$145+ 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 11/24. Fares are subject to change and may not be available on all flights or dates of travel.
PHL — GCM
Nov 29 — Dec 61
Round-trip
1 adult, Economy
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Find cheap flights from Philadelphia to Cayman Islands with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
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Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Philadelphia to Cayman Islands
Cheapest
Best
Last-minute
One-way
Cheapest flights from Philadelphia to Cayman IslandsExplore the most affordable flight options available from Philadelphia to Cayman Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 30, 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 October 30, 2026.
This Trip.com deal was found by Cheapflights users on 10/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com 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 stop27h 11m
Deal found 10/28![Air Canada logo]()
$387
This Expedia deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia 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 36m
Deal found 10/27![Air Canada logo]()
$413
This Trip.com deal was found by Cheapflights users on 10/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/99:15 am -
1 stop26h 55m
Wed 12/161:10 pm -
1 stop9h 36m
Deal found 10/25![Air Canada logo]()
$418
This Justfly.com deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Justfly.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 12/21:10 pm -
1 stop9h 36m
Deal found 10/27![Air Canada logo]()
$422
This Air Canada deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/39:15 am -
1 stop26h 55m
Fri 11/61:10 pm -
1 stop27h 11m
Deal found 10/27![Air Canada logo]()
$423
This Justfly.com deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates ” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/253:20 pm -
2 stops20h 50m
Tue 12/11:10 pm -
1 stop9h 36m
Deal found 10/27![Air Canada logo]()
$425
This Mytrip deal was found by Cheapflights users on 10/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/266:00 am -
2 stops14h 50m
Tue 12/298:30 am -
3 stops25h 47m
Deal found 10/29![Multiple Airlines logo]()
$1,232
This FlightHub deal was found by Cheapflights users on 10/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/319:15 am -
2 stops29h 55m
Sun 1/36:40 pm -
2 stops28h 06m
Deal found 10/25![Multiple Airlines logo]()
$1,511
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 October 30, 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 October 30, 2026.
This Southwest deal was found by Cheapflights users on 10/30. 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 12/156:30 am -
1 stop6h 05m
Tue 12/221:30 pm -
2 stops10h 20m
Deal found 10/30![Southwest logo]()
$569
This Delta deal was found by Cheapflights users on 10/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/245:30 am -
1 stop7h 15m
Mon 3/291:10 pm -
1 stop10h 41m
Deal found 10/25![Delta logo]()
$782
This United Airlines deal was found by Cheapflights users on 10/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/256:24 am -
1 stop7h 21m
Thu 12/315:10 pm -
1 stop16h 46m
Deal found 10/28![United Airlines logo]()
$789
This Southwest deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/215:25 am -
2 stops9h 45m
Wed 11/251:30 pm -
2 stops10h 20m
Deal found 10/27![Southwest logo]()
$637
This Mytrip deal was found by Cheapflights users on 10/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/266:00 am -
2 stops14h 50m
Tue 12/298:30 am -
2 stops14h 06m
Deal found 10/29![Multiple Airlines logo]()
$1,298
This Delta deal was found by Cheapflights users on 10/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/135:30 am -
1 stop8h 35m
Sat 3/201:10 pm -
1 stop6h 27m
Deal found 10/29![Delta logo]()
$822
This United Airlines deal was found by Cheapflights users on 10/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/1310:15 am -
1 stop6h 20m
Sat 3/204:15 pm -
2 stops16h 49m
Deal found 10/25![United Airlines logo]()
$851
This Delta deal was found by Cheapflights users on 10/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/136:15 am -
1 stop8h 15m
Sat 2/203:40 pm -
1 stop9h 11m
Deal found 10/28![Delta logo]()
$883
This FlightHub deal was found by Cheapflights users on 10/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/319:15 am -
2 stops29h 55m
Sun 1/36:40 pm -
2 stops28h 06m
Deal found 10/25![Multiple Airlines logo]()
$1,511
Last-minute flights from Philadelphia to Cayman IslandsDiscover last-minute flight deals from Philadelphia to Cayman Islands. Data last updated October 30, 2026 and is based on user searches.
Discover last-minute flight deals from Philadelphia to Cayman Islands. Data last updated October 30, 2026 and is based on user searches.
This Air Canada deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/39:15 am -
1 stop26h 55m
Fri 11/61:10 pm -
1 stop27h 11m
Deal found 10/27![Air Canada logo]()
$423
This Expedia deal was found by Cheapflights users on 10/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/59:15 am -
1 stop26h 55m
Sun 11/81:10 pm -
2 stops25h 29m
Deal found 10/29![Air Canada logo]()
$450
This Air Canada deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/75:05 pm -
1 stop19h 05m
Wed 11/111:10 pm -
1 stop9h 36m
Deal found 10/27![Air Canada logo]()
$471
This Expedia deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia 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 36m
Deal found 10/27![Air Canada logo]()
$413
This Justfly.com deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Justfly.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 12/21:10 pm -
1 stop9h 36m
Deal found 10/27![Air Canada logo]()
$422
This Justfly.com deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/253:20 pm -
2 stops20h 50m
Tue 12/11:10 pm -
1 stop9h 36m
Deal found 10/27![Air Canada logo]()
$425
This Justfly.com deal was found by Cheapflights users on 10/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/305:05 pm -
1 stop19h 05m
Thu 12/171:10 pm -
1 stop9h 36m
Deal found 10/26![Air Canada logo]()
$438
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 October 30, 2026.
Search for one-way flight options from Philadelphia to Cayman Islands. Find affordable one-way fares based on user searches. Data last updated October 30, 2026.
This Trip.com deal was found by Cheapflights users on 10/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/249:15 am -
1 stop26h 55m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/29![Air Canada logo]()
$145
This Air Canada deal was found by Cheapflights users on 10/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/59:15 am -
1 stop26h 55m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/29![Air Canada logo]()
$196
This Kiwi.com deal was found by Cheapflights users on 10/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 1/95:22 pm -
2 stops42h 13m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/26![Multiple Airlines logo]()
$207
This Trip.com deal was found by Cheapflights users on 10/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/79:15 am -
1 stop26h 55m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/29![Air Canada logo]()
$219
This Expedia deal was found by Cheapflights users on 10/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/129:15 am -
1 stop26h 55m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/26![Air Canada logo]()
$240
This Kiwi.com deal was found by Cheapflights users on 10/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/114:47 pm -
1 stop18h 48m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/29![Multiple Airlines logo]()
$246
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 October 30, 2026.
Round-trip from | $387 (Trip.com) |
|---|---|
One-way from | $145 (Trip.com) |
Popular in | October |
Cheapest in | May |
Average price | $972 |
Good round-trip deal | $877 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 October 30, 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
Sat 1/9
5:22 pm-11:35 am
2 stops42h 13m
George Town Owen Roberts Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$207
PhiladelphiaGeorge Town
PHL Philadelphia - GCM George Town Owen Roberts Intl
PHLGCM
Philadelphia
Sat 11/7
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
$229
PhiladelphiaGeorge Town
PHL Philadelphia - GCM George Town Owen Roberts Intl
PHLGCM
Philadelphia
Thu 11/12
9:15 am-12:10 pm
1 stop26h 55m
George Town Owen Roberts Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$240
PhiladelphiaGeorge Town
PHL Philadelphia - GCM George Town Owen Roberts Intl
PHLGCM
Philadelphia
Fri 11/6
10:30 am-2:50 pm
3 stops28h 20m
George Town Owen Roberts Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$266
PhiladelphiaGeorge Town
PHL Philadelphia - GCM George Town Owen Roberts Intl
PHLGCM
Philadelphia
Thu 3/4
5:20 pm-12:55 pm
2 stops19h 35m
George Town Owen Roberts Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$277
PhiladelphiaGeorge Town
PHL Philadelphia - GCM George Town Owen Roberts Intl
PHLGCM
Philadelphia
Mon 11/9
7:07 pm-4:05 pm
2 stops44h 58m
George Town Owen Roberts Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$278
PhiladelphiaGeorge Town
PHL Philadelphia - GCM George Town Owen Roberts Intl
PHLGCM
Philadelphia
Fri 11/13
4:47 pm-2:50 pm
2 stops22h 03m
George Town Owen Roberts Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$298
PhiladelphiaGeorge Town
PHL Philadelphia - GCM George Town Owen Roberts Intl
PHLGCM
Philadelphia
Tue 12/15
6:30 am-12:35 pm
1 stop6h 05m
George Town Owen Roberts Intl
Tue 12/22
1:30 pm-11:50 pm
2 stops10h 20m
$569
PhiladelphiaGeorge Town
PHL Philadelphia - GCM George Town Owen Roberts Intl
PHLGCM
Philadelphia
Sat 11/21
5:25 am-3:10 pm
2 stops9h 45m
George Town Owen Roberts Intl
Wed 11/25
1:30 pm-11:50 pm
2 stops10h 20m
$637
PhiladelphiaGeorge Town
PHL Philadelphia - GCM George Town Owen Roberts Intl
PHLGCM
Philadelphia
Wed 3/24
5:30 am-11:45 am
1 stop7h 15m
George Town Owen Roberts Intl
Mon 3/29
1:10 pm-12:51 am
1 stop10h 41m
$782
Showing 1-10 of 16 resultsSorted by cheapest first
Best time to book a flight from Philadelphia to Cayman Islands
Have a flexible travel schedule? Discover the best time to fly to Cayman Islands from Philadelphia with our price prediction graph.
PHL-GCM
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.
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 October 30, 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.
Boarding
8.1
Entertainment
7.4
Crew
8.6
Food
7.0
Comfort
8.0
Overall
7.9
Reviews
1 / 20
8.0
ExcellentPatricia,Oct 2026
DAL - TPA
Boarding
8.1
Entertainment
7.4
Crew
8.6
Food
7.0
Comfort
8.0
Overall
7.9
Reviews
1 / 20
8.0
ExcellentPatricia,Oct 2026
DAL - TPA
Boarding
8.1
Entertainment
7.4
Crew
8.6
Food
7.0
Comfort
8.0
Overall
7.9
Reviews
1 / 20
8.0
ExcellentPatricia,Oct 2026
DAL - TPA
Boarding
8.1
Entertainment
7.4
Crew
8.6
Food
7.0
Comfort
8.0
Overall
7.9
Reviews
1 / 20
8.0
ExcellentPatricia,Oct 2026
DAL - TPA
Boarding
8.1
Entertainment
7.4
Crew
8.6
Food
7.0
Comfort
8.0
Overall
7.9
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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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 October 30, 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 7,457,451 searches. Data last updated October 30, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$184 | Average$328 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$300 | Average$679 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$321 | Average$554 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$447 | Average$703 | FlexibilityNo cancel fee | On-time63% |