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Cheap flights from Pensacola to Caribbean Islands from $136

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Pensacola to Caribbean Islands departing on 8/23. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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0 bags

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Find the cheapest flights from Pensacola to Caribbean Islands

Cheap round-trip flights

Spirit Airlines Logo
4:44 pm - 11:04 amPNS-SJU
17h 20m1 stop
Spirit Airlines Logo
1:59 am - 3:39 pmSJU-PNS
14h 40m2 stops
$245Spirit Airlines
Find Deal
Sat, Sep 6 - Fri, Sep 12
Spirit Airlines Logo
4:44 pm - 2:11 pmPNS-SJU
20h 27m2 stops
Spirit Airlines Logo
1:59 am - 3:39 pmSJU-PNS
14h 40m2 stops
$251Spirit Airlines
Find Deal
Sat, Sep 6 - Fri, Sep 12
Delta Logo
9:31 am - 4:33 pmPNS-SJU
6h 02m1 stop
Delta Logo
5:43 pm - 11:14 pmSJU-PNS
6h 31m1 stop
$345Delta
Find Deal
Mon, Oct 6 - Thu, Oct 23
Delta Logo
9:25 am - 3:15 pmPNS-MBJ
4h 50m1 stop
Delta Logo
12:35 pm - 11:07 pmMBJ-PNS
11h 32m1 stop
$453Delta
Find Deal
Wed, Jan 7 - Wed, Jan 14
Logo
4:44 pm - 10:30 amPNS-NAS
16h 46m1 stop
Logo
11:30 am - 3:39 pmNAS-PNS
5h 09m1 stop
$462
Find Deal
Sat, Sep 13 - Wed, Sep 17
Logo
6:25 pm - 7:36 amPNS-PUJ
12h 11m2 stops
Logo
4:05 pm - 8:08 amPUJ-PNS
17h 03m1 stop
$463
Find Deal
Thu, Aug 14 - Fri, Aug 15
American Airlines Logo
6:36 am - 3:55 pmPNS-PUJ
7h 19m1 stop
American Airlines Logo
7:05 pm - 11:26 pmPUJ-PNS
6h 21m1 stop
$471American Airlines
Find Deal
Mon, Dec 8 - Fri, Dec 12
American Airlines Logo
6:10 am - 1:36 pmPNS-NAS
6h 26m1 stop
American Airlines Logo
2:09 pm - 10:50 pmNAS-PNS
9h 41m1 stop
$471American Airlines
Find Deal
Mon, Sep 1 - Fri, Sep 26
United Airlines Logo
7:00 am - 12:30 pmPNS-GCM
5h 30m1 stop
United Airlines Logo
1:35 pm - 9:59 pmGCM-PNS
8h 24m1 stop
$496United Airlines
Find Deal
Sat, Oct 18 - Sat, Oct 25
United Airlines Logo
7:00 am - 12:30 pmPNS-GCM
5h 30m1 stop
United Airlines Logo
1:35 pm - 10:00 pmGCM-PNS
8h 25m1 stop
$620United Airlines
Find Deal
Sat, Sep 13 - Sat, Sep 20

Spirit Airlines flights from Pensacola to Caribbean Islands

Our best Spirit Airlines deals on Pensacola to Caribbean Islands flight tickets
Spirit Airlines
Sep 6
PNS4:44 pmPensacola
17h 20m
1 stop
SJU11:04 amSan Juan Luis Munoz Marin Intl
Sep 12
SJU1:59 amSan Juan Luis Munoz Marin Intl
14h 40m
2 stops
PNS3:39 pmPensacola
$245
Find similar
Spirit Airlines
Sep 6
PNS4:44 pmPensacola
20h 27m
2 stops
SJU2:11 pmSan Juan Luis Munoz Marin Intl
Sep 12
SJU1:59 amSan Juan Luis Munoz Marin Intl
14h 40m
2 stops
PNS3:39 pmPensacola
$251
Find similar
Spirit Airlines
Sep 18
PNS4:44 pmPensacola
20h 27m
2 stops
SJU2:11 pmSan Juan Luis Munoz Marin Intl
Sep 20
SJU1:59 amSan Juan Luis Munoz Marin Intl
14h 40m
2 stops
PNS3:39 pmPensacola
$260
Find similar

Delta flights from Pensacola to Caribbean Islands

Our best Delta deals on Pensacola to Caribbean Islands flight tickets
Delta
Oct 6
PNS9:31 amPensacola
6h 02m
1 stop
SJU4:33 pmSan Juan Luis Munoz Marin Intl
Oct 23
SJU5:43 pmSan Juan Luis Munoz Marin Intl
6h 31m
1 stop
PNS11:14 pmPensacola
$345
Find similar
Delta
Jan 7
PNS9:25 amPensacola
4h 50m
1 stop
MBJ3:15 pmMontego Bay Sangster Intl
Jan 14
MBJ12:35 pmMontego Bay Sangster Intl
11h 32m
1 stop
PNS11:07 pmPensacola
$453
Find similar
Delta
Jan 7
PNS9:25 amPensacola
4h 50m
1 stop
MBJ3:15 pmMontego Bay Sangster Intl
Jan 13
MBJ8:00 amMontego Bay Sangster Intl
5h 53m
1 stop
PNS12:53 pmPensacola
$468
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Pensacola to Caribbean Islands that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated July 31, 2025.
Use the filters below to find and compare flights from Pensacola to Caribbean Islands that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

PensacolaSan Juan

PNS - SJU

PNSSJU

Pensacola

Sat 9/6

4:44 pm-11:04 am

1 stop17h 20m

San Juan Luis Munoz Marin Intl

Fri 9/12

1:59 am-3:39 pm

2 stops14h 40m

$245

PensacolaSan Juan

PNS - SJU

PNSSJU

Pensacola

Sat 9/6

4:44 pm-2:11 pm

2 stops20h 27m

San Juan Luis Munoz Marin Intl

Fri 9/12

1:59 am-3:39 pm

2 stops14h 40m

$251

PensacolaSan Juan

PNS - SJU

PNSSJU

Pensacola

Mon 10/6

9:31 am-4:33 pm

1 stop6h 02m

San Juan Luis Munoz Marin Intl

Thu 10/23

5:43 pm-11:14 pm

1 stop6h 31m

$345

PensacolaMontego Bay

PNS - MBJ

PNSMBJ

Pensacola

Wed 1/7

9:25 am-3:15 pm

1 stop4h 50m

Montego Bay Sangster Intl

Wed 1/14

12:35 pm-11:07 pm

1 stop11h 32m

$453

PensacolaNassau

PNS - NAS

PNSNAS

Pensacola

Sat 9/13

4:44 pm-10:30 am

1 stop16h 46m

Nassau Intl

Wed 9/17

11:30 am-3:39 pm

1 stop5h 09m

$462

PensacolaPunta Cana

PNS - PUJ

PNSPUJ

Pensacola

Thu 8/14

6:25 pm-7:36 am

2 stops12h 11m

Punta Cana

Fri 8/15

4:05 pm-8:08 am

1 stop17h 03m

$463

PensacolaPunta Cana

PNS - PUJ

PNSPUJ

Pensacola

Mon 12/8

6:36 am-3:55 pm

1 stop7h 19m

Punta Cana

Fri 12/12

7:05 pm-11:26 pm

1 stop6h 21m

$471

PensacolaNassau

PNS - NAS

PNSNAS

Pensacola

Mon 9/1

6:10 am-1:36 pm

1 stop6h 26m

Nassau Intl

Fri 9/26

2:09 pm-10:50 pm

1 stop9h 41m

$471

PensacolaGeorge Town

PNS - GCM

PNSGCM

Pensacola

Sat 10/18

7:00 am-12:30 pm

1 stop5h 30m

George Town Owen Roberts Intl

Sat 10/25

1:35 pm-9:59 pm

1 stop8h 24m

$496

PensacolaGeorge Town

PNS - GCM

PNSGCM

Pensacola

Sat 9/13

7:00 am-12:30 pm

1 stop5h 30m

George Town Owen Roberts Intl

Sat 9/20

1:35 pm-10:00 pm

1 stop8h 25m

$620

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Caribbean Islands from

How to get the cheapest flight ticket from Pensacola to Caribbean Islands

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

What is the cheapest month to fly to Caribbean Islands?

The month of October is, on average, the cheapest month to fly to Caribbean Islands from Pensacola, with most prices found around $335. The month of September is another great option to travel to Caribbean Islands, with average flight prices from Pensacola averaging around $336.

What is the cheapest day to depart on your flight to Caribbean Islands?

The cheapest day to depart from Pensacola to Caribbean Islands is on a Wednesday. Travelers who choose to depart for Caribbean Islands on a Wednesday will often find tickets 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 Islands.

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

According to our data, the cheapest time of day to fly to Caribbean Islands is in the evening. momondo users have found flights departing from Pensacola to Caribbean Islands in the evening for as low as $306. Keep in mind that these prices may fluctuate based on what airline you choose and the time of year you plan to travel. Try not to purchase tickets at noon because they tend to be around $456. Of course, these prices can vary depending on the time of year and what airport you fly to.

How far in advance should I book a flight to Caribbean Islands?

You are more likely to see cheaper flights to Caribbean Islands from Pensacola when booking weeks ahead of your departure date. In general, you can expect to find flights to Caribbean Islands for around $427 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Caribbean Islands from Pensacola for as low as $361 on momondo.

Can stopping save me money on Pensacola to Caribbean Islands flights?

You could potentially save up to 13% on your flight if you consider stops on a Pensacola to Caribbean Islands flight.

Cheap Pensacola to Caribbean Islands flight deals and tips

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

Best Price Found

$136

Fastest flight time

4h 46m

Direct flights

None

Airports in Caribbean Islands

9 airports
The best one-way flight to Caribbean Islands from Pensacola in the past 72 hours is $136. The best round-trip flight deal from Pensacola to Caribbean Islands found on momondo in the last 72 hours is $245.
The fastest flight from Pensacola to Caribbean Islands takes 4h 46m
There are no direct flights from Pensacola to Caribbean Islands. Popular non-direct routes for this connection are Pensacola Airport - Nassau Intl Airport, Pensacola Airport - Punta Cana Airport and Pensacola Airport - San Juan Luis Munoz Marin Intl Airport.
There are 9 airports near Caribbean Islands: George Town Owen Roberts Intl (GCM), Nassau Intl (NAS), Kingston Norman Manley (KIN), Saint Thomas Island Cyril E King (STT), Punta Cana (PUJ), Montego Bay Sangster Intl (MBJ), Basseterre Robert Bradshaw Intl (SKB), Oranjestad Reina Beatrix (AUA), San Juan Luis Munoz Marin Intl (SJU)
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  • When did momondo last update prices for flights from Pensacola Airport to Caribbean Islands?

    Prices for flights from Pensacola Airport to Caribbean Islands refresh daily.

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

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

    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 Islands.

  • What documentation or ID do you need to fly to Caribbean Islands?

    The travel and health documents required for your trip to Caribbean Islands can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Caribbean Islands. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

  • What is the most popular plane model from Pensacola to Caribbean Islands?

Best airlines flying from Pensacola to Caribbean Islands

Compare and see reviews for airlines that fly from Pensacola to Caribbean Islands with momondo
Airline
Rating
Free Cancellation
Price
Spirit AirlinesPriceFrom $157Free CancellationRating
6.3
8,048 reviews
Search Spirit Airlines flights
DeltaPriceFrom $292Free CancellationRating
8.0
7,981 reviews
Search Delta flights
American AirlinesPriceFrom $334Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
SouthwestPriceFrom $381Free CancellationRating
8.0
4,246 reviews
Search Southwest flights

Why use momondo?

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

momondo collates all your flight options in one place and lets you filter them to find the perfect flight from Pensacola to Caribbean Islands. momondo saves you time and could save you money on your trip.

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

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

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

Once all potential Pensacola to Caribbean Islands flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

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

If you are simply researching potential flights to Caribbean Islands, momondo offers a useful price alert feature which will track prices for flights to Caribbean Islands from Pensacola and alert you when they change.

An easier way to manage your Caribbean Islands trip

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