$125+ 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 10/2. Fares are subject to change and may not be available on all flights or dates of travel.
PHL — GCM
Oct 5 — Oct 121
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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Best
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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 September 5, 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 September 5, 2026.
This Mytrip deal was found by Cheapflights users on 8/31. 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 9/117:00 am -
1 stop27h 45m
Thu 9/1712:25 pm -
1 stop9h 21m
Deal found 8/31![Air Canada logo]()
$347
This Orbitz deal was found by Cheapflights users on 9/4. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/1610:50 am -
1 stop25h 35m
Mon 9/2112:25 pm -
1 stop9h 21m
Deal found 9/4![Air Canada logo]()
$349
This Expedia deal was found by Cheapflights users on 9/3. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/1110:05 am -
2 stops24h 40m
Mon 9/1412:25 pm -
1 stop26h 16m
Deal found 9/3![Air Canada logo]()
$352
This Justfly.com deal was found by Cheapflights users on 8/31. 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.
Thu 9/173:25 pm -
2 stops43h 20m
Mon 9/2112:25 pm -
1 stop26h 16m
Deal found 8/31![Air Canada logo]()
$374
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 September 5, 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 September 5, 2026.
This Southwest deal was found by Cheapflights users on 9/2. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/166:25 am -
1 stop6h 10m
Sat 11/212:20 pm -
2 stops9h 45m
Deal found 9/2![Southwest logo]()
$484
This Justfly.com deal was found by Cheapflights users on 9/4. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/245:05 pm -
1 stop19h 05m
Fri 11/271:10 pm -
1 stop9h 46m
Deal found 9/4![Air Canada logo]()
$510
This Kiwi.com deal was found by Cheapflights users on 9/4. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/174:42 pm -
1 stop19h 53m
Sun 9/204:45 pm -
1 stop6h 10m
Deal found 9/4![Multiple Airlines logo]()
$719
This Delta deal was found by Cheapflights users on 8/31. 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 12/246:00 am -
1 stop6h 40m
Wed 12/303:50 pm -
1 stop7h 28m
Deal found 8/31![Delta logo]()
$721
This United Airlines deal was found by Cheapflights users on 9/1. 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.
Tue 12/226:51 pm -
2 stops21h 09m
Wed 12/305:45 pm -
1 stop17h 49m
Deal found 9/1![United Airlines logo]()
$801
This Southwest deal was found by Cheapflights users on 9/1. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 1/36:15 am -
1 stop6h 20m
Sun 1/101:50 pm -
1 stop8h 45m
Deal found 9/1![Southwest logo]()
$499
This Southwest deal was found by Cheapflights users on 9/3. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 1/246:35 am -
1 stop6h 20m
Thu 1/281:50 pm -
1 stop8h 45m
Deal found 9/3![Southwest logo]()
$543
This Southwest deal was found by Cheapflights users on 9/4. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 1/96:25 am -
1 stop6h 05m
Wed 1/131:50 pm -
1 stop8h 45m
Deal found 9/4![Southwest logo]()
$543
This Southwest deal was found by Cheapflights users on 9/1. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/197:05 am -
1 stop6h 00m
Sat 9/261:00 pm -
1 stop7h 30m
Deal found 9/1![Southwest logo]()
$583
This United Airlines deal was found by Cheapflights users on 9/1. 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.
Wed 12/2310:37 am -
1 stop5h 58m
Thu 12/315:45 pm -
2 stops23h 59m
Deal found 9/1![United Airlines logo]()
$806
This Southwest deal was found by Cheapflights users on 8/31. 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 1/166:25 am -
1 stop6h 05m
Sat 1/231:25 pm -
1 stop7h 45m
Deal found 8/31![Southwest logo]()
$593
This Southwest deal was found by Cheapflights users on 8/31. 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 1/236:25 am -
1 stop6h 05m
Sat 1/301:25 pm -
1 stop7h 45m
Deal found 8/31![Southwest logo]()
$599
Last-minute flights from Philadelphia to Cayman IslandsDiscover last-minute flight deals from Philadelphia to Cayman Islands. Data last updated September 5, 2026 and is based on user searches.
Discover last-minute flight deals from Philadelphia to Cayman Islands. Data last updated September 5, 2026 and is based on user searches.
This Mytrip deal was found by Cheapflights users on 8/31. 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 9/117:00 am -
1 stop27h 45m
Thu 9/1712:25 pm -
1 stop9h 21m
Deal found 8/31![Air Canada logo]()
$347
This Expedia deal was found by Cheapflights users on 9/3. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/1110:05 am -
2 stops24h 40m
Mon 9/1412:25 pm -
1 stop26h 16m
Deal found 9/3![Air Canada logo]()
$352
This Orbitz deal was found by Cheapflights users on 9/4. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/1610:50 am -
1 stop25h 35m
Mon 9/2112:25 pm -
1 stop9h 21m
Deal found 9/4![Air Canada logo]()
$349
This Justfly.com deal was found by Cheapflights users on 8/31. 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.
Thu 9/173:25 pm -
2 stops43h 20m
Mon 9/2112:25 pm -
1 stop26h 16m
Deal found 8/31![Air Canada logo]()
$374
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 September 5, 2026.
Search for one-way flight options from Philadelphia to Cayman Islands. Find affordable one-way fares based on user searches. Data last updated September 5, 2026.
This Orbitz deal was found by Cheapflights users on 9/3. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/24:20 pm -
1 stop18h 25m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/3![Air Canada logo]()
$125
This Air Canada deal was found by Cheapflights users on 9/3. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/304:20 pm -
1 stop20h 05m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/3![Air Canada logo]()
$130
This Air Canada deal was found by Cheapflights users on 9/1. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/277:00 am -
1 stop29h 25m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/1![Air Canada logo]()
$136
This Expedia deal was found by Cheapflights users on 9/3. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/39:15 am -
1 stop26h 55m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/3![Air Canada logo]()
$138
This Air Canada deal was found by Cheapflights users on 9/4. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/15:05 pm -
1 stop19h 05m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/4![Air Canada logo]()
$143
This Expedia deal was found by Cheapflights users on 8/31. 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.
Sat 11/215:05 pm -
1 stop19h 05m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 8/31![Air Canada logo]()
$145
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 September 5, 2026.
Round-trip from | $349 (Air Canada) |
|---|---|
One-way from | $125 (Expedia) |
Popular in | November |
Cheapest in | May |
Average price | $804 |
Good round-trip deal | $846 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 September 5, 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
Sun 10/4
10:05 am-11:25 am
2 stops26h 20m
George Town Owen Roberts Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$133
PhiladelphiaGeorge Town
PHL Philadelphia - GCM George Town Owen Roberts Intl
PHLGCM
Philadelphia
Tue 9/29
10:05 am-11:25 am
2 stops50h 20m
George Town Owen Roberts Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$133
PhiladelphiaGeorge Town
PHL Philadelphia - GCM George Town Owen Roberts Intl
PHLGCM
Philadelphia
Tue 12/1
5:05 pm-12:10 pm
1 stop19h 05m
George Town Owen Roberts Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$143
PhiladelphiaGeorge Town
PHL Philadelphia - GCM George Town Owen Roberts Intl
PHLGCM
Philadelphia
Sat 11/28
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
$163
PhiladelphiaGeorge Town
PHL Philadelphia - GCM George Town Owen Roberts Intl
PHLGCM
Philadelphia
Mon 3/1
6:35 am-12:55 pm
1 stop6h 20m
George Town Owen Roberts Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$177
PhiladelphiaGeorge Town
PHL Philadelphia - GCM George Town Owen Roberts Intl
PHLGCM
Philadelphia
Wed 3/3
4:35 pm-12:10 pm
1 stop19h 35m
George Town Owen Roberts Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$183
Quickest round-trip
PhiladelphiaGeorge Town
PHL Philadelphia - GCM George Town Owen Roberts Intl
PHLGCM
Philadelphia
Mon 11/2
7:05 am-12:35 pm
1 stop5h 30m
George Town Owen Roberts Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$187
PhiladelphiaGeorge Town
PHL Philadelphia - GCM George Town Owen Roberts Intl
PHLGCM
Philadelphia
Sat 10/31
6:35 am-12:10 pm
1 stop6h 35m
George Town Owen Roberts Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$187
PhiladelphiaGeorge Town
PHL Philadelphia - GCM George Town Owen Roberts Intl
PHLGCM
Philadelphia
Thu 11/12
7:05 am-12:35 pm
1 stop5h 30m
George Town Owen Roberts Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$187
PhiladelphiaGeorge Town
PHL Philadelphia - GCM George Town Owen Roberts Intl
PHLGCM
Philadelphia
Sat 11/7
5:05 pm-12:10 pm
1 stop19h 05m
George Town Owen Roberts Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$188
Showing 1-10 of 24 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 $332). Flying from Philadelphia to Cayman Islands in November is currently the most expensive (average of $839). 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.
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 September 5, 2026.
Read reviews from past customers who have flown Southwest,Delta, andUnited 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.
Crew
8.6
Overall
8.0
Boarding
8.1
Entertainment
7.5
Comfort
8.0
Food
7.0
Reviews
1 / 20
10.0
ExcellentCourtney,Sep 2026
DEN - STL
Crew
8.6
Overall
8.0
Boarding
8.1
Entertainment
7.5
Comfort
8.0
Food
7.0
Reviews
1 / 20
10.0
ExcellentCourtney,Sep 2026
DEN - STL
Crew
8.6
Overall
8.0
Boarding
8.1
Entertainment
7.5
Comfort
8.0
Food
7.0
Reviews
1 / 20
10.0
ExcellentCourtney,Sep 2026
DEN - STL
Crew
8.6
Overall
8.0
Boarding
8.1
Entertainment
7.5
Comfort
8.0
Food
7.0
Reviews
1 / 20
10.0
ExcellentCourtney,Sep 2026
DEN - STL
Crew
8.6
Overall
8.0
Boarding
8.1
Entertainment
7.5
Comfort
8.0
Food
7.0
Reviews
1 / 20
10.0
ExcellentCourtney,Sep 2026
DEN - STL
Crew
8.6
Overall
8.0
Boarding
8.1
Entertainment
7.5
Comfort
8.0
Food
7.0
Reviews
1 / 20
10.0
ExcellentCourtney,Sep 2026
DEN - STL
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 September 5, 2026.
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Fly to Cayman Islands regions
Consider these flights traveling to Cayman Islands regions.
Top 5 airlines flying from Philadelphia to Cayman Islands
Discover the top 5 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 September 5, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$268 | Average$347 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$280 | Average$329 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$300 | Average$634 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$321 | Average$572 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$447 | Average$649 | FlexibilityNo cancel fee | On-time63% |