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Find cheap flights from Pensacola to the Cayman Islands from $518

This is the cheapest round-trip flight price found by a KAYAK user in the last 72 hours by searching for a flight from Pensacola to the Cayman Islands departing on 9/22. 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
Wed 6/5
Wed 6/12

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Best Cayman Islands Flight Deals

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours

George Town
George Town1 stop$518

Good to know

Low season

February

High season

October

Cheapest flight

$518
Best time to beat the crowds with an average 20% drop in price.
Most popular time to fly with an average 5% increase in price.
Flight from Pensacola to George Town

FAQs - booking Cayman Islands flights

  • How does KAYAK find such low prices on flights from Pensacola to the Cayman Islands?

    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 Pensacola to the Cayman Islands.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to the Cayman Islands from Pensacola 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 Pensacola to the Cayman Islands?

    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 the Cayman Islands with an airline and back to Pensacola with another airline.

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

    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 the Cayman Islands from Pensacola up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Top airline flying from Pensacola to the Cayman Islands

 
Need help choosing which airline to fly with from Pensacola to the Cayman Islands? 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.
7.3
American AirlinesOverall score based on 14697 reviews
7.6Boarding
8.0Crew
6.6Food
7.1Entertainment
7.2Comfort
Airline reviews

They gave my seat away although it was a connecting flight with them and the flight was a bit delayed.

2.0 MediocreRoberto, May 2024MIA - DFW
Read more about American Airlines reviews

They gave my seat away although it was a connecting flight with them and the flight was a bit delayed.

The Flight attendant had an attitude and didn't allow anyone any time to prepare for landing despite being absent throughout the entire trip

Ac was broken so we deplaned, waited 2 hours, taxiing for takeoff they said the plane would not fly so we went back to the gate and got a new plane which took another hour. In all a 4 hour delay for an 80 min flight.

Horrible people at the gate, they force me to check in my carry on, even thought no one behind me has to do it. I had to get out of the airport in NY to get my bag and go thru security again on my way to Honk Kong. The worst part is the employee threatened me with loosing the flights if don’t comply.

Delayed flight, few announcements with information, no comps, cluster f boarding because zones weren’t spread out and announced loud and repeatedly, staff did their job -nothing more nothing less, annoying kids were speaking and kicking the heck out of the back of my seat and parents weren’t willing to parent… so another typical day of air travel in the US.,

Flight was delayed until Next day as crew timed out

The flight was great until towards the end when the flight attendant read an excessively long commercial for purchasing an american airlines credit card. The worst part is that we are doing a lot of traveling this year so i was actually interested in getting the credit card, but I was so annoyed with the long commercial that I completely dismissed the flight attendant bringing around the information. Next time, keep the sales pitch to 10 seconds and then pass around the brochures!!

I was able to get on standby with relative ease

Terrible, oxygen masks were deployed mid-flight. We returned to airport. Took additional 12 hours to get home.

6 plus hour delay with no explanation. No wheelchairs to transport us on arrival. Very disappointed.

Book cheap flights from Pensacola to the Cayman Islands

Recent round-trip flight deals

9/22Sun
1 stopDelta
6h 10mPNS-GCM
9/26Thu
1 stopDelta
10h 37mGCM-PNS
$518
6/1Sat
2 stopsAmerican Airlines
16h 57mPNS-GCM
6/8Sat
1 stopAmerican Airlines
6h 49mGCM-PNS
$575
6/1Sat
1 stopAmerican Airlines
18h 03mPNS-GCM
6/8Sat
1 stopAmerican Airlines
8h 35mGCM-PNS
$583
6/24Mon
1 stopAmerican Airlines
6h 10mPNS-GCM
6/28Fri
1 stopAmerican Airlines
21h 05mGCM-PNS
$594
6/24Mon
2 stopsAmerican Airlines
18h 38mPNS-GCM
6/28Fri
1 stopAmerican Airlines
21h 05mGCM-PNS
$598
6/24Mon
2 stopsAmerican Airlines
18h 38mPNS-GCM
6/28Fri
2 stopsAmerican Airlines
21h 16mGCM-PNS
$642
6/1Sat
3 stops
29h 48mPNS-GCM
6/8Sat
2 stops
25h 19mGCM-PNS
$644
9/22Sun
2 stopsAmerican Airlines
27h 28mPNS-GCM
9/26Thu
1 stopAmerican Airlines
20h 01mGCM-PNS
$650
9/22Sun
2 stopsAmerican Airlines
27h 28mPNS-GCM
9/26Thu
2 stopsAmerican Airlines
44h 28mGCM-PNS
$659
6/1Sat
3 stops
29h 48mPNS-GCM
6/8Sat
3 stops
26h 58mGCM-PNS
$785

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Pensacola - Cayman Islands Flights

Departure:

Pensacola (PNS)United States

Cabin classes: