$88 Find Cheap Flights from Caribbean Islands 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 5/7. 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.
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1 adult, Economy, 0 bags

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Cheap Flights from Caribbean Islands to Pensacola

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Caribbean Islands 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 Islands to Pensacola

日, 5月 10 - 日, 5月 17
Frontier Logo
6:00 am - 12:57 pm
SJU
-
PNS
7h 57m
1 stop
Frontier Logo
1:42 pm - 1:15 pm
PNS
-
SJU
22h 33m
1 stop
$178Frontier
日, 5月 10 - 日, 5月 17
Frontier Logo
6:00 am - 12:57 pm
SJU
-
PNS
7h 57m
1 stop
Frontier Logo
1:42 pm - 1:15 pm
PNS
-
SJU
22h 33m
1 stop
$206Frontier
金, 5月 1 - 木, 5月 7
Spirit Airlines Logo
12:57 pm - 8:23 pm
SJU
-
PNS
8h 26m
1 stop
Spirit Airlines Logo
5:58 pm - 6:59 pm
PNS
-
SJU
24h 01m
1 stop
$227Spirit Airlines
金, 5月 1 - 木, 5月 7
Multiple Airlines Logo
12:57 pm - 8:23 pm
SJU
-
PNS
8h 26m
1 stop
Multiple Airlines Logo
1:42 pm - 2:08 am
PNS
-
SJU
11h 26m
1 stop
$229Multiple Airlines
金, 5月 1 - 木, 5月 7
Multiple Airlines Logo
6:00 am - 8:23 pm
SJU
-
PNS
15h 23m
1 stop
Multiple Airlines Logo
5:58 pm - 6:59 pm
PNS
-
SJU
24h 01m
1 stop
$239Multiple Airlines
金, 5月 15 - 月, 5月 18
Spirit Airlines Logo
8:04 pm - 12:46 pm
SJU
-
PNS
17h 42m
1 stop
Spirit Airlines Logo
4:48 pm - 12:19 am
PNS
-
SJU
6h 31m
1 stop
$258Spirit Airlines
水, 5月 13 - 水, 9月 2
Delta Logo
4:59 pm - 11:16 pm
MBJ
-
PNS
6h 17m
1 stop
Delta Logo
6:00 am - 3:34 pm
PNS
-
MBJ
9h 34m
1 stop
$307Delta
木, 5月 14 - 月, 8月 31
American Airlines Logo
2:29 pm - 9:14 am
MBJ
-
PNS
18h 45m
2 stops
American Airlines Logo
7:24 pm - 12:20 pm
PNS
-
MBJ
16h 56m
2 stops
$321American Airlines
木, 5月 14 - 月, 8月 31
American Airlines Logo
4:37 pm - 9:14 am
MBJ
-
PNS
16h 37m
1 stop
American Airlines Logo
8:59 am - 1:30 pm
PNS
-
MBJ
4h 31m
1 stop
$324American Airlines
水, 5月 13 - 水, 9月 2
Delta Logo
2:21 pm - 11:16 pm
MBJ
-
PNS
8h 55m
1 stop
Delta Logo
7:00 am - 1:04 pm
PNS
-
MBJ
6h 04m
1 stop
$327Delta
Useful Info

Good to know

Low seasonJanuary
Cheapest flight$88
Best time to beat the crowds with an average 20% drop in price.
Most popular time to fly and prices are also 1% lower on average.
Flight from San Juan to Pensacola

FAQs for booking flights from Caribbean Islands to Pensacola

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

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Pensacola from Caribbean Islands 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 Islands 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 Islands with another airline.

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

 
Need help choosing which airline to fly with from Caribbean Islands 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 8408 reviews
7.8Entertainment
8.1Boarding
7.2Food
8.5Crew
7.9Comfort
Airline reviews

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!

8.0 ExcellentPaul A, Apr 2026
ATL - MIA
Read more Delta reviews

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.

The staff on board and gate was nice - a welcome change from the usual. We also arrived early, which was a great benefit, given that it takes 30 minutes plus to get bags at SRQ.

They took all carry-on luggage from Groups 6 -9 - I was group 5 and waiting in line to board - they made me check my luggage too. That then went to baggage claim and delayed departure from the airport. There was overhead room in my seating area - Delta over reacted. Also, had a gentleman next to me that took up 1/2 my seat.

Sorry I didn't realize I was writing a review for each leg. Please see my previous review - it applies to the entire flight, not just a single leg.

Very disappointing. Flight was delayed by 1.5 hours and food options are very underwhelming even for first class seats (same food given to economy seats)

Was not able to do a online check-in because the American Airlines system doesn't store our visa or other passport information, allowing us to have a trouble-free check-in. We were forced to have to check-in at the counter which Changes are upgrade status given that we were not able to check in much earlier.

I have been flying American Airlines—almost exclusively—for years. The airline is consistent with fares, timely departures/arrivals, and customer service, whether on the phone or in the air.

Incoming flight was delayed, delaying boarding. It then took 30 mins to take off. Took 20 mins to get to a gate because they changed the gate last minute, crew weren’t ready so there was no one staffed to work the jet bridge. Boarding was so disorganized as is usual with American because everyone just stands around the gate regardless of boarding group.

I would have liked vegetarian and gluten free options for evening dinner time flight. I would have like a pillow on the international overnight flight . The veg wrap and oaten desert on the international flight was good

We hoarded. Then we deplaned. Then we waited for 10 hours in the MSP airport due to a wheel misfunction. We understand safety but communication between crew and airport staff was horrible. When we did finally board, we were rushed on and because we were waiting for a “fresh” pilot and crew, we sat in a roasting plane with no A/C for an hour. My question is why was this flight not cancelled right away when they knew this would be a huge issue OR, why did AA not get a substitute plane, considering this was already a full flight? To me, this appears to be a complete breakdown in leadership and utter systems failure. The compensation for completely disrupting travel plans for hundreds, which we paid dearly for, was measly. While we appreciated the lodging for the night, $12 in meal vouchers isn’t going to sustain anyone for over 12 hours. “We apologize; our hands are tied” is no longer an acceptable explanation. We are so completely turned off by this experience and will definitely seek alternative avenues when we need to fly.

Crew was rude, almost 6 hour flight after horrific customs re entry line and near flight miss (unable to bug airport food) without food offerings.

Check in was rough because the check in crew did not know how to manage my international visa documents. Required a long process and 4 people to finally be able to proceed to security. They told us incorrect information several times before acknowledging we did indeed have everything we needed from the start.

Mechanical issue delayed us 2hrs and then once we landed sat on tarmac for 30mins because someone left a vehicle in front of the gaye

An delay of almost 3 hours while passengers were already in the plane kept us very uncomfortable. The food was also very limited. A bad experience overall.

Always Good ,… Spirit customers are high class Delta customers are self proclaimed elites and American crews you can hear them complain about everything (they’re loud)

The plane home was a lot nicer than the one i arrived on. Seating was more spacious and comfortable

They cancelled my flight with no reason affecting my travel plans and delaying it 24 hours.

Everything was horrible. They delayed my flight so I missed my connection flight and I lost my bags. I had to go to the same workers multiple times asking the same questions because everyone kept giving me different answers. One person closed down customer service because he wanted to go on lunch so there was like 30 people just waiting for hours because no one would relieve him.

Landing was technically perfect. What I didn't like is the pricey internet. Both flights with excellent crews. I'm 6 feet 210 pounds and could easily fit in the chair.

First flight in along time with spirit! I’m honored to say this flight was excellent 😊

Every connection was late but that meant I was not running from one to the next so that was a good thing. No one wants to miss a connection

Last flight to get me home got delayed almost an hour, which was bad because I have to work in the morning.

We had to take a bus to the plane with a old woman and carry on bags, and at landing at the airport we have to wait one hour seating on the plane waiting for a gate. We came back from Australia Bussines class Quantas 16 hours traveling, then wait in Dallas 7 hours for connection...honestly waiting 1 hour more at the plane was the worst part.

Flight delayed twice (not Spirit fault) No food served* No entertainment * *in response to my choices in the rating. None was provided so couldn’t rate properly

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