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Pensacola

$233+ 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 12/8. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — PNS
Nov 29 — Dec 61
Sat 11/29
Sat 12/6
1 adult, Economy
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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 October 30, 2025.

This Kiwi.com deal was found by Cheapflights users on 10/28. 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 11/203:59 amSJU - PNS
1 stop15h 00mMultiple Airlines
Sun 11/308:16 pmPNS - SJU
1 stop25h 28mMultiple Airlines
Deal found 10/28$285
This Kiwi.com deal was found by Cheapflights users on 10/29. 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 11/199:00 amSJU - PNS
2 stops29h 49mMultiple Airlines
Sun 11/238:16 pmPNS - SJU
1 stop25h 28mMultiple Airlines
Deal found 10/29$318
This OneTravel deal was found by Cheapflights users on 10/30. 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 OneTravel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/237:20 amSJU - PNS
1 stop7h 29mSpirit Airlines
Sun 11/308:16 pmPNS - SJU
1 stop23h 34mSpirit Airlines
Deal found 10/30$329
This Kiwi.com deal was found by Cheapflights users on 10/28. 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 12/306:00 amSJU - PNS
1 stop9h 03mMultiple Airlines
Tue 1/61:58 pmPNS - SJU
1 stop7h 51mMultiple Airlines
Deal found 10/28$345
This American Airlines deal was found by Cheapflights users on 10/28. 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 12/245:24 amSJU - PNS
1 stop15h 06mAmerican Airlines
Sat 1/34:19 pmPNS - SJU
1 stop15h 16mAmerican Airlines
Deal found 10/28$365
This Cheapflightsfares deal was found by Cheapflights users on 10/28. 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 12/234:10 amSJU - PNS
1 stop10h 53mSpirit Airlines
Sat 1/37:09 pmPNS - SJU
1 stop14h 37mSpirit Airlines
Deal found 10/28$373
This Kiwi.com deal was found by Cheapflights users on 10/28. 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 11/262:43 pmMBJ - PNS
2 stops23h 06mMultiple Airlines
Sat 11/298:16 pmPNS - MBJ
1 stop14h 46mMultiple Airlines
Deal found 10/28$474
This United Airlines deal was found by Cheapflights users on 10/28. 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.
Wed 11/262:48 pmMBJ - PNS
1 stop23h 27mUnited Airlines
Sat 11/297:00 amPNS - MBJ
1 stop6h 05mUnited Airlines
Deal found 10/28$533
This Kiwi.com deal was found by Cheapflights users on 10/29. 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.
Sun 11/23:30 pmKIN - PNS
2 stops28h 41mMultiple Airlines
Tue 11/188:16 pmPNS - KIN
1 stop14h 45mMultiple Airlines
Deal found 10/29$667
This Kiwi.com deal was found by Cheapflights users on 10/29. 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.
Sat 12/131:19 pmKIN - PNS
1 stop5h 55mSpirit Airlines
Sat 12/207:09 pmPNS - KIN
1 stop16h 05mSpirit Airlines
Deal found 10/29$703
This American Airlines deal was found by Cheapflights users on 10/29. 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.
Sat 12/131:42 pmKIN - PNS
2 stops8h 36mAmerican Airlines
Sat 12/205:52 pmPNS - KIN
2 stops15h 20mAmerican Airlines
Deal found 10/29$800
This American Airlines deal was found by Cheapflights users on 10/29. 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.
Sun 11/27:30 amKIN - PNS
1 stop25h 30mAmerican Airlines
Tue 11/184:37 pmPNS - KIN
1 stop4h 36mAmerican Airlines
Deal found 10/29$948

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 October 30, 2025.

Round-trip from

$285
(Kiwi.com)

One-way from

$233
(American Airlines)

Popular in

March

Cheapest in

January

Average price

$368
From Caribbean to Pensacola
Search Deals
One-way flight from Caribbean to Pensacola
Search Deals
Highest demand for flights based on searches. 7% potential increase in price ($35 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($13 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in October 2025
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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 October 30, 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

Wed 11/19

9:00 am-12:49 pm

2 stops29h 49m

Pensacola

Sun 11/23

8:16 pm-11:44 pm

1 stop25h 28m

$318

San JuanPensacola

SJU - PNS

SJUPNS

San Juan Luis Munoz Marin Intl

Sun 11/23

7:20 am-12:49 pm

1 stop7h 29m

Pensacola

Sun 11/30

8:16 pm-9:50 pm

1 stop23h 34m

$329

San JuanPensacola

SJU - PNS

SJUPNS

San Juan Luis Munoz Marin Intl

Tue 12/30

6:00 am-1:03 pm

1 stop9h 03m

Pensacola

Tue 1/6

1:58 pm-11:49 pm

1 stop7h 51m

$345

San JuanPensacola

SJU - PNS

SJUPNS

San Juan Luis Munoz Marin Intl

Tue 1/13

5:51 pm-11:46 pm

1 stop7h 55m

Pensacola

Sat 1/17

4:46 pm-10:48 am

1 stop16h 02m

$372

San JuanPensacola

SJU - PNS

SJUPNS

San Juan Luis Munoz Marin Intl

Mon 12/22

4:10 am-1:03 pm

1 stop10h 53m

Pensacola

Sun 12/28

7:09 pm-11:58 am

1 stop14h 49m

$416

San JuanPensacola

SJU - PNS

SJUPNS

San Juan Luis Munoz Marin Intl

Thu 11/20

3:59 am-4:59 pm

1 stop15h 00m

Pensacola

Sun 11/30

8:16 pm-7:38 pm

2 stops21h 22m

$421

Montego BayPensacola

MBJ - PNS

MBJPNS

Montego Bay Sangster Intl

Wed 11/26

2:43 pm-12:49 pm

2 stops23h 06m

Pensacola

Sat 11/29

8:16 pm-12:02 pm

1 stop14h 46m

$474

Montego BayPensacola

MBJ - PNS

MBJPNS

Montego Bay Sangster Intl

Wed 11/26

2:48 pm-1:15 pm

1 stop23h 27m

Pensacola

Sat 11/29

7:00 am-2:05 pm

1 stop6h 05m

$533

KingstonPensacola

KIN - PNS

KINPNS

Kingston Norman Manley

Fri 3/6

9:00 am-2:26 pm

1 stop6h 26m

Pensacola

Tue 3/10

7:00 am-8:00 pm

1 stop13h 00m

$587

Puerto PlataPensacola

POP - PNS

POPPNS

Puerto Plata La Union

Thu 4/2

3:35 pm-11:07 pm

1 stop8h 32m

Pensacola

Sun 4/5

8:00 am-2:15 pm

1 stop5h 15m

$670

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/28

Showing 1-10 of 29 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, January is the cheapest month in which you can book a flight from Caribbean to Pensacola (average of $189). Flying from Caribbean 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 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 October 30, 2025.

It’s optimal to fly from Caribbean to Pensacola in the evening. By choosing this option you can save up to 53% on the cost of your flight, compared to a flight in the afternoon.

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

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

Travelers seeking maximum savings on their Caribbean 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 30, 2025.
Read through reviews of airlines operating flights from Caribbean to Pensacola, such as Delta, American Airlines, and Spirit Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Delta
7.9
Good
7,998 reviews

Comfort

7.9

Entertainment

7.9

Crew

8.5

Overall

7.9

Boarding

8.2

Food

7.3

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!
Delta
7.9
Good
7,998 reviews
Delta
7.9
Good
7,998 reviews

Comfort

7.9

Entertainment

7.9

Crew

8.5

Overall

7.9

Boarding

8.2

Food

7.3

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!
American Airlines
7.2
Good
11,035 reviews
Delta
7.9
Good
7,998 reviews

Comfort

7.9

Entertainment

7.9

Crew

8.5

Overall

7.9

Boarding

8.2

Food

7.3

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!
Spirit Airlines
6.3
Okay
8,116 reviews
Delta
7.9
Good
7,998 reviews

Comfort

7.9

Entertainment

7.9

Crew

8.5

Overall

7.9

Boarding

8.2

Food

7.3

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 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.

  • How long is the flight from Caribbean to Pensacola?

    There are many flights that can get you from Caribbean to Pensacola in 7h 29m. Fly via Spirit Airlines, American Airlines, or United Airlines to get the fastest option. There are 1565 mi between Caribbean and Pensacola. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • 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 American Airlines ($233), Delta ($233), and Spirit Airlines ($352).

  • 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 Ponce Mercedita - Pensacola or Kingston Norman Manley - 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, January is the cheapest month in which you can book a flight from Caribbean to Pensacola (average of $189). Flying from Caribbean 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 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 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 October 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$180Average$319FlexibilityNo cancel feeOn-time65%
DeltaCheapest$324Average$460FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$335Average$523FlexibilityNo cancel feeOn-time71%

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