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

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

What airlines fly to Pensacola?

American Airlines, Delta and Spirit Airlines are the top three most popular airlines that fly to Pensacola from Caribbean according to our data. American Airlines is the first choice among our users, with 52% of people opting to fly with this airline when traveling to Pensacola. Keep in mind that there are 3 different airlines that fly to Pensacola on a routine basis, so you have a few additional options to choose from.

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

Prices for flights from Caribbean to Pensacola Airport were last updated today.

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

There are 3 operators available for flights from Caribbean to Pensacola Airport as of September 2025.

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

The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Caribbean to Pensacola Airport.

What documentation or ID do you need to fly to Pensacola Airport?

The travel and health documents you'll need for your trip to Pensacola Airport may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Pensacola Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

$168 Cheap Flights from Caribbean to Pensacola in 2025/26

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Find the cheapest flights from Caribbean to Pensacola

Round-trip

One-way

Cheap round-trip flights

3:19 pm - 3:31 pmSJU-PNS

25h 12m3 stops

6:25 pm - 2:44 amPNS-SJU

6h 19m1 stop

$376Spirit Airlines

Find Deal

Sat, Oct 25 - Mon, Nov 3

5:05 am - 3:30 pmSJU-PNS

11h 25m2 stops

10:10 am - 11:50 pmPNS-SJU

12h 40m2 stops

$385Southwest

Find Deal

Tue, Oct 21 - Tue, Oct 28

7:58 pm - 7:31 amSJU-PNS

12h 33m1 stop

4:36 pm - 5:54 pmPNS-SJU

23h 18m2 stops

$391Multiple Airlines

Find Deal

Sat, Oct 25 - Mon, Nov 3

7:58 pm - 7:31 amSJU-PNS

12h 33m1 stop

6:25 pm - 3:12 pmPNS-SJU

18h 47m1 stop

$399Multiple Airlines

Find Deal

Sat, Oct 25 - Mon, Nov 3

7:00 am - 6:40 pmSJU-PNS

12h 40m2 stops

12:00 pm - 10:10 pmPNS-SJU

9h 10m1 stop

$405American Airlines

Find Deal

Tue, Oct 21 - Tue, Oct 28

1:35 pm - 11:46 pmSJU-PNS

11h 11m1 stop

6:00 am - 3:54 pmPNS-SJU

8h 54m1 stop

$425American Airlines

Find Deal

Tue, Oct 21 - Tue, Oct 28

3:20 pm - 9:26 pmMBJ-PNS

7h 06m1 stop

7:00 am - 1:00 pmPNS-MBJ

6h 00m1 stop

$445United Airlines

Find Deal

Fri, Mar 6 - Tue, Mar 10

12:35 pm - 6:03 pmMBJ-PNS

6h 28m1 stop

3:35 pm - 11:47 amPNS-MBJ

20h 12m2 stops

$499Delta

Find Deal

Fri, Mar 6 - Tue, Mar 10

6:15 am - 2:26 pmSJU-PNS

9h 11m1 stop

3:35 pm - 9:58 pmPNS-SJU

5h 23m1 stop

$510Delta

Find Deal

Tue, Mar 10 - Wed, Mar 11

1:05 am - 2:09 pmSJU-PNS

14h 04m2 stops

11:00 am - 8:38 pmPNS-SJU

8h 38m1 stop

$586United Airlines

Find Deal

Tue, Oct 14 - Tue, Oct 21

United Airlines flights from Caribbean to Pensacola

Our best United Airlines deals on Caribbean to Pensacola flight tickets

United Airlines

Mar 6

MBJ3:20 pmMontego Bay Sangster Intl

7h 06m

1 stop

PNS9:26 pmPensacola

Mar 10

PNS7:00 amPensacola

6h 00m

1 stop

MBJ1:00 pmMontego Bay Sangster Intl

$445

Find similar

United Airlines

Oct 14

SJU1:05 amSan Juan Luis Munoz Marin Intl

14h 04m

2 stops

PNS2:09 pmPensacola

Oct 21

PNS11:00 amPensacola

8h 38m

1 stop

SJU8:38 pmSan Juan Luis Munoz Marin Intl

$586

Find similar

United Airlines

Oct 20

SJU1:05 amSan Juan Luis Munoz Marin Intl

14h 04m

2 stops

PNS2:09 pmPensacola

Oct 28

PNS7:00 amPensacola

7h 36m

1 stop

SJU3:36 pmSan Juan Luis Munoz Marin Intl

$598

Find similar

Delta flights from Caribbean to Pensacola

Our best Delta deals on Caribbean to Pensacola flight tickets

Delta

Mar 6

MBJ12:35 pmMontego Bay Sangster Intl

6h 28m

1 stop

PNS6:03 pmPensacola

Mar 10

PNS3:35 pmPensacola

20h 12m

2 stops

MBJ11:47 amMontego Bay Sangster Intl

$499

Find similar

Delta

Mar 10

SJU6:15 amSan Juan Luis Munoz Marin Intl

9h 11m

1 stop

PNS2:26 pmPensacola

Mar 11

PNS3:35 pmPensacola

5h 23m

1 stop

SJU9:58 pmSan Juan Luis Munoz Marin Intl

$510

Find similar

Delta

Oct 2

SJU12:58 pmSan Juan Luis Munoz Marin Intl

6h 56m

1 stop

PNS6:54 pmPensacola

Oct 6

PNS1:51 pmPensacola

7h 08m

1 stop

SJU9:59 pmSan Juan Luis Munoz Marin Intl

$525

Find similar

Fly from

Fly to

Route

Depart

Return

Price

San JuanPensacola

SJU - PNS

SJUPNS

San Juan Luis Munoz Marin Intl

Sat 10/25

3:19 pm-3:31 pm

3 stops25h 12m

Pensacola

Mon 11/3

6:25 pm-2:44 am

1 stop6h 19m

$376

San JuanPensacola

SJU - PNS

SJUPNS

San Juan Luis Munoz Marin Intl

Tue 10/21

5:05 am-3:30 pm

2 stops11h 25m

Pensacola

Tue 10/28

10:10 am-11:50 pm

2 stops12h 40m

$385

San JuanPensacola

SJU - PNS

SJUPNS

San Juan Luis Munoz Marin Intl

Sat 10/25

7:58 pm-7:31 am

1 stop12h 33m

Pensacola

Mon 11/3

4:36 pm-5:54 pm

2 stops23h 18m

$391

San JuanPensacola

SJU - PNS

SJUPNS

San Juan Luis Munoz Marin Intl

Sat 10/25

7:58 pm-7:31 am

1 stop12h 33m

Pensacola

Mon 11/3

6:25 pm-3:12 pm

1 stop18h 47m

$399

San JuanPensacola

SJU - PNS

SJUPNS

San Juan Luis Munoz Marin Intl

Tue 10/21

7:00 am-6:40 pm

2 stops12h 40m

Pensacola

Tue 10/28

12:00 pm-10:10 pm

1 stop9h 10m

$405

San JuanPensacola

SJU - PNS

SJUPNS

San Juan Luis Munoz Marin Intl

Tue 10/21

1:35 pm-11:46 pm

1 stop11h 11m

Pensacola

Tue 10/28

6:00 am-3:54 pm

1 stop8h 54m

$425

Montego BayPensacola

MBJ - PNS

MBJPNS

Montego Bay Sangster Intl

Fri 3/6

3:20 pm-9:26 pm

1 stop7h 06m

Pensacola

Tue 3/10

7:00 am-1:00 pm

1 stop6h 00m

$445

Montego BayPensacola

MBJ - PNS

MBJPNS

Montego Bay Sangster Intl

Fri 3/6

12:35 pm-6:03 pm

1 stop6h 28m

Pensacola

Tue 3/10

3:35 pm-11:47 am

2 stops20h 12m

$499

San JuanPensacola

SJU - PNS

SJUPNS

San Juan Luis Munoz Marin Intl

Tue 3/10

6:15 am-2:26 pm

1 stop9h 11m

Pensacola

Wed 3/11

3:35 pm-9:58 pm

1 stop5h 23m

$510

San JuanPensacola

SJU - PNS

SJUPNS

San Juan Luis Munoz Marin Intl

Tue 10/14

1:05 am-2:09 pm

2 stops14h 04m

Pensacola

Tue 10/21

11:00 am-8:38 pm

1 stop8h 38m

$586

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 Caribbean to Pensacola

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 Pensacola?

The cheapest month to fly to Pensacola from Caribbean is in January. Flight prices, which tend to average around $335, are often lower during this time because this is during the off-season. If you aren’t able to travel during the month of January, then book flights to Pensacola from Caribbean during October instead. Flights to Pensacola in October, while not as cheap as those in January, still average around $368.

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

On average, the least expensive day to fly to Pensacola from Caribbean is on a Saturday. momondo users have found tickets for Saturday departures for as low as $324. However, this price may fluctuate depending on the airline, the season, and holidays. On the other hand, Monday is the most expensive day to depart from Caribbean because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $481.

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

The cheapest time of day to fly to Pensacola is in the evening when flights can be purchased for as low as $263. Flights to Pensacola are more costly at noon, with an average ticket price of $435. Departure times at noon fall within the peak daily travel times, which is why tickets can be more expensive.

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

You are more likely to see cheaper flights to Pensacola from Caribbean when booking weeks ahead of your departure date. In general, you can expect to find flights to Pensacola for around $422 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Pensacola from Caribbean for as low as $248 on momondo.

Can stopping save me money on Caribbean to Pensacola flights?

You could potentially save up to 29% on your flight if you consider stops on a Caribbean to Pensacola flight.

Cheap Caribbean to Pensacola flight deals and tips

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

Direct flights	None

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

Search flight deals

When did momondo last update prices for flights from Caribbean to Pensacola Airport?
Prices for flights from Caribbean to Pensacola Airport were last updated today.
How many operators does momondo search for flights from Caribbean to Pensacola Airport?
There are 3 operators available for flights from Caribbean to Pensacola Airport as of September 2025.
How old do you have to be to fly from Caribbean to Pensacola Airport?
The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Caribbean to Pensacola Airport.
What documentation or ID do you need to fly to Pensacola Airport?
The travel and health documents you'll need for your trip to Pensacola Airport may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Pensacola Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

Best airlines flying from Caribbean to Pensacola

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

Airline	Rating	Free Cancellation	Price
Spirit Airlines	PriceFrom $180	Free Cancellation	Rating 6.3 8,042 reviews	Search Spirit Airlines flights
Delta	PriceFrom $324	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

Orange Beach

Pensacola Beach

Foley

Perdido Key

Navarre Beach

Navarre

Milton

Atmore

Gulf Breeze

Warrington

Evergreen

Why use momondo?

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

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 Caribbean to Pensacola for you.

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

Yes. All flights to Pensacola from Caribbean on momondo can be compared and filtered by various policies on offer, including flexible booking.

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

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Pensacola from Caribbean.

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

Price alerts on flights to Pensacola from Caribbean are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.