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 57% of people opting to fly with this airline when traveling to Caribbean. Keep in mind that there are 4 different airlines that fly to Caribbean on a routine basis, so you have a few additional options to choose from.

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

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

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 July 2025, there are 4 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

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Find the cheapest flights from Pensacola to Caribbean

Round-trip

One-way

Last minute

Cheap round-trip flights

4:44 pm - 11:11 amPNS-SJU

17h 27m1 stop

12:06 pm - 3:39 pmSJU-PNS

28h 33m1 stop

$269Spirit Airlines

Find Deal

Sun, Sep 28 - Thu, Oct 2

4:10 pm - 11:32 amPNS-SJU

18h 22m1 stop

10:14 pm - 6:29 pmSJU-PNS

21h 15m1 stop

$274Spirit Airlines

Find Deal

Sun, Aug 3 - Thu, Aug 7

6:45 pm - 10:15 amPNS-SJU

14h 30m2 stops

7:05 am - 2:45 pmSJU-PNS

8h 40m2 stops

$325Southwest

Find Deal

Sun, Sep 28 - Thu, Oct 2

7:50 am - 11:00 pmPNS-SJU

13h 10m2 stops

5:45 am - 3:35 pmSJU-PNS

11h 50m2 stops

$350Southwest

Find Deal

Sat, Dec 6 - Wed, Dec 10

1:59 pm - 11:21 pmPNS-SJU

7h 22m1 stop

7:30 am - 4:32 pmSJU-PNS

11h 02m1 stop

$360Delta

Find Deal

Wed, Nov 5 - Mon, Nov 10

2:38 pm - 11:50 pmPNS-SJU

8h 12m1 stop

7:05 pm - 9:36 amSJU-PNS

15h 31m1 stop

$365American Airlines

Find Deal

Fri, Oct 17 - Sun, Oct 19

6:00 am - 1:34 pmPNS-NAS

6h 34m1 stop

3:14 pm - 8:50 pmNAS-PNS

6h 36m1 stop

$426Delta

Find Deal

Mon, Sep 1 - Fri, Sep 26

5:35 am - 1:30 pmPNS-NAS

6h 55m1 stop

12:55 pm - 7:06 pmNAS-PNS

7h 11m1 stop

$427American Airlines

Find Deal

Tue, Dec 30 - Thu, Jan 8

4:52 pm - 1:20 pmPNS-MBJ

20h 28m1 stop

12:10 pm - 3:39 pmMBJ-PNS

27h 29m1 stop

$439

Find Deal

Thu, Aug 28 - Thu, Sep 4

4:44 pm - 10:25 amPNS-MBJ

17h 41m2 stops

2:50 pm - 5:00 pmMBJ-PNS

26h 10m3 stops

$499

Find Deal

Fri, Sep 12 - Sun, Sep 14

Spirit Airlines flights from Pensacola to Caribbean

Our best Spirit Airlines deals on Pensacola to Caribbean flight tickets

Spirit Airlines

Sep 28

PNS4:44 pmPensacola

17h 27m

1 stop

SJU11:11 amSan Juan Luis Munoz Marin Intl

Oct 2

SJU12:06 pmSan Juan Luis Munoz Marin Intl

28h 33m

1 stop

PNS3:39 pmPensacola

$269

Find similar

Spirit Airlines

Aug 3

PNS4:10 pmPensacola

18h 22m

1 stop

SJU11:32 amSan Juan Luis Munoz Marin Intl

Aug 7

SJU10:14 pmSan Juan Luis Munoz Marin Intl

21h 15m

1 stop

PNS6:29 pmPensacola

$274

Find similar

Spirit Airlines

Aug 3

PNS4:10 pmPensacola

18h 22m

1 stop

SJU11:32 amSan Juan Luis Munoz Marin Intl

Aug 6

SJU1:37 amSan Juan Luis Munoz Marin Intl

14h 38m

1 stop

PNS3:15 pmPensacola

$275

Find similar

Southwest flights from Pensacola to Caribbean

Our best Southwest deals on Pensacola to Caribbean flight tickets

Southwest

Sep 28

PNS6:45 pmPensacola

14h 30m

2 stops

SJU10:15 amSan Juan Luis Munoz Marin Intl

Oct 2

SJU7:05 amSan Juan Luis Munoz Marin Intl

8h 40m

2 stops

PNS2:45 pmPensacola

$325

Find similar

Southwest

Dec 6

PNS7:50 amPensacola

13h 10m

2 stops

SJU11:00 pmSan Juan Luis Munoz Marin Intl

Dec 10

SJU5:45 amSan Juan Luis Munoz Marin Intl

11h 50m

2 stops

PNS3:35 pmPensacola

$350

Find similar

Southwest

Nov 5

PNS7:20 amPensacola

9h 15m

2 stops

SJU6:35 pmSan Juan Luis Munoz Marin Intl

Nov 10

SJU5:40 amSan Juan Luis Munoz Marin Intl

12h 10m

2 stops

PNS3:50 pmPensacola

$381

Find similar

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 $317. If you don’t want to visit Caribbean in October, then you should wait until September to fly from Pensacola, when ticket prices are also cheap, with an average price of $335.

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 $425 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 $361 on momondo.

Can stopping save me money on Pensacola to Caribbean flights?

You could potentially save up to 19% 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

Best Price Found	$133
Fastest flight time	4h 36m
Direct flights	None
Airports in Caribbean	7 airports

The best one-way flight to Caribbean from Pensacola in the past 72 hours is $133. The best round-trip flight deal from Pensacola to Caribbean found on momondo in the last 72 hours is $269.

The fastest flight from Pensacola to Caribbean takes 4h 36m

There are no direct flights from Pensacola to Caribbean. Popular non-direct routes for this connection are Pensacola Airport - Nassau Intl Airport, Pensacola Airport - San Juan Luis Munoz Marin Intl Airport and Pensacola Airport - Montego Bay Sangster Intl Airport.

There are 7 airports near Caribbean: George Town Owen Roberts Intl (GCM), Nassau Intl (NAS), Saint Thomas Island Cyril E King (STT), Montego Bay Sangster Intl (MBJ), Punta Cana (PUJ), Marsh Harbour (MHH), San Juan Luis Munoz Marin Intl (SJU)

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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 July 2025, there are 4 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 8,043 reviews	Search Spirit Airlines flights
Delta	PriceFrom $288	Free Cancellation	Rating 8.0 7,957 reviews	Search Delta flights
American Airlines	PriceFrom $334	Free Cancellation	Rating 7.2 10,000 reviews	Search American Airlines flights
Southwest	PriceFrom $381	Free Cancellation	Rating 8.0 4,239 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.