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Pensacola

$167+ 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 9/30. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — PNS
Apr 22 — Apr 291
Tue 4/22
Tue 4/29
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 April 17, 2025.

Round-trip from

$247
(Mytrip)

One-way from

$167
(Priceline)
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 April 17, 2025.

This Mytrip deal was found by Cheapflights users on 4/17. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/96:21 pmSJU - PNS
1 stop23h 48mSpirit Airlines
Tue 5/134:35 pmPNS - SJU
2 stops17h 56mSpirit Airlines
Deal found 4/17$247
This Trip.com deal was found by Cheapflights users on 4/16. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/303:56 amSJU - PNS
1 stop10h 34mMultiple Airlines
Sun 5/43:59 pmPNS - SJU
1 stop9h 52mMultiple Airlines
Deal found 4/16$337
This American Airlines deal was found by Cheapflights users on 4/17. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/136:30 amSJU - PNS
1 stop11h 26mAmerican Airlines
Thu 5/297:04 pmPNS - SJU
1 stop14h 55mAmerican Airlines
Deal found 4/17$395
This Kiwi.com deal was found by Cheapflights users on 4/16. 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.
Tue 6/177:15 amSDQ - PNS
1 stop16h 22mSpirit Airlines
Sat 7/56:00 amPNS - SDQ
1 stop19h 21mSpirit Airlines
Deal found 4/16$427
This Delta deal was found by Cheapflights users on 4/17. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/91:15 pmMBJ - PNS
1 stop7h 06mDelta
Fri 7/186:00 amPNS - MBJ
1 stop9h 18mDelta
Deal found 4/17$427
This Delta deal was found by Cheapflights users on 4/15. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/222:04 pmSJU - PNS
1 stop6h 01mDelta
Mon 1/57:45 amPNS - SJU
1 stop7h 30mDelta
Deal found 4/15$429
This Southwest deal was found by Cheapflights users on 4/15. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/231:55 pmSJU - PNS
2 stops9h 15mSouthwest
Sat 5/36:35 amPNS - SJU
2 stops14h 05mSouthwest
Deal found 4/15$430
This Mytrip deal was found by Cheapflights users on 4/16. 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.
Sat 5/311:34 pmKIN - PNS
2 stops8h 46mSpirit Airlines
Sat 6/76:14 pmPNS - KIN
2 stops18h 15mSpirit Airlines
Deal found 4/16$435
This Delta deal was found by Cheapflights users on 4/16. 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.
Wed 10/223:15 pmSDQ - PNS
1 stop8h 52mDelta
Tue 11/49:25 amPNS - SDQ
2 stops13h 04mDelta
Deal found 4/16$471
This United Airlines deal was found by Cheapflights users on 4/17. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/93:56 pmSJU - PNS
2 stops31h 19mUnited Airlines
Mon 5/129:05 amPNS - SJU
1 stop29h 35mUnited Airlines
Deal found 4/17$482
This Trip.com deal was found by Cheapflights users on 4/16. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/317:05 amKIN - PNS
1 stop12h 46mMultiple Airlines
Sat 6/78:20 amPNS - KIN
1 stop12h 15mMultiple Airlines
Deal found 4/16$484
This Delta deal was found by Cheapflights users on 4/16. 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.
Fri 6/279:00 amKIN - PNS
1 stop6h 02mDelta
Mon 8/41:59 pmPNS - KIN
1 stop6h 05mDelta
Deal found 4/16$495

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 April 17, 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 5/9

6:21 pm-5:09 pm

1 stop23h 48m

Pensacola

Tue 5/13

4:35 pm-11:31 am

2 stops17h 56m

$247

San JuanPensacola

SJU - PNS

SJUPNS

San Juan Luis Munoz Marin Intl

Wed 4/30

3:56 am-1:30 pm

1 stop10h 34m

Pensacola

Sun 5/4

3:59 pm-2:51 am

1 stop9h 52m

$337

San JuanPensacola

SJU - PNS

SJUPNS

San Juan Luis Munoz Marin Intl

Tue 5/13

6:30 am-4:56 pm

1 stop11h 26m

Pensacola

Thu 5/29

7:04 pm-10:59 am

1 stop14h 55m

$395

Montego BayPensacola

MBJ - PNS

MBJPNS

Montego Bay Sangster Intl

Wed 7/9

1:15 pm-8:21 pm

1 stop7h 06m

Pensacola

Fri 7/18

6:00 am-3:18 pm

1 stop9h 18m

$427

Santo DomingoPensacola

SDQ - PNS

SDQPNS

Santo Domingo Las Americas

Tue 6/17

7:15 am-10:37 pm

1 stop16h 22m

Pensacola

Sat 7/5

6:00 am-2:21 am

1 stop19h 21m

$427

San JuanPensacola

SJU - PNS

SJUPNS

San Juan Luis Munoz Marin Intl

Tue 5/13

8:00 am-3:40 pm

2 stops8h 40m

Pensacola

Tue 6/3

8:00 am-10:30 pm

2 stops13h 30m

$430

San JuanPensacola

SJU - PNS

SJUPNS

San Juan Luis Munoz Marin Intl

Tue 5/6

7:15 am-12:01 pm

1 stop5h 46m

Pensacola

Wed 5/7

3:59 pm-10:47 pm

1 stop5h 48m

$445

KingstonPensacola

KIN - PNS

KINPNS

Kingston Norman Manley

Tue 6/17

1:34 pm-10:37 pm

2 stops9h 03m

Pensacola

Mon 6/30

9:23 am-12:28 pm

1 stop27h 05m

$448

San JuanPensacola

SJU - PNS

SJUPNS

San Juan Luis Munoz Marin Intl

Fri 5/9

3:56 pm-10:15 pm

2 stops31h 19m

Pensacola

Mon 5/12

9:05 am-3:40 pm

1 stop29h 35m

$482

Montego BayPensacola

MBJ - PNS

MBJPNS

Montego Bay Sangster Intl

Mon 7/14

5:04 pm-8:37 am

1 stop15h 33m

Pensacola

Tue 7/22

6:22 am-1:25 pm

1 stop7h 03m

$502

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/16

Showing 1-10 of 35 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 $418). 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 April 17, 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.

Rainfall in Pensacola by month

Plan your trip to Pensacola by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Pensacola ranges from 4.2 - 7.4 inches per month. July is typically the wettest month, when rainfall can reach 7.4 in. May is typically the driest time to visit Pensacola when rainfall is around 4.2 in.

Temperature in Pensacola by month

Plan your trip to Pensacola by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Pensacola, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 82.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 51.8 F).

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 April 17, 2025.
See what other customers who have flown with Southwest, Delta and United Airlines from Caribbean Islands to Pensacola have to say. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,280 reviews

Comfort

8.0

Boarding

8.2

Crew

8.6

Food

7.1

Entertainment

7.6

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Southwest
8.0
Very good
4,280 reviews
Southwest
8.0
Very good
4,280 reviews

Comfort

8.0

Boarding

8.2

Crew

8.6

Food

7.1

Entertainment

7.6

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Delta
8.0
Very good
7,916 reviews
Southwest
8.0
Very good
4,280 reviews

Comfort

8.0

Boarding

8.2

Crew

8.6

Food

7.1

Entertainment

7.6

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
United Airlines
7.4
Good
8,667 reviews
Southwest
8.0
Very good
4,280 reviews

Comfort

8.0

Boarding

8.2

Crew

8.6

Food

7.1

Entertainment

7.6

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,280 reviews

Comfort

8.0

Boarding

8.2

Crew

8.6

Food

7.1

Entertainment

7.6

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
WestJet
7.2
Good
2,809 reviews
Southwest
8.0
Very good
4,280 reviews

Comfort

8.0

Boarding

8.2

Crew

8.6

Food

7.1

Entertainment

7.6

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

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 $167 on Spirit Airlines. Other airlines that offer cheap prices include American Airlines from $218 and Southwest from $223 one-way.

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

    Most travelers choose San Juan Luis Munoz Marin Intl - Pensacola, Santo Domingo Las Americas - 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 $418). 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 Caribbean Islands?

Book flights to Caribbean Islands if you plan to visit one of these locations
Gulf Breeze
Navarre
Foley
Perdido Key
Milton
Atmore
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 April 17, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$180Average$332FlexibilityNo cancel feeOn-time65%
DeltaCheapest$289Average$501FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$294Average$530FlexibilityNo cancel feeOn-time71%

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