:26 pm

1 stop4h 38m

Santo Domingo Las Americas

mié. 3/5

5:39 pm-4:53 pm

1 stop25h 14m

$348

PensacolaSan Juan

PNS - SJU

PNSSJU

Pensacola

jue. 4/17

11:00 am-10:11 pm

1 stop10h 11m

San Juan Luis Munoz Marin Intl

lun. 5/5

7:30 am-2:23 pm

1 stop7h 53m

$355

PensacolaOranjestad

PNS - AUA

PNSAUA

Pensacola

mié. 5/14

3:05 pm-4:34 pm

1 stop24h 29m

Oranjestad Reina Beatrix

dom. 5/18

5:35 pm-7:51 am

1 stop15h 16m

$361

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/29

Showing 1-10 of 43 results
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Best time to book a flight from Pensacola to Caribbean Islands

Have a flexible travel schedule? Discover the best time to fly to Caribbean Islands 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 Islands

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

What is the cheapest month to book a flight from Pensacola to Caribbean Islands?

Currently, September is the cheapest month in which you can book a flight from Pensacola to Caribbean Islands (average of $254). Flying from Pensacola to Caribbean Islands in March is currently the most expensive (average of $372). 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 EPX?

Find hourly flight availability from Pensacola to Caribbean Islands. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated enero 30, 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 Islands as you normally would.

Rainfall in Caribbean Islands by month

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

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

Temperature in Caribbean Islands by month

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

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

Get insights into the airlines that provide service to Caribbean Islands. 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 Islands. Reviews last updated enero 30, 2025.
Peruse reviews from past customers who have flown with Southwest, Alaska Airlines and Delta from Pensacola to Caribbean Islands to help guide your decision. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.1
Very good
4,585 reviews

Boarding

8.2

Entertainment

7.7

Food

7.1

Overall

8.1

Comfort

8.1

Crew

8.7

Reviews

1 / 20

6.0
Good

Lauren,Dec 2024

MCI - DCA

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
4,585 reviews
Southwest
8.1
Very good
4,585 reviews

Boarding

8.2

Entertainment

7.7

Food

7.1

Overall

8.1

Comfort

8.1

Crew

8.7

Reviews

1 / 20

6.0
Good

Lauren,Dec 2024

MCI - DCA

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.

Alaska Airlines
8.0
Very good
9,688 reviews
Southwest
8.1
Very good
4,585 reviews

Boarding

8.2

Entertainment

7.7

Food

7.1

Overall

8.1

Comfort

8.1

Crew

8.7

Reviews

1 / 20

6.0
Good

Lauren,Dec 2024

MCI - DCA

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
8,454 reviews
Southwest
8.1
Very good
4,585 reviews

Boarding

8.2

Entertainment

7.7

Food

7.1

Overall

8.1

Comfort

8.1

Crew

8.7

Reviews

1 / 20

6.0
Good

Lauren,Dec 2024

MCI - DCA

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
1,838 reviews
Southwest
8.1
Very good
4,585 reviews

Boarding

8.2

Entertainment

7.7

Food

7.1

Overall

8.1

Comfort

8.1

Crew

8.7

Reviews

1 / 20

6.0
Good

Lauren,Dec 2024

MCI - DCA

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
3,156 reviews
Southwest
8.1
Very good
4,585 reviews

Boarding

8.2

Entertainment

7.7

Food

7.1

Overall

8.1

Comfort

8.1

Crew

8.7

Reviews

1 / 20

6.0
Good

Lauren,Dec 2024

MCI - DCA

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 Islands. 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 Islands?

    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 Islands.

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

    The cheapest airline one-way is Spirit Airlines, with whom users have recently found tickets for as low as $85. However, be on the lookout for offers from Delta and JetBlue, as they are both options that can get you from Pensacola to Caribbean Islands for a low price.

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

    When deciding which route to take from Pensacola to Caribbean Islands consider Pensacola - San Juan Luis Munoz Marin Intl, Pensacola - Santo Domingo Las Americas or Pensacola - Montego Bay Sangster Intl as they are the most popular.

  • Can I find deals for flights from Pensacola to Caribbean Islands that include hotel bookings?

    Yes. In addition to deals on Pensacola to Caribbean Islands flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Pensacola to Caribbean Islands?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Pensacola to Caribbean Islands.

  • Can I find deals for business class flights from Pensacola to Caribbean Islands?

    Yes. Cheapflights offers flight deals from Pensacola to Caribbean Islands 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 Islands?

    Currently, September is the cheapest month in which you can book a flight from Pensacola to Caribbean Islands (average of $254). Flying from Pensacola to Caribbean Islands in March is currently the most expensive (average of $372). 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 Islands

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Top 4 airlines flying from Pensacola to Caribbean Islands

Discover the top 4 airlines that operate flights from Pensacola to Caribbean Islands. 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 enero 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$166Average$313FlexibilityNo cancel feeOn-time65%
DeltaCheapest$264Average$654FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$296Average$638FlexibilityNo cancel feeOn-time71%
Silver AirwaysCheapest$387Average$473FlexibilityNo cancel feeOn-timeN/A
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