$126 Find Cheap Flights from Philadelphia to the Cayman Islands - Compare and Save

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 9/6. 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

Sat, Oct 24 - Sat, Oct 31
Air Canada Logo
10:35 am - 11:10 amPHL  Philadelphia-GCM George Town Owen Roberts Intl
25h 35m1 stop Toronto Pearson Intl
Air Canada Logo
12:10 pm - 10:56 pmGCM  George Town Owen Roberts Intl-PHL Philadelphia
9h 46m1 stop Toronto Pearson Intl
$346Air Canada
Sun, Sep 6 - Sat, Sep 12
Air Canada Logo
7:00 am - 11:25 amPHL  Philadelphia-GCM George Town Owen Roberts Intl
29h 25m1 stop Toronto Pearson Intl
Air Canada Logo
10:40 am - 10:46 pmGCM  George Town Owen Roberts Intl-PHL Philadelphia
11h 06m1 stop Toronto Pearson Intl
$347Air Canada
Sun, Nov 29 - Thu, Dec 3
Southwest Logo
6:55 am - 12:35 pmPHL  Philadelphia-GCM George Town Owen Roberts Intl
5h 40m1 stop Orlando
Southwest Logo
1:30 pm - 11:10 pmGCM  George Town Owen Roberts Intl-PHL Philadelphia
9h 40m1 stop Orlando
$528Southwest
Thu, Feb 4 - Mon, Feb 8
Southwest Logo
6:35 am - 12:55 pmPHL  Philadelphia-GCM George Town Owen Roberts Intl
6h 20m1 stop Orlando
Southwest Logo
1:50 pm - 10:30 pmGCM  George Town Owen Roberts Intl-PHL Philadelphia
8h 40m1 stop Orlando
$542Southwest
Wed, Nov 4 - Tue, Nov 10
United Airlines Logo
6:46 pm - 4:30 pmPHL  Philadelphia-GCM George Town Owen Roberts Intl
21h 44m2 stops Chicago O'Hare Intl Houston George Bush Intcntl
United Airlines Logo
5:45 pm - 12:14 pmGCM  George Town Owen Roberts Intl-PHL Philadelphia
18h 29m2 stops Houston George Bush Intcntl Chicago O'Hare Intl
$686United Airlines
Sat, Dec 12 - Wed, Dec 23
American Airlines Logo
7:17 am - 11:15 amPHL  Philadelphia-GCM George Town Owen Roberts Intl
3h 58mnonstop
American Airlines Logo
12:31 pm - 4:15 pmGCM  George Town Owen Roberts Intl-PHL Philadelphia
3h 44mnonstop
$707American Airlines
Sat, Dec 12 - Wed, Dec 23
American Airlines Logo
5:00 am - 2:45 pmPHL  Philadelphia-GCM George Town Owen Roberts Intl
9h 45m1 stop Miami
American Airlines Logo
12:31 pm - 4:15 pmGCM  George Town Owen Roberts Intl-PHL Philadelphia
3h 44mnonstop
$711American Airlines
Thu, Dec 24 - Wed, Dec 30
Delta Logo
5:30 am - 12:40 pmPHL  Philadelphia-GCM George Town Owen Roberts Intl
7h 10m1 stop Atlanta Hartsfield-Jackson
Delta Logo
3:50 pm - 12:51 amGCM  George Town Owen Roberts Intl-PHL Philadelphia
9h 01m1 stop Atlanta Hartsfield-Jackson
$721Delta
Thu, Dec 24 - Wed, Dec 30
Delta Logo
8:25 am - 2:30 pmPHL  Philadelphia-GCM George Town Owen Roberts Intl
6h 05m1 stop Atlanta Hartsfield-Jackson
Delta Logo
3:50 pm - 12:51 amGCM  George Town Owen Roberts Intl-PHL Philadelphia
9h 01m1 stop Atlanta Hartsfield-Jackson
$721Delta
Fri, Jan 29 - Tue, Feb 2
United Airlines Logo
8:00 pm - 1:15 pmPHL  Philadelphia-GCM George Town Owen Roberts Intl
17h 15m2 stops Washington, D.C. Dulles Intl Newark
United Airlines Logo
2:25 pm - 9:24 amGCM  George Town Owen Roberts Intl-PHL Philadelphia
18h 59m2 stops Newark Washington, D.C. Dulles Intl
$726United Airlines
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 $726 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 $726.

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 $649 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 $649.

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.

Yes, flying with a layover may cost you more time, but you can also save money on the route, with a 1 stop layover the cheapest option at $726 on average.

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 May, when tickets cost $332 (return) on average. On the other hand, the most expensive months are November and August, when the average cost of round-trip tickets is $839 and $826 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 19 weeks before departure.

Good to know

Low season

September

Cheapest flight

$126
Best time to beat the crowds but there is an average 25% increase in price.
Most popular time to fly and prices are also 50% lower on average.
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.

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.
8.0
SouthwestOverall score based on 4218 reviews
8.1Boarding
8.6Crew
7.0Food
8.0Comfort
7.5Entertainment
Airline reviews

Fairly good - the seats seemed more comfortable on this flight. The staff out of Detroit were quite friendly. But they directed us to the wrong carousel for luggage. :(

8.0 ExcellentDavid, Aug 2026
Read more Southwest reviews

Fairly good - the seats seemed more comfortable on this flight. The staff out of Detroit were quite friendly. But they directed us to the wrong carousel for luggage. :(

Just crazy with times being pushed and pushed and pushed and gate crew at Philly super rude and unprofessional with many under stress with delays.

I liked the new boarding process. I thought the buyup options (legroom, early boarding) to be easy to request and reasonably priced. All the Southwest team from gate to in-flight were so nice.

My experience will Southwest was good. I wish there was more entertainment and the boarding process was slow at time but other than that my experience was great definitely will be flying with SouthWest again.

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.

Stewardess was not accommodating when I requested a second drink.

The morning calzone was less than impressive and we ended up with heartburn

This a short easy flight. No food or drink but that was not an issue since we were only in the air for 35 minutes.

No Internet, no backseat screen, no nothing. I bought a Delta ticket and ended up on American Airlines. How did that happen?

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

Like the fact that the boarding was expedited. But the delay and chaos around the onboarding was not appreciated.

The flight crew were very helpful. The seats were very close together. There was barely room to sit without touching the person next to you.

It was great. All the crew were professional and nice.

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.

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.

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.

American notified via app that the flight was delayed. However, when I went to the gate, they were already boarding and had not updated communications that they had pulled the flight time back. They made the entire flight re-check in which by this time I had lost my exit row seat and ended up in a middle seat. As a 4 decade flyer of American and Exec Plat, my expectations for the company are that the customer service would be better. This unfortunately is no longer a strong point for any of the major airlines including American. They are basically city buses flying at 30 thousand feet.

Very good, boarded and took off on time and landed early

Boarding and Delays The boarding process for my American Airlines flight from Copenhagen to Philadelphia was a bit tricky. We experienced a gate change that required a long walk to a new area of the airport. Additionally, boarding was not via a jet bridge; we had to take a shuttle bus to the plane and then carry our luggage up the stairs ourselves. Furthermore, the bag drop didn't open until about 12:20 PM, which was only three hours before our scheduled departure. This meant I couldn't drop my bag off early and had to wait outside of security in order to drop off my bag and use the kiosk. The bag drop self-service kiosks also didn't open until about 12:00 PM when an American Airlines employee unlocked them so that we could print out our boarding passes and bag tags, which further created a backlog. The flight was delayed by over an hour because we had to wait for one of the tires on the plane to be changed. Flight Attendant Professionalism On a positive note, the flight attendant was very professional when handling a passenger who was sitting in the wrong seat. Even though the passenger was persistent and reluctant to move, the flight attendant calmly ensured the assigned passenger could take their seat. Kudos to the flight attendant for keeping his calm and composure, not allowing the issue to escalate, and handling it well under pressure while a line of passengers waited in the aisle to board. In-Flight Service The in-flight service was also fast, prompt, and efficient, although service had to be suspended for the last two hours of the flight due to weather and turbulence, which was outside of the crew's control. Limited Flight Options Please note that American Airlines only operates one flight per day in and out of Copenhagen. This means there are limited options available if your flight is delayed or canceled, which is something to take into consideration when booking.

Not much space for someone 6 feet high in normal economy seat. My knee hurt

Getting to Scotland with no luggage (no medicine, no clothes and no club) on golf trip very disappointed

Quick flight again no one illness why there were multiple delays and changing of the gate number.

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.

JetBlue cancelled the flight along with hundreds of others, for no apparent reason. no recourse, no rebooking options. never booking with them again

Jet Blue cancelled my flight after I had boarded. They attempted to rebook me for a new flight two days later. I was able to rebook with a different airline, but not until the next morning. As such, I was forced to get an expensive hotel and missed important work meetings Monday morning. I am very disappointed with the customer service and will be pursuing full reimbursement for my hotel cost.

You did a great job rescheduling my cancelled flight. However, you made me pay for two seats for $118 even though the seats on the original flight were free. I think that was a very unfair thing to do.

They cancelled the flight after 5 hours at the airport and the only flight they offered was for the next day with a 7.5 layover in fll. This was not going to work for me as this was only a weekend trip and getting into providence at 10 pm a day later caused me to lose Mo ey on hotels money on airport parking a dog sitter etc. they wouldn’t offer any type of a voucher or anything else. All they did was refund the flight which didn’t help me with all the money in time I lost. I was going to see my very sick father

The flight was on time the crew was courteous that makes for a good flight.

A more comfortable seat. Padding would be really helpful but I've read the airlines don't want customers to be satisfied with economy seats.

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