$182+ Cheap flights from Philadelphia (PHL) to the Cayman Islands
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 11/25. Fares are subject to change and may not be available on all flights or dates of travel.
PHL — GCM
Dec 10 — Dec 171
Round-trip
1 adult, Economy
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Find cheap flights from Philadelphia to Cayman Islands with Cheapflights
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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
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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 November 10, 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 November 10, 2026.
This Air Canada deal was found by Cheapflights users on 11/5. 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.
Tue 11/249:15 am -
1 stop26h 55m
Tue 12/11:10 pm -
1 stop9h 26m
Deal found 11/5![Air Canada logo]()
$479
This Air Canada deal was found by Cheapflights users on 11/5. 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.
Sat 11/75:05 pm -
1 stop19h 05m
Wed 11/111:10 pm -
1 stop9h 26m
Deal found 11/5![Air Canada logo]()
$480
This Orbitz deal was found by Cheapflights users on 11/6. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/109:15 am -
1 stop26h 55m
Mon 12/141:10 pm -
2 stops25h 34m
Deal found 11/6![Air Canada logo]()
$482
This Justfly.com deal was found by Cheapflights users on 11/5. 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.
Mon 11/309:15 am -
1 stop26h 55m
Fri 12/41:10 pm -
1 stop27h 11m
Deal found 11/5![Air Canada logo]()
$488
This Air Canada deal was found by Cheapflights users on 11/5. 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.
Sat 11/285:05 pm -
1 stop19h 05m
Thu 12/31:10 pm -
1 stop9h 26m
Deal found 11/5![Air Canada logo]()
$489
This Air Canada deal was found by Cheapflights users on 11/5. 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.
Sat 11/283:20 pm -
2 stops20h 50m
Tue 12/81:10 pm -
1 stop9h 26m
Deal found 11/5![Air Canada logo]()
$492
This Air Canada deal was found by Cheapflights users on 11/5. 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.
Sat 11/283:20 pm -
2 stops20h 50m
Fri 12/41:10 pm -
2 stops25h 34m
Deal found 11/5![Air Canada logo]()
$496
This Air Canada deal was found by Cheapflights users on 11/7. 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.
Thu 12/319:15 am -
1 stop26h 55m
Mon 1/111:10 pm -
1 stop27h 11m
Deal found 11/7![Air Canada logo]()
$511
This Trip.com deal was found by Cheapflights users on 11/5. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/275:05 pm -
3 stops24h 40m
Mon 11/303:40 pm -
3 stops30h 56m
Deal found 11/5![Multiple Airlines logo]()
$628
This Mytrip deal was found by Cheapflights users on 11/5. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/45:16 am -
2 stops13h 29m
Mon 12/1410:55 am -
3 stops36h 45m
Deal found 11/5![Multiple Airlines logo]()
$808
This Mytrip deal was found by Cheapflights users on 11/6. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/275:05 pm -
2 stops27h 15m
Sun 11/296:20 pm -
3 stops29h 09m
Deal found 11/6![Multiple Airlines logo]()
$881
This FlightHub deal was found by Cheapflights users on 11/6. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/319:15 am -
2 stops33h 30m
Sun 1/33:55 pm -
2 stops48h 26m
Deal found 11/6![Multiple Airlines logo]()
$1,389
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 November 10, 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 November 10, 2026.
This Southwest deal was found by Cheapflights users on 11/9. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 1/186:25 am -
1 stop6h 30m
Fri 1/221:50 pm -
1 stop8h 30m
Deal found 11/9![Southwest logo]()
$540
This Trip.com deal was found by Cheapflights users on 11/5. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/275:05 pm -
3 stops24h 40m
Mon 11/303:40 pm -
3 stops30h 56m
Deal found 11/5![Multiple Airlines logo]()
$628
This Delta deal was found by Cheapflights users on 11/6. 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 4/76:40 am -
1 stop6h 05m
Wed 4/141:25 pm -
1 stop10h 26m
Deal found 11/6![Delta logo]()
$662
This Southwest deal was found by Cheapflights users on 11/9. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 1/25:25 am -
2 stops9h 55m
Thu 1/71:50 pm -
1 stop8h 30m
Deal found 11/9![Southwest logo]()
$603
This Southwest deal was found by Cheapflights users on 11/5. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 1/286:40 am -
1 stop6h 15m
Tue 2/21:50 pm -
1 stop8h 30m
Deal found 11/5![Southwest logo]()
$634
This Delta deal was found by Cheapflights users on 11/7. 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.
Fri 2/56:30 am -
1 stop6h 50m
Wed 2/102:45 pm -
1 stop8h 02m
Deal found 11/7![Delta logo]()
$702
This Delta deal was found by Cheapflights users on 11/7. 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 2/26:30 am -
1 stop6h 50m
Mon 2/82:45 pm -
1 stop10h 13m
Deal found 11/7![Delta logo]()
$702
This Mytrip deal was found by Cheapflights users on 11/5. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/45:16 am -
2 stops13h 29m
Mon 12/1410:55 am -
3 stops36h 45m
Deal found 11/5![Multiple Airlines logo]()
$808
This Southwest deal was found by Cheapflights users on 11/6. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/216:20 am -
1 stop6h 15m
Mon 12/281:30 pm -
2 stops10h 20m
Deal found 11/6![Southwest logo]()
$672
This Delta deal was found by Cheapflights users on 11/8. 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 5/16:40 am -
1 stop7h 25m
Sat 5/81:15 pm -
1 stop6h 22m
Deal found 11/8![Delta logo]()
$742
This Delta deal was found by Cheapflights users on 11/6. 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 2/136:00 am -
1 stop8h 30m
Sat 2/203:40 pm -
1 stop9h 06m
Deal found 11/6![Delta logo]()
$742
This Southwest deal was found by Cheapflights users on 11/9. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/246:25 am -
1 stop6h 10m
Thu 12/311:30 pm -
2 stops8h 40m
Deal found 11/9![Southwest logo]()
$752
This Mytrip deal was found by Cheapflights users on 11/6. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/275:05 pm -
2 stops27h 15m
Sun 11/298:30 am -
2 stops24h 59m
Deal found 11/6![Multiple Airlines logo]()
$1,009
This Southwest deal was found by Cheapflights users on 11/9. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 1/196:40 am -
1 stop6h 15m
Tue 1/261:50 pm -
1 stop8h 30m
Deal found 11/9![Southwest logo]()
$759
This FlightHub deal was found by Cheapflights users on 11/6. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/319:15 am -
2 stops33h 30m
Sun 1/33:55 pm -
2 stops48h 26m
Deal found 11/6![Multiple Airlines logo]()
$1,389
This FlightHub deal was found by Cheapflights users on 11/8. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/289:15 am -
2 stops32h 35m
Mon 1/46:20 pm -
2 stops28h 16m
Deal found 11/8![Multiple Airlines logo]()
$1,643
Last-minute flights from Philadelphia to Cayman IslandsDiscover last-minute flight deals from Philadelphia to Cayman Islands. Data last updated November 10, 2026 and is based on user searches.
Discover last-minute flight deals from Philadelphia to Cayman Islands. Data last updated November 10, 2026 and is based on user searches.
This Air Canada deal was found by Cheapflights users on 11/5. 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.
Sat 11/75:05 pm -
1 stop19h 05m
Wed 11/111:10 pm -
1 stop9h 26m
Deal found 11/5![Air Canada logo]()
$480
This Air Canada deal was found by Cheapflights users on 11/5. 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.
Tue 11/249:15 am -
1 stop26h 55m
Tue 12/11:10 pm -
1 stop9h 26m
Deal found 11/5![Air Canada logo]()
$479
This Trip.com deal was found by Cheapflights users on 11/5. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/275:05 pm -
3 stops24h 40m
Mon 11/303:40 pm -
3 stops30h 56m
Deal found 11/5![Multiple Airlines logo]()
$628
This Mytrip deal was found by Cheapflights users on 11/6. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/275:05 pm -
2 stops27h 15m
Sun 11/296:20 pm -
3 stops29h 09m
Deal found 11/6![Multiple Airlines logo]()
$881
This Air Canada deal was found by Cheapflights users on 11/5. 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.
Sat 11/285:05 pm -
1 stop19h 05m
Thu 12/31:10 pm -
1 stop9h 26m
Deal found 11/5![Air Canada logo]()
$489
This Air Canada deal was found by Cheapflights users on 11/5. 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.
Sat 11/289:15 am -
1 stop26h 55m
Wed 12/21:10 pm -
2 stops25h 29m
Deal found 11/5![Air Canada logo]()
$492
This Justfly.com deal was found by Cheapflights users on 11/5. 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.
Mon 11/309:15 am -
1 stop26h 55m
Fri 12/41:10 pm -
1 stop27h 11m
Deal found 11/5![Air Canada logo]()
$488
This Mytrip deal was found by Cheapflights users on 11/5. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/45:16 am -
2 stops13h 29m
Mon 12/1410:55 am -
3 stops36h 45m
Deal found 11/5![Multiple Airlines logo]()
$808
This Orbitz deal was found by Cheapflights users on 11/6. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/109:15 am -
1 stop26h 55m
Mon 12/141:10 pm -
2 stops25h 34m
Deal found 11/6![Air Canada logo]()
$482
This FlightHub deal was found by Cheapflights users on 11/8. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/289:15 am -
2 stops32h 35m
Mon 1/46:20 pm -
2 stops28h 16m
Deal found 11/8![Multiple Airlines logo]()
$1,643
This Air Canada deal was found by Cheapflights users on 11/7. 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.
Thu 12/319:15 am -
1 stop26h 55m
Mon 1/111:10 pm -
1 stop27h 11m
Deal found 11/7![Air Canada logo]()
$511
This FlightHub deal was found by Cheapflights users on 11/6. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/319:15 am -
2 stops33h 30m
Sun 1/33:55 pm -
2 stops48h 26m
Deal found 11/6![Multiple Airlines logo]()
$1,389
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 November 10, 2026.
Search for one-way flight options from Philadelphia to Cayman Islands. Find affordable one-way fares based on user searches. Data last updated November 10, 2026.
This Trip.com deal was found by Cheapflights users on 11/8. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/259:15 am -
1 stop26h 55m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/8![Air Canada logo]()
$182
This Justfly.com deal was found by Cheapflights users on 11/5. 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.
Mon 11/165:05 pm -
1 stop19h 05m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/5![Air Canada logo]()
$195
This Trip.com deal was found by Cheapflights users on 11/8. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/184:47 pm -
1 stop18h 48m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/8![Multiple Airlines logo]()
$197
This Southwest deal was found by Cheapflights users on 11/5. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/156:25 am -
1 stop6h 30m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/5![Southwest logo]()
$202
This Air Canada deal was found by Cheapflights users on 11/5. 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.
Mon 2/153:20 pm -
2 stops20h 50m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/5![Air Canada logo]()
$225
This Kiwi.com deal was found by Cheapflights users on 11/5. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/154:47 pm -
1 stop18h 48m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/5![Multiple Airlines logo]()
$241
This Kiwi.com deal was found by Cheapflights users on 11/5. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/176:00 am -
2 stops34h 05m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/5![Multiple Airlines logo]()
$266
This Expedia deal was found by Cheapflights users on 11/9. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/19:15 am -
1 stop26h 50m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/9![Air Canada logo]()
$268
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 November 10, 2026.
Round-trip from | $479 (Air Canada) |
|---|---|
One-way from | $182 (Trip.com) |
Popular in | October |
Cheapest in | May |
Average price | $863 |
Good round-trip deal | $757 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 7,457,451 searches. Data last updated November 10, 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 Philadelphia - GCM George Town Owen Roberts Intl
PHLGCM
Philadelphia
Wed 11/25
3:20 pm-12:10 pm
2 stops20h 50m
George Town Owen Roberts Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$193
PhiladelphiaGeorge Town
PHL Philadelphia - GCM George Town Owen Roberts Intl
PHLGCM
Philadelphia
Wed 11/18
4:47 pm-11:35 am
1 stop18h 48m
George Town Owen Roberts Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$197
PhiladelphiaGeorge Town
PHL Philadelphia - GCM George Town Owen Roberts Intl
PHLGCM
Philadelphia
Mon 11/16
3:20 pm-12:10 pm
2 stops20h 50m
George Town Owen Roberts Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$198
PhiladelphiaGeorge Town
PHL Philadelphia - GCM George Town Owen Roberts Intl
PHLGCM
Philadelphia
Thu 4/1
9:15 am-11:05 am
1 stop26h 50m
George Town Owen Roberts Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$268
PhiladelphiaGeorge Town
PHL Philadelphia - GCM George Town Owen Roberts Intl
PHLGCM
Philadelphia
Tue 2/9
6:30 am-1:20 pm
1 stop6h 50m
George Town Owen Roberts Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$324
PhiladelphiaGeorge Town
PHL Philadelphia - GCM George Town Owen Roberts Intl
PHLGCM
Philadelphia
Wed 11/25
2:20 pm-5:20 pm
3 stops27h 00m
George Town Owen Roberts Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$380
PhiladelphiaGeorge Town
PHL Philadelphia - GCM George Town Owen Roberts Intl
PHLGCM
Philadelphia
Sun 11/15
6:30 am-12:25 pm
1 stop5h 55m
George Town Owen Roberts Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$390
PhiladelphiaGeorge Town
PHL Philadelphia - GCM George Town Owen Roberts Intl
PHLGCM
Philadelphia
Tue 11/17
6:30 am-12:25 pm
1 stop5h 55m
George Town Owen Roberts Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$390
PhiladelphiaGeorge Town
PHL Philadelphia - GCM George Town Owen Roberts Intl
PHLGCM
Philadelphia
Mon 11/16
5:15 am-12:25 pm
1 stop7h 10m
George Town Owen Roberts Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$390
PhiladelphiaGeorge Town
PHL Philadelphia - GCM George Town Owen Roberts Intl
PHLGCM
Philadelphia
Tue 2/9
3:20 pm-12:10 pm
2 stops20h 50m
George Town Owen Roberts Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$395
Showing 1-10 of 27 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
PHL-CYB
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
PHL-CYB
What is the cheapest month to book a flight from Philadelphia to Cayman Islands?
Currently, May is the cheapest month in which you can book a flight from Philadelphia to Cayman Islands (average of $332). Flying from Philadelphia to Cayman Islands in October is currently the most expensive (average of $972). 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 November 10, 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.
How far ahead should I book a flight from Philadelphia to Cayman Islands?
Booking 5 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.
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 November 10, 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.
Entertainment
7.4
Food
7.0
Crew
8.6
Boarding
8.1
Overall
8.0
Comfort
8.0
Reviews
1 / 20
8.0
ExcellentPatricia,Oct 2026
DAL - TPA
Entertainment
7.4
Food
7.0
Crew
8.6
Boarding
8.1
Overall
8.0
Comfort
8.0
Reviews
1 / 20
8.0
ExcellentPatricia,Oct 2026
DAL - TPA
Entertainment
7.4
Food
7.0
Crew
8.6
Boarding
8.1
Overall
8.0
Comfort
8.0
Reviews
1 / 20
8.0
ExcellentPatricia,Oct 2026
DAL - TPA
Entertainment
7.4
Food
7.0
Crew
8.6
Boarding
8.1
Overall
8.0
Comfort
8.0
Reviews
1 / 20
8.0
ExcellentPatricia,Oct 2026
DAL - TPA
Entertainment
7.4
Food
7.0
Crew
8.6
Boarding
8.1
Overall
8.0
Comfort
8.0
Reviews
1 / 20
8.0
ExcellentPatricia,Oct 2026
DAL - TPA
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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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 November 10, 2026.
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Fly to Cayman Islands regions
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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 7,457,451 searches. Data last updated November 10, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$280 | Average$329 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$300 | Average$690 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$321 | Average$572 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$447 | Average$703 | FlexibilityNo cancel fee | On-time63% |