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Pensacola

$138+ 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 4/4. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — PNS
Apr 2 — Apr 91
Wed 4/2
Wed 4/9
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 March 28, 2025.

Round-trip from

$232
(Mytrip)

One-way from

$138
(Mytrip)

Popular in

March

Cheapest in

October

Average price

$504
From Caribbean to Pensacola
Search Deals
One-way flight from Caribbean to Pensacola
Search Deals
Highest demand for flights based on searches. 11% potential increase in price ($46 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($14 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 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 March 28, 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.
Thu 4/249:30 pmSJU - PNS
1 stop18h 34mSpirit Airlines
Mon 4/285:51 pmPNS - SJU
2 stops24h 49mSpirit Airlines
Deal found 3/25$232
This Mytrip 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/1512:07 pmMBJ - PNS
1 stop27h 23mSpirit Airlines
Sun 5/188:20 amPNS - MBJ
1 stop26h 42mSpirit Airlines
Deal found 3/26$293
This American Airlines deal was found by Cheapflights users on 3/27. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/246:55 pmSJU - PNS
1 stop14h 42mAmerican Airlines
Mon 6/307:43 pmPNS - SJU
1 stop14h 22mAmerican Airlines
Deal found 3/27$335
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/210:40 amSJU - PNS
2 stops11h 00mSouthwest
Wed 4/308:00 amPNS - SJU
2 stops13h 30mSouthwest
Deal found 3/26$365
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/27:30 amSJU - PNS
1 stop8h 28mDelta
Sun 7/61:59 pmPNS - SJU
1 stop7h 52mDelta
Deal found 3/26$395
This Mytrip 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/151:34 pmKIN - PNS
1 stop25h 56mMultiple Airlines
Sun 5/188:20 amPNS - KIN
1 stop12h 15mMultiple Airlines
Deal found 3/26$405
This Mytrip 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/151:34 pmKIN - PNS
1 stop25h 56mSpirit Airlines
Sun 5/185:55 pmPNS - KIN
2 stops18h 34mSpirit Airlines
Deal found 3/26$406
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/212:11 pmMBJ - PNS
1 stop9h 14mDelta
Fri 8/157:00 amPNS - MBJ
1 stop8h 36mDelta
Deal found 3/26$420
This Mytrip 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/912:07 pmMBJ - PNS
1 stop7h 35mMultiple Airlines
Thu 9/43:50 pmPNS - MBJ
2 stops20h 55mMultiple Airlines
Deal found 3/26$426
This American Airlines deal was found by Cheapflights users on 3/27. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/63:10 pmMBJ - PNS
1 stop8h 23mAmerican Airlines
Sun 5/47:04 pmPNS - MBJ
1 stop14h 49mAmerican Airlines
Deal found 3/27$437
This Mytrip 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/113:35 pmSDQ - PNS
2 stops27h 56mMultiple Airlines
Sun 5/185:55 pmPNS - SDQ
2 stops20h 50mMultiple Airlines
Deal found 3/26$438
This American Airlines deal was found by Cheapflights users on 3/27. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/612:46 pmKIN - PNS
1 stop10h 47mAmerican Airlines
Sun 5/47:04 pmPNS - KIN
1 stop24h 36mAmerican Airlines
Deal found 3/27$460

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 March 28, 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

Thu 4/24

9:30 pm-3:04 pm

1 stop18h 34m

Pensacola

Mon 4/28

5:51 pm-7:40 pm

2 stops24h 49m

$232

Montego BayPensacola

MBJ - PNS

MBJPNS

Montego Bay Sangster Intl

Thu 5/15

12:07 pm-3:30 pm

1 stop27h 23m

Pensacola

Sun 5/18

8:20 am-11:02 am

1 stop26h 42m

$293

San JuanPensacola

SJU - PNS

SJUPNS

San Juan Luis Munoz Marin Intl

Tue 6/24

6:55 pm-8:37 am

1 stop14h 42m

Pensacola

Mon 6/30

7:43 pm-11:05 am

1 stop14h 22m

$335

San JuanPensacola

SJU - PNS

SJUPNS

San Juan Luis Munoz Marin Intl

Wed 4/2

10:40 am-8:40 pm

2 stops11h 00m

Pensacola

Wed 4/30

8:00 am-10:30 pm

2 stops13h 30m

$365

KingstonPensacola

KIN - PNS

KINPNS

Kingston Norman Manley

Thu 5/15

1:34 pm-3:30 pm

1 stop25h 56m

Pensacola

Sun 5/18

8:20 am-8:35 pm

1 stop12h 15m

$405

KingstonPensacola

KIN - PNS

KINPNS

Kingston Norman Manley

Thu 5/15

1:34 pm-3:30 pm

1 stop25h 56m

Pensacola

Sun 5/18

5:55 pm-12:29 pm

2 stops18h 34m

$406

Montego BayPensacola

MBJ - PNS

MBJPNS

Montego Bay Sangster Intl

Fri 5/2

12:11 pm-9:25 pm

1 stop9h 14m

Pensacola

Fri 8/15

7:00 am-3:36 pm

1 stop8h 36m

$420

Montego BayPensacola

MBJ - PNS

MBJPNS

Montego Bay Sangster Intl

Fri 5/9

12:07 pm-7:42 pm

1 stop7h 35m

Pensacola

Thu 9/4

3:50 pm-12:45 pm

2 stops20h 55m

$426

Montego BayPensacola

MBJ - PNS

MBJPNS

Montego Bay Sangster Intl

Sun 4/6

3:10 pm-11:33 pm

1 stop8h 23m

Pensacola

Sun 5/4

7:04 pm-9:53 am

1 stop14h 49m

$437

Santo DomingoPensacola

SDQ - PNS

SDQPNS

Santo Domingo Las Americas

Sun 5/11

3:35 pm-6:31 pm

2 stops27h 56m

Pensacola

Sun 5/18

5:55 pm-3:45 pm

2 stops20h 50m

$438

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/27

Showing 1-10 of 25 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 $418). 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 March 28, 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.

Rainfall in Pensacola by month

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

In terms of precipitation, rainfall in Pensacola ranges from 4.2 - 7.4 inches per month. July is typically the wettest month, when rainfall can reach 7.4 in. May is typically the driest time to visit Pensacola when rainfall is around 4.2 in.

Temperature in Pensacola by month

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

If weather is an important factor for your trip to Pensacola, use this chart to help with planning. For those seeking warmer temperatures, July 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 51.8 F).

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 March 28, 2025.
Southwest
8.1
Very good
4,273 reviews

Crew

8.6

Boarding

8.2

Food

7.1

Entertainment

7.6

Comfort

8.1

Overall

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

Crew

8.6

Boarding

8.2

Food

7.1

Entertainment

7.6

Comfort

8.1

Overall

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
7,896 reviews
Southwest
8.1
Very good
4,273 reviews

Crew

8.6

Boarding

8.2

Food

7.1

Entertainment

7.6

Comfort

8.1

Overall

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
8,603 reviews
Southwest
8.1
Very good
4,273 reviews

Crew

8.6

Boarding

8.2

Food

7.1

Entertainment

7.6

Comfort

8.1

Overall

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

Crew

8.6

Boarding

8.2

Food

7.1

Entertainment

7.6

Comfort

8.1

Overall

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.
Spirit Airlines
6.3
Okay
7,881 reviews
Southwest
8.1
Very good
4,273 reviews

Crew

8.6

Boarding

8.2

Food

7.1

Entertainment

7.6

Comfort

8.1

Overall

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 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 ($138), Southwest ($219), and United Airlines ($274).

  • 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 Montego Bay Sangster Intl - Pensacola or Santo Domingo Las Americas - 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 $418). 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 Caribbean?

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

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Alternative routes for Caribbean to Pensacola

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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 March 28, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$177Average$272FlexibilityNo cancel feeOn-time65%
DeltaCheapest$289Average$483FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$294Average$504FlexibilityNo cancel feeOn-time71%
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