$480 Find Cheap Flights from Pensacola to the Cayman Islands

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 1/20. 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

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Book Cheap Pensacola to the Cayman Islands Plane Tickets

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

Tue, Jan 20 - Tue, Jan 27
American Airlines Logo
6:00 am - 2:45 pmPNS-GCM
7h 45m1 stop
American Airlines Logo
1:05 pm - 6:35 pmGCM-PNS
6h 30m1 stop
$480American Airlines
Find Deal
Tue, Jan 20 - Tue, Jan 27
American Airlines Logo
6:44 am - 8:23 pmPNS-GCM
12h 39m2 stops
American Airlines Logo
8:45 am - 9:12 pmGCM-PNS
13h 27m2 stops
$485American Airlines
Find Deal
Wed, Nov 12 - Sun, Nov 16
American Airlines Logo
5:24 am - 12:05 pmPNS-GCM
5h 41m1 stop
American Airlines Logo
3:36 pm - 10:59 pmGCM-PNS
8h 23m1 stop
$580American Airlines
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Wed, Nov 12 - Sun, Nov 16
American Airlines Logo
5:24 am - 2:46 pmPNS-GCM
8h 22m2 stops
American Airlines Logo
1:20 pm - 10:59 pmGCM-PNS
10h 39m1 stop
$585American Airlines
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Wed, Nov 12 - Sun, Nov 16
Multiple Airlines Logo
8:16 pm - 5:20 pmPNS-GCM
20h 04m2 stops
Multiple Airlines Logo
12:40 pm - 10:22 amGCM-PNS
22h 42m3 stops
$685Multiple Airlines
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Wed, Nov 12 - Sun, Nov 16
Multiple Airlines Logo
8:16 pm - 5:20 pmPNS-GCM
20h 04m3 stops
Multiple Airlines Logo
12:40 pm - 10:22 amGCM-PNS
22h 42m3 stops
$702Multiple Airlines
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Fri, Dec 26 - Tue, Dec 30
American Airlines Logo
6:00 am - 8:18 pmPNS-GCM
13h 18m1 stop
American Airlines Logo
4:31 pm - 10:40 pmGCM-PNS
7h 09m1 stop
$715American Airlines
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Fri, Dec 26 - Tue, Dec 30
American Airlines Logo
6:00 am - 8:18 pmPNS-GCM
13h 18m1 stop
American Airlines Logo
3:11 pm - 9:10 pmGCM-PNS
6h 59m1 stop
$768American Airlines
Find Deal
Fri, Dec 26 - Tue, Dec 30
American Airlines Logo
7:20 am - 8:18 pmPNS-GCM
11h 58m2 stops
American Airlines Logo
3:11 pm - 9:10 pmGCM-PNS
6h 59m1 stop
$903American Airlines
Find Deal
Fri, Dec 26 - Tue, Dec 30
American Airlines Logo
7:20 am - 8:18 pmPNS-GCM
11h 58m2 stops
American Airlines Logo
12:55 pm - 9:10 pmGCM-PNS
9h 15m1 stop
$913American Airlines
Find Deal
Booking Insights

KAYAK's insights & trends for Pensacola to the Cayman Islands flights

Get data-powered insights and trends into flights from Pensacola to the Cayman Islands to help you find the cheapest flights, the best time to fly and much more.

Which airlines fly non-stop between Pensacola and Cayman Islands?

Airline and price data is aggregated from results in KAYAK’s search results from the last 2 weeks for round-trip flights from Pensacola to the Cayman Islands.

There are 2 airlines that fly nonstop from Pensacola to the Cayman Islands. They are American Airlines and Delta. The cheapest airline for this route is Delta, with the best round-trip deal found costing $433 and arriving in George Town (GCM). On average, Delta offers the best prices for nonstop flights between Pensacola and Cayman Islands.

Good to know

Cheapest flight$480
Most popular time to fly and prices are also 12% lower on average.
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 from Pensacola to the Cayman 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 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 from Pensacola to the Cayman Islands with an airline and back 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 from Pensacola to the Cayman Islands up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

  • What is the cheapest time of day to fly to the Cayman Islands?

    The cheapest time of day to fly to the Cayman Islands is generally in the morning, when round-trip flights cost $555 on average. The most expensive time of day to fly to the Cayman Islands is generally in the morning, which is peak travel time and where the average cost of a ticket is $555.

Reviews of the top airlines 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.
7.9
DeltaOverall score based on 7975 reviews
8.2Boarding
7.9Comfort
8.5Crew
7.9Entertainment
7.3Food
Airline reviews

The boarding process needs to be refined. Sometimes the gate crew call out the boarding zone, and then flip to the monitor to show which zones are boarding. So unless everyone is gathered around to see the monitor there is usually confusion as wi which zones are boarding.

10.0 ExcellentAnonymous, Oct 2025EYW - ATL
Read more Delta reviews

The boarding process needs to be refined. Sometimes the gate crew call out the boarding zone, and then flip to the monitor to show which zones are boarding. So unless everyone is gathered around to see the monitor there is usually confusion as wi which zones are boarding.

Passengers need to check in big baggage instead of bringing on the plane. That cause inconvenience for everyone. Otherwise flight was good.

Really low quality food especially for an international flight. The crew also was surprisingly unpleasant except couple of ladies. I know we were not in first class but that’s no reason to treat customers as less.

Quick check in. Everything went smooth. I don't know what can be done about airline food.

For a 69 year old with health problems I had the worse experience, no wheelchair when I entered a lady told me to sit and wait while a gentleman told me I had to walk to the Delta station, which I did. I had a carry on and a bag, and I was traveling with my service dog, which was on his carrier and the lady charged me for my carry on luggage, beside all the waiting cause of the delay, I had to walk to get my luggage cause no wheelchair showed up, I am so disappointed. I will get in touch with the company. I got home at 3:00 am, not good for my health situation.

Flight was an hour late, who knows why. It was OK, nothing outstanding.

Excellent check-in. Crew was good. Excellent communication from flight deck.

Amazing flight! I have never noticed the uniforms of the attendants before in twenty years of flying except today when one female had the most amazing dress on. It was beautifully designed and showed she was in charge. I never dreamed I would google who designed Delta uniforms . The ultimate compliment is when another woman admires your outfit. . I hope your designer puts it on the market

This had nothing to do with Delta… The flights were on time and flawless. The service was excellent. We purchased seats in (aisle/middle) comfort plus since this was a cross country flight. Unfortunately, the woman seated at the window was 300+ pounds and, as might be expected, covered up about a third of the middle seat also. there was absolutely nothing that Delta could have done about that… I just don’t know what the answer should be. If you purchase a seat, you should should be able to use the entire seat and not just the portion that someone else is not sitting/oozing in. Disappointing…there should be something that could be done….I'm just not sure what solution could be.

The worst part was I was NOT allowed in the lounge even though I was holding a first class ticket and have a premium American Express card. I have flown Business or First Class with many airlines. Delta is the ONLY one who does not extend this courtesy to anyone except people who hold the very expensive American Express card. As a result, I won’t fly Delta if I have any other choice.

My flight was delayed for 17hs because the pilot forgot his passport!!! What a joke. AA used to be a great airline, now I have to think twice before flying with them again.

We had 3 flights. 1 & 2 were on the same plane but we had to de-board just to re-board 30 mins later. That may have been due to a crew change though. Our 3rd flight had a couple “maintenance” issues that held us up. They were quickly resolved but it took forever for someone to bring the paperwork needed so we could leave. Apparently there was a computer glitch so a driver had to bring a physical copy. It delayed us about 1 1/2 hrs. The flights themselves were smooth & no problems. For boarding, I don’t know why they don’t start with the back of the plane & move forward. It would eliminate the back up from people trying to find their seats & put their bags in the overhead bins. Unless you’re on an overseas flight, there is no food, you get a beverage & either a small bag of pretzels or a biscuit cookie. Take your own food or snacks of you want something more.

Lost bag and 2 days no word leaving for cruise no clothes or stuff

We will be writing a long, detailed letter to corporate about our awful experience with American airlines.

Internet was a bit expensive and did not work ask that week otherwise a good flight

Food was ok, but not as good as I have had before on AA.

Pretty good. The food was just mediocre, the boarding and crew were good.

It was very difficult to stretch my knee out and I am very short. I also had a torn tendon in my knee which made it extra uncomfortable anyways. My husband is 6'2" and I can't imagine him flying in that plane.

The plane was broken so we had to change planes.

Food was terrible, all served at once, poor quality . Wine and bread offered only once.

Everything you need to know for your flight from Pensacola to the Cayman Islands

Information on your arrival and departure airports

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