$114 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 1/10. 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
$259
Overall average: $384
Spirit Airlines
Thu 2/5Mon 2/9
SJU - PNS • 1 stop
Cheapest one-way
$114
Typical prices: $253-$417
Multiple Airlines
Sat 1/10
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

Thu, Feb 5 - Mon, Feb 9
Spirit Airlines Logo
6:00 am - 4:37 pm
SJU
-
PNS
12h 37m1 stop
Spirit Airlines Logo
5:33 pm - 9:47 am
PNS
-
SJU
14h 14m1 stop
$259Spirit Airlines
Thu, Feb 5 - Mon, Feb 9
Spirit Airlines Logo
6:00 am - 4:37 pm
SJU
-
PNS
12h 37m1 stop
Spirit Airlines Logo
4:03 pm - 9:47 am
PNS
-
SJU
15h 44m2 stops
$273Spirit Airlines
Fri, Jan 23 - Mon, Jan 26
Delta Logo
2:15 pm - 11:13 pm
SJU
-
PNS
10h 58m1 stop
Delta Logo
6:00 am - 2:31 pm
PNS
-
SJU
6h 31m1 stop
$345Delta
Fri, Jan 23 - Mon, Jan 26
American Airlines Logo
11:38 am - 8:30 pm
SJU
-
PNS
10h 52m2 stops
American Airlines Logo
6:42 am - 2:59 pm
PNS
-
SJU
6h 17m1 stop
$405American Airlines
Tue, Jan 13 - Sat, Jan 17
American Airlines Logo
6:00 am - 6:34 pm
SJU
-
PNS
14h 34m1 stop
American Airlines Logo
7:05 pm - 10:48 am
PNS
-
SJU
13h 43m1 stop
$413American Airlines
Thu, Mar 19 - Tue, Mar 24
Multiple Airlines Logo
6:10 am - 9:14 pm
SDQ
-
PNS
16h 04m3 stops
Multiple Airlines Logo
2:24 pm - 1:38 am
PNS
-
SDQ
10h 14m1 stop
$566Multiple Airlines
Thu, Mar 19 - Tue, Mar 24
Multiple Airlines Logo
6:10 am - 9:14 pm
SDQ
-
PNS
16h 04m3 stops
Multiple Airlines Logo
2:24 pm - 1:38 am
PNS
-
SDQ
10h 14m1 stop
$577Multiple Airlines
Fri, Jan 16 - Fri, Jan 23
Delta Logo
9:00 am - 1:53 pm
KIN
-
PNS
5h 53m1 stop
Delta Logo
11:25 am - 8:00 pm
PNS
-
KIN
7h 35m1 stop
$578Delta
Thu, Jan 22 - Mon, Jan 26
WestJet Logo
2:55 pm - 5:18 pm
MBJ
-
PNS
27h 23m2 stops
WestJet Logo
11:25 am - 7:23 pm
PNS
-
MBJ
30h 58m2 stops
$1,214WestJet
Wed, Feb 18 - Thu, Feb 19
WestJet Logo
4:30 pm - 12:30 pm
KIN
-
PNS
21h 00m2 stops
WestJet Logo
5:48 pm - 3:30 pm
PNS
-
KIN
20h 42m2 stops
$1,405WestJet
Useful Info

Good to know

Low seasonOctober
Cheapest flight$114
Best time to beat the crowds but there is an average 20% increase in price.
Most popular time to fly with an average 5% 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 8005 reviews
8.5Crew
8.1Boarding
7.3Food
7.9Comfort
7.9Entertainment
Airline reviews

I noticed that the planes seem to be outdated. There was no entertainment per se. Also, the waiting area did not have any working electrical outlets

10.0 ExcellentMargaret, Dec 2025
BOS - PIT
Read more Delta reviews

I noticed that the planes seem to be outdated. There was no entertainment per se. Also, the waiting area did not have any working electrical outlets

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)

Lady Pilot was perfect in every way wheels up to wheels down communication, professionalism, excellent on time departure and on time arrival, excellent communication! Fantastic job with Superb attitude!!

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

The flight was great. The gate location was way to far away!!!

The flight attendant in first class was beyond rude and didn't care at all about her job. AND the gate agent was even worse than the flight attendant for rudeness. She was awful.

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.

I like how the crew and pilot kept us updated Even though our flight was slightly delayed. We made up time for it in the air. I really did enjoy my seat and amenities and my trip and value overall.

Delays to take off and to leave the plane after landing added a lot of time to this flight.

It was a red eye flight, so no meals were provided, but it was fine with snacks. The seats felt cramped and almost too narrow.

We didn't take off until an hour after we boarded.

Wish they had the seat-back video screens for watching movies or playing games.

Very good but wish they had the seat-back video screens for movies & games

Horrible. Arrived at my gate at 6:37 for a 6:50 flight and was denied by staff to board. Literally watched my flight leave from the window and it didn’t take off until after 7am. Tried to talk to staff and they were rude beyond compare. Will never fly with this airline again.

We had to sit and wait for almost an hour after landing and taxiing to the gate. The jet bridge was broken so we just waited and waited and waited and it was inconvenient, hot, and unnecessary.

Seats Are hard, Plane was very dirty, used gum stuck on my tray table, wet red liquid under my feet at me seat

Seats are too close. Bags are too expensive. One bag should always be free.

Flight was canceled and instead of rescheduling at the gate we had to go out to the ticket counter. Unruly kids kicking the back of my rows chair with staff to inattentive to say something.

The experience was really good, the crew members were excellent

I love a flight without turbulence and you guys deliver It’d be nice to have comfier seats and maybe some inflight entertainment and snacks but that’s for Delta

Terrible Airline I will never fly that airline again. Shame on you for recommending them.

Excellent! No complaints! All the staff from the counter to the airplane crew, was just amazing and pleasing to talk to

I hope you continue to be one of the great company

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