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Pensacola

$167+ Cheap flights from Caribbean to Pensacola (PNS)

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 10/28. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — PNS
Oct 17 — Oct 241
Fri 10/17
Fri 10/24
1 adult, Economy
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Cheap flight deals from Caribbean to Pensacola

Keep the following information in mind while searching for Caribbean to Pensacola flight deals. Data was last updated September 17, 2025.

Round-trip from

$357
(Kiwi.com)

One-way from

$167
(OneTravel)

Popular in

March

Cheapest in

January

Average price

$380
From Caribbean to Pensacola
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One-way flight from Caribbean to Pensacola
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Highest demand for flights based on searches. 8% potential increase in price ($38 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($13 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Find flight deals from Caribbean to Pensacola

Cheapest flights from Caribbean to Pensacola
Explore the most affordable flight options available from Caribbean to Pensacola. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 17, 2025.

This Kiwi.com deal was found by Cheapflights users on 9/15. 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.
Mon 10/209:00 amSJU - PNS
1 stop7h 31mMultiple Airlines
Mon 10/276:25 pmPNS - SJU
1 stop6h 19mMultiple Airlines
Deal found 9/15$357
This OneTravel deal was found by Cheapflights users on 9/15. 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 OneTravel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/142:49 amSJU - PNS
1 stop15h 12mSpirit Airlines
Wed 10/295:56 pmPNS - SJU
1 stop6h 48mSpirit Airlines
Deal found 9/15$358
This Kiwi.com deal was found by Cheapflights users on 9/15. 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.
Fri 10/179:00 amSJU - PNS
1 stop7h 31mMultiple Airlines
Mon 10/206:25 pmPNS - SJU
1 stop18h 47mMultiple Airlines
Deal found 9/15$363
This Mytrip deal was found by Cheapflights users on 9/16. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/22:38 pmSJU - PNS
2 stops28h 32mSpirit Airlines
Mon 10/64:36 pmPNS - SJU
2 stops20h 36mSpirit Airlines
Deal found 9/16$375
This Kiwi.com deal was found by Cheapflights users on 9/17. 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.
Fri 10/109:00 amSJU - PNS
1 stop7h 31mMultiple Airlines
Fri 10/177:54 pmPNS - SJU
2 stops23h 46mMultiple Airlines
Deal found 9/17$381
This Kiwi.com deal was found by Cheapflights users on 9/15. 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.
Tue 10/141:59 amSJU - PNS
2 stops32h 15mMultiple Airlines
Wed 10/295:56 pmPNS - SJU
1 stop6h 48mMultiple Airlines
Deal found 9/15$383
This Kiwi.com deal was found by Cheapflights users on 9/15. 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.
Thu 10/3012:09 pmMBJ - PNS
1 stop27h 22mSpirit Airlines
Thu 11/64:41 pmPNS - MBJ
1 stop18h 24mSpirit Airlines
Deal found 9/15$397
This Kiwi.com deal was found by Cheapflights users on 9/15. 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.
Wed 11/56:55 pmSDQ - PNS
1 stop22h 41mSpirit Airlines
Thu 11/134:41 pmPNS - SDQ
1 stop23h 09mSpirit Airlines
Deal found 9/15$422
This Kiwi.com deal was found by Cheapflights users on 9/16. 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.
Mon 12/151:28 pmKIN - PNS
1 stop27h 08mSpirit Airlines
Mon 1/54:41 pmPNS - KIN
1 stop18h 32mSpirit Airlines
Deal found 9/16$439
This Kiwi.com deal was found by Cheapflights users on 9/16. 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.
Wed 10/112:08 pmKIN - PNS
1 stop27h 31mMultiple Airlines
Sat 10/254:44 pmPNS - KIN
2 stops42h 25mMultiple Airlines
Deal found 9/16$475
This Kiwi.com deal was found by Cheapflights users on 9/16. 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.
Mon 12/151:28 pmKIN - PNS
1 stop27h 08mMultiple Airlines
Mon 1/57:54 pmPNS - KIN
2 stops15h 19mMultiple Airlines
Deal found 9/16$485
This Kiwi.com deal was found by Cheapflights users on 9/15. 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.
Sat 10/257:55 amKIN - PNS
2 stops25h 19mMultiple Airlines
Fri 11/74:41 pmPNS - KIN
1 stop18h 32mMultiple Airlines
Deal found 9/15$487

Cheapflights Fare Finder

 
Customize your flight search to find flights from Caribbean to Pensacola 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 September 17, 2025.
Use the filters below to find and compare flights from Caribbean to Pensacola that are best for you.

Fly from

Caribbean

Fly to

Pensacola

Route

Depart

Return

Price

San JuanPensacola

SJU - PNS

SJUPNS

San Juan Luis Munoz Marin Intl

Mon 10/20

9:00 am-3:31 pm

1 stop7h 31m

Pensacola

Mon 10/27

6:25 pm-1:44 am

1 stop6h 19m

$357

San JuanPensacola

SJU - PNS

SJUPNS

San Juan Luis Munoz Marin Intl

Tue 10/14

2:49 am-5:01 pm

1 stop15h 12m

Pensacola

Wed 10/29

5:56 pm-1:44 am

1 stop6h 48m

$358

San JuanPensacola

SJU - PNS

SJUPNS

San Juan Luis Munoz Marin Intl

Fri 10/10

9:00 am-3:31 pm

1 stop7h 31m

Pensacola

Fri 10/17

7:54 pm-8:40 pm

2 stops23h 46m

$381

San JuanPensacola

SJU - PNS

SJUPNS

San Juan Luis Munoz Marin Intl

Tue 10/14

1:59 am-9:14 am

2 stops32h 15m

Pensacola

Wed 10/29

5:56 pm-1:44 am

1 stop6h 48m

$383

Montego BayPensacola

MBJ - PNS

MBJPNS

Montego Bay Sangster Intl

Thu 10/30

12:09 pm-3:31 pm

1 stop27h 22m

Pensacola

Thu 11/6

4:41 pm-12:05 pm

1 stop18h 24m

$397

San JuanPensacola

SJU - PNS

SJUPNS

San Juan Luis Munoz Marin Intl

Thu 10/2

11:59 am-3:39 pm

1 stop28h 40m

Pensacola

Mon 10/6

4:36 pm-2:12 pm

2 stops20h 36m

$401

Santo DomingoPensacola

SDQ - PNS

SDQPNS

Santo Domingo Las Americas

Wed 11/5

6:55 pm-3:36 pm

1 stop22h 41m

Pensacola

Thu 11/13

4:41 pm-5:50 pm

1 stop23h 09m

$422

KingstonPensacola

KIN - PNS

KINPNS

Kingston Norman Manley

Mon 12/15

1:28 pm-3:36 pm

1 stop27h 08m

Pensacola

Mon 1/5

4:41 pm-12:13 pm

1 stop18h 32m

$439

KingstonPensacola

KIN - PNS

KINPNS

Kingston Norman Manley

Wed 10/1

12:08 pm-3:39 pm

1 stop27h 31m

Pensacola

Sat 10/25

4:44 pm-11:09 am

2 stops42h 25m

$475

KingstonPensacola

KIN - PNS

KINPNS

Kingston Norman Manley

Mon 12/15

1:28 pm-3:36 pm

1 stop27h 08m

Pensacola

Mon 1/5

7:54 pm-12:13 pm

2 stops15h 19m

$485

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/17

Showing 1-10 of 34 results
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Best time to book a flight from Caribbean to Pensacola

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

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

Currently, September is the cheapest month in which you can book a flight from Caribbean to Pensacola (average of $302). Flying from Caribbean to Pensacola in March is currently the most expensive (average of $415). 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 CB to PNS?

Find hourly flight availability from Caribbean to Pensacola. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated September 17, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Caribbean to Pensacola as you normally would.

Reviews of airlines servicing Pensacola

Get insights into the airlines that provide service to Pensacola. 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 Pensacola. Reviews last updated September 17, 2025.
Read through reviews of airlines operating flights from Caribbean to Pensacola, such as Delta, American Airlines, and Spirit Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,961 reviews

Boarding

8.2

Crew

8.5

Overall

8.0

Food

7.3

Comfort

7.9

Entertainment

7.9

Reviews

1 / 20
6.0
Good

Morgan Rae,Aug 2025

BRU - JFK

Typically I choose delta because they do a great job but this time the flight attendant in my zone was very rude and didnt offer the same treatment as she did to others
Delta
8.0
Very good
7,961 reviews
Delta
8.0
Very good
7,961 reviews

Boarding

8.2

Crew

8.5

Overall

8.0

Food

7.3

Comfort

7.9

Entertainment

7.9

Reviews

1 / 20
6.0
Good

Morgan Rae,Aug 2025

BRU - JFK

Typically I choose delta because they do a great job but this time the flight attendant in my zone was very rude and didnt offer the same treatment as she did to others
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,961 reviews

Boarding

8.2

Crew

8.5

Overall

8.0

Food

7.3

Comfort

7.9

Entertainment

7.9

Reviews

1 / 20
6.0
Good

Morgan Rae,Aug 2025

BRU - JFK

Typically I choose delta because they do a great job but this time the flight attendant in my zone was very rude and didnt offer the same treatment as she did to others
Spirit Airlines
6.3
Okay
8,023 reviews
Delta
8.0
Very good
7,961 reviews

Boarding

8.2

Crew

8.5

Overall

8.0

Food

7.3

Comfort

7.9

Entertainment

7.9

Reviews

1 / 20
6.0
Good

Morgan Rae,Aug 2025

BRU - JFK

Typically I choose delta because they do a great job but this time the flight attendant in my zone was very rude and didnt offer the same treatment as she did to others

Related info for your journey

Find useful and relevant information for your journey from Caribbean to Pensacola. 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 into for flights to Pensacola from Caribbean?

    For a flight from Caribbean to Pensacola, you will be flying into Pensacola. Pensacola (PNS) is just 4.0 mi from the center of the city.

  • How long is the flight from Caribbean to Pensacola?

    There are many flights that can get you from Caribbean to Pensacola in 10h 02m. Fly via Spirit Airlines, United Airlines, or American Airlines to get the fastest option. There are 1010 mi between Caribbean and Pensacola. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

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

    The most popular route from Caribbean to Pensacola is San Juan Luis Munoz Marin Intl - Pensacola. You may also consider Kingston Norman Manley - Pensacola or Ponce Mercedita - Pensacola.

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

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

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

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

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

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

    Currently, September is the cheapest month in which you can book a flight from Caribbean to Pensacola (average of $302). Flying from Caribbean to Pensacola in March is currently the most expensive (average of $415). 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

Traveling to a place near Pensacola?

Book flights to Pensacola if you plan to visit one of these locations
Gulf Breeze
Navarre
Foley
Perdido Key
Navarre Beach
Warrington

Browse thousands of different options on Cheapflights for your next trip

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Alternative routes for Caribbean to Pensacola

See prices for flight routes from nearby airports that may be better suited for you.
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Top 3 airlines flying from Caribbean to Pensacola

Discover the top 3 airlines that operate flights from Caribbean to Pensacola. 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 September 17, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$187Average$319FlexibilityNo cancel feeOn-time65%
DeltaCheapest$324Average$474FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$335Average$520FlexibilityNo cancel feeOn-time71%

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