$140 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 12/9. 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
$288
Overall average: $493
Multiple Airlines
Fri 11/21Sun 11/23
SJU - PNS • 1 stop
Cheapest one-way
$140
Typical prices: $192-$368
Spirit Airlines
Tue 12/9
SJU - PNS • 2 stops
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Flight Deals
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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

Fri, Nov 21 - Sun, Nov 23
Multiple Airlines Logo
7:15 am - 4:59 pmSJU-PNS
11h 44m1 stop
Multiple Airlines Logo
1:44 pm - 10:49 amPNS-SJU
19h 05m1 stop
$288Multiple Airlines
Find Deal
Fri, Nov 21 - Fri, Nov 28
Multiple Airlines Logo
5:19 pm - 7:11 pmSJU-PNS
27h 52m1 stop
Multiple Airlines Logo
8:16 pm - 11:29 pmPNS-SJU
25h 13m1 stop
$308Multiple Airlines
Find Deal
Mon, Dec 8 - Thu, Dec 11
Spirit Airlines Logo
4:10 am - 1:13 pmSJU-PNS
11h 03m1 stop
Spirit Airlines Logo
7:09 pm - 12:32 pmPNS-SJU
15h 23m1 stop
$320Spirit Airlines
Find Deal
Mon, Dec 8 - Thu, Dec 11
Spirit Airlines Logo
4:10 am - 1:13 pmSJU-PNS
11h 03m1 stop
Spirit Airlines Logo
7:09 pm - 12:32 pmPNS-SJU
15h 23m1 stop
$321Spirit Airlines
Find Deal
Fri, Jan 16 - Mon, Jan 19
American Airlines Logo
1:24 pm - 6:34 pmSJU-PNS
7h 10m1 stop
American Airlines Logo
12:09 pm - 8:50 pmPNS-SJU
6h 41m1 stop
$365American Airlines
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Tue, Jan 13 - Sat, Jan 17
American Airlines Logo
6:00 am - 2:50 pmSJU-PNS
10h 50m2 stops
American Airlines Logo
4:46 pm - 10:48 amPNS-SJU
16h 02m1 stop
$371American Airlines
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Fri, Mar 6 - Tue, Mar 10
United Airlines Logo
3:20 pm - 9:30 pmMBJ-PNS
7h 10m1 stop
United Airlines Logo
7:00 am - 1:05 pmPNS-MBJ
6h 05m1 stop
$445United Airlines
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Fri, Mar 6 - Tue, Mar 10
United Airlines Logo
3:20 pm - 9:30 pmMBJ-PNS
7h 10m1 stop
United Airlines Logo
7:00 am - 1:05 pmPNS-MBJ
6h 05m1 stop
$475United Airlines
Find Deal
Mon, Jan 19 - Thu, Jan 22
Delta Logo
8:00 am - 7:54 pmMBJ-PNS
12h 54m1 stop
Delta Logo
9:03 am - 8:36 pmPNS-MBJ
10h 33m1 stop
$536Delta
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Fri, Mar 6 - Tue, Mar 10
Delta Logo
9:00 am - 6:21 pmKIN-PNS
10h 21m1 stop
Delta Logo
6:00 am - 8:00 pmPNS-KIN
14h 00m1 stop
$587Delta
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Useful Info

Good to know

Low seasonJanuary
Cheapest flight$140
Best time to beat the crowds but there is an average 4% increase in price.
Most popular time to fly with an average 3% 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 8001 reviews
7.9Entertainment
8.2Boarding
8.5Crew
7.3Food
7.9Comfort
Airline reviews

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

10.0 ExcellentMAYRA, Nov 2025JFK - MIA
Read more Delta reviews

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.

Everything went well and was good. Nothing exceptional, but no complaints either. Cheap seats are pretty comfortable.

DELTA does a terrific job making sure you are well taken care of during the flight, gives you assurance before the flight through numerous email notifications about your upcoming flight & lastly good follow up after the flight making sure your needs were mat. It has been, is & will continue to be my carrier of choice in all my future travels. Good Job DELTA

Staff were friendly and happy. Delta could make sure passengers that don't have the app know of changes. Without Kayak I would not have known about the change of gate or the delay. Kayak was faster to notify me.

They ended up paying for the bag twice, but the counter wouldn't take my baggage receipt. Left it to me to resolve. Not sure how to resolve the issue.

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.

Movie selection was meh. Food was great. Crew as always great. I paid for premium because that’s the only way not to feel like a sardine. That’s how economy should be imo. Sadly passengers have to pay an extra $1000 to get what they should at base price but that’s all airlines. The airline industry in general treats passengers as cargo.

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

The delayed flight was awful and moving the departure gate twice was annoying

Flight was delayed not sure why no explanation given and no apologies either. Otherwise the flight was fine

Flight from Miami to Lima was very good, like the free WiFi to get movies and TV.

While waiting to claim my checked luggage, I discovered the airline had lost it. After a long wait and inquiries, I discovered it was on another flight. Fortunately, the airline finally sent my luggage home.

Flight delays numerous times. Everytime we would get close to boarding it would be delayed again. Strung along the entire time.

Excessive fees for flight delays. What a Scam. I was not able to attend the wedding I needed to go.

It was terrible, we had to board and unboard the flight with a hour delay that caused me to miss an appointment and a surprise for my wife

They didn't let me board with a proper boarding pass. I threw away my bags so that I can board and was defined boarding. Had to take the next flight after paying more.

Great! I intend to use Spirit for future flights. No complaints .

They cancelled the flight 3 hours prior departure. Had to spend $400 for a ne way flight with Delta Airlines! Spirit Airlines are not serios!

Plastic seat really hurt my back. Cannot even recline on the flight. Very hard to sleep on the plane due to terrible seats . Food and drinks were expensive and not very good. There were like 2 open exit rows behind me. My isle was full so I asked flight attendants if I could sit there. They told me it was a safety issue??? I think it more unsafe to have no one sitting there. In case of emergency, you’d want someone there to help.

Over SOLD flight. It does not matter that you were able to check in 24 Hours before and confirm your flight. At the airport, the company SPIRIT rep wanted to remove people who pay for lower fares.

The entire staff from check in agents to flight attendants were pleasant and professional. Would suggest a complimentary water.

Very easy boarding! Crew was fantastic and offered us refreshments quickly and efficiently. Quick, nice flight!

My baggage broke and they did not offer me anything. No conversation

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