HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Caribbean

$98+ 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 2/7. Fares are subject to change and may not be available on all flights or dates of travel.
PNS — SJU
ene. 22 — ene. 291
mié. 1/22
mié. 1/29
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Pensacola to Caribbean with Cheapflights

1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”
2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.
3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

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 enero 17, 2025.

Round-trip from

$161
(FlightHub)

One-way from

$98
(FlightHub)
From Pensacola to Caribbean
Search Deals
One-way flight from Pensacola to Caribbean
Search Deals

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 enero 17, 2025.

This FlightHub deal was found by Cheapflights users on 1/15. 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 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
sáb. 3/19:34 pmSJU - PNS
1 stop12h 19mSpirit Airlines
Deal found 1/15$161
This CheapOair deal was found by Cheapflights users on 1/16. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 2/238:48 amPNS - STT
1 stop23h 58mSpirit Airlines
jue. 2/2711:41 amSTT - PNS
1 stop22h 22mSpirit Airlines
Deal found 1/16$197
This Trip.com deal was found by Cheapflights users on 1/15. 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.
mié. 4/29:20 amPNS - SJU
2 stops36h 20mMultiple Airlines
lun. 4/74:22 pmSJU - PNS
2 stops27h 48mMultiple Airlines
Deal found 1/15$248
This FlightHub deal was found by Cheapflights users on 1/15. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 2/175:52 pmPNS - MBJ
2 stops18h 51mSpirit Airlines
mar. 2/252:48 pmMBJ - PNS
2 stops51h 09mSpirit Airlines
Deal found 1/15$307
This Kiwi.com deal was found by Cheapflights users on 1/15. 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.
lun. 2/175:52 pmPNS - SDQ
1 stop18h 48mMultiple Airlines
lun. 3/1712:04 pmSDQ - PNS
2 stops27h 18mMultiple Airlines
Deal found 1/15$331
This American Airlines deal was found by Cheapflights users on 1/15. 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.
sáb. 5/177:43 pmPNS - SJU
1 stop17h 25mAmerican Airlines
vie. 5/236:00 pmSJU - PNS
1 stop16h 31mAmerican Airlines
Deal found 1/15$335
This FlightHub deal was found by Cheapflights users on 1/16. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 2/188:48 amPNS - SDQ
1 stop4h 38mSpirit Airlines
sáb. 2/224:46 pmSDQ - PNS
1 stop17h 07mSpirit Airlines
Deal found 1/16$348
This Southwest deal was found by Cheapflights users on 1/14. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 1/218:20 amPNS - SJU
2 stops14h 05mSouthwest
mar. 1/286:50 amSJU - PNS
2 stops12h 35mSouthwest
Deal found 1/14$355
This Kiwi.com deal was found by Cheapflights users on 1/16. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 3/103:17 pmPNS - PUJ
1 stop19h 27mMultiple Airlines
sáb. 3/155:10 pmPUJ - PNS
2 stops25h 48mMultiple Airlines
Deal found 1/16$361
This FlightHub deal was found by Cheapflights users on 1/16. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 4/258:46 amPNS - STX
1 stop6h 32mSpirit Airlines
lun. 5/55:13 pmSTX - PNS
1 stop15h 38mSpirit Airlines
Deal found 1/16$381
This FlightHub deal was found by Cheapflights users on 1/16. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 3/253:17 pmPNS - PUJ
1 stop19h 27mSpirit Airlines
mar. 4/112:39 pmPUJ - PNS
1 stop21h 24mSpirit Airlines
Deal found 1/16$382
This Delta deal was found by Cheapflights users on 1/14. 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.
lun. 2/102:48 pmPNS - SJU
1 stop6h 58mDelta
mié. 2/194:15 pmSJU - PNS
1 stop8h 53mDelta
Deal found 1/14$385

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 enero 17, 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

sáb. 3/1

9:34 pm-7:53 am

1 stop12h 19m

$161

PensacolaSaint Thomas Island

PNS - STT

PNSSTT

Pensacola

dom. 2/23

8:48 am-10:46 am

1 stop23h 58m

Saint Thomas Island Cyril E King

jue. 2/27

11:41 am-8:03 am

1 stop22h 22m

$197

PensacolaSan Juan

PNS - SJU

PNSSJU

Pensacola

mié. 4/2

9:20 am-10:40 pm

2 stops36h 20m

San Juan Luis Munoz Marin Intl

lun. 4/7

4:22 pm-7:10 pm

2 stops27h 48m

$248

PensacolaMontego Bay

PNS - MBJ

PNSMBJ

Pensacola

lun. 2/17

5:52 pm-1:43 pm

2 stops18h 51m

Montego Bay Sangster Intl

mar. 2/25

2:48 pm-4:57 pm

2 stops51h 09m

$307

PensacolaSanto Domingo

PNS - SDQ

PNSSDQ

Pensacola

lun. 2/17

5:52 pm-2:40 pm

1 stop18h 48m

Santo Domingo Las Americas

lun. 3/17

12:04 pm-2:22 pm

2 stops27h 18m

$331

PensacolaSan Juan

PNS - SJU

PNSSJU

Pensacola

sáb. 5/17

7:43 pm-2:08 pm

1 stop17h 25m

San Juan Luis Munoz Marin Intl

vie. 5/23

6:00 pm-9:31 am

1 stop16h 31m

$335

PensacolaSanto Domingo

PNS - SDQ

PNSSDQ

Pensacola

mar. 2/18

8:48 am-3:26 pm

1 stop4h 38m

Santo Domingo Las Americas

sáb. 2/22

4:46 pm-7:53 am

1 stop17h 07m

$348

PensacolaPunta Cana

PNS - PUJ

PNSPUJ

Pensacola

lun. 3/10

3:17 pm-11:44 am

1 stop19h 27m

Punta Cana

sáb. 3/15

5:10 pm-5:58 pm

2 stops25h 48m

$361

PensacolaSan Juan

PNS - SJU

PNSSJU

Pensacola

jue. 2/27

7:35 am-9:40 pm

2 stops12h 05m

San Juan Luis Munoz Marin Intl

mar. 3/4

6:50 am-5:25 pm

2 stops12h 35m

$380

PensacolaChristiansted

PNS - STX

PNSSTX

Pensacola

vie. 4/25

8:46 am-4:18 pm

1 stop6h 32m

Christiansted Henry Rohlsen

lun. 5/5

5:13 pm-7:51 am

1 stop15h 38m

$381

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/14

Showing 1-10 of 47 results
1
2
3
...
5

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 $378). 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 enero 17, 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 enero 17, 2025.
Southwest
8.1
Very good
4,659 reviews

Boarding

8.2

Food

7.2

Overall

8.1

Comfort

8.1

Crew

8.7

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
4,659 reviews
Southwest
8.1
Very good
4,659 reviews

Boarding

8.2

Food

7.2

Overall

8.1

Comfort

8.1

Crew

8.7

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.

Alaska Airlines
8.0
Very good
9,681 reviews
Southwest
8.1
Very good
4,659 reviews

Boarding

8.2

Food

7.2

Overall

8.1

Comfort

8.1

Crew

8.7

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
8,511 reviews
Southwest
8.1
Very good
4,659 reviews

Boarding

8.2

Food

7.2

Overall

8.1

Comfort

8.1

Crew

8.7

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
3,199 reviews
Southwest
8.1
Very good
4,659 reviews

Boarding

8.2

Food

7.2

Overall

8.1

Comfort

8.1

Crew

8.7

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.

United Airlines
7.4
Good
8,965 reviews
Southwest
8.1
Very good
4,659 reviews

Boarding

8.2

Food

7.2

Overall

8.1

Comfort

8.1

Crew

8.7

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?

    $98 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 Silver Airways and Delta, with prices starting from $165 and $206, respectively.

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

    While some choose either Pensacola - Montego Bay Sangster Intl or Pensacola - Santo Domingo Las Americas, 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 $378). 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

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Pensacola to Caribbean

See prices for flight routes from nearby airports that may be better suited for you.
Miami to LaGuardia flights
Orlando to John F Kennedy Intl flights
Orlando to LaGuardia flights
Fort Lauderdale to LaGuardia flights
Fort Lauderdale to Newark flights
Fort Lauderdale to John F Kennedy Intl flights
Orlando to Luis Munoz Marin Intl flights
Miami to John F Kennedy Intl flights
Miami to Newark flights
Orlando to Newark flights
Miami to Jose Maria Cordova Intl flights
Miami to Denver flights
Orlando to Las Vegas flights
Orlando to Dallas/Fort Worth flights
Fort Lauderdale to Las Vegas flights
Orlando to Denver flights
Tampa to LaGuardia flights
Miami to Atlanta flights
Miami to Reagan-National flights
Tampa to Newark flights
Miami to Cancún flights
Miami to Madrid flights
Miami to Los Angeles flights
Miami to Luis Munoz Marin Intl flights
Orlando to Hobby flights
Tampa to John F Kennedy Intl flights
Fort Lauderdale to Jose Maria Cordova Intl flights
Tampa to Luis Munoz Marin Intl flights
Miami to Mexico City flights
Miami to Las Vegas flights
Fort Lauderdale to Luis Munoz Marin Intl flights
Miami to Lima flights
Orlando to Los Angeles flights
Miami to Bogotá flights
West Palm Beach to John F Kennedy Intl flights
Tampa to Denver flights
Fort Lauderdale to Denver flights
Fort Lauderdale to Atlanta flights
Fort Lauderdale to Baltimore flights
Fort Lauderdale to Boston flights
Fort Lauderdale to Cancún flights
Orlando to Dulles Intl flights
Fort Lauderdale to Dallas/Fort Worth flights
Orlando to Cancún flights
Miami to Charles de Gaulle flights
Tampa to Las Vegas flights
Fort Lauderdale to Los Angeles flights
Miami to Boston flights
Orlando to Seattle flights
Orlando to O'Hare Intl flights

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 enero 17, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$168Average$315FlexibilityNo cancel feeOn-time65%
DeltaCheapest$264Average$630FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$294Average$635FlexibilityNo cancel feeOn-time71%
Silver AirwaysCheapest$387Average$463FlexibilityNo cancel feeOn-timeN/A
100% Free
Cheapflights is completely free to use, so you can start saving the moment you arrive.
Book with Flexibility
Our users can plan ahead with confidence and find flights with no change fees
Travel Smart
Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.