$122 Find Cheap Flights from Caribbean to Pensacola

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to Pensacola departing on 2/15. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

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Everything you should know

Cheapest round-trip
$240
Overall average: $439
Spirit Airlines
Wed 4/15Sun 4/19
SJU - PNS • 1 stop
Cheapest one-way
$122
Typical prices: $153-$183
Spirit Airlines
Sun 2/15
SJU - PNS • 1 stop
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Flight Deals
Useful Info
Flight Deals

Cheap Flights from Caribbean to Pensacola

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Caribbean to Pensacola that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Caribbean to Pensacola

Wed, Apr 15 - Sun, Apr 19
Spirit Airlines Logo
3:43 pm - 9:21 pm
SJU
-
PNS
6h 38m
1 stop
Spirit Airlines Logo
6:00 am - 2:28 pm
PNS
-
SJU
7h 28m
1 stop
$240Spirit Airlines
Sun, Feb 15 - Sun, Feb 22
Spirit Airlines Logo
5:20 am - 5:42 pm
SJU
-
PNS
14h 22m
1 stop
Spirit Airlines Logo
6:37 pm - 10:17 am
PNS
-
SJU
13h 40m
1 stop
$241Spirit Airlines
Sun, Apr 12 - Sun, Apr 19
Spirit Airlines Logo
1:45 am - 9:14 pm
SJU
-
PNS
20h 29m
1 stop
Spirit Airlines Logo
6:00 am - 2:28 pm
PNS
-
SJU
7h 28m
1 stop
$248Spirit Airlines
Fri, Feb 13 - Mon, Feb 23
Multiple Airlines Logo
11:52 am - 5:42 pm
SJU
-
PNS
7h 50m
1 stop
Multiple Airlines Logo
2:23 pm - 12:43 am
PNS
-
SJU
8h 20m
1 stop
$252Multiple Airlines
Thu, Feb 12 - Wed, Feb 18
Multiple Airlines Logo
11:52 am - 5:42 pm
SJU
-
PNS
7h 50m
1 stop
Multiple Airlines Logo
6:37 pm - 2:53 am
PNS
-
SJU
6h 16m
1 stop
$273Multiple Airlines
Wed, Feb 25 - Fri, Mar 6
Delta Logo
9:00 am - 6:42 pm
KIN
-
PNS
10h 42m
1 stop
Delta Logo
6:00 am - 8:00 pm
PNS
-
KIN
13h 00m
1 stop
$599Delta
Wed, Feb 25 - Fri, Mar 6
American Airlines Logo
11:12 am - 11:13 pm
KIN
-
PNS
13h 01m
2 stops
American Airlines Logo
3:16 pm - 10:22 am
PNS
-
KIN
18h 06m
2 stops
$612American Airlines
Sun, Mar 15 - Fri, Mar 20
American Airlines Logo
2:34 pm - 10:21 am
KIN
-
PNS
19h 47m
2 stops
American Airlines Logo
5:23 am - 7:12 pm
PNS
-
KIN
13h 49m
2 stops
$617American Airlines
Thu, Jan 29 - Mon, Feb 2
WestJet Logo
5:30 pm - 5:18 pm
POP
-
PNS
25h 48m
2 stops
WestJet Logo
11:25 am - 4:27 pm
PNS
-
POP
27h 02m
2 stops
$2,075WestJet
Thu, Jan 29 - Mon, Feb 2
WestJet Logo
5:30 pm - 11:13 pm
POP
-
PNS
31h 43m
2 stops
WestJet Logo
11:25 am - 4:27 pm
PNS
-
POP
27h 02m
2 stops
$2,311WestJet
Useful Info

Good to know

Low seasonOctober
Cheapest flight$122
Best time to beat the crowds but there is an average 23% increase in price.
Most popular time to fly with an average 6% increase in price.
Flight from San Juan to Pensacola

FAQs for booking flights from Caribbean to Pensacola

  • How does KAYAK find such low prices on flights from Caribbean to Pensacola?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Caribbean to Pensacola.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Caribbean to Pensacola?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Pensacola from Caribbean is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Caribbean to Pensacola?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Pensacola with an airline and back to Caribbean with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Caribbean to Pensacola?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Pensacola from Caribbean up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top 3 airlines serving from Caribbean to Pensacola

 
Need help choosing which airline to fly with from Caribbean to Pensacola? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.9
DeltaOverall score based on 8075 reviews
8.5Crew
7.8Entertainment
7.9Comfort
8.1Boarding
7.2Food
Airline reviews

Probably not the fault of Delta but there was delay after delay after delay and I ended up getting home 4 hours later then I should have at 1:30 in the morning

4.0 Okaybyron, Jan 2026
CWA - MSP
Read more Delta reviews

Probably not the fault of Delta but there was delay after delay after delay and I ended up getting home 4 hours later then I should have at 1:30 in the morning

Comfort Plus seat 11E seemed smaller than prior flights. The movie selection is good. Watched most of the most recent Tron movie. I'll watch the remaining part later as my movie is saved in the Delta Seatback Experience.

Delta is a good airline. I've never had an issue with Delta. I'll continue to fly with them until they show me that I shouldn't.

Flight was operated by Virgin Atlantic and it was up to their usual high standard. Minor grips about some issues, but they are really first world issues and as a whole, was an excellent flight.

Original flight was cancelled and when i was rebooked by the airline, they couldn't seat me in the same type of seat as I had originally booked (went from window/aisle to middle/middle and one was a bulkhead seat, and other wasn't in the same class)

First, Delta needs more flights to/from Miami. Second, a 1000pm leaving at 1230pm is unacceptable from their biggest airport world hub. Another aircraft could have been used such as the aircraft scheduled to be used in the morning for that exact same route. Yes, I did get me there but the lack of sleep the next day didn't help me enjoy my entire trip since I was busy with activities during the weekend. This can be and is expected from Spirit (going bankrupt) and Frontier (despite they're nickel and dimers). But from Delta's World Hub? That's totally unacceptable!

Service in business class was not impressive. I ordered coffee with dinner and then watched other people get 2 refills before I got my 1 cup of coffee, and only after I pressed the attendant button overhead. Furthermore, the seats in the forward cabin need maintenance on this 737-800: the upholstery is detaching from the seat frame, at least on the backs of seats 1C, 1D.

I truly love flying with Delta. They have always treated me with the upmost respect

Our flight attendant in FIRST CLASS was one of the worst I’ve ever had. She was not at all pleasant, nor particularly good at her service.

The flight was an hour and a half late departing which was inconvenient

On the plus side, crew was attentive, drinks were cold, and in-flight entertainment selection was better than some other airlines. On the negative aide, Plane was delayed almost an hour, either no announcements from the gate crew. Biscoff cookies are gross, appreciate airlines that give a choice. Also, crew had no personality or enthusiasm at all.

I was originally scheduled on AA 1763. When I landed in Miami, I went to the counter for flight AA 2115 to try to move my flight to this one. I was in a first class seat on AA 1763. While they moved to me this flight, I was told that there were no other 1st class seats available and they assigned me into coach. However, when I was getting off the plane I noticed that one of the pilots who was also in line to go jump seat - somehow miraculously got a 1st class seat on this flight. It is actually infuriating that I had a paid 1st class seat yet somehow they would move an AA employee ahead of that. At a bare minimum, they should have compensated me for the fare difference and I really think paying customers should ALWAYs get the premiere seats.

UGH I HAD TO MISS MY FIRST FLIGHT TO TAMPA CAUSE OF THE 10 MINUTE DELAY OF THE ORLANDO TO MIAMI ONE SO THEY HAD ME GET ANOTHER TICKET. I AM NOT HAPPY AT ALL BECAUSE IT MADE ME MISS MY CONNECTING FLIGHT FROM TAMPA TO LONDON AND FORCED ME TO MISS A DAY AT MY ROOM IN THE UK.

Wish they didnt delay off-boarding for 10 minutes so i could connect to my flight from miami to tampa

We experienced gate changes and a long delay. My seat was dirty when I boarded and I had to use wipes to clean it myself. There was an unpleasant and overpowering cleaning product scent on the plane as well that lingered through the flight.

Original flight was canceled and rescheduled for the next day. Cancelation notice was sent in the middle of the night (only saw it in the morning), leaving no room to find other options. No offers to reimburse for the extra expenses or compensations. My flight to Rio on 12/12 was also delayed for 16 hours. This seems to be the new normal for AA.

I got sick nothing contagious but distressing and the care I received by Kayla? Keighly the flight attendant will be memorable for ever. Thank You

Waaay too small plane. They also need to up the size of the overhead bins. I would love to keep me 3k with of camera equipment in my hard case baggahe instead of it being thrown into the belly of the plane

Attendants were pleasant and the flight was smooth and relaxed.

It was fine. No drinks nor snacks offered though. I thought that was unusual.

Even though there was a delay the crew was exeptional

Cheap, only one short delay. No issues despite bad weather. Able to take a big backpack for free.

I know Spirit gets a lot of criticism, but I've taken three flights recently and all were very good, and tremendous value. On my most recent one, they randomly assigned me to a very comfortable exit row seat! The flight was on time and the boarding process was smooth, and the crew was friendly. No complaints!

My experience with spirit was horrible I had to spend a extra $100 to check in my bag when I already purchased my ticket even when I got to my gate to get my seat the attendant didnt say anything until I was boarding the plane..also to make matters worst I been flying from Florida to New york and Florida to Atlanta often this was my 4th trip to Atlanta with the same bag and never had this problem till yesterday so im extremely upset and I wasnt even giving a reason for the change the attendant just gave a attitude and wouldn't answer me at all

Paid for wifi the day before but wifi was unavailable on flight.

Second time in 3 days I walked off the plane late. This time - almost an hour.

I've flown two Spirit flights recently - boarding for one was somewhat chaotic, with the board listing the wrong flight and causing much confusion; boarding for the other was very smooth and easy. My seat (for which I did not pay extra) was a bit narrow and without great legroom, but it was fine for a NY-Florida trip and was more than worth the low price I paid. The crew was friendly and one flight landed early and the other was only very slightly delayed. All in all a very good experience.

Spirit sucks. Horrible employees in Medellín. Never again. I hope this company goes out of business completely.

Your flight crew and boarding area crew need to have microphone use training. They all hold the microphone right up to their mouths, way to close making understanding them almost impossible. The microphone should be held about 3 to 4 inches away from their mouths. This would provide for much better clarity through the PA system. ‘Eating the mic’ DOES NOT work.

It was the first time I flew on that airline and had a very positive experience. Nearly identical to Jetblue which consider the standard of airlines excellence.

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