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Pensacola

$135+ 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 7/30. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — PNS
Jul 23 — Jul 301
Wed 7/23
Wed 7/30
1 adult, Economy
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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 July 18, 2025.

Round-trip from

$251
(FlightHub)

One-way from

$135
(SmartFares)

Popular in

March

Cheapest in

October

Average price

$362
From Caribbean to Pensacola
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One-way flight from Caribbean to Pensacola
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Highest demand for flights based on searches. 13% potential increase in price ($62 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($16 potential savings vs. average RT price).
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Average for round-trip flights in July 2025
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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 July 18, 2025.

This FlightHub deal was found by Cheapflights users on 7/17. 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.
Fri 9/51:59 amSJU - PNS
2 stops14h 40mSpirit Airlines
Sat 9/134:44 pmPNS - SJU
2 stops20h 27mSpirit Airlines
Deal found 7/17$251
This Delta deal was found by Cheapflights users on 7/16. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/61:50 pmSJU - PNS
1 stop7h 02mDelta
Sun 11/93:35 pmPNS - SJU
1 stop5h 42mDelta
Deal found 7/16$345
This Kiwi.com deal was found by Cheapflights users on 7/16. 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.
Fri 8/110:55 amSDQ - PNS
1 stop8h 34mSpirit Airlines
Tue 8/121:53 pmPNS - SDQ
1 stop25h 07mSpirit Airlines
Deal found 7/16$404
This CheapOair deal was found by Cheapflights users on 7/16. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/2512:10 pmMBJ - PNS
1 stop6h 19mSpirit Airlines
Fri 8/224:52 pmPNS - MBJ
2 stops20h 09mSpirit Airlines
Deal found 7/16$407
This Kiwi.com deal was found by Cheapflights users on 7/16. 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.
Thu 7/3111:50 amSDQ - PNS
1 stop11h 51mMultiple Airlines
Tue 8/121:53 pmPNS - SDQ
1 stop25h 07mMultiple Airlines
Deal found 7/16$421
This American Airlines deal was found by Cheapflights users on 7/16. 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 10/227:00 amSDQ - PNS
1 stop17h 46mAmerican Airlines
Tue 11/46:39 amPNS - SDQ
1 stop6h 56mAmerican Airlines
Deal found 7/16$521
This American Airlines deal was found by Cheapflights users on 7/15. 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.
Mon 8/44:19 pmPOP - PNS
2 stops18h 30mAmerican Airlines
Thu 8/143:36 pmPNS - POP
2 stops20h 19mAmerican Airlines
Deal found 7/15$931
This United Airlines deal was found by Cheapflights users on 7/16. 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.
Thu 9/410:13 amCPX - PNS
2 stops31h 00mUnited Airlines
Mon 9/811:00 amPNS - CPX
2 stops28h 51mUnited Airlines
Deal found 7/16$1,295

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 July 18, 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

Fri 9/5

1:59 am-3:39 pm

2 stops14h 40m

Pensacola

Sat 9/13

4:44 pm-2:11 pm

2 stops20h 27m

$251

San JuanPensacola

SJU - PNS

SJUPNS

San Juan Luis Munoz Marin Intl

Thu 11/6

1:50 pm-6:52 pm

1 stop7h 02m

Pensacola

Sun 11/9

3:35 pm-11:17 pm

1 stop5h 42m

$345

Santo DomingoPensacola

SDQ - PNS

SDQPNS

Santo Domingo Las Americas

Fri 8/1

10:55 am-6:29 pm

1 stop8h 34m

Pensacola

Tue 8/12

1:53 pm-4:00 pm

1 stop25h 07m

$404

Montego BayPensacola

MBJ - PNS

MBJPNS

Montego Bay Sangster Intl

Fri 7/25

12:10 pm-6:29 pm

1 stop6h 19m

Pensacola

Fri 8/22

4:52 pm-1:01 pm

2 stops20h 09m

$407

Santo DomingoPensacola

SDQ - PNS

SDQPNS

Santo Domingo Las Americas

Thu 7/31

11:50 am-10:41 pm

1 stop11h 51m

Pensacola

Tue 8/12

1:53 pm-4:00 pm

1 stop25h 07m

$421

Santo DomingoPensacola

SDQ - PNS

SDQPNS

Santo Domingo Las Americas

Wed 10/22

7:00 am-11:46 pm

1 stop17h 46m

Pensacola

Tue 11/4

6:39 am-3:35 pm

1 stop6h 56m

$521

Puerto PlataPensacola

POP - PNS

POPPNS

Puerto Plata La Union

Mon 8/4

4:19 pm-12:18 pm

2 stops20h 59m

Pensacola

Thu 8/14

6:10 am-12:55 pm

1 stop5h 45m

$931

CulebraPensacola

CPX - PNS

CPXPNS

Culebra

Thu 9/4

10:13 am-4:13 pm

2 stops31h 00m

Pensacola

Mon 9/8

11:00 am-4:51 pm

2 stops28h 51m

$1,295

San JuanPensacola

SJU - PNS

SJUPNS

San Juan Luis Munoz Marin Intl

Wed 7/30

1:37 am-3:15 pm

1 stop14h 38m

$135

San JuanPensacola

SJU - PNS

SJUPNS

San Juan Luis Munoz Marin Intl

Wed 8/13

8:00 am-6:55 pm

2 stops11h 55m

$203

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/17

Showing 1-10 of 17 results
1
2

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, September is the cheapest month in which you can book a flight from Caribbean to Pensacola (average of $306). Flying from Caribbean 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 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 July 18, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Caribbean to Pensacola as you normally would.

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 July 18, 2025.
Read through reviews of airlines operating flights from Caribbean to Pensacola, such as Southwest, Delta, and United Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,238 reviews

Overall

8.0

Food

7.0

Boarding

8.1

Comfort

8.0

Entertainment

7.6

Crew

8.6

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.
Southwest
8.0
Very good
4,238 reviews
Southwest
8.0
Very good
4,238 reviews

Overall

8.0

Food

7.0

Boarding

8.1

Comfort

8.0

Entertainment

7.6

Crew

8.6

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.
Delta
8.0
Very good
7,958 reviews
Southwest
8.0
Very good
4,238 reviews

Overall

8.0

Food

7.0

Boarding

8.1

Comfort

8.0

Entertainment

7.6

Crew

8.6

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.
United Airlines
7.4
Good
8,864 reviews
Southwest
8.0
Very good
4,238 reviews

Overall

8.0

Food

7.0

Boarding

8.1

Comfort

8.0

Entertainment

7.6

Crew

8.6

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.
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,238 reviews

Overall

8.0

Food

7.0

Boarding

8.1

Comfort

8.0

Entertainment

7.6

Crew

8.6

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.
Spirit Airlines
6.3
Okay
8,035 reviews
Southwest
8.0
Very good
4,238 reviews

Overall

8.0

Food

7.0

Boarding

8.1

Comfort

8.0

Entertainment

7.6

Crew

8.6

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 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.

  • 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 Spirit Airlines ($135), Southwest ($203), and Delta ($218).

  • 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 Santiago de los Caballeros - Pensacola or Ponce Mercedita - 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, September is the cheapest month in which you can book a flight from Caribbean to Pensacola (average of $306). Flying from Caribbean 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 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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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 July 18, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$180Average$353FlexibilityNo cancel feeOn-time65%
American AirlinesCheapest$294Average$547FlexibilityNo cancel feeOn-time71%
DeltaCheapest$324Average$506FlexibilityNo cancel feeOn-timeN/A

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