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Pensacola

$172+ 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 10/9. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — PNS
Aug 12 — Aug 191
Tue 8/12
Tue 8/19
1 adult, Economy
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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 August 7, 2025.

Round-trip from

$341
(OneTravel)

One-way from

$172
(FlightHub)
From Caribbean Islands to Pensacola
Search Deals
One-way flight from Caribbean Islands to Pensacola
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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 August 7, 2025.

This OneTravel deal was found by Cheapflights users on 8/6. 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 9/63:19 pmSJU - PNS
1 stop27h 51mSpirit Airlines
Fri 9/127:10 pmPNS - SJU
1 stop24h 46mSpirit Airlines
Deal found 8/6$341
This Mytrip deal was found by Cheapflights users on 8/7. 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.
Thu 8/284:12 pmSJU - PNS
2 stops24h 45mSpirit Airlines
Fri 9/54:44 pmPNS - SJU
2 stops27h 12mSpirit Airlines
Deal found 8/7$358
This FlightHub deal was found by Cheapflights users on 8/5. 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.
Sat 9/2012:08 pmKIN - PNS
1 stop27h 31mSpirit Airlines
Sat 10/44:44 pmPNS - KIN
1 stop18h 18mSpirit Airlines
Deal found 8/5$359
This American Airlines deal was found by Cheapflights users on 8/7. 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.
Fri 10/107:10 amSJU - PNS
1 stop7h 48mAmerican Airlines
Mon 10/137:24 pmPNS - SJU
1 stop14h 42mAmerican Airlines
Deal found 8/7$365
This FlightHub deal was found by Cheapflights users on 8/5. 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 8/3110:22 amMBJ - PNS
1 stop5h 35mSpirit Airlines
Wed 9/174:44 pmPNS - MBJ
2 stops41h 03mSpirit Airlines
Deal found 8/5$384
This Mytrip deal was found by Cheapflights users on 8/7. 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.
Thu 8/284:12 pmSJU - PNS
2 stops24h 45mSpirit Airlines
Tue 9/26:25 pmPNS - SJU
2 stops28h 03mSpirit Airlines
Deal found 8/7$385
This Kiwi.com deal was found by Cheapflights users on 8/6. 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 8/205:05 pmSDQ - PNS
1 stop23h 52mSpirit Airlines
Fri 10/104:44 pmPNS - SDQ
1 stop20h 58mSpirit Airlines
Deal found 8/6$397
This Kiwi.com deal was found by Cheapflights users on 8/7. 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 8/284:38 pmSJU - PNS
1 stop18h 47mMultiple Airlines
Tue 9/210:50 amPNS - SJU
2 stops28h 52mMultiple Airlines
Deal found 8/7$398
This Kiwi.com deal was found by Cheapflights users on 8/7. 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 8/288:13 pmSJU - PNS
1 stop21h 54mMultiple Airlines
Fri 9/57:10 pmPNS - SJU
1 stop18h 01mMultiple Airlines
Deal found 8/7$402
This American Airlines deal was found by Cheapflights users on 8/6. 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.
Tue 12/911:55 amMBJ - PNS
2 stops12h 31mAmerican Airlines
Wed 12/315:35 amPNS - MBJ
1 stop5h 30mAmerican Airlines
Deal found 8/6$483
This Delta deal was found by Cheapflights users on 8/5. 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 10/222:56 pmSDQ - PNS
1 stop7h 51mDelta
Thu 11/611:54 amPNS - SDQ
2 stops11h 22mDelta
Deal found 8/5$506
This American Airlines deal was found by Cheapflights users on 8/6. 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 10/224:20 pmSDQ - PNS
1 stop27h 34mAmerican Airlines
Tue 11/46:00 amPNS - SDQ
1 stop9h 23mAmerican Airlines
Deal found 8/6$522

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 August 7, 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

Sat 9/6

3:19 pm-6:10 pm

1 stop27h 51m

Pensacola

Fri 9/12

7:10 pm-8:56 pm

1 stop24h 46m

$341

San JuanPensacola

SJU - PNS

SJUPNS

San Juan Luis Munoz Marin Intl

Thu 8/28

4:12 pm-3:57 pm

2 stops24h 45m

Pensacola

Fri 9/5

4:44 pm-8:56 pm

2 stops27h 12m

$358

KingstonPensacola

KIN - PNS

KINPNS

Kingston Norman Manley

Sat 9/20

12:08 pm-3:39 pm

1 stop27h 31m

Pensacola

Sat 10/4

4:44 pm-11:02 am

1 stop18h 18m

$359

San JuanPensacola

SJU - PNS

SJUPNS

San Juan Luis Munoz Marin Intl

Fri 10/10

7:10 am-1:58 pm

1 stop7h 48m

Pensacola

Mon 10/13

7:24 pm-11:06 am

1 stop14h 42m

$365

Montego BayPensacola

MBJ - PNS

MBJPNS

Montego Bay Sangster Intl

Sun 8/31

10:22 am-3:57 pm

1 stop5h 35m

Pensacola

Wed 9/17

4:44 pm-9:47 am

2 stops41h 03m

$384

San JuanPensacola

SJU - PNS

SJUPNS

San Juan Luis Munoz Marin Intl

Thu 8/28

4:12 pm-3:57 pm

2 stops24h 45m

Pensacola

Tue 9/2

6:25 pm-11:28 pm

2 stops28h 03m

$385

Santo DomingoPensacola

SDQ - PNS

SDQPNS

Santo Domingo Las Americas

Wed 8/20

5:05 pm-3:57 pm

1 stop23h 52m

Pensacola

Fri 10/10

4:44 pm-2:42 pm

1 stop20h 58m

$397

San JuanPensacola

SJU - PNS

SJUPNS

San Juan Luis Munoz Marin Intl

Thu 8/28

4:38 pm-10:25 am

1 stop18h 47m

Pensacola

Tue 9/2

10:50 am-4:42 pm

2 stops28h 52m

$398

San JuanPensacola

SJU - PNS

SJUPNS

San Juan Luis Munoz Marin Intl

Thu 8/28

8:13 pm-5:07 pm

1 stop21h 54m

Pensacola

Fri 9/5

7:10 pm-2:11 pm

1 stop18h 01m

$402

Santo DomingoPensacola

SDQ - PNS

SDQPNS

Santo Domingo Las Americas

Wed 10/22

2:56 pm-9:47 pm

1 stop7h 51m

Pensacola

Thu 11/6

11:54 am-1:16 am

2 stops11h 22m

$506

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/6

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 $416). 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 August 7, 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.

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 August 7, 2025.
Read through reviews of airlines operating flights from Caribbean Islands to Pensacola, such as Southwest, Delta, and United Airlines. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,247 reviews

Comfort

8.0

Entertainment

7.5

Food

7.0

Crew

8.6

Boarding

8.1

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
Southwest
8.0
Very good
4,247 reviews
Southwest
8.0
Very good
4,247 reviews

Comfort

8.0

Entertainment

7.5

Food

7.0

Crew

8.6

Boarding

8.1

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
Delta
8.0
Very good
7,987 reviews
Southwest
8.0
Very good
4,247 reviews

Comfort

8.0

Entertainment

7.5

Food

7.0

Crew

8.6

Boarding

8.1

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
United Airlines
7.4
Good
8,916 reviews
Southwest
8.0
Very good
4,247 reviews

Comfort

8.0

Entertainment

7.5

Food

7.0

Crew

8.6

Boarding

8.1

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,247 reviews

Comfort

8.0

Entertainment

7.5

Food

7.0

Crew

8.6

Boarding

8.1

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
Spirit Airlines
6.3
Okay
8,051 reviews
Southwest
8.0
Very good
4,247 reviews

Comfort

8.0

Entertainment

7.5

Food

7.0

Crew

8.6

Boarding

8.1

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.

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 $172 on Spirit Airlines. Other airlines that offer cheap prices include American Airlines from $338 and Delta from $343 one-way.

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

    Most travelers choose San Juan Luis Munoz Marin Intl - Pensacola, Ponce Mercedita - Pensacola or Montego Bay Sangster Intl - 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, 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 $416). 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
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.
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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 August 7, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$187Average$302FlexibilityNo cancel feeOn-time65%
American AirlinesCheapest$294Average$526FlexibilityNo cancel feeOn-time71%
DeltaCheapest$324Average$479FlexibilityNo cancel feeOn-timeN/A

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