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Pensacola

$133+ 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 5/27. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — PNS
May 6 — May 131
Tue 5/6
Tue 5/13
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 May 1, 2025.

Round-trip from

$299
(OneTravel)

One-way from

$133
(CheapOair)

Popular in

March

Cheapest in

October

Average price

$406
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. 18% potential increase in price ($84 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 May 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 May 1, 2025.

This Mytrip deal was found by Cheapflights users on 4/30. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/308:12 pmSJU - PNS
1 stop24h 39mSpirit Airlines
Fri 6/68:46 pmPNS - SJU
2 stops22h 32mSpirit Airlines
Deal found 4/30$296
This Trip.com deal was found by Cheapflights users on 4/29. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/1711:55 amSJU - PNS
1 stop8h 00mMultiple Airlines
Mon 5/197:40 pmPNS - SJU
1 stop21h 36mMultiple Airlines
Deal found 4/29$356
This American Airlines deal was found by Cheapflights users on 4/29. 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 6/47:15 amSJU - PNS
1 stop7h 50mAmerican Airlines
Sun 6/82:38 pmPNS - SJU
1 stop8h 30mAmerican Airlines
Deal found 4/29$385
This Cheapflightsfares deal was found by Cheapflights users on 4/30. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/212:45 amSDQ - PNS
1 stop6h 06mSpirit Airlines
Tue 11/43:50 pmPNS - SDQ
1 stop9h 20mSpirit Airlines
Deal found 4/30$398
This Mytrip deal was found by Cheapflights users on 4/30. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/148:53 amKIN - PNS
2 stops13h 44mSpirit Airlines
Sat 6/219:28 amPNS - KIN
1 stop27h 04mSpirit Airlines
Deal found 4/30$402
This Southwest deal was found by Cheapflights users on 4/29. 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.
Sat 5/1010:20 amSJU - PNS
2 stops10h 50mSouthwest
Sat 5/179:15 amPNS - SJU
2 stops13h 40mSouthwest
Deal found 4/29$420
This Delta deal was found by Cheapflights users on 4/29. 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 7/92:29 pmMBJ - PNS
1 stop6h 01mDelta
Fri 7/188:00 amPNS - MBJ
1 stop7h 34mDelta
Deal found 4/29$427
This Delta deal was found by Cheapflights users on 4/30. 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.
Tue 5/132:31 pmSJU - PNS
1 stop9h 36mDelta
Fri 5/308:07 amPNS - SJU
1 stop10h 41mDelta
Deal found 4/30$430
This Kiwi.com deal was found by Cheapflights users on 4/30. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/161:34 pmKIN - PNS
1 stop6h 17mMultiple Airlines
Sat 9/68:46 amPNS - KIN
1 stop11h 49mMultiple Airlines
Deal found 4/30$467
This Delta deal was found by Cheapflights users on 4/29. 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 10/223:15 pmSDQ - PNS
1 stop6h 26mDelta
Thu 11/69:25 amPNS - SDQ
2 stops13h 51mDelta
Deal found 4/29$483
This Kiwi.com deal was found by Cheapflights users on 4/29. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/74:05 pmSDQ - PNS
1 stop24h 25mMultiple Airlines
Wed 6/44:35 pmPNS - SDQ
2 stops20h 24mMultiple Airlines
Deal found 4/29$494
This American Airlines deal was found by Cheapflights users on 4/29. 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 7/910:20 amMBJ - PNS
2 stops10h 45mAmerican Airlines
Fri 7/186:50 pmPNS - MBJ
2 stops14h 40mAmerican Airlines
Deal found 4/29$514

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 May 1, 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

Fri 5/30

8:12 pm-7:51 pm

1 stop24h 39m

Pensacola

Fri 6/6

8:46 pm-8:18 pm

2 stops22h 32m

$296

San JuanPensacola

SJU - PNS

SJUPNS

San Juan Luis Munoz Marin Intl

Sat 5/17

11:55 am-6:55 pm

1 stop8h 00m

Pensacola

Mon 5/19

7:40 pm-6:16 pm

1 stop21h 36m

$356

San JuanPensacola

SJU - PNS

SJUPNS

San Juan Luis Munoz Marin Intl

Wed 6/4

7:15 am-2:05 pm

1 stop7h 50m

Pensacola

Sun 6/8

2:38 pm-12:08 am

1 stop8h 30m

$385

Santo DomingoPensacola

SDQ - PNS

SDQPNS

Santo Domingo Las Americas

Tue 10/21

2:45 am-7:51 am

1 stop6h 06m

Pensacola

Tue 11/4

3:50 pm-3:10 am

1 stop9h 20m

$398

KingstonPensacola

KIN - PNS

KINPNS

Kingston Norman Manley

Sat 6/14

8:53 am-10:37 pm

2 stops13h 44m

Pensacola

Sat 6/21

9:28 am-12:32 pm

1 stop27h 04m

$402

San JuanPensacola

SJU - PNS

SJUPNS

San Juan Luis Munoz Marin Intl

Sat 5/10

10:20 am-8:10 pm

2 stops10h 50m

Pensacola

Sat 5/17

9:15 am-11:55 pm

2 stops13h 40m

$420

Montego BayPensacola

MBJ - PNS

MBJPNS

Montego Bay Sangster Intl

Wed 7/9

2:29 pm-8:30 pm

1 stop6h 01m

Pensacola

Fri 7/18

8:00 am-3:34 pm

1 stop7h 34m

$427

San JuanPensacola

SJU - PNS

SJUPNS

San Juan Luis Munoz Marin Intl

Tue 5/13

2:31 pm-11:07 pm

1 stop9h 36m

Pensacola

Fri 5/30

8:07 am-7:48 pm

1 stop10h 41m

$430

KingstonPensacola

KIN - PNS

KINPNS

Kingston Norman Manley

Fri 5/16

1:34 pm-7:51 pm

1 stop6h 17m

Pensacola

Sat 9/6

8:46 am-8:35 pm

1 stop11h 49m

$467

Santo DomingoPensacola

SDQ - PNS

SDQPNS

Santo Domingo Las Americas

Wed 10/22

3:15 pm-8:41 pm

1 stop6h 26m

Pensacola

Thu 11/6

9:25 am-1:16 am

2 stops13h 51m

$483

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/28

Showing 1-10 of 33 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 May 1, 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 May 1, 2025.
Southwest
8.0
Very good
4,294 reviews

Comfort

8.0

Boarding

8.2

Entertainment

7.6

Overall

8.0

Crew

8.6

Food

7.1

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
Southwest
8.0
Very good
4,294 reviews
Southwest
8.0
Very good
4,294 reviews

Comfort

8.0

Boarding

8.2

Entertainment

7.6

Overall

8.0

Crew

8.6

Food

7.1

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
Delta
8.0
Very good
7,934 reviews
Southwest
8.0
Very good
4,294 reviews

Comfort

8.0

Boarding

8.2

Entertainment

7.6

Overall

8.0

Crew

8.6

Food

7.1

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
United Airlines
7.4
Good
8,696 reviews
Southwest
8.0
Very good
4,294 reviews

Comfort

8.0

Boarding

8.2

Entertainment

7.6

Overall

8.0

Crew

8.6

Food

7.1

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,294 reviews

Comfort

8.0

Boarding

8.2

Entertainment

7.6

Overall

8.0

Crew

8.6

Food

7.1

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
WestJet
7.2
Good
2,826 reviews
Southwest
8.0
Very good
4,294 reviews

Comfort

8.0

Boarding

8.2

Entertainment

7.6

Overall

8.0

Crew

8.6

Food

7.1

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!

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 ($133), Delta ($203), and Southwest ($208).

  • 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 Santo Domingo Las Americas - Pensacola or Montego Bay Sangster Intl - 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

Browse thousands of different options on Cheapflights for your next trip

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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 May 1, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$180Average$335FlexibilityNo cancel feeOn-time65%
DeltaCheapest$289Average$510FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$294Average$530FlexibilityNo cancel feeOn-time71%

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