$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
May 29 — Jun 51
Round-trip
1 adult, Economy
We work with more than 300 partners to bring you better travel deals
Find cheap flights from Philadelphia to Cayman Islands with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Philadelphia to Cayman Islands
Cheapest
Best
Last-minute
One-way
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 April 29, 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 April 29, 2026.
This American Airlines deal was found by Cheapflights users on 4/27. 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 4/27![American Airlines logo]()
$315
This American Airlines deal was found by Cheapflights users on 4/25. 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
Wed 5/2012:00 pm
GCM
- PHL
1 stop7h 13m
American Airlines
Deal found 4/25![American Airlines logo]()
$317
This American Airlines deal was found by Cheapflights users on 4/28. 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 7/2110:00 am
PHL
- GCM
1 stop7h 10m
American Airlines
Mon 7/275:10 pm
GCM
- PHL
1 stop16h 33m
American Airlines
Deal found 4/28![American Airlines logo]()
$321
This American Airlines deal was found by Cheapflights users on 4/28. 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 stop14h 37m
American Airlines
Deal found 4/28![American Airlines logo]()
$325
This United Airlines deal was found by Cheapflights users on 4/27. 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
Sat 10/314:10 pm
GCM
- PHL
2 stops18h 17m
United Airlines
Deal found 4/27![United Airlines logo]()
$326
This Delta deal was found by Cheapflights users on 4/28. 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
Wed 5/131:19 pm
GCM
- PHL
1 stop7h 53m
Delta
Deal found 4/28![Delta logo]()
$329
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 12/17:20 pm
PHL
- GCM
1 stop16h 50m
American Airlines
Mon 12/79:00 am
GCM
- PHL
1 stop13h 25m
American Airlines
Deal found 4/29![American Airlines logo]()
$330
This American Airlines deal was found by Cheapflights users on 4/28. 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 8/59:50 pm
PHL
- GCM
1 stop16h 20m
American Airlines
Tue 8/112:10 pm
GCM
- PHL
2 stops16h 30m
American Airlines
Deal found 4/28![American Airlines logo]()
$331
This United Airlines deal was found by Cheapflights users on 4/28. 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 5/87:59 pm
PHL
- GCM
1 stop17h 31m
United Airlines
Tue 5/121:35 pm
GCM
- PHL
2 stops19h 19m
United Airlines
Deal found 4/28![United Airlines logo]()
$334
This American Airlines deal was found by Cheapflights users on 4/28. 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.
Thu 5/1410:00 pm
PHL
- GCM
1 stop14h 00m
American Airlines
Mon 5/1812:35 pm
GCM
- PHL
1 stop18h 05m
American Airlines
Deal found 4/28![American Airlines logo]()
$336
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.
Wed 5/610:00 pm
PHL
- GCM
1 stop16h 10m
American Airlines
Wed 5/132:10 pm
GCM
- PHL
2 stops16h 30m
American Airlines
Deal found 4/29![American Airlines logo]()
$339
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 April 29, 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 April 29, 2026.
This Delta deal was found by Cheapflights users on 4/24. 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 9/176:45 am
PHL
- GCM
1 stop5h 55m
Delta
Sun 9/2012:55 pm
GCM
- PHL
1 stop10h 32m
Delta
Deal found 4/24![Delta logo]()
$321
This United Airlines deal was found by Cheapflights users on 4/25. 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 5/166:10 am
PHL
- GCM
1 stop8h 20m
United Airlines
Wed 5/201:35 pm
GCM
- PHL
2 stops19h 40m
United Airlines
Deal found 4/25![United Airlines logo]()
$326
This Delta deal was found by Cheapflights users on 4/24. 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 6/276:00 am
PHL
- GCM
1 stop6h 34m
Delta
Sat 7/412:59 pm
GCM
- PHL
1 stop7h 20m
Delta
Deal found 4/24![Delta logo]()
$321
This United Airlines deal was found by Cheapflights users on 4/27. 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
Sat 10/314:10 pm
GCM
- PHL
2 stops18h 17m
United Airlines
Deal found 4/27![United Airlines logo]()
$326
This Delta deal was found by Cheapflights users on 4/25. 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 5/165:17 am
PHL
- GCM
1 stop7h 37m
Delta
Wed 5/201:19 pm
GCM
- PHL
1 stop10h 42m
Delta
Deal found 4/25![Delta logo]()
$321
This Delta deal was found by Cheapflights users on 4/28. 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
Thu 5/211:19 pm
GCM
- PHL
1 stop10h 38m
Delta
Deal found 4/28![Delta logo]()
$325
This Delta deal was found by Cheapflights users on 4/27. 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.
Sun 5/105:17 am
PHL
- GCM
1 stop7h 37m
Delta
Thu 5/141:19 pm
GCM
- PHL
1 stop10h 38m
Delta
Deal found 4/27![Delta logo]()
$329
This Delta deal was found by Cheapflights users on 4/26. 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
Mon 5/111:19 pm
GCM
- PHL
1 stop10h 38m
Delta
Deal found 4/26![Delta logo]()
$329
Last-minute flights from Philadelphia to Cayman IslandsDiscover last-minute flight deals from Philadelphia to Cayman Islands. Data last updated April 29, 2026 and is based on user searches.
Discover last-minute flight deals from Philadelphia to Cayman Islands. Data last updated April 29, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 4/28. 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 stop14h 37m
American Airlines
Deal found 4/28![American Airlines logo]()
$325
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.
Wed 5/610:00 pm
PHL
- GCM
1 stop16h 10m
American Airlines
Wed 5/132:10 pm
GCM
- PHL
2 stops16h 30m
American Airlines
Deal found 4/29![American Airlines logo]()
$339
This United Airlines deal was found by Cheapflights users on 4/28. 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 5/87:59 pm
PHL
- GCM
1 stop17h 31m
United Airlines
Tue 5/121:35 pm
GCM
- PHL
2 stops19h 19m
United Airlines
Deal found 4/28![United Airlines logo]()
$334
This American Airlines deal was found by Cheapflights users on 4/27. 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 4/27![American Airlines logo]()
$315
This Delta deal was found by Cheapflights users on 4/28. 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
Wed 5/131:19 pm
GCM
- PHL
1 stop7h 53m
Delta
Deal found 4/28![Delta logo]()
$329
This American Airlines deal was found by Cheapflights users on 4/28. 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.
Thu 5/1410:00 pm
PHL
- GCM
1 stop14h 00m
American Airlines
Mon 5/1812:35 pm
GCM
- PHL
1 stop18h 05m
American Airlines
Deal found 4/28![American Airlines logo]()
$336
This American Airlines deal was found by Cheapflights users on 4/28. 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 5/157:36 pm
PHL
- GCM
1 stop16h 19m
American Airlines
Tue 5/192:10 pm
GCM
- PHL
2 stops8h 32m
American Airlines
Deal found 4/28![American Airlines logo]()
$330
This American Airlines deal was found by Cheapflights users on 4/25. 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
Wed 5/2012:00 pm
GCM
- PHL
1 stop7h 13m
American Airlines
Deal found 4/25![American Airlines logo]()
$317
This Delta deal was found by Cheapflights users on 4/24. 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 5/165:17 am
PHL
- GCM
1 stop7h 37m
Delta
Wed 5/201:19 pm
GCM
- PHL
1 stop6h 30m
Delta
Deal found 4/24![Delta logo]()
$321
This Priceline deal was found by Cheapflights users on 4/25. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/237:00 am
PHL
- GCM
1 stop7h 00m
JetBlue
Sat 5/302:20 pm
GCM
- PHL
1 stop7h 27m
JetBlue
Deal found 4/25![JetBlue logo]()
$344
This United Airlines deal was found by Cheapflights users on 4/25. 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 5/297:45 pm
PHL
- GCM
2 stops17h 45m
United Airlines
Tue 6/21:35 pm
GCM
- PHL
2 stops19h 10m
United Airlines
Deal found 4/25![United Airlines logo]()
$326
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 April 29, 2026.
Search for one-way flight options from Philadelphia to Cayman Islands. Find affordable one-way fares based on user searches. Data last updated April 29, 2026.
This KAYAK deal was found by Cheapflights users on 4/27. 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 KAYAK 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 4/27![JetBlue logo]()
$104
This American Airlines deal was found by Cheapflights users on 4/28. 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 4/28![American Airlines logo]()
$108
This Delta deal was found by Cheapflights users on 4/28. 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 4/28![Delta logo]()
$112
This United Airlines deal was found by Cheapflights users on 4/27. 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 5/257:45 pm
PHL
- GCM
2 stops17h 45m
United Airlines
Deal found 4/27![United Airlines logo]()
$114
This KAYAK deal was found by Cheapflights users on 4/25. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/237:00 am
PHL
- GCM
1 stop7h 00m
JetBlue
Deal found 4/25![JetBlue logo]()
$135
This Travelocity deal was found by Cheapflights users on 4/25. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/2310:05 am
PHL
- GCM
2 stops50h 20m
Air Canada
Deal found 4/25![Air Canada logo]()
$137
This American Airlines deal was found by Cheapflights users on 4/25. 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 6/208:35 am
PHL
- GCM
Nonstop4h 05m
American Airlines
Deal found 4/25![American Airlines logo]()
$139
This Air Canada deal was found by Cheapflights users on 4/27. 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.
Sun 6/2110:05 am
PHL
- GCM
2 stops26h 20m
Air Canada
Deal found 4/27![Air Canada logo]()
$142
This American Airlines deal was found by Cheapflights users on 4/27. 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 5/268:20 am
PHL
- GCM
2 stops8h 51m
American Airlines
Deal found 4/27![American Airlines logo]()
$143
This American Airlines deal was found by Cheapflights users on 4/27. 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 5/273:47 pm
PHL
- GCM
2 stops20h 14m
American Airlines
Deal found 4/27![American Airlines logo]()
$148
This American Airlines deal was found by Cheapflights users on 4/27. 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.
Sun 5/243:51 pm
PHL
- GCM
2 stops20h 10m
American Airlines
Deal found 4/27![American Airlines logo]()
$149
This American Airlines deal was found by Cheapflights users on 4/26. 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 10/217:44 pm
PHL
- GCM
2 stops16h 01m
American Airlines
Deal found 4/26![American Airlines logo]()
$154
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 April 29, 2026.
Round-trip from | $315 (American Airlines) |
|---|---|
One-way from | $104 (KAYAK) |
Popular in | August |
Cheapest in | May |
Average price | $730 |
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 April 29, 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
Thu 9/17
6:45 am-11:40 am
1 stop5h 55m
George Town Owen Roberts Intl
Sun 9/20
12:55 pm-12:27 am
1 stop10h 32m
$321
Quickest round-trip
PhiladelphiaGeorge Town
PHL - GCM
PHLGCM
Philadelphia
Sat 6/27
6:00 am-11:34 am
1 stop6h 34m
George Town Owen Roberts Intl
Sat 7/4
12:59 pm-9:19 pm
1 stop7h 20m
$321
PhiladelphiaGeorge Town
PHL - GCM
PHLGCM
Philadelphia
Sat 5/16
5:17 am-11:54 am
1 stop7h 37m
George Town Owen Roberts Intl
Wed 5/20
1:19 pm-1:01 am
1 stop10h 42m
$321
PhiladelphiaGeorge Town
PHL - GCM
PHLGCM
Philadelphia
Thu 5/14
6:35 am-11:54 am
1 stop6h 19m
George Town Owen Roberts Intl
Thu 5/21
1:19 pm-12:57 am
1 stop10h 38m
$325
PhiladelphiaGeorge Town
PHL - GCM
PHLGCM
Philadelphia
Sat 5/16
6:10 am-1:30 pm
1 stop8h 20m
George Town Owen Roberts Intl
Wed 5/20
1:35 pm-10:15 am
2 stops19h 40m
$326
PhiladelphiaGeorge Town
PHL - GCM
PHLGCM
Philadelphia
Mon 10/26
8:26 pm-3:30 pm
2 stops20h 04m
George Town Owen Roberts Intl
Sat 10/31
4:10 pm-11:27 am
2 stops18h 17m
$326
PhiladelphiaGeorge Town
PHL - GCM
PHLGCM
Philadelphia
Sun 5/10
5:17 am-11:54 am
1 stop7h 37m
George Town Owen Roberts Intl
Thu 5/14
1:19 pm-12:57 am
1 stop10h 38m
$329
PhiladelphiaGeorge Town
PHL - GCM
PHLGCM
Philadelphia
Sat 5/9
6:35 am-11:54 am
1 stop6h 19m
George Town Owen Roberts Intl
Mon 5/11
1:19 pm-12:57 am
1 stop10h 38m
$329
Cheapest one-way
PhiladelphiaGeorge Town
PHL - GCM
PHLGCM
Philadelphia
Thu 7/23
5:15 am-11:31 am
1 stop7h 16m
$108
PhiladelphiaGeorge Town
PHL - GCM
PHLGCM
Philadelphia
Fri 10/23
6:35 pm-12:25 pm
2 stops18h 50m
$108
Showing 1-10 of 16 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 April 29, 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 April 29, 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
Entertainment
7.5
Overall
8.0
Food
7.0
Boarding
8.1
Comfort
8.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Crew
8.6
Entertainment
7.5
Overall
8.0
Food
7.0
Boarding
8.1
Comfort
8.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Crew
8.6
Entertainment
7.5
Overall
8.0
Food
7.0
Boarding
8.1
Comfort
8.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Crew
8.6
Entertainment
7.5
Overall
8.0
Food
7.0
Boarding
8.1
Comfort
8.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Crew
8.6
Entertainment
7.5
Overall
8.0
Food
7.0
Boarding
8.1
Comfort
8.0
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.
Browse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
Alternative routes
Complete your trip
Flights by cabin class
Other flight options
Popular flights
Top regions
Alternative routes for Philadelphia to Cayman Islands
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Cayman Islands by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Philadelphia to Cayman Islands by cabin class
Find flights from Philadelphia to Cayman Islands, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Philadelphia and Cayman Islands flights
Browse other Philadelphia and Cayman Islands flight options. Last updated on April 29, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Fly to Cayman Islands regions
Consider these flights traveling to Cayman Islands regions.
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 April 29, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$184 | Average$329 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$327 | Average$669 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$331 | Average$581 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$447 | Average$662 | FlexibilityNo cancel fee | On-time63% |