$160 Find Cheap Flights from Philadelphia to the Cayman Islands

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Philadelphia to the Cayman Islands departing on 9/20. 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.
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Book Cheap Philadelphia 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 Philadelphia 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 Philadelphia to the Cayman Islands

Wed, Sep 16 - Mon, Sep 21
Air Canada Logo
10:50 am - 11:25 am
PHL
-
GCM
25h 35m
1 stop
Air Canada Logo
12:25 pm - 10:46 pm
GCM
-
PHL
9h 21m
1 stop
$429Air Canada
Sat, Aug 29 - Sat, Sep 5
Air Canada Logo
10:05 am - 11:25 am
PHL
-
GCM
50h 20m
2 stops
Air Canada Logo
10:40 am - 10:46 pm
GCM
-
PHL
11h 06m
1 stop
$431Air Canada
Wed, Sep 16 - Mon, Sep 21
Air Canada Logo
10:50 am - 11:25 am
PHL
-
GCM
25h 35m
1 stop
Air Canada Logo
12:25 pm - 2:47 pm
GCM
-
PHL
25h 22m
2 stops
$432Air Canada
Sat, Aug 29 - Sat, Sep 5
Air Canada Logo
3:25 pm - 11:25 am
PHL
-
GCM
45h 00m
2 stops
Air Canada Logo
10:40 am - 2:49 pm
GCM
-
PHL
27h 09m
2 stops
$434Air Canada
Wed, Sep 16 - Mon, Sep 21
Air Canada Logo
3:25 pm - 11:25 am
PHL
-
GCM
21h 00m
2 stops
Air Canada Logo
12:25 pm - 2:47 pm
GCM
-
PHL
25h 22m
2 stops
$435Air Canada
Mon, Nov 2 - Fri, Nov 6
Air Canada Logo
3:20 pm - 12:00 pm
PHL
-
GCM
44h 40m
2 stops
Air Canada Logo
1:10 pm - 10:56 pm
GCM
-
PHL
9h 46m
1 stop
$440Air Canada
Sun, Aug 9 - Thu, Aug 20
Multiple Airlines Logo
5:25 pm - 11:35 am
PHL
-
GCM
19h 10m
1 stop
Multiple Airlines Logo
4:45 pm - 11:55 pm
GCM
-
PHL
6h 10m
1 stop
$443Multiple Airlines
Thu, Nov 5 - Sun, Nov 8
Air Canada Logo
9:15 am - 12:10 pm
PHL
-
GCM
26h 55m
1 stop
Air Canada Logo
1:10 pm - 4:21 pm
GCM
-
PHL
27h 11m
1 stop
$446Air Canada
Sun, Nov 1 - Fri, Nov 6
Air Canada Logo
9:15 am - 12:00 pm
PHL
-
GCM
26h 45m
1 stop
Air Canada Logo
1:10 pm - 3:51 pm
GCM
-
PHL
26h 41m
1 stop
$448Air Canada
Sun, Nov 1 - Sat, Nov 7
Air Canada Logo
3:20 pm - 12:10 pm
PHL
-
GCM
44h 50m
2 stops
Air Canada Logo
1:10 pm - 10:56 pm
GCM
-
PHL
9h 46m
1 stop
$450Air Canada
Booking Insights

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

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

What is the cheapest Philadelphia to the Cayman Islands flight route?

Data is based on round-trip flight searches on KAYAK over the past month.

The cheapest ticket to the Cayman Islands from Philadelphia found in the last 5 days was to George Town, at $306 round-trip. The most popular route is from Philadelphia (PHL) to George Town (GCM), and the cheapest round-trip airline ticket found on this route in the last 5 days was $306.

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

The average price for all round-trip flights from Philadelphia to the Cayman Islands depending on the time of departure, clicked by users on KAYAK in the last 2 weeks.

The cheapest time of day to fly to the Cayman Islands is generally in the morning, when round-trip flights cost $656 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 $656.

Can I save money by flying with a layover from Philadelphia to the Cayman Islands?

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 $878, prices are generally cheapest when you fly direct.

What is the cheapest month to fly from Philadelphia to the Cayman Islands?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Philadelphia to the Cayman Islands, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Philadelphia to the Cayman Islands is December, when tickets cost $185 (return) on average. On the other hand, the most expensive months are October and November, when the average cost of round-trip tickets is $540 and $520 respectively.

How far in advance should I book a flight from Philadelphia to the Cayman Islands?

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Philadelphia to the Cayman Islands, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from Philadelphia to the Cayman Islands, you should book around 1 week before departure. For the absolute cheapest price, our data suggests you should book 12 weeks before departure.

Good to know

Low seasonSeptember
Cheapest flight$160
Best time to beat the crowds but there is an average 5% increase in price.
Most popular time to fly with an average 3% increase in price.
Flight from Philadelphia to George Town

FAQs - booking Cayman Islands flights

  • How does KAYAK find such low prices on flights from Philadelphia 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 Philadelphia to the Cayman Islands.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Philadelphia 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 Philadelphia 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 Philadelphia 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 Philadelphia 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 Philadelphia to the Cayman Islands up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

  • How many flights are there between Philadelphia and Cayman Islands per day?

    There is a maximum of 1 nonstop flight a day that takes off from Philadelphia and lands in the Cayman Islands, with an average flight time of 3h 55m. The most common departure time is 8:00 am and most flights take off in the morning. Each week, there are 1 flights.

Reviews of the top 5 airlines serving from Philadelphia to the Cayman Islands

 
Need help choosing which airline to fly with from Philadelphia 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
SouthwestOverall score based on 4245 reviews
8.1Boarding
7.0Food
8.6Crew
8.0Comfort
7.5Entertainment
Airline reviews

SW can't get their wifi right. I upgrade to insure wifi service but the last two trips had intermittent service. Not worth the extra costs.

6.0 GoodAnonymous, Jun 2026
TPA - DAL
Read more Southwest reviews

SW can't get their wifi right. I upgrade to insure wifi service but the last two trips had intermittent service. Not worth the extra costs.

The flight was late. The crew was rude. There was no food. Cramped and uncomfortable. Nothing about this flight was good.

Crew was rude, flight was late, wifi didn't work, no food, basically nothing about this flight was good.

It was just okay, no frills, basic transportation with no luxury. No screens on the seats, no water or drinks on a short flight. Full flight but at least it was on time.

For my birthday trip this was my second time ever flying, this trip was the best.

I really wish that SW would ask anyone with a carry-on to wait while those who don’t have to access the overhead bins are boarded. Then, reverse that when the plane arrives. Those without the need to clog up the aisle retrieving their bags from the overhead bins wait for those exiting the plane without needing to clog up. The aisle.

We boarded the flight and set two and a half hours on the jetway. Would have been better if they had not boarded us at all. Plane was hot and it was limited ability to access the restrooms or get a drink of water. Very unpleasant experience

The actual flight was great! The 3 hour delay not so much.

Southwest is a garbage airline and the people who fly it are garbage people.

Boarding was easy. Plane wasn’t crowded. Plenty of space. Flight was on time. Crew was pleasant.

I was in Comfort and we didn’t get any drinks, chips or anything! First Class got full service on the flight and Comfort got nothing. Seat was horrible and uncomfortable

My flight was delayed by 4 hours in 30 minute increments. The gate agents were amazing but the communication was not. We were told that there was a maintenance issue but they didn't know what it was. That didn't inspire confidence. Then they said they found it and it was fixed and the pilot just needed to sign off. Then the pilot needed to talk to the other pilot from the arriving flight and we'd be fine. Then we were waiting for the pilot to call back. Then the maintenance issue wasn't fixed. Then they decided we were getting a new plane (why didn't they decide this earlier??). Fine. But then they announced we were changing gates AND terminals. And we were boarding in 20 minutes. So we all had to run to the new terminal gate. We could have taken off at that time, but we then had to wait for all the people who rebooked on a different flight to book this flight again. That took 30+ minutes because there was only one gate agent. When everyone ditched this flight, I saw it as an opportunity to upgrade to comfort. Delta, the greedy jerks they are, charged me $121. After their delay, their fault, their issues, couldn't even discount an upgrade. They only handed out $12 meal vouchers for the delay. I can't even get a snack from starbucks for that.

The crew was very inconsiderate and rude. My flight was scheduled to depart at 6:00am. I received a call from the crew at 5:40am, asking if I was going to make the flight because I was the only one that hasn't boarded yet and boarding ends at 5:50am. I let them know that I will be at the gate in a few minutes, before the 5:50am cutoff. When I arrived at the gate at 5:45am the gate was closed. Departing early on last minute notice without having all passengers on board is inconsiderate and unprofessional.

FA was a bit strange and dodgy not very characteristic of Delta

Connection flights should be spaced out farther because too close I missed my connection.

The flight was way too HOT! And the plane did not have any in-flight TV entertainment.

The gate attendants and the crew were terrible. Because of high winds, they needed to carry more fuel, so they had to get volunteers to take the next flight at 6 am the next day. They did a terrible job of it - our flight ended up taking off just under 3 hours of the scheduled time. I hope to never fly Delta again.

Great service. Great staff. Boarding was a little slow, but I think there was a service dog slowing things down.

We splurged and decided to fly first class. Seats were roomy. But flight crew arrived late to the airport. That delayed our flight. Most of the passengers had to try to make connections flights. I felt bad for them. We checked 4 bags. We got three from the baggage claim carousel. 4th one was lost. Delta online help wasn’t good. Baggage claim staff were sympathetic and nice but we waited around for almost 2 hours and it had t been found. They did find it several hours later and we had to drive back to airport to retrieve it. I won’t be splurging on 1st. Lass again anytime soon. I think we got worse service. I am also not a huge fan of delta but we have family in ATL so we don’t have a ton of choice. What should have been an easy flight turned into a stressful event due to flight crew tardiness and baggage mishandling.

My flight consistently said it was on time and the plane didn’t arrive until after 30 minutes after take off and nothing was announced to passengers

The flight I was supposed to be on was supposed to take off at 1:50 from State College. It was delayed over and over and over again until somehow I had to rebook on a flight that was supposed to have left State College at 8 am that morning but didn't end up taking off until almost 6 pm. Not only was this completely unacceptable, the "token from United" was a 15 dollar meal voucher that has to be used by today. I would personally like some miles added to my account for this inconvenience. I was in transit for 8 hours from the time I arrive at State College Aiport to when I got home. I was supposed to be home at 3 pm and I returned at 8 pm. Unacceptable. I have not been on an on Time united flight in nearly 5 years.

newer aircraft, ability to connect my headset via blue tooth for entertainment.

Miserable. They moved my seat, but canceled the next leg of my flight. I resolved the issue at my transfer, but that resulted in lost luggage that has taken days off my schedule with no resolution. Worse, they fail to interface effectively with Lufthansa, forcing me to bounce between two equally useless help desks. The apps are unable to handle the situation, the bag dropped off the tracker, and while the call centers are polite, they do not provide written information to assist with cross-airline communication.

The only downside was my cell phone charger wouldn’t work in the charging port but everyone else’s would work in them all. My cell phone cable works fine in my hotel room in Frankfurt.

My husband and I recently had an unfortunate experience with Lufthansa. At the Philadelphia International airport, the ground staff refused to board us because we didn’t have a current visa stamped on our passports for Frankfurt. We completely understand that this was our mistake. we should have double-checked the visa requirements before our trip. However, the issue that upset us most was how the situation was handled by the staff. They told us they would mark it as “boarding denied due to visa issue”, but instead they recorded it as “no show”. Because of that incorrect entry, our return flight was automatically cancelled as well, which caused additional stress and expense. Mistakes can happen, but we expected more transparency and accuracy from a reputed airline like Lufthansa. It would have made a big difference if the staff had been more careful and considerate in documenting the situation correctly.

Everything was good, except the seats in economy were so close together, you could barely get out when the seat in front of your was reclined. If the airlines keep jamming in more and more seats, it will become intolerable. I will look for another airline that considers customer comfort and does not keep adding more rows of seats for more profit.

Flight attendant moved my bag without notifying me and was rude to me when I asked him about it. There was no reason to move it.

Smoothly flight, pleasant flight attendants. I wish there were better food choices.

A three (3) hour flight should have meal service in First Class, not just potato chips!

Flight was on time, crew were excellent. For some reason our originally selected seats were changed. We had to re-choose our seats when we checked in online and options were limited. One of our two checked bags we placed on the wrong carousel. It was only be shear luck that I saw it. That cost us 20 minutes of wasted time. So much for the “priority” tags. They are meaningless, and have been ever since they were implemented. I wish you would do the save some money and stop using them.

The check in agents in PHL and gate agents had to have been the rudest women that I have ever encountered; the agent weighing the bags at check in screamed continuously at all of the guests as did the woman at the gate.I have Executive Platinum status with AA and fly a lot with AA but these ladies were the absolute worst I had the displeasure to encounter!

Delayed delayed. Poor professionalism. Our seats changed and we pay for them

Fine. Nothing to write home about. The plane left on time, and arrived on time.

Flight left early and arrived 30 MINUTES early at the destination. Smooth trip.

Flight was 3 hours delayed. They gave our plan to two other routes. Need to knock that off.

The flight was on time and the landing was very smooth. The crew and flight attendants were all very friendly and professional.

Plane was super cold. No entertainment unless you were with mileage program Getting off the plane was super slow

I appreciate that I finally got the seat I paid extra for this time. Thank you

Half of the TSA checkpoints at PHL are closed. Also, there is no standby for first class passengers. You can only standby for coach. Very dated policy and inconsistent with peers.

It would have been nice if American tried to care.

When I agreed to give up my two seats because of overbooking by the airline, I should have been offered some sort of reward or credit towards a future flight. I was not. It was not until the next day when I mentioned it to a Jet Blue employee that I was advised to call 1-800-JetBlue. So here I am, having done Jet Blue a favor and I had to do the work to find out if I was going to get a credit. Such service

A nightmare. Scheduled flight delayed 2 hours then cancelled because pilot timed out . Unable to find another pilot. Really?! Weather certainly a factor, but JetBlue seemed totally unprepared for the chaos that ensued when flight routes were cancelled. More cancelled flights, finally many of us who had been bumped from other flights were allowed to board a Boston bound plane around 3:00am, delay after delay, sat on tarmac for another half hour while pilot dealt with weight distribution issues (?), arrived in Boston 4:30. Crew were wonderful- same attendants all day and night and they were exhausted. Fortunately for me and my son that Boston was our final destination, not so lucky for many who missed connecting flights.

Complete and total debacle from start to finish. HUGE mistake picking this airline. NEVER again! Rudest staff in the business.

The food took two hours to be delivered to my seat, when I'm on an overnight flight I want to sleep asap after take off

It's not JetBlues fault but there was a smell on the plane (possibly other travelers) and 3 children behind me that never quit whining. Soccor fans that were very loud. Pilot brought the plane down from high altitude quickly, dropping us hu dress of feet at a time. I've never felt that intense of dropping on other airlines (usually fly Southwest Airlines). But I arrived safely and I'm thankful for that.

Seats were great, the staff was great, and the food was about the best I've had on a plane, and is especially the best of any US-based carrier I've flown. Free Wi-Fi was also great.

They lost my luggage and refuse to help. Terrible airline. I've never experienced worse customer service in my life. Pretty much just told me too bad that I lost all my luggage, not caring that I am stuck in Europe for 2 weeks with absolutely nothing.

I especially liked the lead crew officer. His boarding and safety announcements were made with a bit of novelty and humor. The flight also left the gate 10 minutes early and we landed about 20 minutes early… It was a delightful flight…

Drinks and snacks provided. TV had a lot of entertainment options. Plane was fairly comfortable. Staff was less than pleasant.

As with all airline's seats, a little more padding would appreciated. Especially on longer flights.

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

Information on your arrival and departure airports