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Caribbean Islands

$83+ Cheap flights from Pensacola (PNS) to Caribbean Islands

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 4/3. Fares are subject to change and may not be available on all flights or dates of travel.
PNS — SJU
Mar 10 — Mar 171
Mon 3/10
Mon 3/17
1 adult, Economy
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Cheap flight deals from Pensacola to Caribbean Islands

Keep the following information in mind while searching for Pensacola to Caribbean Islands flight deals. Data was last updated March 5, 2025.

Round-trip from

$177
(Booking.com)

One-way from

$93
(FlightHub)

Popular in

December

Cheapest in

September

Average price

$380
From Pensacola to Caribbean Islands
Search Deals
One-way flight from Pensacola to Caribbean Islands
Search Deals
Highest demand for flights based on searches. 11% potential increase in price ($52 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($16 potential savings vs. average RT price).
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Average for round-trip flights in March 2025
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Find flight deals from Pensacola to Caribbean Islands

Cheapest flights from Pensacola to Caribbean Islands
Explore the most affordable flight options available from Pensacola to Caribbean Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on March 5, 2025.

This Booking.com deal was found by Cheapflights users on 3/4. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/65:23 pmPNS - STT
1 stop15h 43mSpirit Airlines
Wed 4/911:05 amSTT - PNS
1 stop6h 47mSpirit Airlines
Deal found 3/4$177
This CheapOair deal was found by Cheapflights users on 3/4. 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 5/98:46 amPNS - SJU
2 stops15h 25mSpirit Airlines
Mon 5/122:06 amSJU - PNS
1 stop13h 04mSpirit Airlines
Deal found 3/4$190
This Trip.com deal was found by Cheapflights users on 3/3. 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.
Thu 4/37:31 amPNS - SJU
1 stop15h 20mMultiple Airlines
Tue 4/82:55 amSJU - PNS
1 stop13h 09mMultiple Airlines
Deal found 3/3$289
This CheapOair deal was found by Cheapflights users on 3/4. 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.
Wed 5/1410:08 amPNS - MBJ
2 stops23h 06mSpirit Airlines
Sun 5/1810:19 amMBJ - PNS
1 stop9h 27mSpirit Airlines
Deal found 3/4$308
This Mytrip deal was found by Cheapflights users on 3/5. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/104:25 pmPNS - STT
3 stops39h 10mMultiple Airlines
Mon 4/1411:05 amSTT - PNS
3 stops28h 59mMultiple Airlines
Deal found 3/5$332
This Kiwi.com deal was found by Cheapflights users on 3/4. 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 5/35:21 pmPNS - AUA
1 stop20h 19mSpirit Airlines
Sat 5/105:35 pmAUA - PNS
1 stop15h 16mSpirit Airlines
Deal found 3/4$334
This American Airlines deal was found by Cheapflights users on 3/4. 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.
Thu 5/157:04 pmPNS - SJU
1 stop14h 55mAmerican Airlines
Sun 5/256:10 amSJU - PNS
1 stop13h 23mAmerican Airlines
Deal found 3/4$335
This CheapOair deal was found by Cheapflights users on 3/5. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/254:11 pmPNS - PUJ
1 stop19h 06mSpirit Airlines
Tue 4/11:14 pmPUJ - PNS
1 stop20h 49mSpirit Airlines
Deal found 3/5$339
This Delta deal was found by Cheapflights users on 3/5. 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.
Thu 6/58:07 amPNS - SJU
1 stop10h 41mDelta
Mon 6/96:15 amSJU - PNS
1 stop9h 09mDelta
Deal found 3/5$365
This FlightHub deal was found by Cheapflights users on 3/4. 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.
Wed 5/78:46 amPNS - SDQ
1 stop15h 55mSpirit Airlines
Mon 6/22:45 amSDQ - PNS
1 stop6h 06mSpirit Airlines
Deal found 3/4$368
This American Airlines deal was found by Cheapflights users on 3/4. 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 4/257:42 pmPNS - STX
2 stops16h 32mAmerican Airlines
Mon 5/54:55 pmSTX - PNS
2 stops18h 38mAmerican Airlines
Deal found 3/4$369
This Southwest deal was found by Cheapflights users on 3/3. 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 4/21:20 pmPNS - SJU
2 stops9h 50mSouthwest
Tue 4/81:55 pmSJU - PNS
2 stops9h 15mSouthwest
Deal found 3/3$381

Find flights from Pensacola to Caribbean Islands within your budget

Customize your flight search to find flights from Pensacola to Caribbean Islands 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 March 5, 2025.

Fly from

Pensacola

Fly to

Caribbean Islands

Route

Depart

Return

Price

PensacolaSaint Thomas Island

PNS - STT

PNSSTT

Pensacola

Sun 4/6

5:23 pm-10:06 am

1 stop15h 43m

Saint Thomas Island Cyril E King

Wed 4/9

11:05 am-4:52 pm

1 stop6h 47m

$177

PensacolaSan Juan

PNS - SJU

PNSSJU

Pensacola

Fri 5/9

8:46 am-1:11 am

2 stops15h 25m

San Juan Luis Munoz Marin Intl

Mon 5/12

2:06 am-2:10 pm

1 stop13h 04m

$190

PensacolaSan Juan

PNS - SJU

PNSSJU

Pensacola

Thu 4/3

7:31 am-11:51 pm

1 stop15h 20m

San Juan Luis Munoz Marin Intl

Tue 4/8

2:55 am-3:04 pm

1 stop13h 09m

$289

PensacolaMontego Bay

PNS - MBJ

PNSMBJ

Pensacola

Wed 5/14

10:08 am-9:14 am

2 stops23h 06m

Montego Bay Sangster Intl

Sun 5/18

10:19 am-7:46 pm

1 stop9h 27m

$308

PensacolaSaint Thomas Island

PNS - STT

PNSSTT

Pensacola

Thu 4/10

4:25 pm-8:35 am

3 stops39h 10m

Saint Thomas Island Cyril E King

Mon 4/14

11:05 am-3:04 pm

3 stops28h 59m

$332

PensacolaOranjestad

PNS - AUA

PNSAUA

Pensacola

Sat 5/3

5:21 pm-2:40 pm

1 stop20h 19m

Oranjestad Reina Beatrix

Sat 5/10

5:35 pm-7:51 am

1 stop15h 16m

$334

PensacolaSan Juan

PNS - SJU

PNSSJU

Pensacola

Thu 5/15

7:04 pm-10:59 am

1 stop14h 55m

San Juan Luis Munoz Marin Intl

Sun 5/25

6:10 am-6:33 pm

1 stop13h 23m

$335

PensacolaPunta Cana

PNS - PUJ

PNSPUJ

Pensacola

Tue 3/25

4:11 pm-12:17 pm

1 stop19h 06m

Punta Cana

Tue 4/1

1:14 pm-9:03 am

1 stop20h 49m

$339

PensacolaSan Juan

PNS - SJU

PNSSJU

Pensacola

Thu 6/5

8:07 am-7:48 pm

1 stop10h 41m

San Juan Luis Munoz Marin Intl

Mon 6/9

6:15 am-2:24 pm

1 stop9h 09m

$365

PensacolaSanto Domingo

PNS - SDQ

PNSSDQ

Pensacola

Wed 5/7

8:46 am-1:41 am

1 stop15h 55m

Santo Domingo Las Americas

Mon 6/2

2:45 am-7:51 am

1 stop6h 06m

$368

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/5

Showing 1-10 of 41 results
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Best time to book a flight from Pensacola to Caribbean Islands

Have a flexible travel schedule? Discover the best time to fly to Caribbean Islands from Pensacola 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.

Travel insights for flights from Pensacola to Caribbean Islands

Get recent, data-driven insights about flights from Pensacola to Caribbean Islands including ideal travel times, pricing trends, and more.

What is the cheapest month to book a flight from Pensacola to Caribbean Islands?

Currently, September is the cheapest month in which you can book a flight from Pensacola to Caribbean Islands (average of $254). Flying from Pensacola to Caribbean Islands in March is currently the most expensive (average of $353). 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 PNS to EPX?

Find hourly flight availability from Pensacola to Caribbean Islands. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated March 5, 2025.

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

Rainfall in Caribbean Islands by month

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

In terms of precipitation, rainfall in Caribbean Islands ranges from 2.2 - 6.1 inches per month. November is typically the wettest month, when rainfall can reach 6.1 in. February is typically the driest time to visit Caribbean Islands when rainfall is around 2.2 in.

Temperature in Caribbean Islands by month

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

If weather is an important factor for your trip to Caribbean Islands, use this chart to help with planning. For those seeking warmer temperatures, June 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 77.0 F).

Reviews of airlines servicing Caribbean Islands

Get insights into the airlines that provide service to Caribbean Islands. 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 Caribbean Islands. Reviews last updated March 5, 2025.
Peruse reviews from past customers who have flown with Southwest, Delta and LATAM Airlines from Pensacola to Caribbean Islands to help guide your decision. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.1
Very good
4,321 reviews

Boarding

8.2

Comfort

8.1

Overall

8.1

Food

7.1

Crew

8.7

Entertainment

7.6

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
8.1
Very good
4,321 reviews
Southwest
8.1
Very good
4,321 reviews

Boarding

8.2

Comfort

8.1

Overall

8.1

Food

7.1

Crew

8.7

Entertainment

7.6

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
8,044 reviews
Southwest
8.1
Very good
4,321 reviews

Boarding

8.2

Comfort

8.1

Overall

8.1

Food

7.1

Crew

8.7

Entertainment

7.6

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.

LATAM Airlines
7.5
Good
1,758 reviews
Southwest
8.1
Very good
4,321 reviews

Boarding

8.2

Comfort

8.1

Overall

8.1

Food

7.1

Crew

8.7

Entertainment

7.6

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
8,655 reviews
Southwest
8.1
Very good
4,321 reviews

Boarding

8.2

Comfort

8.1

Overall

8.1

Food

7.1

Crew

8.7

Entertainment

7.6

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
8.1
Very good
4,321 reviews

Boarding

8.2

Comfort

8.1

Overall

8.1

Food

7.1

Crew

8.7

Entertainment

7.6

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 Pensacola to Caribbean Islands. 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 from for flights from Pensacola to Caribbean Islands?

    Pensacola (PNS), located 4.0 mi from the city center, is the airport you fly out of when you book flights from Pensacola to Caribbean Islands.

  • What are the cheapest airlines to fly from Pensacola to Caribbean Islands one-way?

    The cheapest airline one-way is Spirit Airlines, with whom users have recently found tickets for as low as $93. However, be on the lookout for offers from Delta and American Airlines, as they are both options that can get you from Pensacola to Caribbean Islands for a low price.

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

    When deciding which route to take from Pensacola to Caribbean Islands consider Pensacola - San Juan Luis Munoz Marin Intl, Pensacola - Santo Domingo Las Americas or Pensacola - Montego Bay Sangster Intl as they are the most popular.

  • Can I find deals for flights from Pensacola to Caribbean Islands that include hotel bookings?

    Yes. In addition to deals on Pensacola to Caribbean Islands flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Pensacola to Caribbean Islands?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Pensacola to Caribbean Islands.

  • Can I find deals for business class flights from Pensacola to Caribbean Islands?

    Yes. Cheapflights offers flight deals from Pensacola to Caribbean Islands 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 Pensacola to Caribbean Islands?

    Currently, September is the cheapest month in which you can book a flight from Pensacola to Caribbean Islands (average of $254). Flying from Pensacola to Caribbean Islands in March is currently the most expensive (average of $353). 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

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See prices for flight routes from nearby airports that may be better suited for you.
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Top 4 airlines flying from Pensacola to Caribbean Islands

Discover the top 4 airlines that operate flights from Pensacola to Caribbean Islands. 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 March 5, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$164Average$333FlexibilityNo cancel feeOn-time65%
DeltaCheapest$264Average$614FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$298Average$626FlexibilityNo cancel feeOn-time71%
Silver AirwaysCheapest$387Average$473FlexibilityNo cancel feeOn-timeN/A
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