$139+ 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 10/16. Fares are subject to change and may not be available on all flights or dates of travel.
PHL — GCM
Sep 19 — Sep 261
Round-trip
1 adult, Economy
We work with more than 300 partners to bring you better travel deals
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
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
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 August 20, 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 August 20, 2026.
This Air Canada deal was found by Cheapflights users on 8/17. 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 46m
Deal found 8/17![Air Canada logo]()
$363
This Orbitz deal was found by Cheapflights users on 8/17. 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 11/269:15 am -
1 stop26h 55m
Tue 12/11:10 pm -
1 stop27h 11m
Deal found 8/17![Air Canada logo]()
$372
This Air Canada deal was found by Cheapflights users on 8/17. 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 12/105:05 pm -
1 stop19h 05m
Mon 12/141:10 pm -
2 stops25h 34m
Deal found 8/17![Air Canada logo]()
$376
This Travelocity deal was found by Cheapflights users on 8/15. 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 10/2410:35 am -
1 stop25h 35m
Sat 10/3112:10 pm -
1 stop9h 46m
Deal found 8/15![Air Canada logo]()
$379
This Orbitz deal was found by Cheapflights users on 8/18. 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.
Sun 9/67:00 am -
1 stop29h 25m
Sat 9/1210:40 am -
1 stop11h 06m
Deal found 8/18![Air Canada logo]()
$384
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 August 20, 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 August 20, 2026.
This Orbitz deal was found by Cheapflights users on 8/19. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/105:05 pm -
1 stop19h 05m
Mon 12/141:10 pm -
1 stop27h 11m
Deal found 8/19![Air Canada logo]()
$393
This Southwest deal was found by Cheapflights users on 8/16. 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 -
1 stop5h 30m
Wed 11/41:30 pm -
1 stop9h 40m
Deal found 8/16![Southwest logo]()
$593
This United Airlines deal was found by Cheapflights users on 8/16. 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 12/118:00 pm -
2 stops17h 45m
Wed 12/165:45 pm -
2 stops16h 45m
Deal found 8/16![United Airlines logo]()
$726
This Delta deal was found by Cheapflights users on 8/15. 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.
Mon 12/217:29 pm -
2 stops16h 16m
Sun 12/271:00 pm -
1 stop10h 02m
Deal found 8/15![Delta logo]()
$726
This Orbitz deal was found by Cheapflights users on 8/19. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/113:20 pm -
2 stops44h 50m
Mon 12/141:10 pm -
2 stops25h 34m
Deal found 8/19![Air Canada logo]()
$449
This Southwest deal was found by Cheapflights users on 8/19. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/117:05 am -
1 stop5h 30m
Mon 12/141:30 pm -
1 stop9h 40m
Deal found 8/19![Southwest logo]()
$599
This Southwest deal was found by Cheapflights users on 8/18. 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 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
Fri 1/81:50 pm -
1 stop8h 45m
Deal found 8/18![Southwest logo]()
$623
This Southwest deal was found by Cheapflights users on 8/16. 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 9/57:05 am -
1 stop6h 00m
Sat 9/121:00 pm -
1 stop7h 30m
Deal found 8/16![Southwest logo]()
$647
This Southwest deal was found by Cheapflights users on 8/18. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/177:05 am -
1 stop5h 30m
Wed 12/231:30 pm -
1 stop10h 45m
Deal found 8/18![Southwest logo]()
$653
This United Airlines deal was found by Cheapflights users on 8/15. 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 12/221:01 pm -
2 stops26h 59m
Sun 12/275:45 pm -
2 stops16h 45m
Deal found 8/15![United Airlines logo]()
$870
This United Airlines deal was found by Cheapflights users on 8/19. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/298:00 am -
1 stop8h 30m
Mon 11/25:45 pm -
1 stop17h 52m
Deal found 8/19![United Airlines logo]()
$881
Last-minute flights from Philadelphia to Cayman IslandsDiscover last-minute flight deals from Philadelphia to Cayman Islands. Data last updated August 20, 2026 and is based on user searches.
Discover last-minute flight deals from Philadelphia to Cayman Islands. Data last updated August 20, 2026 and is based on user searches.
This Orbitz deal was found by Cheapflights users on 8/18. 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.
Sun 9/67:00 am -
1 stop29h 25m
Sat 9/1210:40 am -
1 stop11h 06m
Deal found 8/18![Air Canada logo]()
$384
This Travelocity deal was found by Cheapflights users on 8/18. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/910:05 am -
2 stops26h 20m
Mon 9/1412:25 pm -
2 stops32h 07m
Deal found 8/18![Air Canada logo]()
$390
This Air Canada deal was found by Cheapflights users on 8/18. 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.
Wed 9/1610:50 am -
1 stop25h 35m
Mon 9/2112:25 pm -
1 stop9h 21m
Deal found 8/18![Air Canada logo]()
$385
This Air Canada deal was found by Cheapflights users on 8/16. 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
Sat 9/2610:40 am -
1 stop28h 01m
Deal found 8/16![Air Canada logo]()
$399
This Justfly.com deal was found by Cheapflights users on 8/16. 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.
Fri 9/187:00 am -
1 stop27h 45m
Sat 9/2610:40 am -
1 stop28h 01m
Deal found 8/16![Air Canada logo]()
$397
This Justfly.com deal was found by Cheapflights users on 8/17. 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.
Sat 9/1910:05 am -
2 stops50h 20m
Sat 9/2610:40 am -
1 stop11h 06m
Deal found 8/17![Air Canada logo]()
$400
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 August 20, 2026.
Search for one-way flight options from Philadelphia to Cayman Islands. Find affordable one-way fares based on user searches. Data last updated August 20, 2026.
This Justfly.com deal was found by Cheapflights users on 8/18. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/1610:35 am -
1 stop24h 55m
Deal found 8/18![Air Canada logo]()
$139
This Travelocity deal was found by Cheapflights users on 8/18. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/94:20 pm -
1 stop20h 05m
Deal found 8/18![Air Canada logo]()
$143
This Orbitz deal was found by Cheapflights users on 8/17. 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 9/167:00 am -
1 stop29h 25m
Deal found 8/17![Air Canada logo]()
$145
This Expedia deal was found by Cheapflights users on 8/15. 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 9/153:25 pm -
2 stops45h 00m
Deal found 8/15![Air Canada logo]()
$148
This Air Canada deal was found by Cheapflights users on 8/17. 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 9/137:00 am -
1 stop29h 25m
Deal found 8/17![Air Canada logo]()
$150
This Expedia deal was found by Cheapflights users on 8/18. 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 9/187:00 am -
1 stop27h 45m
Deal found 8/18![Air Canada logo]()
$154
This Orbitz deal was found by Cheapflights users on 8/18. 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.
Thu 9/173:25 pm -
2 stops43h 20m
Deal found 8/18![Air Canada logo]()
$157
This Expedia deal was found by Cheapflights users on 8/18. 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.
Tue 11/179:15 am -
1 stop26h 55m
Deal found 8/18![Air Canada logo]()
$160
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 August 20, 2026.
Round-trip from | $363 (Air Canada) |
|---|---|
One-way from | $139 (Justfly.com) |
Popular in | November |
Cheapest in | September |
Average price | $826 |
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 August 20, 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
Thu 12/10
5:05 pm-12:10 pm
1 stop19h 05m
George Town Owen Roberts Intl
Mon 12/14
1:10 pm-4:21 pm
1 stop27h 11m
$393
PhiladelphiaGeorge Town
PHL Philadelphia - GCM George Town Owen Roberts Intl
PHLGCM
Philadelphia
Fri 12/11
3:20 pm-12:10 pm
2 stops44h 50m
George Town Owen Roberts Intl
Mon 12/14
1:10 pm-2:44 pm
2 stops25h 34m
$449
PhiladelphiaGeorge Town
PHL Philadelphia - GCM George Town Owen Roberts Intl
PHLGCM
Philadelphia
Sun 11/1
7:05 am-12:35 pm
1 stop5h 30m
George Town Owen Roberts Intl
Wed 11/4
1:30 pm-11:10 pm
1 stop9h 40m
$593
PhiladelphiaGeorge Town
PHL Philadelphia - GCM George Town Owen Roberts Intl
PHLGCM
Philadelphia
Fri 12/11
7:05 am-12:35 pm
1 stop5h 30m
George Town Owen Roberts Intl
Mon 12/14
1:30 pm-11:10 pm
1 stop9h 40m
$599
PhiladelphiaGeorge Town
PHL Philadelphia - GCM George Town Owen Roberts Intl
PHLGCM
Philadelphia
Sun 1/3
6:15 am-12:35 pm
1 stop6h 20m
George Town Owen Roberts Intl
Fri 1/8
1:50 pm-10:35 pm
1 stop8h 45m
$623
Quickest round-trip
PhiladelphiaGeorge Town
PHL Philadelphia - GCM George Town Owen Roberts Intl
PHLGCM
Philadelphia
Sat 9/5
7:05 am-12:05 pm
1 stop6h 00m
George Town Owen Roberts Intl
Sat 9/12
1:00 pm-9:30 pm
1 stop7h 30m
$647
PhiladelphiaGeorge Town
PHL Philadelphia - GCM George Town Owen Roberts Intl
PHLGCM
Philadelphia
Thu 12/17
7:05 am-12:35 pm
1 stop5h 30m
George Town Owen Roberts Intl
Wed 12/23
1:30 pm-12:15 am
1 stop10h 45m
$653
PhiladelphiaGeorge Town
PHL Philadelphia - GCM George Town Owen Roberts Intl
PHLGCM
Philadelphia
Fri 12/11
8:00 pm-1:45 pm
2 stops17h 45m
George Town Owen Roberts Intl
Wed 12/16
5:45 pm-10:30 am
2 stops16h 45m
$726
PhiladelphiaGeorge Town
PHL Philadelphia - GCM George Town Owen Roberts Intl
PHLGCM
Philadelphia
Mon 12/21
7:29 pm-11:45 am
2 stops16h 16m
George Town Owen Roberts Intl
Sun 12/27
1:00 pm-11:02 pm
1 stop10h 02m
$726
PhiladelphiaGeorge Town
PHL Philadelphia - GCM George Town Owen Roberts Intl
PHLGCM
Philadelphia
Tue 12/22
1:01 pm-4:00 pm
2 stops26h 59m
George Town Owen Roberts Intl
Sun 12/27
5:45 pm-10:30 am
2 stops16h 45m
$870
Showing 1-10 of 19 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, September is the cheapest month in which you can book a flight from Philadelphia to Cayman Islands (average of $327). 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 August 20, 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.
Entertainment
7.5
Crew
8.6
Overall
8.0
Comfort
8.0
Food
7.0
Boarding
8.1
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Entertainment
7.5
Crew
8.6
Overall
8.0
Comfort
8.0
Food
7.0
Boarding
8.1
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Entertainment
7.5
Crew
8.6
Overall
8.0
Comfort
8.0
Food
7.0
Boarding
8.1
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Entertainment
7.5
Crew
8.6
Overall
8.0
Comfort
8.0
Food
7.0
Boarding
8.1
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Entertainment
7.5
Crew
8.6
Overall
8.0
Comfort
8.0
Food
7.0
Boarding
8.1
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Entertainment
7.5
Crew
8.6
Overall
8.0
Comfort
8.0
Food
7.0
Boarding
8.1
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
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.
Browse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
Alternative routes
Complete your trip
Flights by cabin class
Other flight options
Popular flights
Top regions
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 August 20, 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 August 20, 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$628 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$321 | Average$572 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$447 | Average$655 | FlexibilityNo cancel fee | On-time63% |