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$161+ 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 4/12. Fares are subject to change and may not be available on all flights or dates of travel.
PNS — SJU
Mar 31 — Apr 71
Mon 3/31
Mon 4/7
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 March 26, 2025.

Round-trip from

$212
(Mytrip)

One-way from

$161
(Cheapflightsfares)

Popular in

December

Cheapest in

September

Average price

$430
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 ($56 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).
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Average for round-trip flights in March 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 March 26, 2025.

This Mytrip deal was found by Cheapflights users on 3/25. 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.
Fri 5/25:51 pmPNS - SJU
2 stops24h 49mSpirit Airlines
Fri 5/98:12 pmSJU - PNS
1 stop24h 30mSpirit Airlines
Deal found 3/25$212
This Priceline deal was found by Cheapflights users on 3/25. 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.
Tue 5/276:00 amPNS - STT
1 stop6h 36mSpirit Airlines
Tue 6/32:41 pmSTT - PNS
1 stop8h 39mSpirit Airlines
Deal found 3/25$268
This Mytrip deal was found by Cheapflights users on 3/25. 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.
Thu 5/88:20 amPNS - PUJ
1 stop4h 57mSpirit Airlines
Thu 5/153:22 pmPUJ - PNS
1 stop25h 08mSpirit Airlines
Deal found 3/25$319
This Delta deal was found by Cheapflights users on 3/25. 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 7/158:05 amPNS - SJU
1 stop10h 39mDelta
Wed 7/236:15 amSJU - PNS
1 stop9h 09mDelta
Deal found 3/25$335
This CheapOair deal was found by Cheapflights users on 3/25. 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.
Sat 5/108:20 amPNS - MBJ
1 stop26h 42mSpirit Airlines
Sat 5/1712:07 pmMBJ - PNS
1 stop7h 35mSpirit Airlines
Deal found 3/25$343
This Kiwi.com deal was found by Cheapflights users on 3/25. 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.
Fri 5/94:35 pmPNS - SDQ
1 stop21h 00mSpirit Airlines
Wed 6/44:05 pmSDQ - PNS
1 stop28h 37mSpirit Airlines
Deal found 3/25$380
This American Airlines deal was found by Cheapflights users on 3/25. 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 7/297:30 pmPNS - STT
1 stop16h 15mAmerican Airlines
Wed 8/65:25 pmSTT - PNS
1 stop6h 56mAmerican Airlines
Deal found 3/25$385
This American Airlines deal was found by Cheapflights users on 3/26. 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 6/45:30 amPNS - SJU
1 stop14h 03mAmerican Airlines
Wed 6/256:55 pmSJU - PNS
1 stop14h 42mAmerican Airlines
Deal found 3/26$385
This United Airlines deal was found by Cheapflights users on 3/25. 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 Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/86:30 amPNS - NAS
1 stop6h 20mUnited Airlines
Wed 4/162:53 pmNAS - PNS
1 stop8h 18mUnited Airlines
Deal found 3/25$387
This American Airlines deal was found by Cheapflights users on 3/25. 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 5/94:48 pmPNS - NAS
1 stop15h 42mAmerican Airlines
Fri 5/1612:00 pmNAS - PNS
1 stop10h 44mAmerican Airlines
Deal found 3/25$407
This American Airlines deal was found by Cheapflights users on 3/25. 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 4/237:00 pmPNS - STX
2 stops19h 31mAmerican Airlines
Wed 4/303:05 pmSTX - PNS
1 stop9h 28mAmerican Airlines
Deal found 3/25$419
This Kiwi.com deal was found by Cheapflights users on 3/25. 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.
Fri 5/98:20 amPNS - SDQ
1 stop6h 25mMultiple Airlines
Wed 6/44:05 pmSDQ - PNS
2 stops15h 35mMultiple Airlines
Deal found 3/25$419

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 March 26, 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

PensacolaSan Juan

PNS - SJU

PNSSJU

Pensacola

Fri 5/2

5:51 pm-7:40 pm

2 stops24h 49m

San Juan Luis Munoz Marin Intl

Fri 5/9

8:12 pm-7:42 pm

1 stop24h 30m

$212

PensacolaSaint Thomas Island

PNS - STT

PNSSTT

Pensacola

Tue 5/27

6:00 am-1:36 pm

1 stop6h 36m

Saint Thomas Island Cyril E King

Tue 6/3

2:41 pm-10:20 pm

1 stop8h 39m

$268

PensacolaPunta Cana

PNS - PUJ

PNSPUJ

Pensacola

Thu 5/8

8:20 am-2:17 pm

1 stop4h 57m

Punta Cana

Thu 5/15

3:22 pm-3:30 pm

1 stop25h 08m

$319

PensacolaSan Juan

PNS - SJU

PNSSJU

Pensacola

Tue 7/15

8:05 am-7:44 pm

1 stop10h 39m

San Juan Luis Munoz Marin Intl

Wed 7/23

6:15 am-2:24 pm

1 stop9h 09m

$335

PensacolaMontego Bay

PNS - MBJ

PNSMBJ

Pensacola

Sat 5/10

8:20 am-11:02 am

1 stop26h 42m

Montego Bay Sangster Intl

Sat 5/17

12:07 pm-7:42 pm

1 stop7h 35m

$343

PensacolaSanto Domingo

PNS - SDQ

PNSSDQ

Pensacola

Fri 5/9

4:35 pm-2:35 pm

1 stop21h 00m

Santo Domingo Las Americas

Wed 6/4

4:05 pm-7:42 pm

1 stop28h 37m

$380

PensacolaSaint Thomas Island

PNS - STT

PNSSTT

Pensacola

Tue 7/29

7:30 pm-12:45 pm

1 stop16h 15m

Saint Thomas Island Cyril E King

Wed 8/6

5:25 pm-11:21 pm

1 stop6h 56m

$385

PensacolaSan Juan

PNS - SJU

PNSSJU

Pensacola

Wed 6/4

5:30 am-8:33 pm

1 stop14h 03m

San Juan Luis Munoz Marin Intl

Wed 6/25

6:55 pm-8:37 am

1 stop14h 42m

$385

PensacolaNassau

PNS - NAS

PNSNAS

Pensacola

Tue 4/8

6:30 am-1:50 pm

1 stop6h 20m

Nassau Intl

Wed 4/16

2:53 pm-10:11 pm

1 stop8h 18m

$387

PensacolaNassau

PNS - NAS

PNSNAS

Pensacola

Fri 5/9

4:48 pm-9:30 am

1 stop15h 42m

Nassau Intl

Fri 5/16

12:00 pm-9:44 pm

1 stop10h 44m

$407

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/25

Showing 1-10 of 38 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 March 26, 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 March 26, 2025.
Southwest
8.1
Very good
4,273 reviews

Boarding

8.2

Food

7.1

Overall

8.1

Crew

8.6

Entertainment

7.6

Comfort

8.1

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
8.1
Very good
4,273 reviews
Southwest
8.1
Very good
4,273 reviews

Boarding

8.2

Food

7.1

Overall

8.1

Crew

8.6

Entertainment

7.6

Comfort

8.1

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
7,891 reviews
Southwest
8.1
Very good
4,273 reviews

Boarding

8.2

Food

7.1

Overall

8.1

Crew

8.6

Entertainment

7.6

Comfort

8.1

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
8,608 reviews
Southwest
8.1
Very good
4,273 reviews

Boarding

8.2

Food

7.1

Overall

8.1

Crew

8.6

Entertainment

7.6

Comfort

8.1

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
8.1
Very good
4,273 reviews

Boarding

8.2

Food

7.1

Overall

8.1

Crew

8.6

Entertainment

7.6

Comfort

8.1

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.
WestJet
7.2
Good
2,785 reviews
Southwest
8.1
Very good
4,273 reviews

Boarding

8.2

Food

7.1

Overall

8.1

Crew

8.6

Entertainment

7.6

Comfort

8.1

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?

    $161 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 American Airlines and Silver Airways, with prices starting from $198 and $201, 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 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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Alternative routes for Pensacola to Caribbean

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 March 26, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$163Average$334FlexibilityNo cancel feeOn-time65%
DeltaCheapest$264Average$621FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$301Average$621FlexibilityNo cancel feeOn-time71%
Silver AirwaysCheapest$387Average$473FlexibilityNo cancel feeOn-timeN/A
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