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Pensacola

$139+ 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 9/20. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — PNS
Aug 4 — Aug 111
Mon 8/4
Mon 8/11
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 July 30, 2025.

Round-trip from

$251
(FlightHub)

One-way from

$139
(Mytrip)

Popular in

March

Cheapest in

October

Average price

$362
From Caribbean to Pensacola
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One-way flight from Caribbean to Pensacola
Search Deals
Highest demand for flights based on searches. 13% potential increase in price ($63 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($15 potential savings vs. average RT price).
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Average for round-trip flights in July 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 July 30, 2025.

This FlightHub deal was found by Cheapflights users on 7/30. 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.
Wed 9/241:59 amSJU - PNS
2 stops14h 40mSpirit Airlines
Tue 9/304:44 pmPNS - SJU
2 stops20h 27mSpirit Airlines
Deal found 7/30$251
This Southwest deal was found by Cheapflights users on 7/29. 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.
Wed 12/246:40 amSJU - PNS
2 stops13h 55mSouthwest
Thu 1/17:20 amPNS - SJU
2 stops12h 10mSouthwest
Deal found 7/29$325
This OneTravel deal was found by Cheapflights users on 7/29. 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 OneTravel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/1212:10 pmMBJ - PNS
1 stop27h 29mSpirit Airlines
Fri 9/194:44 pmPNS - MBJ
1 stop18h 21mSpirit Airlines
Deal found 7/29$345
This Delta deal was found by Cheapflights users on 7/29. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/243:30 pmSJU - PNS
1 stop7h 51mDelta
Wed 12/311:55 pmPNS - SJU
1 stop7h 24mDelta
Deal found 7/29$355
This American Airlines deal was found by Cheapflights users on 7/29. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/2412:50 pmSJU - PNS
1 stop12h 54mAmerican Airlines
Thu 1/16:07 pmPNS - SJU
1 stop14h 03mAmerican Airlines
Deal found 7/29$373
This Trip.com deal was found by Cheapflights users on 7/28. 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.
Wed 8/273:59 amSJU - PNS
1 stop14h 08mMultiple Airlines
Mon 9/16:25 pmPNS - SJU
1 stop7h 25mMultiple Airlines
Deal found 7/28$429
This Delta deal was found by Cheapflights users on 7/30. 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.
Wed 10/222:56 pmSDQ - PNS
1 stop7h 51mDelta
Thu 11/611:54 amPNS - SDQ
2 stops11h 22mDelta
Deal found 7/30$522
This American Airlines deal was found by Cheapflights users on 7/30. 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.
Wed 10/224:20 pmSDQ - PNS
1 stop8h 26mAmerican Airlines
Tue 11/46:00 amPNS - SDQ
1 stop9h 23mAmerican Airlines
Deal found 7/30$523
This American Airlines deal was found by Cheapflights users on 7/29. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/122:38 pmMBJ - PNS
2 stops19h 08mAmerican Airlines
Fri 9/195:43 pmPNS - MBJ
1 stop16h 49mAmerican Airlines
Deal found 7/29$529
This Mytrip deal was found by Cheapflights users on 7/28. 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.
Wed 9/312:19 pmMBJ - PNS
3 stops29h 51mMultiple Airlines
Wed 9/177:05 pmPNS - MBJ
3 stops18h 15mMultiple Airlines
Deal found 7/28$564
This United Airlines deal was found by Cheapflights users on 7/27. 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.
Mon 8/42:56 pmKIN - PNS
2 stops42h 44mUnited Airlines
Sun 8/317:00 amPNS - KIN
2 stops30h 53mUnited Airlines
Deal found 7/27$2,730

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 July 30, 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

Wed 9/24

1:59 am-3:39 pm

2 stops14h 40m

Pensacola

Tue 9/30

4:44 pm-2:11 pm

2 stops20h 27m

$251

San JuanPensacola

SJU - PNS

SJUPNS

San Juan Luis Munoz Marin Intl

Wed 12/24

6:40 am-6:35 pm

2 stops13h 55m

Pensacola

Thu 1/1

7:20 am-9:30 pm

2 stops12h 10m

$325

Montego BayPensacola

MBJ - PNS

MBJPNS

Montego Bay Sangster Intl

Fri 9/12

12:10 pm-3:39 pm

1 stop27h 29m

Pensacola

Fri 9/19

4:44 pm-11:05 am

1 stop18h 21m

$345

San JuanPensacola

SJU - PNS

SJUPNS

San Juan Luis Munoz Marin Intl

Wed 12/24

3:30 pm-9:21 pm

1 stop7h 51m

Pensacola

Wed 12/31

1:55 pm-11:19 pm

1 stop7h 24m

$355

San JuanPensacola

SJU - PNS

SJUPNS

San Juan Luis Munoz Marin Intl

Wed 12/24

12:50 pm-11:44 pm

1 stop12h 54m

Pensacola

Thu 1/1

6:07 pm-10:10 am

1 stop14h 03m

$373

San JuanPensacola

SJU - PNS

SJUPNS

San Juan Luis Munoz Marin Intl

Wed 8/27

3:59 am-5:07 pm

1 stop14h 08m

Pensacola

Mon 9/1

6:25 pm-2:50 am

1 stop7h 25m

$429

Santo DomingoPensacola

SDQ - PNS

SDQPNS

Santo Domingo Las Americas

Wed 10/22

2:56 pm-9:47 pm

1 stop7h 51m

Pensacola

Thu 11/6

11:54 am-1:16 am

2 stops11h 22m

$522

Santo DomingoPensacola

SDQ - PNS

SDQPNS

Santo Domingo Las Americas

Wed 10/22

4:20 pm-11:46 pm

1 stop8h 26m

Pensacola

Tue 11/4

6:00 am-5:23 pm

1 stop9h 23m

$523

Montego BayPensacola

MBJ - PNS

MBJPNS

Montego Bay Sangster Intl

Fri 9/12

2:38 pm-9:46 am

2 stops19h 08m

Pensacola

Fri 9/19

5:43 pm-10:32 am

1 stop16h 49m

$529

Montego BayPensacola

MBJ - PNS

MBJPNS

Montego Bay Sangster Intl

Wed 9/3

12:19 pm-6:10 pm

3 stops29h 51m

Pensacola

Wed 9/17

7:05 pm-1:20 pm

3 stops18h 15m

$564

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/30

Showing 1-10 of 23 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 $306). Flying from Caribbean to Pensacola in March is currently the most expensive (average of $417). 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 July 30, 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 July 30, 2025.
Read through reviews of airlines operating flights from Caribbean to Pensacola, such as Southwest, Delta, and United Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,241 reviews

Entertainment

7.5

Food

7.0

Overall

8.0

Crew

8.6

Boarding

8.1

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
Southwest
8.0
Very good
4,241 reviews
Southwest
8.0
Very good
4,241 reviews

Entertainment

7.5

Food

7.0

Overall

8.0

Crew

8.6

Boarding

8.1

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
Delta
8.0
Very good
7,980 reviews
Southwest
8.0
Very good
4,241 reviews

Entertainment

7.5

Food

7.0

Overall

8.0

Crew

8.6

Boarding

8.1

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
United Airlines
7.4
Good
8,896 reviews
Southwest
8.0
Very good
4,241 reviews

Entertainment

7.5

Food

7.0

Overall

8.0

Crew

8.6

Boarding

8.1

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,241 reviews

Entertainment

7.5

Food

7.0

Overall

8.0

Crew

8.6

Boarding

8.1

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
WestJet
7.2
Good
2,975 reviews
Southwest
8.0
Very good
4,241 reviews

Entertainment

7.5

Food

7.0

Overall

8.0

Crew

8.6

Boarding

8.1

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.

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.

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

    The cheapest airlines for a one-way flight from Caribbean to Pensacola are Spirit Airlines ($139), Southwest ($238), and American Airlines ($283).

  • 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 Santiago de los Caballeros - 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 $306). Flying from Caribbean to Pensacola in March is currently the most expensive (average of $417). 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
Milton
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 July 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$187Average$302FlexibilityNo cancel feeOn-time65%
American AirlinesCheapest$294Average$527FlexibilityNo cancel feeOn-time71%
DeltaCheapest$324Average$486FlexibilityNo cancel feeOn-timeN/A

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