What is the cheapest airline that flies from Pensacola to Caribbean?

Spirit Airlines, Southwest, and Frontier are the most popular carriers operating from Pensacola to Caribbean

What airlines fly to Caribbean?

American Airlines, Delta and Spirit Airlines are the top three most popular airlines that fly to Caribbean from Pensacola according to our data. American Airlines is the first choice among our users, with 62% of people opting to fly with this airline when traveling to Caribbean. Keep in mind that there are 5 different airlines that fly to Caribbean on a routine basis, so you have a few additional options to choose from.

When did momondo last update prices for flights from Pensacola Airport to Caribbean?

Prices for flights from Pensacola Airport to Caribbean are updated daily.

How many operators does momondo search for flights from Pensacola Airport to Caribbean?

As of September 2025, there are 5 operators available to choose from for flights from Pensacola Airport to Caribbean.

How old do you have to be to fly from Pensacola Airport to Caribbean?

The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Pensacola Airport to Caribbean.

What documentation or ID do you need to fly to Caribbean?

The required travel and health documents for your Caribbean trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Caribbean. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

$133 Cheap Flights from Pensacola to Caribbean in 2025/26

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Find the cheapest flights from Pensacola to Caribbean

Round-trip

One-way

Last minute

Cheap round-trip flights

4:36 pm - 3:16 pmPNS-SJU

21h 40m1 stop

2:49 am - 9:14 amSJU-PNS

7h 25m1 stop

$323Multiple Airlines

Find Deal

Sun, Oct 19 - Sat, Oct 25

4:36 pm - 3:16 pmPNS-SJU

21h 40m1 stop

9:00 am - 3:31 pmSJU-PNS

7h 31m1 stop

$327Multiple Airlines

Find Deal

Thu, Oct 23 - Mon, Oct 27

5:56 pm - 1:35 pmPNS-STT

18h 39m1 stop

1:33 pm - 8:57 amSTT-PNS

21h 24m1 stop

$349Spirit Airlines

Find Deal

Wed, Oct 29 - Fri, Nov 7

4:41 pm - 12:28 pmPNS-STT

17h 47m1 stop

4:06 pm - 5:54 pmSTT-PNS

27h 48m1 stop

$358Spirit Airlines

Find Deal

Thu, Nov 6 - Wed, Nov 12

4:08 pm - 10:07 amPNS-SJU

15h 59m1 stop

8:20 am - 1:21 pmSJU-PNS

7h 01m1 stop

$365American Airlines

Find Deal

Tue, Dec 2 - Tue, Dec 9

4:37 pm - 10:17 amPNS-SJU

15h 40m1 stop

6:00 am - 4:07 pmSJU-PNS

12h 07m1 stop

$385American Airlines

Find Deal

Thu, Nov 6 - Wed, Nov 12

6:00 am - 4:45 pmPNS-NAS

9h 45m1 stop

2:55 pm - 6:42 pmNAS-PNS

4h 47m1 stop

$472Delta

Find Deal

Fri, Feb 20 - Wed, Feb 25

8:00 am - 2:51 pmPNS-STT

5h 51m1 stop

3:00 pm - 11:07 pmSTT-PNS

9h 07m1 stop

$539Delta

Find Deal

Tue, Mar 10 - Wed, Mar 11

4:08 pm - 4:02 pmPNS-PUJ

21h 54m1 stop

2:15 pm - 9:26 pmPUJ-PNS

8h 11m1 stop

$677United Airlines

Find Deal

Mon, Mar 2 - Tue, Mar 10

2:10 pm - 4:02 pmPNS-PUJ

23h 52m1 stop

4:25 pm - 9:26 pmPUJ-PNS

30h 01m2 stops

$685United Airlines

Find Deal

Mon, Mar 2 - Tue, Mar 10

Spirit Airlines flights from Pensacola to Caribbean

Our best Spirit Airlines deals on Pensacola to Caribbean flight tickets

Spirit Airlines

Oct 29

PNS5:56 pmPensacola

18h 39m

1 stop

STT1:35 pmSaint Thomas Island Cyril E King

Nov 7

STT1:33 pmSaint Thomas Island Cyril E King

21h 24m

1 stop

PNS8:57 amPensacola

$349

Find similar

Spirit Airlines

Nov 6

PNS4:41 pmPensacola

17h 47m

1 stop

STT12:28 pmSaint Thomas Island Cyril E King

Nov 12

STT4:06 pmSaint Thomas Island Cyril E King

27h 48m

1 stop

PNS5:54 pmPensacola

$358

Find similar

Spirit Airlines

Oct 17

PNS4:36 pmPensacola

16h 20m

1 stop

STT9:56 amSaint Thomas Island Cyril E King

Oct 19

STT11:01 amSaint Thomas Island Cyril E King

5h 30m

1 stop

PNS3:31 pmPensacola

$365

Find similar

American Airlines flights from Pensacola to Caribbean

Our best American Airlines deals on Pensacola to Caribbean flight tickets

American Airlines

Dec 2

PNS4:08 pmPensacola

15h 59m

1 stop

SJU10:07 amSan Juan Luis Munoz Marin Intl

Dec 9

SJU8:20 amSan Juan Luis Munoz Marin Intl

7h 01m

1 stop

PNS1:21 pmPensacola

$365

Find similar

American Airlines

Nov 6

PNS4:37 pmPensacola

15h 40m

1 stop

SJU10:17 amSan Juan Luis Munoz Marin Intl

Nov 12

SJU6:00 amSan Juan Luis Munoz Marin Intl

12h 07m

1 stop

PNS4:07 pmPensacola

$385

Find similar

American Airlines

Oct 28

PNS7:00 amPensacola

10h 25m

2 stops

SJU6:25 pmSan Juan Luis Munoz Marin Intl

Oct 31

SJU1:50 pmSan Juan Luis Munoz Marin Intl

6h 04m

1 stop

PNS6:54 pmPensacola

$405

Find similar

Fly from

Fly to

Route

Depart

Return

Price

PensacolaSan Juan

PNS - SJU

PNSSJU

Pensacola

Sun 10/19

4:36 pm-3:16 pm

1 stop21h 40m

San Juan Luis Munoz Marin Intl

Sat 10/25

2:49 am-9:14 am

1 stop7h 25m

$323

PensacolaSan Juan

PNS - SJU

PNSSJU

Pensacola

Thu 10/23

4:36 pm-3:16 pm

1 stop21h 40m

San Juan Luis Munoz Marin Intl

Mon 10/27

9:00 am-3:31 pm

1 stop7h 31m

$327

PensacolaSaint Thomas Island

PNS - STT

PNSSTT

Pensacola

Wed 10/29

5:56 pm-1:35 pm

1 stop18h 39m

Saint Thomas Island Cyril E King

Fri 11/7

1:33 pm-8:57 am

1 stop21h 24m

$349

PensacolaSaint Thomas Island

PNS - STT

PNSSTT

Pensacola

Thu 11/6

4:41 pm-12:28 pm

1 stop17h 47m

Saint Thomas Island Cyril E King

Wed 11/12

4:06 pm-5:54 pm

1 stop27h 48m

$358

PensacolaSan Juan

PNS - SJU

PNSSJU

Pensacola

Tue 12/2

4:08 pm-10:07 am

1 stop15h 59m

San Juan Luis Munoz Marin Intl

Tue 12/9

8:20 am-1:21 pm

1 stop7h 01m

$365

PensacolaSan Juan

PNS - SJU

PNSSJU

Pensacola

Thu 11/6

4:37 pm-10:17 am

1 stop15h 40m

San Juan Luis Munoz Marin Intl

Wed 11/12

6:00 am-4:07 pm

1 stop12h 07m

$385

PensacolaNassau

PNS - NAS

PNSNAS

Pensacola

Fri 2/20

6:00 am-4:45 pm

1 stop9h 45m

Nassau Intl

Wed 2/25

2:55 pm-6:42 pm

1 stop4h 47m

$472

PensacolaSaint Thomas Island

PNS - STT

PNSSTT

Pensacola

Tue 3/10

8:00 am-2:51 pm

1 stop5h 51m

Saint Thomas Island Cyril E King

Wed 3/11

3:00 pm-11:07 pm

1 stop9h 07m

$539

PensacolaPunta Cana

PNS - PUJ

PNSPUJ

Pensacola

Mon 3/2

4:08 pm-4:02 pm

1 stop21h 54m

Punta Cana

Tue 3/10

2:15 pm-9:26 pm

1 stop8h 11m

$677

PensacolaPunta Cana

PNS - PUJ

PNSPUJ

Pensacola

Mon 3/2

2:10 pm-4:02 pm

1 stop23h 52m

Punta Cana

Tue 3/10

4:25 pm-9:26 pm

2 stops30h 01m

$685

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

How to get the cheapest flight ticket from Pensacola to Caribbean

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

Prices

Airlines

What is the cheapest month to fly to Caribbean?

In general, October is the cheapest month to fly from Pensacola to Caribbean. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $349. If you don’t want to visit Caribbean in October, then you should wait until February to fly from Pensacola, when ticket prices are also cheap, with an average price of $381.

What is the cheapest day to depart on your flight to Caribbean?

The cheapest day to depart from Pensacola to Caribbean is on a Wednesday when prices can be found for as low as $306. If your travel schedule is flexible, try to avoid departing on a Friday because tickets tend to average around $447. These prices are subject to change though, so be sure to set up a Price Alert for flights to Caribbean.

What is the cheapest time of day to depart on your flight to Caribbean?

In the evening is the cheapest time of day to fly from Pensacola to Caribbean when you can find flight prices for as low as $306. Flying to Caribbean in the evening is an ideal time because this is during off-peak travel hours. Flights at noon are often more expensive with an average ticket price of $456.

How far in advance should I book a flight to Caribbean?

You are more likely to see cheaper flights to Caribbean from Pensacola when booking weeks ahead of your departure date. In general, you can expect to find flights to Caribbean for around $457 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Caribbean from Pensacola for as low as $383 on momondo.

Can stopping save me money on Pensacola to Caribbean flights?

You could potentially save up to 28% on your flight if you consider stops on a Pensacola to Caribbean flight.

Cheap Pensacola to Caribbean flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Pensacola to Caribbean

Direct flights	None

There are no direct flights from Pensacola to Caribbean. There are no popular flight routes from Pensacola to Caribbean.

Search flight deals

When did momondo last update prices for flights from Pensacola Airport to Caribbean?
Prices for flights from Pensacola Airport to Caribbean are updated daily.
How many operators does momondo search for flights from Pensacola Airport to Caribbean?
As of September 2025, there are 5 operators available to choose from for flights from Pensacola Airport to Caribbean.
How old do you have to be to fly from Pensacola Airport to Caribbean?
The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Pensacola Airport to Caribbean.
What documentation or ID do you need to fly to Caribbean?
The required travel and health documents for your Caribbean trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Caribbean. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

Best airlines flying from Pensacola to Caribbean

Compare and see reviews for airlines that fly from Pensacola to Caribbean with momondo

Airline	Rating	Free Cancellation	Price
Spirit Airlines	PriceFrom $157	Free Cancellation	Rating 6.3 8,042 reviews	Search Spirit Airlines flights
Delta	PriceFrom $292	Free Cancellation	Rating 7.9 7,973 reviews	Search Delta flights
American Airlines	PriceFrom $335	Free Cancellation	Rating 7.2 10,000 reviews	Search American Airlines flights
United Airlines	PriceFrom $380	Free Cancellation	Rating 7.4 8,928 reviews	Search United Airlines flights
Southwest	PriceFrom $381	Free Cancellation	Rating 8.0 4,244 reviews	Search Southwest flights

Why use momondo?

Why should I use momondo to find a flight deal from Pensacola to Caribbean?

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Pensacola to Caribbean for you.

Can I find flights from Pensacola to Caribbean with flexible booking policies on momondo?

Yes. momondo allows you to filter the results for Pensacola to Caribbean flights to just show those with flexible booking policies.

How can momondo help me find flights from Pensacola to Caribbean?

Once you have performed a search for Pensacola to Caribbean flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

I’m not ready to book a flight from Pensacola to Caribbean right now. Can momondo alert me if prices change?

Of course. momondo tracks the price of Pensacola to Caribbean flights. All you need is a valid email address and we will do the rest; it is that quick and easy.