$131+ 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 1/11. Fares are subject to change and may not be available on all flights or dates of travel.
PHL — GCM
Aug 22 — Aug 291
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 July 23, 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 July 23, 2026.
This Air Canada deal was found by Cheapflights users on 7/19. 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 9/1610:50 am
PHL
- GCM
1 stop25h 35m
Air Canada
Mon 9/2112:25 pm
GCM
- PHL
1 stop9h 21m
Air Canada
Deal found 7/19![Air Canada logo]()
$401
This Orbitz deal was found by Cheapflights users on 7/18. 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.
Sat 10/1710:05 am
PHL
- GCM
2 stops50h 25m
Air Canada
Sat 10/2412:25 pm
GCM
- PHL
1 stop9h 21m
Air Canada
Deal found 7/18![Air Canada logo]()
$426
This Orbitz deal was found by Cheapflights users on 7/20. 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.
Sun 9/2710:50 am
PHL
- GCM
1 stop25h 35m
Air Canada
Sat 10/312:25 pm
GCM
- PHL
1 stop20h 29m
Air Canada
Deal found 7/20![Air Canada logo]()
$427
This Kiwi.com deal was found by Cheapflights users on 7/20. 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.
Thu 8/204:45 pm
PHL
- GCM
2 stops19h 50m
Multiple Airlines
Thu 8/274:45 pm
GCM
- PHL
1 stop6h 10m
Multiple Airlines
Deal found 7/20![Multiple Airlines logo]()
$444
This Air Canada deal was found by Cheapflights users on 7/22. 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.
Fri 9/114:20 pm
PHL
- GCM
1 stop18h 25m
Air Canada
Mon 9/1412:25 pm
GCM
- PHL
1 stop26h 16m
Air Canada
Deal found 7/22![Air Canada logo]()
$447
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 July 23, 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 July 23, 2026.
This Expedia deal was found by Cheapflights users on 7/18. 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.
Fri 1/85:05 pm
PHL
- GCM
1 stop19h 05m
Air Canada
Mon 1/111:10 pm
GCM
- PHL
1 stop9h 46m
Air Canada
Deal found 7/18![Air Canada logo]()
$449
This Southwest deal was found by Cheapflights users on 7/21. 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 1/196:35 am
PHL
- GCM
1 stop6h 20m
Southwest
Sat 1/231:25 pm
GCM
- PHL
1 stop7h 45m
Southwest
Deal found 7/21![Southwest logo]()
$487
This Delta deal was found by Cheapflights users on 7/21. 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 1/176:35 am
PHL
- GCM
1 stop6h 05m
Delta
Tue 1/262:05 pm
GCM
- PHL
1 stop10h 46m
Delta
Deal found 7/21![Delta logo]()
$681
This Air Canada deal was found by Cheapflights users on 7/23. 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 9/163:25 pm
PHL
- GCM
2 stops21h 00m
Air Canada
Mon 9/2112:25 pm
GCM
- PHL
1 stop9h 21m
Air Canada
Deal found 7/23![Air Canada logo]()
$452
This Southwest deal was found by Cheapflights users on 7/20. 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.
Sun 11/17:05 am
PHL
- GCM
1 stop5h 30m
Southwest
Thu 11/51:30 pm
GCM
- PHL
2 stops9h 45m
Southwest
Deal found 7/20![Southwest logo]()
$510
This Air Canada deal was found by Cheapflights users on 7/18. 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 11/79:15 am
PHL
- GCM
1 stop26h 55m
Air Canada
Wed 11/111:10 pm
GCM
- PHL
2 stops25h 34m
Air Canada
Deal found 7/18![Air Canada logo]()
$478
This Air Canada deal was found by Cheapflights users on 7/23. 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 11/13:20 pm
PHL
- GCM
2 stops44h 50m
Air Canada
Fri 11/61:10 pm
GCM
- PHL
2 stops25h 34m
Air Canada
Deal found 7/23![Air Canada logo]()
$510
This Southwest deal was found by Cheapflights users on 7/21. 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 12/146:25 am
PHL
- GCM
1 stop6h 10m
Southwest
Sat 12/192:20 pm
GCM
- PHL
2 stops8h 40m
Southwest
Deal found 7/21![Southwest logo]()
$607
This Delta deal was found by Cheapflights users on 7/21. 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 1/176:35 am
PHL
- GCM
1 stop6h 05m
Delta
Sun 1/242:05 pm
GCM
- PHL
1 stop8h 51m
Delta
Deal found 7/21![Delta logo]()
$721
This Air Canada deal was found by Cheapflights users on 7/22. 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 11/13:20 pm
PHL
- GCM
2 stops44h 50m
Air Canada
Sat 11/71:10 pm
GCM
- PHL
2 stops25h 34m
Air Canada
Deal found 7/22![Air Canada logo]()
$560
Last-minute flights from Philadelphia to Cayman IslandsDiscover last-minute flight deals from Philadelphia to Cayman Islands. Data last updated July 23, 2026 and is based on user searches.
Discover last-minute flight deals from Philadelphia to Cayman Islands. Data last updated July 23, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 7/20. 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.
Wed 8/55:25 pm
PHL
- GCM
1 stop28h 50m
Multiple Airlines
Tue 8/1811:30 am
GCM
- PHL
2 stops18h 45m
Multiple Airlines
Deal found 7/20![Multiple Airlines logo]()
$536
This Kiwi.com deal was found by Cheapflights users on 7/19. 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 8/116:25 am
PHL
- GCM
2 stops10h 40m
Multiple Airlines
Tue 8/2511:30 am
GCM
- PHL
1 stop11h 25m
Multiple Airlines
Deal found 7/19![Multiple Airlines logo]()
$534
This Kiwi.com deal was found by Cheapflights users on 7/22. 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.
Wed 8/126:25 am
PHL
- GCM
2 stops10h 40m
Multiple Airlines
Wed 8/1911:30 am
GCM
- PHL
1 stop23h 59m
Multiple Airlines
Deal found 7/22![Multiple Airlines logo]()
$544
This Kiwi.com deal was found by Cheapflights users on 7/20. 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.
Wed 8/194:45 pm
PHL
- GCM
2 stops19h 50m
Multiple Airlines
Wed 8/2611:30 am
GCM
- PHL
1 stop23h 59m
Multiple Airlines
Deal found 7/20![Multiple Airlines logo]()
$471
This Kiwi.com deal was found by Cheapflights users on 7/20. 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.
Thu 8/204:45 pm
PHL
- GCM
2 stops19h 50m
Multiple Airlines
Thu 8/274:45 pm
GCM
- PHL
1 stop6h 10m
Multiple Airlines
Deal found 7/20![Multiple Airlines logo]()
$444
This Kiwi.com deal was found by Cheapflights users on 7/22. 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.
Thu 8/204:35 pm
PHL
- GCM
1 stop20h 00m
Multiple Airlines
Mon 8/247:00 am
GCM
- PHL
2 stops23h 15m
Multiple Airlines
Deal found 7/22![Multiple Airlines logo]()
$494
This Kiwi.com deal was found by Cheapflights users on 7/20. 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.
Fri 8/216:30 am
PHL
- GCM
2 stops15h 45m
Multiple Airlines
Wed 8/2611:30 am
GCM
- PHL
1 stop23h 59m
Multiple Airlines
Deal found 7/20![Multiple Airlines logo]()
$483
This Air Canada deal was found by Cheapflights users on 7/18. 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 8/253:25 pm
PHL
- GCM
2 stops45h 00m
Air Canada
Sat 8/2910:40 am
GCM
- PHL
2 stops51h 09m
Air Canada
Deal found 7/18![Air Canada logo]()
$515
This Kiwi.com deal was found by Cheapflights users on 7/22. 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.
Mon 8/312:45 pm
PHL
- GCM
2 stops26h 20m
Multiple Airlines
Fri 9/411:25 am
GCM
- PHL
1 stop12h 51m
Multiple Airlines
Deal found 7/22![Multiple Airlines logo]()
$538
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 July 23, 2026.
Search for one-way flight options from Philadelphia to Cayman Islands. Find affordable one-way fares based on user searches. Data last updated July 23, 2026.
This Southwest deal was found by Cheapflights users on 7/21. 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 1/116:35 am
PHL
- GCM
1 stop6h 20m
Southwest
Deal found 7/21![Southwest logo]()
$131
This Expedia deal was found by Cheapflights users on 7/21. 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.
Sun 9/2010:50 am
PHL
- GCM
1 stop25h 35m
Air Canada
Deal found 7/21![Air Canada logo]()
$151
This Expedia deal was found by Cheapflights users on 7/18. 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 9/173:25 pm
PHL
- GCM
2 stops43h 20m
Air Canada
Deal found 7/18![Air Canada logo]()
$154
This Travelocity deal was found by Cheapflights users on 7/19. 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.
Sun 10/184:20 pm
PHL
- GCM
1 stop20h 10m
Air Canada
Deal found 7/19![Air Canada logo]()
$162
This Orbitz deal was found by Cheapflights users on 7/18. 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.
Sat 10/173:25 pm
PHL
- GCM
2 stops45h 05m
Air Canada
Deal found 7/18![Air Canada logo]()
$165
This Air Canada deal was found by Cheapflights users on 7/18. 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.
Fri 9/187:00 am
PHL
- GCM
1 stop27h 45m
Air Canada
Deal found 7/18![Air Canada logo]()
$174
This Air Canada deal was found by Cheapflights users on 7/18. 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 9/153:25 pm
PHL
- GCM
2 stops45h 00m
Air Canada
Deal found 7/18![Air Canada logo]()
$177
This Expedia deal was found by Cheapflights users on 7/23. 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.
Tue 9/223:25 pm
PHL
- GCM
2 stops45h 00m
Air Canada
Deal found 7/23![Air Canada logo]()
$178
This Air Canada deal was found by Cheapflights users on 7/23. 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 9/193:25 pm
PHL
- GCM
2 stops45h 00m
Air Canada
Deal found 7/23![Air Canada logo]()
$183
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 July 23, 2026.
Round-trip from | $401 (Air Canada) |
|---|---|
One-way from | $131 (Southwest) |
Popular in | August |
Cheapest in | May |
Average price | $696 |
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 July 23, 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
Fri 1/8
5:05 pm-12:10 pm
1 stop19h 05m
George Town Owen Roberts Intl
Mon 1/11
1:10 pm-10:56 pm
1 stop9h 46m
$449
PhiladelphiaGeorge Town
PHL - GCM
PHLGCM
Philadelphia
Wed 9/16
3:25 pm-11:25 am
2 stops21h 00m
George Town Owen Roberts Intl
Mon 9/21
12:25 pm-10:46 pm
1 stop9h 21m
$452
PhiladelphiaGeorge Town
PHL - GCM
PHLGCM
Philadelphia
Sat 11/7
9:15 am-12:10 pm
1 stop26h 55m
George Town Owen Roberts Intl
Wed 11/11
1:10 pm-2:44 pm
2 stops25h 34m
$478
Quickest round-trip
PhiladelphiaGeorge Town
PHL - GCM
PHLGCM
Philadelphia
Tue 1/19
6:35 am-12:55 pm
1 stop6h 20m
George Town Owen Roberts Intl
Sat 1/23
1:25 pm-9:10 pm
1 stop7h 45m
$487
PhiladelphiaGeorge Town
PHL - GCM
PHLGCM
Philadelphia
Sun 11/1
7:05 am-12:35 pm
1 stop5h 30m
George Town Owen Roberts Intl
Thu 11/5
1:30 pm-11:15 pm
2 stops9h 45m
$510
PhiladelphiaGeorge Town
PHL - GCM
PHLGCM
Philadelphia
Sun 11/1
3:20 pm-12:10 pm
2 stops44h 50m
George Town Owen Roberts Intl
Fri 11/6
1:10 pm-2:44 pm
2 stops25h 34m
$510
PhiladelphiaGeorge Town
PHL - GCM
PHLGCM
Philadelphia
Sun 11/1
3:20 pm-12:10 pm
2 stops44h 50m
George Town Owen Roberts Intl
Sat 11/7
1:10 pm-2:44 pm
2 stops25h 34m
$560
PhiladelphiaGeorge Town
PHL - GCM
PHLGCM
Philadelphia
Mon 12/14
6:25 am-12:35 pm
1 stop6h 10m
George Town Owen Roberts Intl
Sat 12/19
2:20 pm-11:00 pm
2 stops8h 40m
$607
PhiladelphiaGeorge Town
PHL - GCM
PHLGCM
Philadelphia
Sun 1/17
6:35 am-12:40 pm
1 stop6h 05m
George Town Owen Roberts Intl
Tue 1/26
2:05 pm-12:51 am
1 stop10h 46m
$681
PhiladelphiaGeorge Town
PHL - GCM
PHLGCM
Philadelphia
Sun 1/17
6:35 am-12:40 pm
1 stop6h 05m
George Town Owen Roberts Intl
Sun 1/24
2:05 pm-10:56 pm
1 stop8h 51m
$721
Showing 1-10 of 22 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
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 $347). Flying from Philadelphia to Cayman Islands in August is currently the most expensive (average of $864). 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 July 23, 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 July 23, 2026.
Read reviews from past customers who have flown Delta,United Airlines, andAmerican Airlines 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.
Food
7.2
Overall
7.8
Boarding
8.1
Comfort
7.8
Crew
8.5
Entertainment
7.8
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Food
7.2
Overall
7.8
Boarding
8.1
Comfort
7.8
Crew
8.5
Entertainment
7.8
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Food
7.2
Overall
7.8
Boarding
8.1
Comfort
7.8
Crew
8.5
Entertainment
7.8
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Food
7.2
Overall
7.8
Boarding
8.1
Comfort
7.8
Crew
8.5
Entertainment
7.8
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Food
7.2
Overall
7.8
Boarding
8.1
Comfort
7.8
Crew
8.5
Entertainment
7.8
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
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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Complete your trip
Complete your trip to Cayman Islands by adding a car rental and/or hotel reservation to your travel itinerary.
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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 July 23, 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 July 23, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$184 | Average$328 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$268 | Average$347 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$300 | Average$636 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$321 | Average$572 | FlexibilityNo cancel fee | On-timeN/A |