$131+ 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 10/11. Fares are subject to change and may not be available on all flights or dates of travel.
PHL — GCM
Oct 11 — Oct 181
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 11, 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 11, 2026.
This Mytrip deal was found by Cheapflights users on 9/8. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/207:00 am -
1 stop29h 25m
Sat 9/2610:40 am -
1 stop22h 31m
Deal found 9/8![Air Canada logo]()
$358
This Air Canada deal was found by Cheapflights users on 9/9. 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 Air Canada 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 9/9![Air Canada logo]()
$359
This Air Canada deal was found by Cheapflights users on 9/9. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/59:15 am -
1 stop26h 55m
Wed 12/91:10 pm -
1 stop9h 46m
Deal found 9/9![Air Canada logo]()
$375
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 11, 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 11, 2026.
This Southwest deal was found by Cheapflights users on 9/9. 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.
Wed 12/166:25 am -
1 stop6h 10m
Mon 12/211:30 pm -
2 stops10h 15m
Deal found 9/9![Southwest logo]()
$494
This American Airlines deal was found by Cheapflights users on 9/11. 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 11/17:37 pm -
1 stop16h 18m
Wed 11/48:15 am -
1 stop6h 20m
Deal found 9/11![American Airlines logo]()
$681
This United Airlines deal was found by Cheapflights users on 9/8. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/106:22 am -
1 stop7h 23m
Wed 3/105:45 pm -
2 stops18h 40m
Deal found 9/8![United Airlines logo]()
$686
This Southwest deal was found by Cheapflights users on 9/10. 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 12/137:05 am -
1 stop5h 30m
Sat 12/192:20 pm -
2 stops20h 05m
Deal found 9/10![Southwest logo]()
$548
This Southwest deal was found by Cheapflights users on 9/8. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/106:35 am -
1 stop6h 20m
Wed 3/101:50 pm -
1 stop8h 40m
Deal found 9/8![Southwest logo]()
$553
This United Airlines deal was found by Cheapflights users on 9/10. 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 12/2910:37 am -
1 stop5h 58m
Mon 1/45:45 pm -
1 stop18h 20m
Deal found 9/10![United Airlines logo]()
$721
This United Airlines deal was found by Cheapflights users on 9/9. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/316:00 am -
2 stops10h 00m
Thu 11/55:45 pm -
2 stops20h 32m
Deal found 9/9![United Airlines logo]()
$726
This Southwest deal was found by Cheapflights users on 9/9. 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.
Wed 2/36:35 am -
1 stop6h 20m
Wed 2/171:50 pm -
1 stop8h 45m
Deal found 9/9![Southwest logo]()
$667
This United Airlines deal was found by Cheapflights users on 9/9. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/165:53 pm -
2 stops19h 52m
Mon 12/215:10 pm -
2 stops17h 20m
Deal found 9/9![United Airlines logo]()
$726
This United Airlines deal was found by Cheapflights users on 9/11. 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 11/247:40 pm -
2 stops20h 50m
Mon 11/305:45 pm -
2 stops16h 12m
Deal found 9/11![United Airlines logo]()
$746
Last-minute flights from Philadelphia to Cayman IslandsDiscover last-minute flight deals from Philadelphia to Cayman Islands. Data last updated September 11, 2026 and is based on user searches.
Discover last-minute flight deals from Philadelphia to Cayman Islands. Data last updated September 11, 2026 and is based on user searches.
This Orbitz deal was found by Cheapflights users on 9/9. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/113:25 pm -
2 stops19h 20m
Mon 9/1412:25 pm -
2 stops25h 22m
Deal found 9/9![Air Canada logo]()
$378
This Air Canada deal was found by Cheapflights users on 9/9. 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 Air Canada 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 9/9![Air Canada logo]()
$359
This Mytrip deal was found by Cheapflights users on 9/8. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/207:00 am -
1 stop29h 25m
Sat 9/2610:40 am -
1 stop22h 31m
Deal found 9/8![Air Canada logo]()
$358
This Air Canada deal was found by Cheapflights users on 9/9. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/299:15 am -
1 stop26h 55m
Sun 11/11:10 pm -
1 stop9h 46m
Deal found 9/9![Air Canada logo]()
$375
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 11, 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 11, 2026.
This Travelocity deal was found by Cheapflights users on 9/11. 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 10/117:00 am -
1 stop29h 25m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/11![Air Canada logo]()
$131
This Expedia deal was found by Cheapflights users on 9/9. 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 10/810:05 am -
2 stops49h 25m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/9![Air Canada logo]()
$133
This Travelocity deal was found by Cheapflights users on 9/9. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/55:05 pm -
1 stop19h 05m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/9![Air Canada logo]()
$138
This Air Canada deal was found by Cheapflights users on 9/7. 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.
Sun 10/47:00 am -
1 stop29h 25m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/7![Air Canada logo]()
$141
This Travelocity deal was found by Cheapflights users on 9/7. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/69:15 am -
1 stop26h 55m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/7![Air Canada logo]()
$145
This Expedia deal was found by Cheapflights users on 9/10. 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 10/1010:05 am -
2 stops50h 20m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/10![Air Canada logo]()
$149
This Air Canada deal was found by Cheapflights users on 9/9. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/89:15 am -
1 stop26h 55m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/9![Air Canada logo]()
$150
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 11, 2026.
Round-trip from | $366 (Expedia) |
|---|---|
One-way from | $131 (Travelocity) |
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 11, 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 10/11
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
$134
PhiladelphiaGeorge Town
PHL Philadelphia - GCM George Town Owen Roberts Intl
PHLGCM
Philadelphia
Thu 10/8
10:05 am-10:30 am
2 stops49h 25m
George Town Owen Roberts Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$139
PhiladelphiaGeorge Town
PHL Philadelphia - GCM George Town Owen Roberts Intl
PHLGCM
Philadelphia
Sat 10/3
3:25 pm-11:25 am
2 stops45h 00m
George Town Owen Roberts Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$144
Quickest round-trip
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
$197
PhiladelphiaGeorge Town
PHL Philadelphia - GCM George Town Owen Roberts Intl
PHLGCM
Philadelphia
Wed 11/4
3:20 pm-12:10 pm
2 stops44h 50m
George Town Owen Roberts Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$202
PhiladelphiaGeorge Town
PHL Philadelphia - GCM George Town Owen Roberts Intl
PHLGCM
Philadelphia
Fri 11/6
3:20 pm-12:10 pm
2 stops44h 50m
George Town Owen Roberts Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$202
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
$224
PhiladelphiaGeorge Town
PHL Philadelphia - GCM George Town Owen Roberts Intl
PHLGCM
Philadelphia
Sat 10/10
6:06 pm-5:20 pm
1 stop24h 14m
George Town Owen Roberts Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$225
PhiladelphiaGeorge Town
PHL Philadelphia - GCM George Town Owen Roberts Intl
PHLGCM
Philadelphia
Mon 10/12
6:00 am-5:20 pm
1 stop12h 20m
George Town Owen Roberts Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$247
PhiladelphiaGeorge Town
PHL Philadelphia - GCM George Town Owen Roberts Intl
PHLGCM
Philadelphia
Tue 10/6
4:42 pm-4:05 pm
1 stop24h 23m
George Town Owen Roberts Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$252
Showing 1-10 of 21 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 11, 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.
Boarding
8.1
Food
7.0
Comfort
8.0
Crew
8.6
Entertainment
7.5
Overall
8.0
Reviews
1 / 20
4.0
OkaySteven,Sep 2026
OGG - HNL
Boarding
8.1
Food
7.0
Comfort
8.0
Crew
8.6
Entertainment
7.5
Overall
8.0
Reviews
1 / 20
4.0
OkaySteven,Sep 2026
OGG - HNL
Boarding
8.1
Food
7.0
Comfort
8.0
Crew
8.6
Entertainment
7.5
Overall
8.0
Reviews
1 / 20
4.0
OkaySteven,Sep 2026
OGG - HNL
Boarding
8.1
Food
7.0
Comfort
8.0
Crew
8.6
Entertainment
7.5
Overall
8.0
Reviews
1 / 20
4.0
OkaySteven,Sep 2026
OGG - HNL
Boarding
8.1
Food
7.0
Comfort
8.0
Crew
8.6
Entertainment
7.5
Overall
8.0
Reviews
1 / 20
4.0
OkaySteven,Sep 2026
OGG - HNL
Boarding
8.1
Food
7.0
Comfort
8.0
Crew
8.6
Entertainment
7.5
Overall
8.0
Reviews
1 / 20
4.0
OkaySteven,Sep 2026
OGG - HNL
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
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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.
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 September 11, 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 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 11, 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% |