$104+ Cheap flights from Philadelphia (PHL) to the Cayman Islands
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 5/26. Fares are subject to change and may not be available on all flights or dates of travel.
PHL — GCM
Jun 3 — Jun 101
Round-trip
1 adult, Economy
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Cheapest flights from Philadelphia to Cayman IslandsExplore the most affordable flight options available from Philadelphia to Cayman Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 4, 2026.
Explore the most affordable flight options available from Philadelphia to Cayman Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 4, 2026.
This Flysmarter deal was found by Cheapflights users on 5/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Flysmarter is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/167:00 am
PHL
- GCM
1 stop6h 19m
JetBlue
Sat 5/232:20 pm
GCM
- PHL
1 stop7h 27m
JetBlue
Deal found 5/1![JetBlue logo]()
$302
This American Airlines deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/268:10 am
PHL
- GCM
1 stop9h 01m
American Airlines
Sat 5/3012:40 pm
GCM
- PHL
Nonstop3h 48m
American Airlines
Deal found 4/29![American Airlines logo]()
$311
This American Airlines deal was found by Cheapflights users on 5/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/166:05 am
PHL
- GCM
1 stop6h 26m
American Airlines
Sat 5/2312:40 pm
GCM
- PHL
Nonstop3h 48m
American Airlines
Deal found 5/1![American Airlines logo]()
$312
This JetBlue deal was found by Cheapflights users on 5/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/307:00 am
PHL
- GCM
1 stop7h 00m
JetBlue
Tue 6/22:05 pm
GCM
- PHL
1 stop7h 42m
JetBlue
Deal found 5/3![JetBlue logo]()
$313
This American Airlines deal was found by Cheapflights users on 5/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/98:50 am
PHL
- GCM
Nonstop3h 54m
American Airlines
Sat 5/1612:40 pm
GCM
- PHL
Nonstop3h 44m
American Airlines
Deal found 5/1![American Airlines logo]()
$315
This American Airlines deal was found by Cheapflights users on 5/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/308:35 am
PHL
- GCM
Nonstop4h 05m
American Airlines
Tue 6/212:33 pm
GCM
- PHL
1 stop10h 42m
American Airlines
Deal found 5/1![American Airlines logo]()
$317
This American Airlines deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/510:00 am
PHL
- GCM
1 stop7h 11m
American Airlines
Mon 6/812:01 pm
GCM
- PHL
1 stop8h 09m
American Airlines
Deal found 4/30![American Airlines logo]()
$321
This Delta deal was found by Cheapflights users on 5/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/95:17 am
PHL
- GCM
1 stop7h 37m
Delta
Sat 5/161:19 pm
GCM
- PHL
2 stops18h 36m
Delta
Deal found 5/3![Delta logo]()
$322
This American Airlines deal was found by Cheapflights users on 5/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/28:50 am
PHL
- GCM
Nonstop3h 54m
American Airlines
Sat 5/94:03 pm
GCM
- PHL
1 stop16h 33m
American Airlines
Deal found 5/1![American Airlines logo]()
$325
This Delta deal was found by Cheapflights users on 5/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/311:28 am
PHL
- GCM
2 stops25h 26m
Delta
Tue 6/912:59 pm
GCM
- PHL
2 stops21h 52m
Delta
Deal found 5/1![Delta logo]()
$326
Best flights from Philadelphia to Cayman IslandsDiscover carefully curated flight deals from Philadelphia to Cayman Islands that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated May 4, 2026.
Discover carefully curated flight deals from Philadelphia to Cayman Islands that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated May 4, 2026.
This Justfly.com deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/267:00 am
PHL
- GCM
1 stop6h 45m
JetBlue
Sat 5/302:20 pm
GCM
- PHL
1 stop7h 27m
JetBlue
Deal found 4/29![JetBlue logo]()
$313
This United Airlines deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/267:45 pm
PHL
- GCM
2 stops17h 45m
United Airlines
Sat 5/301:50 pm
GCM
- PHL
1 stop10h 09m
United Airlines
Deal found 4/29![United Airlines logo]()
$321
This Delta deal was found by Cheapflights users on 5/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/256:15 am
PHL
- GCM
1 stop6h 24m
Delta
Sat 8/291:04 pm
GCM
- PHL
1 stop7h 42m
Delta
Deal found 5/4![Delta logo]()
$321
This American Airlines deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/197:44 pm
PHL
- GCM
1 stop16h 26m
American Airlines
Sat 9/261:20 pm
GCM
- PHL
2 stops17h 20m
American Airlines
Deal found 4/29![American Airlines logo]()
$326
This United Airlines deal was found by Cheapflights users on 5/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/56:16 am
PHL
- GCM
1 stop7h 09m
United Airlines
Sat 9/121:35 pm
GCM
- PHL
2 stops19h 08m
United Airlines
Deal found 5/2![United Airlines logo]()
$326
This Delta deal was found by Cheapflights users on 5/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/146:35 am
PHL
- GCM
1 stop6h 19m
Delta
Mon 5/181:19 pm
GCM
- PHL
1 stop10h 38m
Delta
Deal found 5/2![Delta logo]()
$329
This United Airlines deal was found by Cheapflights users on 5/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/306:10 am
PHL
- GCM
1 stop10h 00m
United Airlines
Tue 6/21:35 pm
GCM
- PHL
2 stops19h 10m
United Airlines
Deal found 5/3![United Airlines logo]()
$446
This Delta deal was found by Cheapflights users on 5/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/295:15 am
PHL
- GCM
1 stop7h 16m
Delta
Thu 8/612:56 pm
GCM
- PHL
1 stop11h 01m
Delta
Deal found 5/1![Delta logo]()
$462
This United Airlines deal was found by Cheapflights users on 5/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/35:00 pm
PHL
- GCM
2 stops20h 30m
United Airlines
Fri 8/71:35 pm
GCM
- PHL
2 stops19h 55m
United Airlines
Deal found 5/1![United Airlines logo]()
$446
This United Airlines deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/268:26 pm
PHL
- GCM
2 stops20h 04m
United Airlines
Sun 11/15:45 pm
GCM
- PHL
2 stops18h 40m
United Airlines
Deal found 4/30![United Airlines logo]()
$446
This United Airlines deal was found by Cheapflights users on 5/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/307:58 pm
PHL
- GCM
1 stop17h 32m
United Airlines
Fri 8/71:35 pm
GCM
- PHL
2 stops19h 55m
United Airlines
Deal found 5/1![United Airlines logo]()
$446
Last-minute flights from Philadelphia to Cayman IslandsDiscover last-minute flight deals from Philadelphia to Cayman Islands. Data last updated May 4, 2026 and is based on user searches.
Discover last-minute flight deals from Philadelphia to Cayman Islands. Data last updated May 4, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 5/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/98:50 am
PHL
- GCM
Nonstop3h 54m
American Airlines
Sat 5/1612:40 pm
GCM
- PHL
Nonstop3h 44m
American Airlines
Deal found 5/1![American Airlines logo]()
$315
This Delta deal was found by Cheapflights users on 5/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/95:17 am
PHL
- GCM
1 stop7h 37m
Delta
Sat 5/161:19 pm
GCM
- PHL
2 stops18h 36m
Delta
Deal found 5/3![Delta logo]()
$322
This American Airlines deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/98:50 am
PHL
- GCM
Nonstop3h 54m
American Airlines
Wed 5/1312:35 pm
GCM
- PHL
1 stop11h 05m
American Airlines
Deal found 4/30![American Airlines logo]()
$325
This Flysmarter deal was found by Cheapflights users on 5/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Flysmarter is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/167:00 am
PHL
- GCM
1 stop6h 19m
JetBlue
Sat 5/232:20 pm
GCM
- PHL
1 stop7h 27m
JetBlue
Deal found 5/1![JetBlue logo]()
$302
This American Airlines deal was found by Cheapflights users on 5/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/168:50 am
PHL
- GCM
Nonstop3h 54m
American Airlines
Sat 5/2312:40 pm
GCM
- PHL
Nonstop3h 48m
American Airlines
Deal found 5/1![American Airlines logo]()
$312
This American Airlines deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/268:10 am
PHL
- GCM
1 stop9h 01m
American Airlines
Sat 5/3012:40 pm
GCM
- PHL
Nonstop3h 48m
American Airlines
Deal found 4/29![American Airlines logo]()
$311
This JetBlue deal was found by Cheapflights users on 5/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/307:00 am
PHL
- GCM
1 stop7h 00m
JetBlue
Tue 6/22:05 pm
GCM
- PHL
1 stop7h 42m
JetBlue
Deal found 5/3![JetBlue logo]()
$313
This American Airlines deal was found by Cheapflights users on 5/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/308:35 am
PHL
- GCM
Nonstop4h 05m
American Airlines
Tue 6/212:33 pm
GCM
- PHL
1 stop10h 42m
American Airlines
Deal found 5/1![American Airlines logo]()
$317
This Delta deal was found by Cheapflights users on 5/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/311:28 am
PHL
- GCM
2 stops25h 26m
Delta
Tue 6/912:59 pm
GCM
- PHL
2 stops21h 52m
Delta
Deal found 5/1![Delta logo]()
$326
This American Airlines deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/510:00 am
PHL
- GCM
1 stop7h 11m
American Airlines
Mon 6/812:01 pm
GCM
- PHL
1 stop8h 09m
American Airlines
Deal found 4/30![American Airlines logo]()
$321
One-way flights from Philadelphia to Cayman IslandsSearch for one-way flight options from Philadelphia to Cayman Islands. Find affordable one-way fares based on user searches. Data last updated May 4, 2026.
Search for one-way flight options from Philadelphia to Cayman Islands. Find affordable one-way fares based on user searches. Data last updated May 4, 2026.
This JetBlue deal was found by Cheapflights users on 5/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/267:00 am
PHL
- GCM
1 stop6h 45m
JetBlue
Deal found 5/1![JetBlue logo]()
$104
This Delta deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/286:35 am
PHL
- GCM
1 stop6h 19m
Delta
Deal found 4/29![Delta logo]()
$108
This Delta deal was found by Cheapflights users on 5/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/96:35 am
PHL
- GCM
1 stop6h 19m
Delta
Deal found 5/1![Delta logo]()
$112
This American Airlines deal was found by Cheapflights users on 5/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/279:50 pm
PHL
- GCM
1 stop14h 11m
American Airlines
Deal found 5/1![American Airlines logo]()
$113
This United Airlines deal was found by Cheapflights users on 5/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/298:41 pm
PHL
- GCM
2 stops16h 49m
United Airlines
Deal found 5/4![United Airlines logo]()
$114
This American Airlines deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/98:50 am
PHL
- GCM
Nonstop3h 54m
American Airlines
Deal found 4/30![American Airlines logo]()
$118
This American Airlines deal was found by Cheapflights users on 5/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/139:50 pm
PHL
- GCM
1 stop19h 21m
American Airlines
Deal found 5/4![American Airlines logo]()
$123
This American Airlines deal was found by Cheapflights users on 5/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/308:35 am
PHL
- GCM
Nonstop4h 05m
American Airlines
Deal found 5/4![American Airlines logo]()
$139
This Air Canada deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/2410:05 am
PHL
- GCM
2 stops26h 20m
Air Canada
Deal found 4/30![Air Canada logo]()
$142
This American Airlines deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/259:50 pm
PHL
- GCM
1 stop14h 11m
American Airlines
Deal found 4/29![American Airlines logo]()
$143
Find flight deals from Philadelphia to Cayman Islands
Keep the following information in mind while searching for Philadelphia to Cayman Islands flight deals. Data was last updated May 4, 2026.
Round-trip from | $302 (Flysmarter) |
|---|---|
One-way from | $104 (JetBlue) |
Popular in | August |
Cheapest in | May |
Average price | $413 |
Good round-trip deal | $402 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Philadelphia to Cayman Islands that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated May 4, 2026.
Use the filters below to find and compare flights from Philadelphia to the Cayman Islands that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
PhiladelphiaGeorge Town
PHL - GCM
PHLGCM
Philadelphia
Tue 5/26
7:00 am-12:45 pm
1 stop6h 45m
George Town Owen Roberts Intl
Sat 5/30
2:20 pm-10:47 pm
1 stop7h 27m
$313
PhiladelphiaGeorge Town
PHL - GCM
PHLGCM
Philadelphia
Tue 5/26
7:45 pm-12:30 pm
2 stops17h 45m
George Town Owen Roberts Intl
Sat 5/30
1:50 pm-12:59 am
1 stop10h 09m
$321
Quickest round-trip
PhiladelphiaGeorge Town
PHL - GCM
PHLGCM
Philadelphia
Tue 8/25
6:15 am-11:39 am
1 stop6h 24m
George Town Owen Roberts Intl
Sat 8/29
1:04 pm-9:46 pm
1 stop7h 42m
$321
PhiladelphiaGeorge Town
PHL - GCM
PHLGCM
Philadelphia
Sat 9/19
7:44 pm-11:10 am
1 stop16h 26m
George Town Owen Roberts Intl
Sat 9/26
1:20 pm-7:40 am
2 stops17h 20m
$326
PhiladelphiaGeorge Town
PHL - GCM
PHLGCM
Philadelphia
Sat 9/5
6:16 am-12:25 pm
1 stop7h 09m
George Town Owen Roberts Intl
Sat 9/12
1:35 pm-9:43 am
2 stops19h 08m
$326
PhiladelphiaGeorge Town
PHL - GCM
PHLGCM
Philadelphia
Thu 5/14
6:35 am-11:54 am
1 stop6h 19m
George Town Owen Roberts Intl
Mon 5/18
1:19 pm-12:57 am
1 stop10h 38m
$329
PhiladelphiaGeorge Town
PHL - GCM
PHLGCM
Philadelphia
Sat 5/30
6:10 am-3:10 pm
1 stop10h 00m
George Town Owen Roberts Intl
Tue 6/2
1:35 pm-9:45 am
2 stops19h 10m
$446
PhiladelphiaGeorge Town
PHL - GCM
PHLGCM
Philadelphia
Mon 8/3
5:00 pm-12:30 pm
2 stops20h 30m
George Town Owen Roberts Intl
Fri 8/7
1:35 pm-10:30 am
2 stops19h 55m
$446
PhiladelphiaGeorge Town
PHL - GCM
PHLGCM
Philadelphia
Mon 10/26
8:26 pm-3:30 pm
2 stops20h 04m
George Town Owen Roberts Intl
Sun 11/1
5:45 pm-12:25 pm
2 stops18h 40m
$446
PhiladelphiaGeorge Town
PHL - GCM
PHLGCM
Philadelphia
Thu 7/30
7:58 pm-12:30 pm
1 stop17h 32m
George Town Owen Roberts Intl
Fri 8/7
1:35 pm-10:30 am
2 stops19h 55m
$446
Showing 1-10 of 19 resultsSorted by cheapest first
Best time to book a flight from Philadelphia to Cayman Islands
Have a flexible travel schedule? Discover the best time to fly to Cayman Islands from Philadelphia with our price prediction graph.
PHL-GCM
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight from Philadelphia to the Cayman Islands
PHL-KY0
PHL-GCM
How far ahead should I book a flight from Philadelphia to Cayman Islands?
Booking 28 days in advance of your planned departure date is, on average, the best time to get cheap flights from Philadelphia to Cayman Islands. The general trend is that the closer you book to the departure date, the more expensive your flight will be.
What is the cheapest month to book a flight from Philadelphia to Cayman Islands?
Currently, December is the cheapest month in which you can book a flight from Philadelphia to Cayman Islands (average of $185). Flying from Philadelphia to Cayman Islands in October is currently the most expensive (average of $540). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
What is the cheapest time of day to fly from PHL to KY?
Find hourly flight availability from Philadelphia to Cayman Islands. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated May 4, 2026.
Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Philadelphia to Cayman Islands as you normally would.
Reviews of airlines servicing Cayman Islands
Get insights into the airlines that provide service to Cayman Islands. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Cayman Islands. Reviews last updated May 4, 2026.
Read reviews from past customers who have flown Southwest,Delta, andJetBlue from Philadelphia to the Cayman Islands. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Crew
8.6
Boarding
8.1
Food
7.0
Entertainment
7.5
Comfort
8.0
Overall
7.9
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Crew
8.6
Boarding
8.1
Food
7.0
Entertainment
7.5
Comfort
8.0
Overall
7.9
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Crew
8.6
Boarding
8.1
Food
7.0
Entertainment
7.5
Comfort
8.0
Overall
7.9
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Crew
8.6
Boarding
8.1
Food
7.0
Entertainment
7.5
Comfort
8.0
Overall
7.9
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Crew
8.6
Boarding
8.1
Food
7.0
Entertainment
7.5
Comfort
8.0
Overall
7.9
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Related info for your journey
Find useful and relevant information for your journey from Philadelphia to Cayman Islands. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
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Philadelphia and Cayman Islands flights
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Top 4 airlines flying from Philadelphia to Cayman Islands
Discover the top 4 airlines that operate flights from Philadelphia to Cayman Islands. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated May 4, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$184 | Average$329 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$327 | Average$660 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$331 | Average$581 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$447 | Average$662 | FlexibilityNo cancel fee | On-time63% |