$179 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 8/4. 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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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

Tue, Jul 14 - Mon, Aug 10
United Airlines Logo
2:40 pm - 10:01 pm
MBJ
-
PNS
7h 21m
1 stop
United Airlines Logo
7:00 am - 1:30 pm
PNS
-
MBJ
6h 30m
1 stop
$352United Airlines
Sun, Jun 7 - Sun, Jun 21
United Airlines Logo
4:33 pm - 7:51 pm
MBJ
-
PNS
27h 18m
1 stop
United Airlines Logo
7:00 am - 3:26 pm
PNS
-
MBJ
8h 26m
1 stop
$358United Airlines
Sat, Aug 8 - Sat, Aug 15
Frontier Logo
8:37 pm - 3:14 pm
SJU
-
PNS
19h 37m
1 stop
Frontier Logo
7:26 pm - 4:49 pm
PNS
-
SJU
20h 23m
1 stop
$364Frontier
Thu, Aug 20 - Sun, Aug 23
Frontier Logo
6:00 am - 2:18 pm
SJU
-
PNS
9h 18m
1 stop
Frontier Logo
3:15 pm - 1:54 am
PNS
-
SJU
9h 39m
1 stop
$370Frontier
Fri, Sep 4 - Tue, Sep 8
Multiple Airlines Logo
6:00 am - 7:46 am
SJU
-
PNS
26h 46m
1 stop
Multiple Airlines Logo
2:07 pm - 11:04 am
PNS
-
SJU
19h 57m
2 stops
$387Multiple Airlines
Wed, Jul 22 - Wed, Sep 30
American Airlines Logo
5:14 pm - 10:09 am
MBJ
-
PNS
16h 55m
2 stops
American Airlines Logo
7:05 pm - 12:45 pm
PNS
-
MBJ
17h 40m
2 stops
$396American Airlines
Fri, Sep 4 - Tue, Sep 8
Multiple Airlines Logo
6:00 am - 7:46 am
SJU
-
PNS
26h 46m
1 stop
Multiple Airlines Logo
2:07 pm - 11:29 pm
PNS
-
SJU
8h 22m
1 stop
$398Multiple Airlines
Tue, Jul 14 - Mon, Aug 10
American Airlines Logo
5:14 pm - 11:59 pm
MBJ
-
PNS
6h 45m
1 stop
American Airlines Logo
7:12 pm - 1:28 pm
PNS
-
MBJ
18h 16m
2 stops
$476American Airlines
Thu, Oct 1 - Sat, Oct 31
Delta Logo
9:00 am - 11:26 pm
KIN
-
PNS
14h 26m
1 stop
Delta Logo
11:59 am - 7:30 pm
PNS
-
KIN
7h 31m
1 stop
$655Delta
Tue, Jul 7 - Sun, Sep 6
Delta Logo
9:00 am - 5:03 pm
KIN
-
PNS
8h 03m
1 stop
Delta Logo
7:00 am - 8:04 pm
PNS
-
KIN
13h 04m
1 stop
$669Delta
Useful Info

Good to know

Low seasonJanuary
Cheapest flight$179
Best time to beat the crowds with an average 22% drop 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 4 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 8426 reviews
7.8Comfort
8.1Boarding
8.5Crew
7.2Food
7.8Entertainment
Airline reviews

I continue to be satisfied with Delta’s excellent service out of LGA. The digit id works well and gets me through security in no time. Whenever possible, I choose Delta.

10.0 Excellentangela, May 2026
LGA - PBI
Read more Delta reviews

I continue to be satisfied with Delta’s excellent service out of LGA. The digit id works well and gets me through security in no time. Whenever possible, I choose Delta.

Was revoked with Jet Blue due to delay from Kenya Air

Everything could and should be better. We are paying for, it's not a favor, it's a service and should involve quality, responsibility and respect.

Overall Good! The weather delayed our takeoff from Atlanta and our arrival in Miami! If Mother Nature can mess up a flight she will do it every time!

N Everything was perfect from boarding to assistance to baggage in Tampa

I lost my plane and spend 5 hours at the airport arriving at Buffalo at 1 am taxis are very expensive at that time.

Snacks and included beverages were appreciated. Boarding went smoothly. Plenty of overhead bin space. Seats get very uncomfortable after a couple of hours. After waiting 10 painful minutes for my walker, a very nice Delta guest agent pushed me in a wheelchair to the gate. It was finally delivered to me after another 15 minutes . Our checked bag was on the carousel long b4 I was able to retrieve it. Fortunately it was still there but somewhere along the way the straps we used to secure it were removed and and were not reattached. Wish I had made note of the agents name.

The whole experience was excellent. As it most often is with Delta

We waited an hour on the runway to get a gate in Orlando

Flight was delayed by 3-hours and their fix was… complimentary pretzels.

Seat pitch is horrible especially on the 15 hour flight. Gate crew at SFO was Outstanding. The flight crew was also great.

Had a one hour delay due to mechanical issue. I didn’t think I’d be able to make my connecting flight, but they waited for me and greeted me when I arrived to help things run smooth.

Broken tray table. Erratic service. Premium economy is more economy than premium- other airlines treat PE much better. No lounge access.

6 1/2 hours from Tampa to SFO on a Boeing 737. Cramped. No Service. No real food. One pass for coffee at the beginning and a second pass THREE hours later. And check-in in Tampa was nasty even by United standards. And I am at almost TWO million miles on United. It's a non-stop. But terrible service.

MY FAMILY'S LUGGAGE WAS LOST FROM ROME TO BARI. I WAS THE ONLY ONE THAT RECEIVED MY LUGGAGE FROM ROME TO BARI. AFTER DEPLANING IN BARI, WE WASTED A LOT OF TIME AT BAG CLAIMS LOST AND FOUND REPORTING THE CLAIM AND PLEADING FOR THE BAGS TO BE DELIVERED THE NEXT DAY. WE WERE TOLD THAT IT TAKES 3 DAYS MINIMUM TO DELIVER. MY DAUGHTER AND MY GIRLFRIEND NEEDED THEIR PERSONAL THINGS AND WE WERE STAYING 3 HOURS AWAY FROM THE BARI AIRPORT. WE HAD TO DRIVE 3 HOURS TO THE AIRPORT TO COLLECT OUR LOST LUGGAGE THE NEXT DAY. WE ARE NOT HAPPY WITH THE EXPERIENCE

We had a delay, but thankfully I made it to my connection. Overall it went smooth

The flight had a delay but I made it to my connection. Flight was smooth overall

As I wrote earlier, poor planning and/or communication. At least twice, we were told that we would be boarding in less than ten minutes, only to have the flight again delayed at least another hour.

Our flight from Nice to Newark ran an hour late, and the food was mediocre, but it was fine. The problem was that we were scheduled to have a 4.5-hour layover in Newark, but then our flight to RDU was almost four hours late, finally departing at almost 11:30 p.m. We understand that flight delays were caused by weather problems in the East. However, there were at least two times, when were told that we would begin boarding in just a few minutes, only to have the flight delayed another 1.0-1.5 hours. This meant that we would leave a restaurant or the United Club, go to the gate, only to learn that there would be another major delay. Poor planning and/or communication.

This flight is a quick way to get to Chicago, but a bit expensive.

Flight left on time. Captain provided relevant announcements. We had to wait 45 minutes to desembark due to the ramp closed because of lightening.

So overall the flight was just average and nothing special. They overbooked some of the flights and they ended up running out of overhead storage space so we had to check our carry-ons which wasn't terrible but we were inconvenienced because of the second connecting flight with a long layover we couldn't get our bags until the final destination. Most of the flight attendants were pretty good and overall the meals were not that great because the chicken was dry and overcooked. They also didn't provide butter or any kind of spread with the bread which is cheap and concerning. The American airlines staff at the check-in counter was kind of unprofessional because this lady just started singing in the middle of checking us in and that's weird. The worst part of the flights was the terrible conditions of the bathrooms which were unclean and did not have toilet paper or toilet tissue available which is kind of insane for a 14-hour and 8 and 1/2 hour flight.

Everything was fine except the end of the flight. We spent more than an hour circling around Miami due to weather conditions. That was not good.

They lost my bag. ... And I asked them 3 times to 3 different people if my checked bag will maKe it all the way - they all confirmed and at the end it was left at the connection... Bravo

Cancelled BOYH legs of our flight home 30 min before initial boarding

Poor... food was horrible, boarding very slow, service on board mediocre

Flight left early and arrived 30 MINUTES early at the destination. Smooth trip.

Departed late but made up the time en route. Uncrowded and clean aircraft.

I was able to get the AA customer Service desk to put me on an earlier flight without any issues.

Incredibly delayed. First delay was due to plane coming in being late. Resulted in 30 minute delay. Boarded and then had multiple mechanical issues. Was on plane for an hour until they told people they could get off if they wanted but couldn't come back. Then gate agent rushed in and said they had lost control of who went off and we would all have to deplane and then get back on. They said flight had not been cancelled. Then while sitting waiting to board again they announced it would take two hours to get new plane and to wait at new gate. New plane arrived, reboarded only to find out that pilots had timed out. Waited for new pilots. In that time one of the flight attendants timed out. Never received food or water while waiting. Was confusing mess as to what was happening. Even flight attendants and gate agents were getting frustrated. Almost 6 hours delayed. Called American to received flight credit but can't get anywhere as Kayak reservation and don't have a ticket number. Reached out to Kayak but never heard back.

It would have been better IF IT HAD NOT BEEN CANCELED!!!!

Flights were canceled due to airline shutting down and haven’t received a reimbursement. Had to book last minute new flights which were expensive

The company went out of business and now I'm stuck in Ft. Lauderdale. Would not recommend.

Spirit changed flight times by 12 hours with coming and going so I refunded tickets and drove

The agent cancel my flight without my consent. So the situation generate me a lot of troubles, specially because we were traveling with a baby

Wonderful! Very polite crew that was dedicated to excellent customer service

The flight was delayed for over an hour. No one at the gate said anything about the flight being delayed. I had to rely on my phone for updates. Absolutely no communication at the gate.

The boarding process was simple but the seats were very uncomfortable. The staff lady was also very hard to understand when she spoke over the intercom about procedures and updates. Other staff members seemed like they were just tired and didnt want to be on the plane. Im used to happy attendants and being able to understand what is said over the speakers.

The seats on this aircraft were so uncomfortable it was like sitting on high school gym bleachers. I’m not sure we will fly spirit again. I also paid for the so called shortcut security and ended up being told to get in the regular security line, don’t waste your money.

Flight was delayed 6plus hours Did not take flight Customer service was terrible Will never fly again and will spread how terrible you are You stink

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