Find flights
When to book
FAQs & Tips
Direct Flights
Airlines
Deals

$91 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 5/14. 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
0 bags
Mon 6/3
Mon 6/10

Search hundreds of travel sites at once for deals on flights to Pensacola

In the last 7 days travelers have searched 43,693,958 times on KAYAK, and here is why:

Save 22% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Bundle and saveSave money when you bundle your flight + hotel.

Good to know

Low season

October

High season

June

Cheapest flight

$91
Best time to beat the crowds but there is an average 40% increase in price.
Most popular time to fly and prices are also 0% lower on average.
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.

See more FAQs

Prefer to fly non-stop from Caribbean to Pensacola?

Find which airlines fly direct from Caribbean to Pensacola, which days they fly and book direct flights.

Nonstop departures

Caribbean to Pensacola

Monday

Aeromexico, Air Canada, Air France, +24 more

Aeromexico, Air Canada, +25 more

Tuesday

Aeromexico, Air Canada, Air France, +23 more

Aeromexico, Air Canada, +24 more

Wednesday

Aeromexico, Air Canada, Air France, +22 more

Aeromexico, Air Canada, +23 more

Thursday

Aeromexico, Air Canada, Air France, +23 more

Aeromexico, Air Canada, +24 more

Friday

Aeromexico, Air Canada, Air France, +24 more

Aeromexico, Air Canada, +25 more

Saturday

Aeromexico, Air Canada, Air France, +24 more

Aeromexico, Air Canada, +25 more

Sunday

Aeromexico, Air Canada, Air France, +23 more

Aeromexico, Air Canada, +24 more

See more direct flights

Nonstop returns

Pensacola to Caribbean

Monday

Aeromexico, Air Canada, Air France, +24 more

Aeromexico, Air Canada, +25 more

Tuesday

Aeromexico, Air Canada, Air France, +23 more

Aeromexico, Air Canada, +24 more

Wednesday

Aeromexico, Air Canada, Air France, +22 more

Aeromexico, Air Canada, +23 more

Thursday

Aeromexico, Air Canada, Air France, +23 more

Aeromexico, Air Canada, +24 more

Friday

Aeromexico, Air Canada, Air France, +24 more

Aeromexico, Air Canada, +25 more

Saturday

Aeromexico, Air Canada, Air France, +24 more

Aeromexico, Air Canada, +25 more

Sunday

Aeromexico, Air Canada, Air France, +23 more

Aeromexico, Air Canada, +24 more

See more direct flights
See more direct flights

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.
8.0
DeltaOverall score based on 10838 reviews
8.6Crew
8.0Entertainment
8.2Boarding
7.9Comfort
7.4Food
Airline reviews

I would fly again the whole experience was great. The only feed back I can give that they don't do that American Airlines does is the crew there is more humorous with boarding and thank their passengers. It makes it more fun to fly with them. I would however fly Delta again.

10.0 ExcellentDonnel, Apr 2024ATL - EYW
Read more about Delta reviews

I would fly again the whole experience was great. The only feed back I can give that they don't do that American Airlines does is the crew there is more humorous with boarding and thank their passengers. It makes it more fun to fly with them. I would however fly Delta again.

Horrible. This was not first class. This was a connecting flight whi h was late. My original flight never came. I hated the fact that delta gave me a connecting flight from New York to Orlando Florida. No meals and the television screens were not working. There wasn't even any power to charge your phones. This is NOT FIRST CLASS DELTA!!! Do better next time!

Flight was delayed an no one make an announcement about it., they only have Coca Cola and nothing else., the food that was served was cold… very bad experience and service

They did a fine job. Can't wait to use Delta in the future.

Seat back monitors and outlets were dead and not working.

The experience was good and the flight departed on time and landed early

The flight was delayed but we got to our final destination.

public website still broken for years randomly blocking browsers with privacy options active after loading a page maybe once. check-in on laptop was almost impossible but eventually randomly worked. had to print pass at airport since couldn't get back in to load digital pass on mobile firefox or chrome. red eye flight so smooth onboarding, plenty of room to spread out, easy offboarding. onboard wifi instructions mention vpn can cause problems connecting but fails to also mention private dns. no printed or built in menu list, seems weird to require personal device to point at qr code link for menu which does not even allow direct ordering. people with health condition risk related dietary restrictions trying to avoid for example cholesterol and sugar are left guessing what they can order either way without nutritional info highlights (cranberry juice was minute maid cocktail with as much suger as typical can of soda). tap to pay wasn't working and always seems sketchy to manually enter card info. good movie variety, so limited tv was okay.

Bathroom broke, had to rush to board because of late exit of previous flight

Boarding super slow with people allowed to linger in aisles

They ocer booked the connecting flight. My bags took a long time to come out, nevertheless I got to the gate in time to board, but they have given my seat to another passenger. They were aware I was connecting from another flight that was a little late, but they did not care. The customer representatives were rude. A horrible experience.

Flight was cancelled had to move to another gate late again no internet paid for the month and never can use it waste of money

Flight delayed over an over all day until it cancelled at 1:30am. Would not repeatedly delay that late. Offer hotel rooms and rebook early. Very difficult for families with small children

A disaster, I lost my connection due to overcrowding at the Miami airport, having a 3-hour layover and the airline did nothing to reboard me on time and I had to sleep on the floor for 18 hours.

The flight was 90 minutes long and the stewardesses were extremely slow. I was in row 16 and they did not serve us drinks until we were descending for landing in a 90 minute flight. Unacceptably slow and at least 10 rows (20 to 31) did not receive any drinks or snacks for the entire duration of the flight because of the slowness of the stewardesses. There is no rationale to delay beverage service to brew coffee for a flight at six p m.

Flight was delayed three hours waiting for the flight crew, even though the plane was at the gate for the scheduled departure

It was a good flight. Of course it was full, but it went well.

We sat on the plane for 1 hour because the airline was short handed could not be unloading.

Seats in coach aren't padded enough for a 6 hour flight

We are gluten free, there were not any available complimentary gluten free options.

Everything was really good but the seats are not very comfortable.

Spirit canceled the flight in March and never notified me!

Pretty good. Would’ve been excellent if we would have left on time and the crew wasn’t late.

Spirit airline tries to screw you at every opportunity. Spirit wanted 65$ for an extra pound in the suitcase Made me open the suitcase at the counter to remove 1 pound. Staff very cold and rude Will never fly spirit again and will recommend same to family and friends

The weight limit per bag was really low - 40 lbs - so we had to pay extra. Then, they said their carry on size was 14x18x8, and we measured our bag very carefully. It was within the limit, yet they said it was too big, so we ended up paying an extra $100 for that too!! So it wasn’t the cheap flight we thought it would be. Then, they moved up our initial flight to depart 3 hours earlier which meant we had to be out on the road by 7 am and then have a 6 hour layover and we got home at 2am. It was a grueling day. I won’t be flying with them again.

Overall it was a good experience. Stewards were very kind and professional. The departure and arrival times were as promised. Plane was clean.

Terrible as usual!!!! Very unprofessional and rude flight attendants! You get what you pay for! HORRIBLE

My experience was above excellent!!!! First the lady that pushed me in the wheelchair to the gate was outstanding!!! Then the ladies at the gate went over and beyond, by helping me fill out the immigration form! I would not have been able to get to Guatemala without their help!!! God bless them all! They were amazing 🙏❤️🙏

The seemingly have no respect for their customers, on any level. Definitely my last time flying spirit.

Our flight was delayed two hours. We nearly missed our connecting flight and had to rush across the airport with little kids and all their luggage. They didn’t give us enough time to walk from one gate to the other, then when we got on, we waited another half hour while the crew loaded cargo. It seems like they could have given passengers more time if they had cargo to load anyway.

Book cheap flights from Caribbean to Pensacola

Recent round-trip flight deals

6/4Tue
1 stopSpirit Airlines
13h 19mSJU-PNS
6/15Sat
1 stopSpirit Airlines
8h 57mPNS-SJU
$173
5/28Tue
1 stopSpirit Airlines
12h 18mSJU-PNS
6/4Tue
1 stopSpirit Airlines
16h 20mPNS-SJU
$175
6/4Tue
1 stop
13h 19mSJU-PNS
6/15Sat
2 stops
19h 27mPNS-SJU
$204
5/23Thu
1 stopFrontier
12h 19mSJU-PNS
5/31Fri
1 stopFrontier
8h 36mPNS-SJU
$238
5/23Thu
1 stop
12h 19mSJU-PNS
5/27Mon
1 stop
22h 36mPNS-SJU
$239
6/13Thu
1 stopFrontier
11h 39mSJU-PNS
6/17Mon
2 stopsFrontier
16h 06mPNS-SJU
$270
6/13Thu
1 stopDelta
9h 09mSJU-PNS
6/16Sun
1 stopDelta
9h 51mPNS-SJU
$292
6/13Thu
1 stopDelta
9h 09mSJU-PNS
6/15Sat
1 stopDelta
10h 41mPNS-SJU
$298
6/13Thu
2 stopsAmerican Airlines
17h 45mSJU-PNS
6/16Sun
2 stopsAmerican Airlines
24h 32mPNS-SJU
$360
7/8Mon
2 stopsAmerican Airlines
19h 29mMBJ-PNS
7/22Mon
2 stopsAmerican Airlines
17h 38mPNS-MBJ
$417

Search by stops

Search by airline

Search by price

Recent one-way flight deals

5/14Tue
1 stopSpirit Airlines
22h 34mSJU-PNS
$91
5/23Thu
1 stopFrontier
12h 19mSJU-PNS
$99
5/13Mon
1 stopAmerican Airlines
10h 47mSJU-PNS
$116
5/13Mon
2 stopsAmerican Airlines
23h 39mSJU-PNS
$163
5/9Thu
1 stop
28h 02mSJU-PNS
$196
7/6Sat
1 stopDelta
9h 09mSJU-PNS
$206
7/1Mon
1 stopDelta
9h 09mSJU-PNS
$251
5/13Mon
2 stops
22h 31mKIN-PNS
$335
5/12Sun
2 stopsUnited Airlines
32h 25mSJU-PNS
$459
7/1Mon
2 stopsUnited Airlines
19h 25mSJU-PNS
$485

Search by stops

Search by airline

Search by price

Last minute flights from Caribbean to Pensacola

Last minute flight, train and bus deals

5/9Thu
multi-stopSpirit Airlines
7h 12mSJU-PNS
5/13Mon
multi-stopSpirit Airlines
9h 58mPNS-SJU
$257
5/9Thu
multi-stopSpirit Airlines
7h 12mSJU-PNS
5/13Mon
multi-stopSpirit Airlines
31h 23mPNS-SJU
$259
5/9Thu
multi-stopSpirit Airlines
7h 12mSJU-PNS
5/13Mon
multi-stopSpirit Airlines
29h 21mPNS-SJU
$265
5/9Thu
multi-stopSpirit Airlines
7h 12mSJU-PNS
5/13Mon
multi-stopSpirit Airlines
22h 50mPNS-SJU
$269
5/7Tue
multi-stopSpirit Airlines
6h 58mSJU-PNS
5/11Sat
multi-stopSpirit Airlines
16h 11mPNS-SJU
$289
5/9Thu
multi-stopAmerican Airlines
18h 58mSJU-PNS
5/13Mon
multi-stopAmerican Airlines
18h 47mPNS-SJU
$313
5/8Wed
multi-stop
27h 03mSJU-PNS
5/11Sat
multi-stop
26h 53mPNS-SJU
$320
5/8Wed
multi-stopAmerican Airlines
11h 58mSJU-PNS
5/11Sat
multi-stopAmerican Airlines
14h 39mPNS-SJU
$441
5/9Thu
multi-stop
20h 42mMBJ-PNS
6/5Wed
multi-stop
26h 09mPNS-MBJ
$481
5/8Wed
multi-stopDelta
12h 52mSDQ-PNS
5/12Sun
multi-stopDelta
11h 15mPNS-SDQ
$745

Search by stops

Search by airline

Search by price

Flights to Pensacola

Destination:

Pensacola (PNS)United States

Return flight deals:

Pensacola - Caribbean

Cabin classes: