Pensacola

$137+ Cheap flights from Caribbean Islands 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 7/1. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — PNS
Jun 23 — Jun 301
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Cheap flight deals from Caribbean Islands to Pensacola

Keep the following information in mind while searching for Caribbean Islands to Pensacola flight deals. Data was last updated June 18, 2025.

Round-trip from

$274
(FlightHub)

One-way from

$137
(eDestinos)
From Caribbean Islands to Pensacola
One-way flight from Caribbean Islands to Pensacola

Find flight deals from Caribbean Islands to Pensacola

Cheapest flights from Caribbean Islands to Pensacola
Explore the most affordable flight options available from Caribbean Islands to Pensacola. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 18, 2025.

This FlightHub deal was found by Cheapflights users on 6/16. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/1710:14 pmSJU - PNS
1 stop21h 15mSpirit Airlines
Mon 7/217:24 pmPNS - SJU
1 stop19h 06mSpirit Airlines
Deal found 6/16$274
This Southwest deal was found by Cheapflights users on 6/16. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/137:20 amSJU - PNS
2 stops12h 35mSouthwest
Sun 8/176:45 pmPNS - SJU
2 stops14h 30mSouthwest
Deal found 6/16$335
This Kiwi.com deal was found by Cheapflights users on 6/17. 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.
Mon 7/710:15 amMBJ - PNS
1 stop21h 36mSpirit Airlines
Sat 8/239:14 amPNS - MBJ
1 stop24h 00mSpirit Airlines
Deal found 6/17$343
This American Airlines deal was found by Cheapflights users on 6/16. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/125:55 amSJU - PNS
1 stop5h 29mAmerican Airlines
Thu 11/2012:08 pmPNS - SJU
1 stop12h 02mAmerican Airlines
Deal found 6/16$365
This Delta deal was found by Cheapflights users on 6/17. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/67:30 amSJU - PNS
1 stop10h 24mDelta
Sat 9/1311:59 amPNS - SJU
1 stop9h 09mDelta
Deal found 6/17$375
This SmartFares deal was found by Cheapflights users on 6/17. 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 SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/1010:55 amSDQ - PNS
1 stop8h 34mSpirit Airlines
Wed 7/161:53 pmPNS - SDQ
1 stop18h 57mSpirit Airlines
Deal found 6/17$413
This Trip.com deal was found by Cheapflights users on 6/17. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/13:40 amSJU - PNS
1 stop19h 57mMultiple Airlines
Mon 7/79:28 amPNS - SJU
1 stop8h 51mMultiple Airlines
Deal found 6/17$419
This Mytrip deal was found by Cheapflights users on 6/17. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/17:05 amKIN - PNS
1 stop11h 24mMultiple Airlines
Fri 8/87:24 pmPNS - KIN
1 stop12h 23mMultiple Airlines
Deal found 6/17$480
This FlightHub deal was found by Cheapflights users on 6/17. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/221:37 pmKIN - PNS
2 stops28h 38mSpirit Airlines
Thu 7/107:24 pmPNS - KIN
1 stop17h 18mSpirit Airlines
Deal found 6/17$482
This SmartFares deal was found by Cheapflights users on 6/17. 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 SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/1010:55 amSTI - PNS
1 stop8h 34mSpirit Airlines
Wed 7/161:53 pmPNS - STI
1 stop18h 57mSpirit Airlines
Deal found 6/17$495
This United Airlines deal was found by Cheapflights users on 6/16. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/121:05 amSJU - PNS
2 stops22h 09mUnited Airlines
Sun 8/172:47 pmPNS - SJU
1 stop13h 43mUnited Airlines
Deal found 6/16$512
This American Airlines deal was found by Cheapflights users on 6/17. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/221:30 pmSDQ - PNS
1 stop20h 49mAmerican Airlines
Tue 11/47:08 pmPNS - SDQ
1 stop16h 37mAmerican Airlines
Deal found 6/17$524

Cheapflights Fare Finder

Customize your flight search to find flights from Caribbean Islands 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 June 18, 2025.
Use the filters below to find and compare flights from Caribbean Islands to Pensacola that are best for you.

Fly from

Caribbean Islands

Fly to

Pensacola

Route

Depart

Return

Price

San JuanPensacola

SJU - PNS

SJUPNS

San Juan Luis Munoz Marin Intl

Thu 7/17

10:14 pm-6:29 pm

1 stop21h 15m

Pensacola

Mon 7/21

7:24 pm-3:30 pm

1 stop19h 06m

$274

San JuanPensacola

SJU - PNS

SJUPNS

San Juan Luis Munoz Marin Intl

Wed 8/13

7:20 am-6:55 pm

2 stops12h 35m

Pensacola

Sun 8/17

6:45 pm-10:15 am

2 stops14h 30m

$335

Montego BayPensacola

MBJ - PNS

MBJPNS

Montego Bay Sangster Intl

Mon 7/7

10:15 am-7:51 am

1 stop21h 36m

Pensacola

Sat 8/23

9:14 am-9:14 am

1 stop24h 00m

$343

San JuanPensacola

SJU - PNS

SJUPNS

San Juan Luis Munoz Marin Intl

Wed 11/12

5:55 am-9:24 am

1 stop5h 29m

Pensacola

Thu 11/20

12:08 pm-2:10 am

1 stop12h 02m

$365

San JuanPensacola

SJU - PNS

SJUPNS

San Juan Luis Munoz Marin Intl

Sat 9/6

7:30 am-4:54 pm

1 stop10h 24m

Pensacola

Sat 9/13

11:59 am-10:08 pm

1 stop9h 09m

$375

Santo DomingoPensacola

SDQ - PNS

SDQPNS

Santo Domingo Las Americas

Thu 7/10

10:55 am-6:29 pm

1 stop8h 34m

Pensacola

Wed 7/16

1:53 pm-9:50 am

1 stop18h 57m

$413

San JuanPensacola

SJU - PNS

SJUPNS

San Juan Luis Munoz Marin Intl

Tue 7/1

3:40 am-10:37 pm

1 stop19h 57m

Pensacola

Mon 7/7

9:28 am-7:19 pm

1 stop8h 51m

$419

KingstonPensacola

KIN - PNS

KINPNS

Kingston Norman Manley

Fri 8/1

7:05 am-6:29 pm

1 stop11h 24m

Pensacola

Fri 8/8

7:24 pm-7:47 am

1 stop12h 23m

$480

Santiago de los CaballerosPensacola

STI - PNS

STIPNS

Santiago de los Caballeros

Thu 7/10

10:55 am-6:29 pm

1 stop8h 34m

Pensacola

Wed 7/16

1:53 pm-9:50 am

1 stop18h 57m

$495

San JuanPensacola

SJU - PNS

SJUPNS

San Juan Luis Munoz Marin Intl

Tue 8/12

1:05 am-10:14 pm

2 stops22h 09m

Pensacola

Sun 8/17

2:47 pm-5:30 am

1 stop13h 43m

$512

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/15

Showing 1-10 of 29 results
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Best time to book a flight from Caribbean Islands to Pensacola

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

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

Currently, September is the cheapest month in which you can book a flight from Caribbean Islands to Pensacola (average of $306). Flying from Caribbean Islands 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 EPX to PNS?

Find hourly flight availability from Caribbean Islands 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 June 18, 2025.

When flying from Caribbean Islands to Pensacola, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

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 June 18, 2025.
See what other customers who have flown with Southwest, Delta and United Airlines from Caribbean Islands to Pensacola have to say. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.

Overall

8.0

Crew

8.6

Food

7.1

Boarding

8.2

Entertainment

7.6

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

Overall

8.0

Crew

8.6

Food

7.1

Boarding

8.2

Entertainment

7.6

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
8.0
Very good

Overall

8.0

Crew

8.6

Food

7.1

Boarding

8.2

Entertainment

7.6

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

Overall

8.0

Crew

8.6

Food

7.1

Boarding

8.2

Entertainment

7.6

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

Overall

8.0

Crew

8.6

Food

7.1

Boarding

8.2

Entertainment

7.6

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

Overall

8.0

Crew

8.6

Food

7.1

Boarding

8.2

Entertainment

7.6

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

Related info for your journey

Find useful and relevant information for your journey from Caribbean Islands 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 Islands?

    If you book a flight to Pensacola from Caribbean Islands, you will be flying to Pensacola, which is the city’s only airport. Pensacola (PNS) is located 4.0 mi from the center of Pensacola.

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

    One-way options have recently been found by users for as low as $137 on Spirit Airlines. Other airlines that offer cheap prices include Delta from $213 and American Airlines from $258 one-way.

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

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

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

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

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

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

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

    Currently, September is the cheapest month in which you can book a flight from Caribbean Islands to Pensacola (average of $306). Flying from Caribbean Islands 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 Caribbean Islands?

Book flights to Caribbean Islands if you plan to visit one of these locations
Navarre
Gulf Breeze
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 Islands to Pensacola

See prices for flight routes from nearby airports that may be better suited for you.

Top 3 airlines flying from Caribbean Islands to Pensacola

Discover the top 3 airlines that operate flights from Caribbean Islands 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 June 18, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$180Average$359FlexibilityNo cancel feeOn-time65%
American AirlinesCheapest$294Average$544FlexibilityNo cancel feeOn-time71%
DeltaCheapest$324Average$514FlexibilityNo cancel feeOn-timeN/A

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