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

Frontier, Spirit Airlines, and United Airlines 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 69% 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 December 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.

$125 Cheap Flights from Pensacola to Caribbean in 2025/26

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Find the cheapest flights from Pensacola to Caribbean

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Cheap round-trip flights

Enter your travel dates to find the best prices.

11:18 am - 2:50 am

PNS

SJU

37h 32m2 stops

4:36 pm - 3:56 pm

SJU

PNS

25h 20m1 stop

$275Multiple Airlines

Sat, Feb 21 - Wed, Feb 25

5:50 pm - 9:47 am

PNS

SJU

13h 57m1 stop

9:37 pm - 3:40 pm

SJU

PNS

20h 03m1 stop

$286Multiple Airlines

Wed, Feb 25 - Sun, Mar 1

5:33 pm - 9:47 am

PNS

SJU

14h 14m1 stop

6:00 am - 4:37 pm

SJU

PNS

12h 37m1 stop

$298Spirit Airlines

Fri, Jan 30 - Sun, Feb 1

5:33 pm - 2:52 pm

PNS

STT

19h 19m1 stop

5:42 pm - 3:08 pm

STT

PNS

23h 26m1 stop

$345Spirit Airlines

Sun, Feb 1 - Sat, Feb 7

8:00 am - 1:09 pm

PNS

MHH

4h 09m1 stop

2:05 pm - 7:58 pm

MHH

PNS

6h 53m1 stop

$444Delta

Mon, Jan 12 - Thu, Jan 15

7:15 am - 4:45 pm

PNS

NAS

8h 30m1 stop

5:08 pm - 11:06 pm

NAS

PNS

6h 58m1 stop

$447Delta

Sun, Apr 12 - Fri, Apr 17

5:24 pm - 11:54 am

PNS

PUJ

16h 30m2 stops

6:02 pm - 11:46 pm

PUJ

PNS

7h 44m1 stop

$465American Airlines

Sat, Jan 31 - Fri, Feb 6

8:29 am - 1:21 pm

PNS

MHH

3h 52m1 stop

5:26 pm - 11:51 pm

MHH

PNS

7h 25m1 stop

$466American Airlines

Tue, Feb 17 - Sat, Feb 21

6:35 am - 2:00 pm

PNS

MBJ

6h 25m1 stop

3:20 pm - 9:40 am

MBJ

PNS

19h 20m1 stop

$511United Airlines

Sat, Jan 24 - Sat, Jan 31

6:45 am - 2:00 pm

PNS

MBJ

6h 15m1 stop

3:20 pm - 10:11 pm

MBJ

PNS

7h 51m1 stop

$591United Airlines

Tue, Dec 30 - Wed, Dec 31

Spirit Airlines flights from Pensacola to Caribbean

Our best Spirit Airlines deals on Pensacola to Caribbean flight tickets

Spirit Airlines

Jan 11

PNS5:33 pmPensacola

14h 14m

1 stop

SJU9:47 amSan Juan Luis Munoz Marin Intl

Jan 27

SJU6:00 amSan Juan Luis Munoz Marin Intl

12h 37m

1 stop

PNS4:37 pmPensacola

$295

Find similar

Spirit Airlines

Jan 30

PNS5:33 pmPensacola

14h 14m

1 stop

SJU9:47 amSan Juan Luis Munoz Marin Intl

Feb 1

SJU6:00 amSan Juan Luis Munoz Marin Intl

12h 37m

1 stop

PNS4:37 pmPensacola

$298

Find similar

Spirit Airlines

Jan 30

PNS5:33 pmPensacola

14h 14m

1 stop

SJU9:47 amSan Juan Luis Munoz Marin Intl

Feb 2

SJU6:00 amSan Juan Luis Munoz Marin Intl

12h 37m

1 stop

PNS4:37 pmPensacola

$314

Find similar

American Airlines flights from Pensacola to Caribbean

Our best American Airlines deals on Pensacola to Caribbean flight tickets

American Airlines

Jan 31

PNS5:24 pmPensacola

16h 30m

2 stops

PUJ11:54 amPunta Cana

Feb 6

PUJ6:02 pmPunta Cana

7h 44m

1 stop

PNS11:46 pmPensacola

$465

Find similar

American Airlines

Feb 17

PNS8:29 amPensacola

3h 52m

1 stop

MHH1:21 pmMarsh Harbour

Feb 21

MHH5:26 pmMarsh Harbour

7h 25m

1 stop

PNS11:51 pmPensacola

$466

Find similar

American Airlines

Feb 17

PNS5:24 pmPensacola

18h 57m

2 stops

MHH1:21 pmMarsh Harbour

Feb 21

MHH2:01 pmMarsh Harbour

21h 17m

2 stops

PNS10:18 amPensacola

$471

Find similar

Fly from

Fly to

Route

Depart

Return

Price

PensacolaSan Juan

PNS - SJU

PNSSJU

Pensacola

Sat 2/21

11:18 am-2:50 am

2 stops37h 32m

San Juan Luis Munoz Marin Intl

Wed 2/25

4:36 pm-3:56 pm

1 stop25h 20m

$275

PensacolaSan Juan

PNS - SJU

PNSSJU

Pensacola

Wed 2/25

5:50 pm-9:47 am

1 stop13h 57m

San Juan Luis Munoz Marin Intl

Sun 3/1

9:37 pm-3:40 pm

1 stop20h 03m

$286

PensacolaSan Juan

PNS - SJU

PNSSJU

Pensacola

Fri 1/30

5:33 pm-9:47 am

1 stop14h 14m

San Juan Luis Munoz Marin Intl

Sun 2/1

6:00 am-4:37 pm

1 stop12h 37m

$298

PensacolaSaint Thomas Island

PNS - STT

PNSSTT

Pensacola

Sun 2/1

5:33 pm-2:52 pm

1 stop19h 19m

Saint Thomas Island Cyril E King

Sat 2/7

5:42 pm-3:08 pm

1 stop23h 26m

$345

PensacolaMarsh Harbour

PNS - MHH

PNSMHH

Pensacola

Mon 1/12

8:00 am-1:09 pm

1 stop4h 09m

Marsh Harbour

Thu 1/15

2:05 pm-7:58 pm

1 stop6h 53m

$444

PensacolaNassau

PNS - NAS

PNSNAS

Pensacola

Sun 4/12

7:15 am-4:45 pm

1 stop8h 30m

Nassau Intl

Fri 4/17

5:08 pm-11:06 pm

1 stop6h 58m

$447

PensacolaPunta Cana

PNS - PUJ

PNSPUJ

Pensacola

Sat 1/31

5:24 pm-11:54 am

2 stops16h 30m

Punta Cana

Fri 2/6

6:02 pm-11:46 pm

1 stop7h 44m

$465

PensacolaMarsh Harbour

PNS - MHH

PNSMHH

Pensacola

Tue 2/17

8:29 am-1:21 pm

1 stop3h 52m

Marsh Harbour

Sat 2/21

5:26 pm-11:51 pm

1 stop7h 25m

$466

PensacolaMontego Bay

PNS - MBJ

PNSMBJ

Pensacola

Sat 1/24

6:35 am-2:00 pm

1 stop6h 25m

Montego Bay Sangster Intl

Sat 1/31

3:20 pm-9:40 am

1 stop19h 20m

$511

PensacolaMontego Bay

PNS - MBJ

PNSMBJ

Pensacola

Tue 12/30

6:45 am-2:00 pm

1 stop6h 15m

Montego Bay Sangster Intl

Wed 12/31

3:20 pm-10:11 pm

1 stop7h 51m

$591

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, February 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 $399. If you don’t want to visit Caribbean in February, then you should wait until January to fly from Pensacola, when ticket prices are also cheap, with an average price of $425.

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 $504 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 $403 on momondo.

Can stopping save me money on Pensacola to Caribbean flights?

You could potentially save up to 27% 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

Fastest flight time	4h 17m
Direct flights	None

The fastest flight from Pensacola to Caribbean takes 4h 17m

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 December 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 $115	Free Cancellation	Rating 6.3 8,179 reviews	Search Spirit Airlines flights
Delta	PriceFrom $276	Free Cancellation	Rating 7.9 8,008 reviews	Search Delta flights
American Airlines	PriceFrom $342	Free Cancellation	Rating 7.2 11,050 reviews	Search American Airlines flights
United Airlines	PriceFrom $380	Free Cancellation	Rating 7.4 9,095 reviews	Search United Airlines flights
Southwest	PriceFrom $381	Free Cancellation	Rating 7.9 4,253 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.