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 70% 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.

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

Spirit Airlines, American Airlines, 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 January 2026, 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.

$113 Cheap Flights from Pensacola to Caribbean in 2026

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Find the cheapest flights from Pensacola to Caribbean

Round-trip

One-way

Last minute

Cheap round-trip flights

Enter your travel dates to find the best prices.

6:00 am - 10:09 pm

PNS

SJU

15h 09m

1 stop

3:43 pm - 9:21 pm

SJU

PNS

6h 38m

1 stop

$208Spirit Airlines

Sat, May 2 - Wed, May 6

3:13 pm - 2:01 am

PNS

SJU

9h 48m

1 stop

6:30 am - 2:15 pm

SJU

PNS

8h 45m

1 stop

$212Frontier

Mon, May 11 - Mon, May 18

6:00 am - 1:31 pm

PNS

STT

6h 31m

1 stop

1:21 pm - 9:21 pm

STT

PNS

9h 00m

1 stop

$215Spirit Airlines

Wed, May 20 - Wed, May 27

3:13 pm - 10:48 pm

PNS

SJU

6h 35m

1 stop

3:08 am - 2:15 pm

SJU

PNS

12h 07m

1 stop

$217Frontier

Thu, Apr 23 - Sat, Apr 25

6:00 am - 10:09 pm

PNS

SJU

15h 09m

1 stop

11:07 am - 2:15 pm

SJU

PNS

28h 08m

1 stop

$219Multiple Airlines

Sat, May 2 - Wed, May 6

6:00 am - 2:28 pm

PNS

SJU

7h 28m

1 stop

6:30 am - 2:15 pm

SJU

PNS

8h 45m

1 stop

$227Multiple Airlines

Wed, Apr 15 - Mon, Apr 20

6:00 am - 3:05 pm

PNS

MHH

8h 05m

1 stop

12:35 pm - 11:09 pm

MHH

PNS

11h 34m

1 stop

$434American Airlines

Sun, Jun 21 - Mon, Jun 29

3:52 pm - 11:55 am

PNS

MHH

19h 03m

2 stops

12:35 pm - 11:09 pm

MHH

PNS

11h 34m

1 stop

$439American Airlines

Mon, Jun 22 - Mon, Jun 29

4:55 pm - 11:05 am

PNS

NAS

17h 10m

2 stops

8:45 am - 8:05 pm

NAS

PNS

12h 20m

2 stops

$515Southwest

Sat, Mar 7 - Wed, Mar 11

6:00 am - 2:38 pm

PNS

POP

7h 38m

1 stop

3:55 pm - 11:13 pm

POP

PNS

8h 18m

1 stop

$609Delta

Wed, Mar 25 - Mon, Mar 30

Spirit Airlines flights from Pensacola to Caribbean

Our best Spirit Airlines deals on Pensacola to Caribbean flight tickets

Spirit Airlines

May 2

PNS6:00 amPensacola

15h 09m

1 stop

SJU10:09 pmSan Juan Luis Munoz Marin Intl

May 6

SJU3:43 pmSan Juan Luis Munoz Marin Intl

6h 38m

1 stop

PNS9:21 pmPensacola

$208

Spirit Airlines

Feb 21

PNS6:37 pmPensacola

13h 40m

1 stop

SJU10:17 amSan Juan Luis Munoz Marin Intl

Feb 25

SJU6:00 amSan Juan Luis Munoz Marin Intl

13h 42m

1 stop

PNS5:42 pmPensacola

$215

Spirit Airlines

Feb 21

PNS6:37 pmPensacola

13h 40m

1 stop

SJU10:17 amSan Juan Luis Munoz Marin Intl

Feb 25

SJU6:00 amSan Juan Luis Munoz Marin Intl

13h 42m

1 stop

PNS5:42 pmPensacola

$225

Frontier flights from Pensacola to Caribbean

Our best Frontier deals on Pensacola to Caribbean flight tickets

Frontier

May 11

PNS3:13 pmPensacola

9h 48m

1 stop

SJU2:01 amSan Juan Luis Munoz Marin Intl

May 18

SJU6:30 amSan Juan Luis Munoz Marin Intl

8h 45m

1 stop

PNS2:15 pmPensacola

$212

Frontier

Apr 23

PNS3:13 pmPensacola

6h 35m

1 stop

SJU10:48 pmSan Juan Luis Munoz Marin Intl

Apr 25

SJU3:08 amSan Juan Luis Munoz Marin Intl

12h 07m

1 stop

PNS2:15 pmPensacola

$217

Fly from

Fly to

Route

Depart

Return

Price

PensacolaSan Juan

PNS - SJU

PNSSJU

Pensacola

Sat 5/2

6:00 am-10:09 pm

1 stop15h 09m

San Juan Luis Munoz Marin Intl

Wed 5/6

3:43 pm-9:21 pm

1 stop6h 38m

$208

PensacolaSan Juan

PNS - SJU

PNSSJU

Pensacola

Mon 5/11

3:13 pm-2:01 am

1 stop9h 48m

San Juan Luis Munoz Marin Intl

Mon 5/18

6:30 am-2:15 pm

1 stop8h 45m

$212

PensacolaSaint Thomas Island

PNS - STT

PNSSTT

Pensacola

Wed 5/20

6:00 am-1:31 pm

1 stop6h 31m

Saint Thomas Island Cyril E King

Wed 5/27

1:21 pm-9:21 pm

1 stop9h 00m

$215

PensacolaSan Juan

PNS - SJU

PNSSJU

Pensacola

Thu 4/23

3:13 pm-10:48 pm

1 stop6h 35m

San Juan Luis Munoz Marin Intl

Sat 4/25

3:08 am-2:15 pm

1 stop12h 07m

$217

PensacolaSan Juan

PNS - SJU

PNSSJU

Pensacola

Sat 5/2

6:00 am-10:09 pm

1 stop15h 09m

San Juan Luis Munoz Marin Intl

Wed 5/6

11:07 am-2:15 pm

1 stop28h 08m

$219

PensacolaSan Juan

PNS - SJU

PNSSJU

Pensacola

Wed 4/15

6:00 am-2:28 pm

1 stop7h 28m

San Juan Luis Munoz Marin Intl

Mon 4/20

6:30 am-2:15 pm

1 stop8h 45m

$227

PensacolaMarsh Harbour

PNS - MHH

PNSMHH

Pensacola

Sun 6/21

6:00 am-3:05 pm

1 stop8h 05m

Marsh Harbour

Mon 6/29

12:35 pm-11:09 pm

1 stop11h 34m

$434

PensacolaMarsh Harbour

PNS - MHH

PNSMHH

Pensacola

Mon 6/22

3:52 pm-11:55 am

2 stops19h 03m

Marsh Harbour

Mon 6/29

12:35 pm-11:09 pm

1 stop11h 34m

$439

PensacolaNassau

PNS - NAS

PNSNAS

Pensacola

Sat 3/7

4:55 pm-11:05 am

2 stops17h 10m

Nassau Intl

Wed 3/11

8:45 am-8:05 pm

2 stops12h 20m

$515

PensacolaPuerto Plata

PNS - POP

PNSPOP

Pensacola

Wed 3/25

6:00 am-2:38 pm

1 stop7h 38m

Puerto Plata La Union

Mon 3/30

3:55 pm-11:13 pm

1 stop8h 18m

$609

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 $396. 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 $430.

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 $390 on momondo.

Can stopping save me money on Pensacola to Caribbean flights?

You could potentially save up to 20% 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	3h 51m
Direct flights	None

The fastest flight from Pensacola to Caribbean takes 3h 51m

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 January 2026, 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 $178	Free Cancellation	Rating 6.3 8,393 reviews	Search Spirit Airlines flights
Delta	PriceFrom $218	Free Cancellation	Rating 7.9 8,128 reviews	Search Delta flights
American Airlines	PriceFrom $376	Free Cancellation	Rating 7.2 11,205 reviews	Search American Airlines flights
United Airlines	PriceFrom $380	Free Cancellation	Rating 7.4 9,215 reviews	Search United Airlines flights
Southwest	PriceFrom $381	Free Cancellation	Rating 8.0 4,267 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.