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Pensacola

$187+ 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 2/21. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — PNS
Jan 15 — Jan 221
Thu 1/15
Thu 1/22
1 adult, Economy
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Cheap 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 December 16, 2025.

This Kiwi.com deal was found by Cheapflights users on 12/16. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/226:00 amSJU - PNS
1 stop14h 14mMultiple Airlines
Tue 1/61:58 pmPNS - SJU
1 stop7h 46mMultiple Airlines
Deal found 12/16$314
This Kiwi.com deal was found by Cheapflights users on 12/13. 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 12/266:00 amSJU - PNS
1 stop14h 14mMultiple Airlines
Mon 12/297:09 pmPNS - SJU
1 stop24h 56mMultiple Airlines
Deal found 12/13$414
This Kiwi.com deal was found by Cheapflights users on 12/14. 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 12/207:35 amSJU - PNS
1 stop12h 39mMultiple Airlines
Mon 12/227:09 pmPNS - SJU
1 stop15h 20mMultiple Airlines
Deal found 12/14$423
This Mytrip deal was found by Cheapflights users on 12/16. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/214:10 amSJU - PNS
1 stop16h 04mSpirit Airlines
Tue 1/61:58 pmPNS - SJU
3 stops27h 15mSpirit Airlines
Deal found 12/16$427
This Trip.com deal was found by Cheapflights users on 12/13. 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.
Fri 12/266:00 amSJU - PNS
1 stop14h 14mMultiple Airlines
Sun 12/287:09 pmPNS - SJU
1 stop14h 49mMultiple Airlines
Deal found 12/13$454
This OneTravel deal was found by Cheapflights users on 12/16. 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 OneTravel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/186:28 pmSJU - PNS
1 stop25h 46mSpirit Airlines
Sun 12/217:09 pmPNS - SJU
1 stop24h 56mSpirit Airlines
Deal found 12/16$482
This Mytrip deal was found by Cheapflights users on 12/14. 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 12/194:10 amSJU - PNS
1 stop16h 04mSpirit Airlines
Sat 12/277:09 pmPNS - SJU
1 stop14h 49mSpirit Airlines
Deal found 12/14$509
This OneTravel deal was found by Cheapflights users on 12/16. 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 OneTravel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/201:05 pmMBJ - PNS
1 stop6h 09mSpirit Airlines
Mon 12/227:09 pmPNS - MBJ
1 stop15h 56mSpirit Airlines
Deal found 12/16$523
This Kiwi.com deal was found by Cheapflights users on 12/16. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/201:05 pmMBJ - PNS
1 stop6h 09mMultiple Airlines
Mon 12/227:09 pmPNS - MBJ
2 stops37h 00mMultiple Airlines
Deal found 12/16$559
This American Airlines deal was found by Cheapflights users on 12/16. 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.
Sat 12/2011:07 amMBJ - PNS
2 stops11h 03mAmerican Airlines
Mon 12/225:52 pmPNS - MBJ
2 stops15h 11mAmerican Airlines
Deal found 12/16$822

Find 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 December 16, 2025.

Round-trip from

$269
(OneTravel)

One-way from

$187
(Cheapflightsfares)
From Caribbean Islands to Pensacola
Search Deals
One-way flight from Caribbean Islands to Pensacola
Search Deals

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 December 16, 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

Fri 1/23

6:00 am-4:37 pm

1 stop12h 37m

Pensacola

Mon 1/26

5:33 pm-9:47 am

1 stop14h 14m

$269

San JuanPensacola

SJU - PNS

SJUPNS

San Juan Luis Munoz Marin Intl

Mon 12/22

6:00 am-6:14 pm

1 stop14h 14m

Pensacola

Tue 1/6

1:58 pm-11:44 pm

1 stop7h 46m

$314

San JuanPensacola

SJU - PNS

SJUPNS

San Juan Luis Munoz Marin Intl

Fri 1/23

2:15 pm-11:13 pm

1 stop10h 58m

Pensacola

Mon 1/26

6:00 am-2:31 pm

1 stop6h 31m

$345

San JuanPensacola

SJU - PNS

SJUPNS

San Juan Luis Munoz Marin Intl

Fri 1/23

11:38 am-8:30 pm

2 stops10h 52m

Pensacola

Mon 1/26

6:42 am-2:59 pm

1 stop6h 17m

$405

San JuanPensacola

SJU - PNS

SJUPNS

San Juan Luis Munoz Marin Intl

Tue 1/13

6:00 am-3:09 pm

2 stops11h 09m

Pensacola

Sat 1/17

7:05 pm-10:48 am

1 stop13h 43m

$412

Santo DomingoPensacola

SDQ - PNS

SDQPNS

Santo Domingo Las Americas

Wed 3/18

2:59 am-1:24 pm

1 stop11h 25m

Pensacola

Tue 3/24

2:24 pm-1:38 am

1 stop10h 14m

$442

Santo DomingoPensacola

SDQ - PNS

SDQPNS

Santo Domingo Las Americas

Thu 3/19

6:10 am-9:14 pm

3 stops16h 04m

Pensacola

Tue 3/24

2:24 pm-1:38 am

1 stop10h 14m

$566

Montego BayPensacola

MBJ - PNS

MBJPNS

Montego Bay Sangster Intl

Thu 1/22

2:55 pm-11:13 pm

2 stops33h 18m

Pensacola

Mon 1/26

11:25 am-7:23 pm

2 stops30h 58m

$1,214

KingstonPensacola

KIN - PNS

KINPNS

Kingston Norman Manley

Wed 2/18

4:30 pm-10:26 am

2 stops18h 56m

Pensacola

Thu 2/19

5:48 pm-3:30 pm

2 stops20h 42m

$1,405

St. John'sPensacola

ANU - PNS

ANUPNS

St. John's V.C. Bird Intl

Thu 2/26

4:15 pm-9:40 am

2 stops43h 25m

Pensacola

Mon 3/2

6:35 am-3:20 pm

2 stops30h 45m

$1,873

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/14

Showing 1-10 of 19 results
1
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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 $191). Flying from Caribbean Islands to Pensacola in October is currently the most expensive (average of $397). 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 December 16, 2025.

Unlike in the afternoon, when flights are generally more expensive, you can save up to 53% 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 Monday evenings 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 December 16, 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.
Delta
7.9
Good
8,010 reviews

Entertainment

7.9

Comfort

7.9

Food

7.3

Overall

7.9

Boarding

8.1

Crew

8.5

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
Delta
7.9
Good
8,010 reviews
Delta
7.9
Good
8,010 reviews

Entertainment

7.9

Comfort

7.9

Food

7.3

Overall

7.9

Boarding

8.1

Crew

8.5

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
American Airlines
7.2
Good
11,048 reviews
Delta
7.9
Good
8,010 reviews

Entertainment

7.9

Comfort

7.9

Food

7.3

Overall

7.9

Boarding

8.1

Crew

8.5

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
Spirit Airlines
6.3
Okay
8,187 reviews
Delta
7.9
Good
8,010 reviews

Entertainment

7.9

Comfort

7.9

Food

7.3

Overall

7.9

Boarding

8.1

Crew

8.5

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.

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 and WestJet fly from Caribbean Islands to Pensacola in about 12h 37m. The time it takes to get you to your destination can typically vary by up to 20h 41m. The distance between Caribbean Islands and Pensacola is about 1565 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 $137 on Spirit Airlines. Other airlines that offer cheap prices include American Airlines from $218 and Delta from $228 one-way.

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

    Most travelers choose San Juan Luis Munoz Marin Intl - Pensacola, St. John's V.C. Bird Intl - Pensacola or Culebra - Pensacola when deciding on the best route 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 $191). Flying from Caribbean Islands to Pensacola in October is currently the most expensive (average of $397). 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

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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.
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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 December 16, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$180Average$356FlexibilityNo cancel feeOn-time65%
American AirlinesCheapest$335Average$549FlexibilityNo cancel feeOn-time71%
DeltaCheapest$365Average$493FlexibilityNo cancel feeOn-timeN/A

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