$523 Find Cheap Flights from Pensacola to Grand Cayman

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 Grand Cayman departing on 3/19. 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

KAYAK searches hundreds of travel sites at once for deals on flights to Grand Cayman

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Pensacola to Grand Cayman, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Pensacola to Grand Cayman, as well as popular online travel agencies
Travelers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

Save 24% or moreCompare multiple travel sites with one search.

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

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

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

Flight Deals
Booking Insights
Flight Deals

Book Cheap Pensacola to Grand Cayman 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 Grand Cayman 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 Grand Cayman

Thu, Mar 19 - Wed, Mar 25
American Airlines Logo
7:26 pm - 10:45 am
PNS
-
GCM
15h 19m1 stop
American Airlines Logo
12:05 pm - 11:52 pm
GCM
-
PNS
11h 47m1 stop
$523American Airlines
Thu, Mar 19 - Wed, Mar 25
American Airlines Logo
7:26 am - 7:15 pm
PNS
-
GCM
11h 49m2 stops
American Airlines Logo
2:35 pm - 10:20 am
GCM
-
PNS
19h 45m2 stops
$528American Airlines
Thu, Feb 5 - Mon, Feb 9
American Airlines Logo
6:05 am - 11:50 am
PNS
-
GCM
4h 45m1 stop
American Airlines Logo
12:16 pm - 8:30 pm
GCM
-
PNS
9h 14m1 stop
$583American Airlines
Thu, Feb 5 - Mon, Feb 9
American Airlines Logo
6:05 am - 2:45 pm
PNS
-
GCM
7h 40m1 stop
American Airlines Logo
12:50 pm - 8:30 pm
GCM
-
PNS
8h 40m2 stops
$588American Airlines
Thu, Feb 5 - Mon, Feb 9
American Airlines Logo
9:29 am - 2:45 pm
PNS
-
GCM
4h 16m1 stop
American Airlines Logo
12:50 pm - 6:34 pm
GCM
-
PNS
6h 44m1 stop
$600American Airlines
Thu, Feb 5 - Mon, Feb 9
American Airlines Logo
7:42 am - 8:20 pm
PNS
-
GCM
11h 38m2 stops
American Airlines Logo
12:50 pm - 6:34 pm
GCM
-
PNS
6h 44m1 stop
$605American Airlines
Sun, Feb 22 - Thu, Feb 26
United Airlines Logo
2:10 pm - 1:45 pm
PNS
-
GCM
22h 35m1 stop
United Airlines Logo
2:50 pm - 3:27 pm
GCM
-
PNS
25h 37m1 stop
$775United Airlines
Sun, Jan 18 - Sun, Jan 25
American Airlines Logo
6:05 am - 11:50 am
PNS
-
GCM
4h 45m1 stop
American Airlines Logo
8:50 am - 6:34 pm
GCM
-
PNS
10h 44m1 stop
$1,090American Airlines
Sun, Jan 18 - Sun, Jan 25
American Airlines Logo
7:42 am - 8:20 pm
PNS
-
GCM
11h 38m2 stops
American Airlines Logo
8:50 am - 6:34 pm
GCM
-
PNS
10h 44m1 stop
$1,095American Airlines
Sun, Feb 22 - Thu, Feb 26
Air Canada Logo
5:08 pm - 12:25 pm
PNS
-
GCM
42h 17m2 stops
Air Canada Logo
1:30 pm - 8:15 pm
GCM
-
PNS
31h 45m2 stops
$1,101Air Canada
Booking Insights

KAYAK's insights & trends for Pensacola to Grand Cayman flights

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

Can I save money by flying with a layover from Pensacola to Grand Cayman?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

No, with an average price for the route of $339, prices are generally cheapest when you fly direct.

Good to know

Low seasonNovember
Cheapest flight$523
Best time to beat the crowds with an average 15% drop in price.
Most popular time to fly and prices are also 11% lower on average.
Flight from Pensacola to George Town

FAQs - booking Grand Cayman flights

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

    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 Grand Cayman.

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

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

    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 Grand Cayman 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 Grand Cayman?

    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 Grand Cayman 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 Grand Cayman?

    The cheapest time of day to fly to Grand Cayman is generally in the morning, when round-trip flights cost $555 on average. The most expensive time of day to fly to Grand Cayman 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 Grand Cayman

 
See real verified KAYAK customer reviews for airlines flying from Pensacola to Grand Cayman. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Pensacola to Grand Cayman? 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 8014 reviews
8.1Boarding
7.9Comfort
8.5Crew
7.3Food
7.9Entertainment
Airline reviews

The food is terrible. The staff is wonderful. Comfort is good.

10.0 ExcellentRonda, Dec 2025
JAX - JFK
Read more Delta reviews

The food is terrible. The staff is wonderful. Comfort is good.

I fly Delta all the time, have Platinum Medallion status. But this route seems to have major problems with delays and seems to never leave on time! Have only taken it twice in the last two weeks, and each time it had delays of more than 1 hour... very disappointed!!!!

Getting to the flight was arduous and lengthy. The flight itself was good but the food option wasn’t a good selection. I need to do a Kosher option on my return. Flight crew were nice

We had a lot of really rough weather but that was not Delta's fault. Pilot was amazing.

This flight was straightforward and without difficulty. Service was OK, but I continue to be underwhelmed by level of attention given to Sky Priority passengers.

The ticket agents in West Palm Beach on Friday afternoon Nov. 7th were incredible in getting us on an earlier plane to Atlanta during the government shutdown. Had the taken our original flight we would have missed our connection. She did this on her own, We didn't even have to ask, and she did it all with a smile and showing genuine concern that we would be taken care of. We are very grateful and thankful. We fly often, and now we will be sure to fly Delta.

Non stop on long haul is the way to go. Great experience

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.

I don’t know who decides what food to serve on these flights but I would be so embarrassed if I served this to anyone and call it food…

For whatever reason, the flight was not catered -we were told it would be a 45 minute delay waiting for catering - so no food. There were opened candy and peanuts in the seatback pocket. Flight landed early in DFW but due to the assigned gate not being available, we sat on the ground for 30 minutes waiting for the gate to open - making the flight actually arrive at the gate late.

Experience was good, however I had a delay due to weather happening and had to re purchase a seat on a new plane for a higher price (could be my own issue and misunderstanding) but other than that situation. First time flyer (by myself) was terrific!! The last from ORD to ALO didn't have wifi, but it was only 45 minutes so I'm sure that was part of the reason. Overall my experience was great! Next time I will remember to buy tickets with longer layovers. The delays really saved my overall anxiety. :)

Flight was delayed 17 hours due to aircraft issues. American did provide hotel, transportation and meals, 3 hours past boarding time, but it took us another hour to get the vouchers.

I appreciated that it was on time, safe and professional. I didn’t like that I wasn’t in a place where I had a window at my window seat. It would have been nice to know that in advance. If it was mentioned in the ticketing, I didn’t notice it.

I like that the crew kept us informed but we moved back and forth from gate to gate before the aircraft arrived.

The experience with American Airlines was good, although the Philippines Airlines flight was much better (better seats, better food, better entertainment options, overall better). Again, the MIA to LAX flight was fine, but nothing in comparison to the comfort and accommodations of the Philippines Airlines flight from LAX to MNL.

I have a gluten allergy so didn't have any food

I enjoyed the extra leg room compared to other airlines. The first stewards made my daughter’s birthday special by giving her an extra snack. Then the last one coming home from Chicago to Appleton made our night really enjoyable Thanks for making our trip enjoyable

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.

Everything you need to know for your flight to Grand Cayman

Information on your arrival and departure airports