Pensacola

$164+ 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 12/9. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — PNS
Nov 22 — Nov 291
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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 October 23, 2025.

This Gotogate deal was found by Cheapflights users on 10/23. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/81:07 pmMBJ - PNS
1 stop7h 04mSpirit Airlines
Sat 11/158:16 pmPNS - MBJ
1 stop14h 46mSpirit Airlines
Deal found 10/23$258
This Kiwi.com deal was found by Cheapflights users on 10/22. 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 12/1110:42 amSJU - PNS
2 stops55h 22mMultiple Airlines
Thu 1/84:41 pmPNS - SJU
1 stop29h 08mMultiple Airlines
Deal found 10/22$279
This Kiwi.com deal was found by Cheapflights users on 10/22. 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 12/123:06 pmSJU - PNS
1 stop26h 58mMultiple Airlines
Thu 1/84:41 pmPNS - SJU
1 stop29h 08mMultiple Airlines
Deal found 10/22$297
This Kiwi.com deal was found by Cheapflights users on 10/22. 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 12/1110:42 amSJU - PNS
2 stops55h 22mMultiple Airlines
Tue 1/61:58 pmPNS - SJU
1 stop7h 51mMultiple Airlines
Deal found 10/22$309
This Kiwi.com deal was found by Cheapflights users on 10/22. 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 12/99:15 amSJU - PNS
2 stops32h 49mMultiple Airlines
Thu 1/84:41 pmPNS - SJU
1 stop29h 08mMultiple Airlines
Deal found 10/22$315
This Kiwi.com deal was found by Cheapflights users on 10/22. 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 12/1110:42 amSJU - PNS
2 stops55h 22mMultiple Airlines
Fri 1/94:41 pmPNS - SJU
1 stop29h 08mMultiple Airlines
Deal found 10/22$316
This Kiwi.com deal was found by Cheapflights users on 10/22. 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 12/137:10 amSJU - PNS
2 stops13h 04mMultiple Airlines
Thu 1/84:41 pmPNS - SJU
1 stop29h 08mMultiple Airlines
Deal found 10/22$318
This Kiwi.com deal was found by Cheapflights users on 10/22. 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 12/123:06 pmSJU - PNS
1 stop26h 58mMultiple Airlines
Tue 1/61:58 pmPNS - SJU
1 stop7h 51mMultiple Airlines
Deal found 10/22$327
This Kiwi.com deal was found by Cheapflights users on 10/22. 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 12/63:59 amSJU - PNS
1 stop16h 15mMultiple Airlines
Thu 1/84:41 pmPNS - SJU
1 stop29h 08mMultiple Airlines
Deal found 10/22$333
This Cheapflightsfares deal was found by Cheapflights users on 10/23. 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.
Thu 11/207:20 amSJU - PNS
1 stop7h 29mSpirit Airlines
Sat 12/67:09 pmPNS - SJU
1 stop15h 23mSpirit Airlines
Deal found 10/23$343
This Kiwi.com deal was found by Cheapflights users on 10/21. 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 11/112:29 pmSJU - PNS
1 stop23h 53mMultiple Airlines
Sat 11/154:44 pmPNS - SJU
2 stops30h 48mMultiple Airlines
Deal found 10/21$345
This Kiwi.com deal was found by Cheapflights users on 10/22. 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 11/133:35 pmSDQ - PNS
2 stops50h 29mMultiple Airlines
Wed 1/71:58 pmPNS - SDQ
1 stop10h 44mMultiple Airlines
Deal found 10/22$401

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 October 23, 2025.

Round-trip from

$258
(Gotogate)

One-way from

$164
(Southwest)
From Caribbean Islands to Pensacola
One-way flight from Caribbean Islands to Pensacola

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 October 23, 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

Montego BayPensacola

MBJ - PNS

MBJPNS

Montego Bay Sangster Intl

Sat 11/8

1:07 pm-7:11 pm

1 stop7h 04m

Pensacola

Sat 11/15

8:16 pm-12:02 pm

1 stop14h 46m

$258

San JuanPensacola

SJU - PNS

SJUPNS

San Juan Luis Munoz Marin Intl

Thu 12/11

10:42 am-4:04 pm

2 stops55h 22m

Pensacola

Thu 1/8

4:41 pm-11:49 pm

1 stop29h 08m

$279

San JuanPensacola

SJU - PNS

SJUPNS

San Juan Luis Munoz Marin Intl

Sat 12/6

3:59 am-6:14 pm

1 stop16h 15m

Pensacola

Thu 1/8

4:41 pm-11:49 pm

1 stop29h 08m

$333

San JuanPensacola

SJU - PNS

SJUPNS

San Juan Luis Munoz Marin Intl

Fri 11/28

7:15 am-4:59 pm

1 stop11h 44m

Pensacola

Fri 12/5

7:09 pm-4:13 pm

2 stops19h 04m

$361

San JuanPensacola

SJU - PNS

SJUPNS

San Juan Luis Munoz Marin Intl

Sat 12/6

3:59 am-6:14 pm

1 stop16h 15m

Pensacola

Tue 1/6

1:58 pm-11:49 pm

1 stop7h 51m

$362

San JuanPensacola

SJU - PNS

SJUPNS

San Juan Luis Munoz Marin Intl

Wed 3/11

9:26 am-11:44 pm

1 stop15h 18m

Pensacola

Tue 3/24

6:33 am-4:05 pm

1 stop8h 32m

$365

San JuanPensacola

SJU - PNS

SJUPNS

San Juan Luis Munoz Marin Intl

Thu 12/11

7:00 am-12:41 pm

1 stop7h 41m

Pensacola

Mon 1/5

7:00 am-5:15 pm

1 stop8h 15m

$370

San JuanPensacola

SJU - PNS

SJUPNS

San Juan Luis Munoz Marin Intl

Tue 12/9

7:00 am-2:45 pm

1 stop9h 45m

Pensacola

Mon 1/5

7:00 am-5:15 pm

1 stop8h 15m

$370

San JuanPensacola

SJU - PNS

SJUPNS

San Juan Luis Munoz Marin Intl

Tue 1/13

1:24 pm-11:46 pm

1 stop12h 22m

Pensacola

Sat 1/17

4:42 pm-10:48 am

1 stop16h 06m

$373

San JuanPensacola

SJU - PNS

SJUPNS

San Juan Luis Munoz Marin Intl

Thu 11/20

7:20 am-12:49 pm

1 stop7h 29m

Pensacola

Sat 12/6

7:09 pm-5:33 pm

2 stops20h 24m

$378

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/21

Showing 1-10 of 39 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, January is the cheapest month in which you can book a flight from Caribbean Islands to Pensacola (average of $189). Flying from Caribbean Islands to Pensacola in March is currently the most expensive (average of $360). 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 October 23, 2025.

Unlike at noon, when flights are generally more expensive, you can save up to 41% on flights from Caribbean Islands to Pensacola by exploring options for tickets in the evening.

What is the cheapest day to fly from Caribbean Islands to Pensacola?

Use this chart to determine the cheapest time to fly round-trip from Caribbean Islands to Pensacola. Price data was last updated on December 16, 2024.

Travelers seeking maximum savings on their Caribbean Islands to Pensacola flight should consider departing on Sunday mornings when fares are most often at their lowest. Sunday at noon flights should be avoided if possible as fares are typically the most expensive at this time.

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 October 23, 2025.
Read through reviews of airlines operating flights from Caribbean Islands to Pensacola, such as Delta, American Airlines, and Spirit Airlines. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.

Entertainment

7.9

Boarding

8.2

Overall

7.9

Comfort

7.9

Food

7.3

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Mary,Oct 2025

AMS - PDX

It's specail being able to fly non-stop from Amsterdam all the way home to Portland, Oregon!

Entertainment

7.9

Boarding

8.2

Overall

7.9

Comfort

7.9

Food

7.3

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Mary,Oct 2025

AMS - PDX

It's specail being able to fly non-stop from Amsterdam all the way home to Portland, Oregon!

Entertainment

7.9

Boarding

8.2

Overall

7.9

Comfort

7.9

Food

7.3

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Mary,Oct 2025

AMS - PDX

It's specail being able to fly non-stop from Amsterdam all the way home to Portland, Oregon!

Entertainment

7.9

Boarding

8.2

Overall

7.9

Comfort

7.9

Food

7.3

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Mary,Oct 2025

AMS - PDX

It's specail being able to fly non-stop from Amsterdam all the way home to Portland, Oregon!

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.

  • How long is the flight from Caribbean Islands to Pensacola?

    Airlines like Spirit Airlines, American Airlines, and Delta fly from Caribbean Islands to Pensacola in about 6h 26m. The time it takes to get you to your destination can typically vary by up to 8h 52m. The distance between Caribbean Islands and Pensacola is about 1084 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • 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 $164 on Southwest. Other airlines that offer cheap prices include Spirit Airlines from $179 and American Airlines from $351 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, January is the cheapest month in which you can book a flight from Caribbean Islands to Pensacola (average of $189). Flying from Caribbean Islands to Pensacola in March is currently the most expensive (average of $360). 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 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 October 23, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$180Average$377FlexibilityNo cancel feeOn-time65%
DeltaCheapest$324Average$474FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$335Average$522FlexibilityNo cancel feeOn-time71%

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