$131 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 10/1. 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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Cheap Flights from Philadelphia to the Cayman Islands

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
George Town
George Town1 stop$377
George Town
George Town1 stop$377

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

Sun, Sep 7 - Mon, Sep 15
Air Canada Logo
10:35 am - 11:55 amPHL-GCM
26h 20m1 stop
Air Canada Logo
12:50 pm - 9:54 amGCM-PHL
20h 04m1 stop
$377Air Canada
Find Deal
Sun, Sep 7 - Mon, Sep 15
Air Canada Logo
3:25 pm - 11:55 amPHL-GCM
21h 30m2 stops
Air Canada Logo
12:50 pm - 9:54 amGCM-PHL
20h 04m1 stop
$389Air Canada
Find Deal
Thu, Nov 20 - Thu, Nov 27
Air Canada Logo
4:35 pm - 12:20 pmPHL-GCM
19h 45m1 stop
Air Canada Logo
1:30 pm - 2:47 pmGCM-PHL
25h 17m2 stops
$402Air Canada
Find Deal
Sat, Oct 18 - Sat, Oct 25
 Logo
5:59 pm - 11:40 amPHL-GCM
18h 41m1 stop
 Logo
8:50 am - 4:44 pmGCM-PHL
6h 54m1 stop
Sat, Sep 13 - Wed, Sep 17
 Logo
5:59 pm - 11:40 amPHL-GCM
18h 41m1 stop
 Logo
11:30 am - 8:50 amGCM-PHL
20h 20m1 stop
Sat, Oct 4 - Sat, Oct 11
 Logo
5:59 pm - 11:40 amPHL-GCM
18h 41m1 stop
 Logo
8:50 am - 4:44 pmGCM-PHL
6h 54m1 stop
Sat, Dec 6 - Wed, Dec 10
Southwest Logo
3:40 pm - 12:35 pmPHL-GCM
20h 55m2 stops
Southwest Logo
1:30 pm - 9:40 pmGCM-PHL
8h 10m1 stop
$485Southwest
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Sat, Dec 6 - Wed, Dec 10
Southwest Logo
7:00 am - 1:00 pmPHL-GCM
6h 00m1 stop
Southwest Logo
1:30 pm - 9:40 pmGCM-PHL
8h 10m1 stop
$531Southwest
Find Deal
Thu, Dec 4 - Sun, Dec 7
Air Canada Logo
4:35 pm - 12:20 pmPHL-GCM
19h 45m1 stop
Air Canada Logo
1:30 pm - 2:47 pmGCM-PHL
25h 17m2 stops
$548Air Canada
Find Deal
Thu, Dec 11 - Thu, Dec 18
Southwest Logo
7:15 am - 12:35 pmPHL-GCM
5h 20m1 stop
Southwest Logo
1:30 pm - 9:55 pmGCM-PHL
8h 25m1 stop
$552Southwest
Find Deal
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?

The cheapest price for flight routes found by users searching on KAYAK in the last 2 weeks for round-trip flights from Philadelphia to the Cayman Islands.

The cheapest ticket to the Cayman Islands from Philadelphia found in the last 72 hours was to George Town, at $645 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 72 hours was $645.

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 $754 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 $582 (return) on average. On the other hand, the most expensive months are December and April, when the average cost of round-trip tickets is $768 and $764 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 4 weeks before departure, which saves you about 19% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 15 weeks before departure.


Good to know

Low seasonSeptember
Cheapest flight$131
Best time to beat the crowds with an average 5% drop in price.
Most popular time to fly with an average 14% 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.

  • 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 at night, when round-trip flights cost $543 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 $706.

Reviews of the top airlines flying 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
DeltaOverall score based on 7980 reviews
8.5Crew
7.3Food
8.2Boarding
7.9Comfort
7.9Entertainment
Airline reviews

My experience on any Delta flight is always overshadowed by the time Delta removed me from a flight for no apparent reason.

2.0 MediocreGim, Jul 2025BGM - DTW
Read more Delta reviews

My experience on any Delta flight is always overshadowed by the time Delta removed me from a flight for no apparent reason.

Delayed and took off even later than the scheduled delay time

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.

Only issue was with seating. The economy fare we purchased did say there was no guarantee the three people in our party would be seated together, and we were not. At the gate, the agent told us more specifically, the fare we purchased meant we would be seated in middle seats only. This should just be made more obvious.

Great experience on Delta. Staff from baggage check to flight attendants were very courteous and professional. My only issue was a personal preference for pretzels instead of the chips and cookies that were offered.

There was no problems, just a little uncomfortable with seats that do not lay back a little

Always good but we must do something about people in rows ahead of you that don't put their seats back up when they are suppose to. And It's rough to not be able to even lean over to get something out of my purse.

Flight was delayed, 30+ bags had to be gate checked. Crew were very friendly!

Everything was good until we were boarding our connection flight in Atlanta, we were told to gate check our carry-on, but when we got inside the plane, there was plenty of room in the overhead.

Did not know my son and I had different seating arrangements. He was fine, but it was disappointing.

Flight was delayed and after being in the airport for like seven hours, it was canceled.

Flight delays numerous times. Everytime we would get close to boarding it would be delayed again. Strung along the entire time.

Overall very good, only complaint I have is the crew from CLT to SAT could have collected trash sooner.

Above and beyond effort from this crew in a tough situation. So helpful and understanding. Thank you!

We started with trouble checking in 24 hours early. Then my husband did not get his TSA precheck. Finally flight delayed due to no crew. I know things happen

Most miserable flight ever. We waited almost 2 hours on the runway because the flight was oversold. American offered $1200 credit. Then there was some nonsense about weight distribution. Ridiculous. No food for 8 plus hours on the flight. I will be writing a letter.

Honestly, I haven’t flown American in years, probably due to the pandemic and my being unable to travel for certain periods in the last two years, but it was a good experience to dig out or obtain a new American Airlines account after many years of traveling for business with American in the past.

It’s a great flight. Service is good. Staff is awesome.

Again flight was awesome except British Airways lost both gate checked luggage’s. Still missing

Everything about the flight was lovely…We left early, arrived early, cabin crew were efficient and helpful. Flight was easy and most pleasant.

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

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