$109 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 1/29. 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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1 adult, Economy, 0 bags

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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, Dec 13 - Sat, Dec 20
Spirit Airlines Logo
5:15 am - 4:55 pmPHL-GCM
11h 40m1 stop
Spirit Airlines Logo
5:56 pm - 9:07 amGCM-PHL
15h 11m1 stop
$270Spirit Airlines
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Sat, Feb 21 - Sat, Feb 28
Spirit Airlines Logo
5:15 am - 1:40 pmPHL-GCM
8h 25m1 stop
Spirit Airlines Logo
2:35 pm - 12:32 amGCM-PHL
9h 57m1 stop
$287Spirit Airlines
Find Deal
Thu, Jan 8 - Thu, Jan 15
JetBlue Logo
7:00 am - 1:55 pmPHL-GCM
6h 55m1 stop
JetBlue Logo
3:30 pm - 11:34 pmGCM-PHL
8h 04m1 stop
$328JetBlue
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Thu, Jan 8 - Thu, Jan 15
Multiple Airlines Logo
5:15 am - 1:40 pmPHL-GCM
8h 25m1 stop
Multiple Airlines Logo
1:30 pm - 2:47 pmGCM-PHL
49h 17m2 stops
$341Multiple Airlines
Find Deal
Wed, Jan 21 - Sat, Jan 24
Multiple Airlines Logo
3:30 pm - 12:25 pmPHL-GCM
20h 55m2 stops
Multiple Airlines Logo
2:35 pm - 12:32 amGCM-PHL
9h 57m1 stop
$353Multiple Airlines
Find Deal
Sat, Dec 13 - Sat, Dec 20
JetBlue Logo
7:00 am - 1:55 pmPHL-GCM
6h 55m1 stop
JetBlue Logo
2:55 pm - 10:49 pmGCM-PHL
7h 54m1 stop
$360JetBlue
Find Deal
Sat, Dec 13 - Sat, Dec 20
American Airlines Logo
8:09 am - 12:01 pmPHL-GCM
3h 52mnonstop
American Airlines Logo
12:35 pm - 4:13 pmGCM-PHL
3h 38mnonstop
$438American Airlines
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Sat, Dec 13 - Sat, Dec 20
American Airlines Logo
5:00 am - 8:15 pmPHL-GCM
15h 15m1 stop
American Airlines Logo
12:35 pm - 4:13 pmGCM-PHL
3h 38mnonstop
$442American Airlines
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Wed, Nov 19 - Wed, Nov 26
Delta Logo
6:45 am - 12:35 pmPHL-GCM
5h 50m1 stop
Delta Logo
1:50 pm - 12:51 amGCM-PHL
11h 01m1 stop
$452Delta
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Tue, Nov 11 - Fri, Nov 14
Delta Logo
5:30 am - 12:35 pmPHL-GCM
7h 05m1 stop
Delta Logo
1:50 pm - 12:51 amGCM-PHL
11h 01m1 stop
$455Delta
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?

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 72 hours was to George Town, at $563 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 $563.

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 $609 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 $639 (return) on average. On the other hand, the most expensive months are December and April, when the average cost of round-trip tickets is $778 and $771 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 30% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 23 weeks before departure.

Good to know

Low seasonSeptember
Cheapest flight$105
Best time to beat the crowds with an average 8% drop in price.
Most popular time to fly with an average 2% 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 $696.

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.
7.9
DeltaOverall score based on 7992 reviews
7.9Comfort
7.9Entertainment
8.5Crew
8.2Boarding
7.3Food
Airline reviews

Staff were friendly and happy. Delta could make sure passengers that don't have the app know of changes. Without Kayak I would not have known about the change of gate or the delay. Kayak was faster to notify me.

8.0 ExcellentJulie, Oct 2025LAX - SFO
Read more Delta reviews

Staff were friendly and happy. Delta could make sure passengers that don't have the app know of changes. Without Kayak I would not have known about the change of gate or the delay. Kayak was faster to notify me.

They ended up paying for the bag twice, but the counter wouldn't take my baggage receipt. Left it to me to resolve. Not sure how to resolve the issue.

The customer service before board was very rude and when I expressed my concerns about making the connecting flight she laughed and told me I bought the wrong ticket. I explained once it showed the flight was delayed it no longer let me change seats or anything. I was trying to upgrade to make sure I would get to the next gate on time.

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

The aircraft interior is old and tired on this aircraft. The entertainment system never worked despite the crews attempt to reset the system.

The flight used a B767 with a very old interior from before 2014. The entertainment system did not work at all during the flight despite attempts to reset the system. It was like they flew this route just to be competitive.

Old plane and old configuration/seats but still comfortable for a morning flight

They changed planes and the new plane couldn’t carry enough fuel to fly across the country so we had to stop in Kansas City to refuel. Flight was delayed .

Flight was too crowded and seats are too small, especially since passengrs are getting larger. Having a middle seat is ALWAYS tough! Woman on my left was large & kept creeping in to my space. Flight personnel were great! Have more savory rather than sweet snacks please.

Flight was crowded and the woman sitting on my left was large & kept crouching in to my space. You need bigger seats or smaller passengers to fit into the seats you DO have! Snack were OK. Would appreciate if airlines had more savory rather than sweet snacks, thank you!

Delays to take off and to leave the plane after landing added a lot of time to this flight.

The Phildalphia to Allentown portion was a BUS, not a plane. All was as expected.

Excellent - explanations were clear staff was nice and flight was comfortable

Airport in MXP is crazy. Get there at least 2 hours before flight.

Flight was delayed not sure why no explanation given and no apologies either. Otherwise the flight was fine

Did not get the seat I selected and paid for.

The flight was canceled 3 hours after original take off time

Plane was delayed for 6 hours, at first by weather, which is understandable, but was further delayed with NO given reason for 2 1/2 hours more. We had no clue when we were going to depart actually until they opened the ramp. VERY POOR to ZERO COMMUNICATION!!!

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.

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

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