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.

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

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

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 August 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.

$153 Cheap Flights from Caribbean to Pensacola in 2025

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Find the cheapest flights from Caribbean to Pensacola

Round-trip

One-way

Last minute

Cheap round-trip flights

3:19 pm - 3:39 pmSJU-PNS

25h 20m2 stops

4:44 pm - 2:11 pmPNS-SJU

20h 27m2 stops

$284Spirit Airlines

Find Deal

Wed, Sep 17 - Fri, Sep 19

6:44 am - 6:10 pmSJU-PNS

12h 26m1 stop

4:44 pm - 11:04 amPNS-SJU

17h 20m1 stop

$299Spirit Airlines

Find Deal

Wed, Sep 17 - Thu, Sep 18

6:40 am - 6:35 pmSJU-PNS

13h 55m2 stops

1:25 pm - 12:35 amPNS-SJU

9h 10m2 stops

$325Southwest

Find Deal

Mon, Nov 17 - Wed, Nov 19

5:43 pm - 11:14 pmSJU-PNS

6h 31m1 stop

7:00 am - 4:33 pmPNS-SJU

8h 33m1 stop

$345Delta

Find Deal

Fri, Oct 10 - Mon, Oct 13

3:30 pm - 9:21 pmSJU-PNS

7h 51m1 stop

1:55 pm - 11:19 pmPNS-SJU

7h 24m1 stop

$360Delta

Find Deal

Tue, Dec 23 - Thu, Jan 1

6:42 pm - 8:05 amSJU-PNS

15h 23m1 stop

5:25 am - 5:05 pmPNS-SJU

9h 40m1 stop

$365American Airlines

Find Deal

Mon, Nov 17 - Wed, Nov 19

11:10 am - 7:00 pmSJU-PNS

8h 50m2 stops

9:15 am - 11:15 pmPNS-SJU

13h 00m2 stops

$410Southwest

Find Deal

Fri, Aug 22 - Sun, Aug 31

7:05 pm - 8:29 amSJU-PNS

14h 24m1 stop

6:10 am - 4:05 pmPNS-SJU

8h 55m1 stop

$413American Airlines

Find Deal

Fri, Aug 29 - Mon, Sep 1

3:19 pm - 7:31 amSJU-PNS

17h 12m3 stops

4:44 pm - 2:11 pmPNS-SJU

20h 27m3 stops

$478

Find Deal

Wed, Sep 17 - Thu, Sep 18

10:22 am - 3:57 pmMBJ-PNS

5h 35m1 stop

4:44 pm - 1:20 pmPNS-MBJ

20h 36m1 stop

$518

Find Deal

Sun, Aug 31 - Wed, Sep 17

American Airlines flights from Caribbean to Pensacola

Our best American Airlines deals on Caribbean to Pensacola flight tickets

American Airlines

Nov 17

SJU6:42 pmSan Juan Luis Munoz Marin Intl

15h 23m

1 stop

PNS8:05 amPensacola

Nov 19

PNS5:25 amPensacola

9h 40m

1 stop

SJU5:05 pmSan Juan Luis Munoz Marin Intl

$365

Find similar

American Airlines

Aug 29

SJU7:05 pmSan Juan Luis Munoz Marin Intl

14h 24m

1 stop

PNS8:29 amPensacola

Sep 1

PNS6:10 amPensacola

8h 55m

1 stop

SJU4:05 pmSan Juan Luis Munoz Marin Intl

$413

Find similar

American Airlines

Aug 29

SJU5:15 pmSan Juan Luis Munoz Marin Intl

16h 14m

1 stop

PNS8:29 amPensacola

Sep 1

PNS8:59 amPensacola

8h 16m

1 stop

SJU6:15 pmSan Juan Luis Munoz Marin Intl

$414

Find similar

Delta flights from Caribbean to Pensacola

Our best Delta deals on Caribbean to Pensacola flight tickets

Delta

Oct 10

SJU5:43 pmSan Juan Luis Munoz Marin Intl

6h 31m

1 stop

PNS11:14 pmPensacola

Oct 13

PNS7:00 amPensacola

8h 33m

1 stop

SJU4:33 pmSan Juan Luis Munoz Marin Intl

$345

Find similar

Delta

Dec 23

SJU3:30 pmSan Juan Luis Munoz Marin Intl

7h 51m

1 stop

PNS9:21 pmPensacola

Jan 1

PNS1:55 pmPensacola

7h 24m

1 stop

SJU11:19 pmSan Juan Luis Munoz Marin Intl

$360

Find similar

Delta

Dec 22

SJU6:20 pmSan Juan Luis Munoz Marin Intl

6h 41m

1 stop

PNS11:01 pmPensacola

Dec 31

PNS1:55 pmPensacola

7h 24m

1 stop

SJU11:19 pmSan Juan Luis Munoz Marin Intl

$480

Find similar

Fly from

Fly to

Route

Depart

Return

Price

San JuanPensacola

SJU - PNS

SJUPNS

San Juan Luis Munoz Marin Intl

Wed 9/17

3:19 pm-3:39 pm

2 stops25h 20m

Pensacola

Fri 9/19

4:44 pm-2:11 pm

2 stops20h 27m

$284

San JuanPensacola

SJU - PNS

SJUPNS

San Juan Luis Munoz Marin Intl

Wed 9/17

6:44 am-6:10 pm

1 stop12h 26m

Pensacola

Thu 9/18

4:44 pm-11:04 am

1 stop17h 20m

$299

San JuanPensacola

SJU - PNS

SJUPNS

San Juan Luis Munoz Marin Intl

Mon 11/17

6:40 am-6:35 pm

2 stops13h 55m

Pensacola

Wed 11/19

1:25 pm-12:35 am

2 stops9h 10m

$325

San JuanPensacola

SJU - PNS

SJUPNS

San Juan Luis Munoz Marin Intl

Fri 10/10

5:43 pm-11:14 pm

1 stop6h 31m

Pensacola

Mon 10/13

7:00 am-4:33 pm

1 stop8h 33m

$345

San JuanPensacola

SJU - PNS

SJUPNS

San Juan Luis Munoz Marin Intl

Tue 12/23

3:30 pm-9:21 pm

1 stop7h 51m

Pensacola

Thu 1/1

1:55 pm-11:19 pm

1 stop7h 24m

$360

San JuanPensacola

SJU - PNS

SJUPNS

San Juan Luis Munoz Marin Intl

Mon 11/17

6:42 pm-8:05 am

1 stop15h 23m

Pensacola

Wed 11/19

5:25 am-5:05 pm

1 stop9h 40m

$365

San JuanPensacola

SJU - PNS

SJUPNS

San Juan Luis Munoz Marin Intl

Fri 8/22

11:10 am-7:00 pm

2 stops8h 50m

Pensacola

Sun 8/31

9:15 am-11:15 pm

2 stops13h 00m

$410

San JuanPensacola

SJU - PNS

SJUPNS

San Juan Luis Munoz Marin Intl

Fri 8/29

7:05 pm-8:29 am

1 stop14h 24m

Pensacola

Mon 9/1

6:10 am-4:05 pm

1 stop8h 55m

$413

San JuanPensacola

SJU - PNS

SJUPNS

San Juan Luis Munoz Marin Intl

Wed 9/17

3:19 pm-7:31 am

3 stops17h 12m

Pensacola

Thu 9/18

4:44 pm-2:11 pm

3 stops20h 27m

$478

Montego BayPensacola

MBJ - PNS

MBJPNS

Montego Bay Sangster Intl

Sun 8/31

10:22 am-3:57 pm

1 stop5h 35m

Pensacola

Wed 9/17

4:44 pm-1:20 pm

1 stop20h 36m

$518

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 October. Flight prices, which tend to average around $261, are often lower during this time because this is during the off-season. If you aren’t able to travel during the month of October, then book flights to Pensacola from Caribbean during September instead. Flights to Pensacola in September, while not as cheap as those in October, still average around $294.

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 $397 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 34% 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

Best Price Found	$153
Fastest flight time	5h 35m
Direct flights	None
Airports in Pensacola	1 airport

The best one-way flight to Pensacola from Caribbean in the past 72 hours is $153. The best round-trip flight deal from Caribbean to Pensacola found on momondo in the last 72 hours is $284.

The fastest flight from Caribbean to Pensacola takes 5h 35m

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

There is 1 airport near Pensacola: Pensacola (PNS)

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 August 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 $187	Free Cancellation	Rating 6.3 8,054 reviews	Search Spirit Airlines flights
American Airlines	PriceFrom $294	Free Cancellation	Rating 7.2 10,000 reviews	Search American Airlines flights
Delta	PriceFrom $324	Free Cancellation	Rating 8.0 7,983 reviews	Search Delta flights

Orange Beach

Pensacola Beach

Foley

Perdido Key

Navarre Beach

Navarre

Atmore

Milton

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.