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Cheap flights from Pensacola to Caribbean Islands from $96

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 4/17. 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

Enter your travel dates to find the best prices.
Frontier Logo
3:13 pm - 10:48 pm
PNS
-
SJU
6h 35m
1 stop
Frontier Logo
3:08 am - 2:15 pm
SJU
-
PNS
12h 07m
1 stop
$192Frontier
Fri, Apr 24 - Sat, May 2
Frontier Logo
3:13 pm - 2:01 am
PNS
-
SJU
9h 48m
1 stop
Frontier Logo
3:08 am - 2:15 pm
SJU
-
PNS
12h 07m
1 stop
$193Frontier
Sun, May 10 - Sat, May 16
Spirit Airlines Logo
6:00 am - 1:31 pm
PNS
-
STT
6h 31m
1 stop
Spirit Airlines Logo
1:21 pm - 9:21 pm
STT
-
PNS
9h 00m
1 stop
$207Spirit Airlines
Wed, May 20 - Wed, May 27
Multiple Airlines Logo
6:00 am - 10:09 pm
PNS
-
SJU
15h 09m
1 stop
Multiple Airlines Logo
3:08 am - 2:15 pm
SJU
-
PNS
12h 07m
1 stop
$215Multiple Airlines
Wed, May 13 - Sat, May 16
Spirit Airlines Logo
6:00 am - 10:09 pm
PNS
-
SJU
15h 09m
1 stop
Spirit Airlines Logo
3:43 pm - 9:21 pm
SJU
-
PNS
6h 38m
1 stop
$217Spirit Airlines
Sat, May 2 - Wed, May 6
Multiple Airlines Logo
2:46 pm - 12:33 pm
PNS
-
SJU
20h 47m
1 stop
Multiple Airlines Logo
1:25 pm - 9:21 pm
SJU
-
PNS
32h 56m
2 stops
$248Multiple Airlines
Thu, May 7 - Tue, May 12
American Airlines Logo
4:40 pm - 9:40 am
PNS
-
MHH
16h 00m
2 stops
American Airlines Logo
3:45 pm - 10:21 am
MHH
-
PNS
19h 36m
2 stops
$460American Airlines
Tue, Jul 7 - Mon, Jul 13
American Airlines Logo
6:57 pm - 1:20 pm
PNS
-
MHH
17h 23m
2 stops
American Airlines Logo
2:00 pm - 10:30 am
MHH
-
PNS
21h 30m
2 stops
$492American Airlines
Wed, Apr 15 - Mon, Apr 20
Delta Logo
7:00 am - 2:41 pm
PNS
-
PLS
6h 41m
1 stop
Delta Logo
2:10 pm - 10:02 pm
PLS
-
PNS
8h 52m
1 stop
$540Delta
Tue, Jul 7 - Mon, Jul 13
Delta Logo
7:05 am - 2:20 pm
PNS
-
AUA
6h 15m
1 stop
Delta Logo
1:10 pm - 7:01 pm
AUA
-
PNS
6h 51m
1 stop
$557Delta
Wed, Mar 11 - Tue, Mar 17

Spirit Airlines flights from Pensacola to Caribbean Islands

Our best Spirit Airlines deals on Pensacola to Caribbean Islands 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
$217
Spirit Airlines
Mar 31
PNS7:00 amPensacola
5h 26m
1 stop
STT1:26 pmSaint Thomas Island Cyril E King
Apr 7
STT2:36 pmSaint Thomas Island Cyril E King
7h 38m
1 stop
PNS9:14 pmPensacola
$237
Spirit Airlines
Mar 10
PNS6:37 pmPensacola
17h 54m
1 stop
STT1:31 pmSaint Thomas Island Cyril E King
Mar 17
STT2:36 pmSaint Thomas Island Cyril E King
7h 38m
1 stop
PNS9:14 pmPensacola
$247

Frontier flights from Pensacola to Caribbean Islands

Our best Frontier deals on Pensacola to Caribbean Islands flight tickets
Frontier
Apr 24
PNS3:13 pmPensacola
9h 48m
1 stop
SJU2:01 amSan Juan Luis Munoz Marin Intl
May 2
SJU3:08 amSan Juan Luis Munoz Marin Intl
12h 07m
1 stop
PNS2:15 pmPensacola
$192
Frontier
May 10
PNS3:13 pmPensacola
9h 48m
1 stop
SJU2:01 amSan Juan Luis Munoz Marin Intl
May 16
SJU3:08 amSan Juan Luis Munoz Marin Intl
12h 07m
1 stop
PNS2:15 pmPensacola
$193
Frontier
May 14
PNS3:13 pmPensacola
9h 48m
1 stop
SJU2:01 amSan Juan Luis Munoz Marin Intl
May 17
SJU6:30 amSan Juan Luis Munoz Marin Intl
8h 45m
1 stop
PNS2:15 pmPensacola
$227

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 February 9, 2026.
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

Fri 4/24

3:13 pm-10:48 pm

1 stop6h 35m

San Juan Luis Munoz Marin Intl

Sat 5/2

3:08 am-2:15 pm

1 stop12h 07m

$192

PensacolaSan Juan

PNS - SJU

PNSSJU

Pensacola

Sun 5/10

3:13 pm-2:01 am

1 stop9h 48m

San Juan Luis Munoz Marin Intl

Sat 5/16

3:08 am-2:15 pm

1 stop12h 07m

$193

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

$207

PensacolaSan Juan

PNS - SJU

PNSSJU

Pensacola

Wed 5/13

6:00 am-10:09 pm

1 stop15h 09m

San Juan Luis Munoz Marin Intl

Sat 5/16

3:08 am-2:15 pm

1 stop12h 07m

$215

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

$217

PensacolaSan Juan

PNS - SJU

PNSSJU

Pensacola

Thu 5/7

2:46 pm-12:33 pm

1 stop20h 47m

San Juan Luis Munoz Marin Intl

Tue 5/12

1:25 pm-9:21 pm

2 stops32h 56m

$248

PensacolaMarsh Harbour

PNS - MHH

PNSMHH

Pensacola

Tue 7/7

4:40 pm-9:40 am

2 stops16h 00m

Marsh Harbour

Mon 7/13

3:45 pm-10:21 am

2 stops19h 36m

$460

PensacolaMarsh Harbour

PNS - MHH

PNSMHH

Pensacola

Wed 4/15

6:57 pm-1:20 pm

2 stops17h 23m

Marsh Harbour

Mon 4/20

2:00 pm-10:30 am

2 stops21h 30m

$492

PensacolaProvidenciales

PNS - PLS

PNSPLS

Pensacola

Tue 7/7

7:00 am-2:41 pm

1 stop6h 41m

Providenciales

Mon 7/13

2:10 pm-10:02 pm

1 stop8h 52m

$540

PensacolaOranjestad

PNS - AUA

PNSAUA

Pensacola

Wed 3/11

7:05 am-2:20 pm

1 stop6h 15m

Oranjestad Reina Beatrix

Tue 3/17

1:10 pm-7:01 pm

1 stop6h 51m

$557

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 April is, on average, the cheapest month to fly to Caribbean Islands from Pensacola, with most prices found around $399. The month of January is another great option to travel to Caribbean Islands, with average flight prices from Pensacola averaging around $435.

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 $516 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 $369 on momondo.

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

No. A direct flight is the cheapest option for a flight between Pensacola to Caribbean Islands.

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

Fastest flight time

4h 00m

Direct flights

None
The fastest flight from Pensacola to Caribbean Islands takes 4h 00m
There are no direct flights from Pensacola to Caribbean Islands. There are no popular flight routes from Pensacola to Caribbean Islands.
Search flight deals

  • 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 $194Free CancellationRating
6.3
8,430 reviews
Search Spirit Airlines flights
DeltaPriceFrom $218Free CancellationRating
7.9
8,174 reviews
Search Delta flights
United AirlinesPriceFrom $380Free CancellationRating
7.4
9,259 reviews
Search United Airlines flights
SouthwestPriceFrom $381Free CancellationRating
8.0
4,282 reviews
Search Southwest flights
American AirlinesPriceFrom $385Free CancellationRating
7.2
11,258 reviews
Search American Airlines 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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