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Cayman Islands

$117+ 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 4/25. Fares are subject to change and may not be available on all flights or dates of travel.
PHL — GCM
May 1 — May 81
Fri 5/1
Fri 5/8
1 adult, Economy
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Cheap flight deals from Philadelphia to Cayman Islands

Cheapest flights from Philadelphia to Cayman Islands
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 April 1, 2026.

This American Airlines deal was found by Cheapflights users on 3/29. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/98:50 am
PHL
-
GCM
Nonstop3h 54m
American Airlines
Sat 5/1612:40 pm
GCM
-
PHL
Nonstop3h 44m
American Airlines
Deal found 3/29$332
This American Airlines deal was found by Cheapflights users on 3/30. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/168:50 am
PHL
-
GCM
Nonstop3h 54m
American Airlines
Sat 5/2312:40 pm
GCM
-
PHL
Nonstop3h 48m
American Airlines
Deal found 3/30$333
This American Airlines deal was found by Cheapflights users on 3/27. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/610:30 am
PHL
-
GCM
1 stop5h 37m
American Airlines
Sat 6/1312:40 pm
GCM
-
PHL
Nonstop3h 48m
American Airlines
Deal found 3/27$337
This American Airlines deal was found by Cheapflights users on 3/28. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/58:30 am
PHL
-
GCM
Nonstop3h 45m
American Airlines
Sat 12/129:00 am
GCM
-
PHL
1 stop24h 25m
American Airlines
Deal found 3/28$341
This American Airlines deal was found by Cheapflights users on 3/31. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/28:50 am
PHL
-
GCM
Nonstop3h 54m
American Airlines
Sat 5/94:03 pm
GCM
-
PHL
1 stop7h 34m
American Airlines
Deal found 3/31$343
This United Airlines deal was found by Cheapflights users on 4/1. 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.
Sat 4/255:00 pm
PHL
-
GCM
2 stops20h 30m
United Airlines
Sat 5/21:35 pm
GCM
-
PHL
1 stop7h 59m
United Airlines
Deal found 4/1$347
This American Airlines deal was found by Cheapflights users on 3/27. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/188:50 am
PHL
-
GCM
Nonstop3h 54m
American Airlines
Fri 4/2412:35 pm
GCM
-
PHL
1 stop20h 01m
American Airlines
Deal found 3/27$350
This American Airlines deal was found by Cheapflights users on 3/31. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/106:00 am
PHL
-
GCM
1 stop6h 31m
American Airlines
Thu 5/142:10 pm
GCM
-
PHL
2 stops16h 30m
American Airlines
Deal found 3/31$352
This KAYAK deal was found by Cheapflights users on 3/29. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/97:00 am
PHL
-
GCM
1 stop6h 19m
JetBlue
Sat 5/161:25 pm
GCM
-
PHL
1 stop8h 22m
JetBlue
Deal found 3/29$355

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 April 1, 2026.

Round-trip from

$332
(American Airlines)

One-way from

$117
(American Airlines)

Popular in

April

Cheapest in

May

Average price

$807

Good round-trip deal

$498 or less
From Philadelphia to Cayman Islands
Search Deals
One-way flight from Philadelphia to Cayman Islands
Search Deals
Highest demand for flights based on searches. 3% potential increase in price ($26 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($14 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in April 2026
Search Deals
Price to beat on a round-trip flight from Philadelphia to Cayman Islands.
Search Deals

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 April 1, 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

Price

Cheapest round-trip

PhiladelphiaGeorge Town

PHL - GCM

PHLGCM

Philadelphia

Sat 6/6

6:10 am-3:10 pm

1 stop10h 00m

George Town Owen Roberts Intl

Sat 6/13

4:15 pm-9:45 am

1 stop16h 30m

$347

PhiladelphiaGeorge Town

PHL - GCM

PHLGCM

Philadelphia

Fri 9/18

5:30 am-11:40 am

1 stop7h 10m

George Town Owen Roberts Intl

Mon 9/28

12:55 pm-11:01 pm

1 stop9h 06m

$347

PhiladelphiaGeorge Town

PHL - GCM

PHLGCM

Philadelphia

Tue 5/26

7:00 am-12:45 pm

1 stop6h 45m

George Town Owen Roberts Intl

Thu 5/28

2:05 pm-10:47 pm

1 stop7h 42m

$347

PhiladelphiaGeorge Town

PHL - GCM

PHLGCM

Philadelphia

Fri 5/8

7:59 pm-12:30 pm

1 stop17h 31m

George Town Owen Roberts Intl

Sat 5/16

1:50 pm-12:59 am

1 stop10h 09m

$347
Quickest round-trip

PhiladelphiaGeorge Town

PHL - GCM

PHLGCM

Philadelphia

Mon 9/7

6:45 am-11:41 am

1 stop5h 56m

George Town Owen Roberts Intl

Mon 9/14

12:55 pm-8:43 pm

1 stop6h 48m

$347

PhiladelphiaGeorge Town

PHL - GCM

PHLGCM

Philadelphia

Sat 4/25

6:17 am-1:30 pm

1 stop8h 13m

George Town Owen Roberts Intl

Sat 5/2

4:15 pm-9:54 am

1 stop16h 39m

$347

PhiladelphiaGeorge Town

PHL - GCM

PHLGCM

Philadelphia

Wed 4/22

7:59 pm-12:30 pm

1 stop17h 31m

George Town Owen Roberts Intl

Sun 4/26

1:50 pm-12:59 am

1 stop10h 09m

$347

PhiladelphiaGeorge Town

PHL - GCM

PHLGCM

Philadelphia

Mon 5/11

7:45 pm-12:30 pm

2 stops17h 45m

George Town Owen Roberts Intl

Mon 5/18

1:35 pm-9:59 am

2 stops19h 24m

$352
Cheapest one-way

PhiladelphiaGeorge Town

PHL - GCM

PHLGCM

Philadelphia

Fri 9/25

5:30 am-11:40 am

1 stop7h 10m

$121

PhiladelphiaGeorge Town

PHL - GCM

PHLGCM

Philadelphia

Tue 4/28

7:45 pm-12:45 pm

2 stops18h 00m

$121

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/27

Showing 1-10 of 17 resultsSorted by cheapest first
1
2

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.
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

What is the cheapest month to book a flight from Philadelphia to Cayman Islands?

Currently, October is the cheapest month in which you can book a flight from Philadelphia to Cayman Islands (average of $119). Flying from Philadelphia to Cayman Islands in June is currently the most expensive (average of $330). 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 April 1, 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.

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 April 1, 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.
Southwest
8.0
Very good
4,334 reviews

Entertainment

7.5

Crew

8.6

Food

7.0

Boarding

8.1

Overall

8.0

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
Southwest
8.0
Very good
4,334 reviews
Southwest
8.0
Very good
4,334 reviews

Entertainment

7.5

Crew

8.6

Food

7.0

Boarding

8.1

Overall

8.0

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
Delta
7.9
Good
8,367 reviews
Southwest
8.0
Very good
4,334 reviews

Entertainment

7.5

Crew

8.6

Food

7.0

Boarding

8.1

Overall

8.0

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
JetBlue
7.2
Good
2,908 reviews
Southwest
8.0
Very good
4,334 reviews

Entertainment

7.5

Crew

8.6

Food

7.0

Boarding

8.1

Overall

8.0

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
American Airlines
7.1
Good
11,545 reviews
Southwest
8.0
Very good
4,334 reviews

Entertainment

7.5

Crew

8.6

Food

7.0

Boarding

8.1

Overall

8.0

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

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.

  • What airport do you fly from for flights from Philadelphia to Cayman Islands?

    Located just 7.0 mi from the city center, Philadelphia (PHL) is the airport most travelers will use when flying to Cayman Islands from Philadelphia.

  • How long is the flight from Philadelphia to Cayman Islands?

    Airlines like United Airlines and Delta fly from Philadelphia to Cayman Islands in about 7h 10m. The time it takes to get you to your destination can typically vary by up to 2h 50m. The distance from Philadelphia to Cayman Islands is about 1467 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • What are the cheapest flights from Philadelphia to Cayman Islands?

    Looking for the cheapest flight from Philadelphia to Cayman Islands? While on average our users pay $696, our data indicates the cheapest price to be $302. The most popular route (Philadelphia - George Town Owen Roberts Intl), is priced around $347.

  • Can I find deals for flights from Philadelphia to Cayman Islands that include hotel bookings?

    Yes. In addition to deals on Philadelphia to Cayman Islands flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Philadelphia to Cayman Islands?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Philadelphia to Cayman Islands.

  • Can I find deals for business class flights from Philadelphia to Cayman Islands?

    Yes. Cheapflights offers flight deals from Philadelphia to Cayman Islands by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Philadelphia to Cayman Islands?

    Currently, October is the cheapest month in which you can book a flight from Philadelphia to Cayman Islands (average of $119). Flying from Philadelphia to Cayman Islands in June is currently the most expensive (average of $330). 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.

See more FAQs

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Alternative routes for Philadelphia to Cayman Islands

See prices for flight routes from nearby airports that may be better suited for you.
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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 April 1, 2026.
AirlineCheapestAverageFlexibilityOn-time
JetBlueCheapest$184Average$328FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$329Average$673FlexibilityNo cancel feeOn-time71%
DeltaCheapest$391Average$581FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$447Average$662FlexibilityNo cancel feeOn-time63%

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