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Cayman Islands

$138+ Cheap flights from Pennsylvania 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 6/7. Fares are subject to change and may not be available on all flights or dates of travel.
PHL — GCM
May 6 — May 131
Tue 5/6
Tue 5/13
1 adult, Economy
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Cheap flight deals from Pennsylvania to Cayman Islands

Keep the following information in mind while searching for Pennsylvania to Cayman Islands flight deals. Data was last updated May 1, 2025.

Most accurate provider

AranGrant
3 stars

Most trusted provider

AranGrant
3 stars

Round-trip from

$372
(American Airlines)

One-way from

$138
(American Airlines)

Popular in

April

Cheapest in

May

Average price

$561

Good round-trip deal

$620 or less
Provider with most accurate pricing for Philadelphia-George Town Owen Roberts Intl flight deals.
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Provider most trusted by Cheapflights users for Philadelphia-George Town Owen Roberts Intl flights.
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From Pennsylvania to Cayman Islands
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One-way flight from Pennsylvania to Cayman Islands
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Highest demand for flights based on searches. 3% potential increase in price ($22 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($10 potential savings vs. average RT price).
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Average for round-trip flights in May 2025
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Price to beat on a round-trip flight from Pennsylvania to Cayman Islands.
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Find flight deals from Pennsylvania to Cayman Islands

Cheapest flights from Pennsylvania to Cayman Islands
Explore the most affordable flight options available from Pennsylvania to Cayman Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 1, 2025.

This FlightHub deal was found by Cheapflights users on 4/30. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/29:00 amJFK - GCM
Nonstop4h 00mCayman Airways
Sun 11/95:10 pmGCM - JFK
Nonstop4h 50mCayman Airways
Deal found 4/30$355
This American Airlines deal was found by Cheapflights users on 4/30. 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.
Tue 6/109:30 pmJFK - GCM
2 stops14h 45mAmerican Airlines
Thu 6/192:05 pmGCM - JFK
1 stop7h 45mAmerican Airlines
Deal found 4/30$372
This American Airlines deal was found by Cheapflights users on 4/30. 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 6/145:00 amEWR - GCM
1 stop5h 55mAmerican Airlines
Thu 6/1912:10 pmGCM - EWR
1 stop11h 19mAmerican Airlines
Deal found 4/30$380
This American Airlines deal was found by Cheapflights users on 4/29. 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.
Fri 5/306:21 amLGA - GCM
1 stop5h 59mAmerican Airlines
Tue 6/312:10 pmGCM - LGA
1 stop6h 50mAmerican Airlines
Deal found 4/29$380
This Delta deal was found by Cheapflights users on 4/30. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/116:00 amJFK - GCM
1 stop6h 25mDelta
Thu 6/1912:40 pmGCM - JFK
1 stop8h 43mDelta
Deal found 4/30$405
This Delta deal was found by Cheapflights users on 4/29. 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.
Sun 10/126:00 amLGA - GCM
1 stop6h 42mDelta
Fri 10/171:02 pmGCM - LGA
1 stop6h 44mDelta
Deal found 4/29$405
This Air Canada deal was found by Cheapflights users on 4/30. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/186:40 amPIT - GCM
1 stop6h 15mAir Canada
Thu 9/2512:50 pmGCM - PIT
2 stops24h 51mAir Canada
Deal found 4/30$424
This Air Canada deal was found by Cheapflights users on 4/30. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/113:35 pmJFK - GCM
1 stop21h 20mAir Canada
Mon 6/1612:50 pmGCM - JFK
2 stops31h 58mAir Canada
Deal found 4/30$434
This Delta deal was found by Cheapflights users on 4/30. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/296:00 amMDT - GCM
1 stop6h 25mDelta
Wed 7/212:40 pmGCM - MDT
1 stop10h 18mDelta
Deal found 4/30$434
This Air Canada deal was found by Cheapflights users on 4/30. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/2811:00 amDCA - GCM
1 stop25h 55mAir Canada
Mon 6/212:50 pmGCM - DCA
2 stops46h 11mAir Canada
Deal found 4/30$434
This Air Canada deal was found by Cheapflights users on 4/30. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/117:45 amEWR - GCM
2 stops29h 10mAir Canada
Mon 6/1612:50 pmGCM - EWR
2 stops25h 00mAir Canada
Deal found 4/30$434
This Delta deal was found by Cheapflights users on 4/29. 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.
Thu 8/217:00 amIAD - GCM
1 stop5h 31mDelta
Sun 8/3112:50 pmGCM - IAD
1 stop9h 25mDelta
Deal found 4/29$434

Cheapflights Fare Finder

Customize your flight search to find flights from Pennsylvania 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 May 1, 2025.
Use the filters below to find and compare flights from Pennsylvania to the Cayman Islands that are best for you.

Fly from

Pennsylvania

Fly to

Cayman Islands

Route

Depart

Return

Price

New YorkGeorge Town

JFK - GCM

JFKGCM

New York John F Kennedy Intl

Tue 6/10

9:30 pm-11:15 am

2 stops14h 45m

George Town Owen Roberts Intl

Thu 6/19

2:05 pm-10:50 pm

1 stop7h 45m

$372

NewarkGeorge Town

EWR - GCM

EWRGCM

Newark

Sat 6/14

5:00 am-9:55 am

1 stop5h 55m

George Town Owen Roberts Intl

Thu 6/19

12:10 pm-12:29 am

1 stop11h 19m

$380

New YorkGeorge Town

LGA - GCM

LGAGCM

New York LaGuardia

Fri 5/30

6:55 am-1:10 pm

1 stop7h 15m

George Town Owen Roberts Intl

Mon 6/2

12:25 pm-10:30 pm

1 stop9h 05m

$380

New YorkGeorge Town

JFK - GCM

JFKGCM

New York John F Kennedy Intl

Wed 6/11

6:00 am-11:25 am

1 stop6h 25m

George Town Owen Roberts Intl

Thu 6/19

12:40 pm-10:23 pm

1 stop8h 43m

$405

New YorkGeorge Town

LGA - GCM

LGAGCM

New York LaGuardia

Sun 10/12

6:00 am-11:42 am

1 stop6h 42m

George Town Owen Roberts Intl

Mon 10/13

1:02 pm-10:43 pm

1 stop8h 41m

$405

New YorkGeorge Town

JFK - GCM

JFKGCM

New York John F Kennedy Intl

Thu 9/18

10:45 am-1:45 pm

Nonstop4h 00m

George Town Owen Roberts Intl

Sun 9/21

6:10 pm-11:00 pm

Nonstop3h 50m

$409

PittsburghGeorge Town

PIT - GCM

PITGCM

Pittsburgh

Thu 9/18

6:40 am-11:55 am

1 stop6h 15m

George Town Owen Roberts Intl

Thu 9/25

12:50 pm-2:41 pm

2 stops24h 51m

$424

New YorkGeorge Town

JFK - GCM

JFKGCM

New York John F Kennedy Intl

Wed 6/11

3:35 pm-11:55 am

1 stop21h 20m

George Town Owen Roberts Intl

Mon 6/16

12:50 pm-9:48 pm

2 stops31h 58m

$434

HarrisburgGeorge Town

MDT - GCM

MDTGCM

Harrisburg

Sun 6/29

6:00 am-11:25 am

1 stop6h 25m

George Town Owen Roberts Intl

Wed 7/2

12:40 pm-11:58 pm

1 stop10h 18m

$434

Washington, D.C.George Town

DCA - GCM

DCAGCM

Washington, D.C. Reagan-National

Wed 5/28

11:00 am-11:55 am

1 stop25h 55m

George Town Owen Roberts Intl

Mon 6/2

12:50 pm-12:01 pm

2 stops46h 11m

$434

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/1

Showing 1-10 of 60 results
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Best time to book a flight from Pennsylvania to Cayman Islands

Have a flexible travel schedule? Discover the best time to fly to Cayman Islands from Pennsylvania 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 Pennsylvania to the Cayman Islands

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

Currently, January is the cheapest month in which you can book a flight from Pennsylvania to Cayman Islands (average of $467). Flying from Pennsylvania to Cayman Islands in March is currently the most expensive (average of $594). 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 PA to KY?

Find hourly flight availability from Pennsylvania 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 May 1, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Pennsylvania 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 May 1, 2025.
See what other customers who have flown with Southwest, Delta and United Airlines from Pennsylvania to Cayman Islands have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,294 reviews

Food

7.1

Comfort

8.0

Crew

8.6

Entertainment

7.6

Overall

8.0

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
Southwest
8.0
Very good
4,294 reviews
Southwest
8.0
Very good
4,294 reviews

Food

7.1

Comfort

8.0

Crew

8.6

Entertainment

7.6

Overall

8.0

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
Delta
8.0
Very good
7,934 reviews
Southwest
8.0
Very good
4,294 reviews

Food

7.1

Comfort

8.0

Crew

8.6

Entertainment

7.6

Overall

8.0

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
United Airlines
7.4
Good
8,696 reviews
Southwest
8.0
Very good
4,294 reviews

Food

7.1

Comfort

8.0

Crew

8.6

Entertainment

7.6

Overall

8.0

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
JetBlue
7.3
Good
2,924 reviews
Southwest
8.0
Very good
4,294 reviews

Food

7.1

Comfort

8.0

Crew

8.6

Entertainment

7.6

Overall

8.0

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,294 reviews

Food

7.1

Comfort

8.0

Crew

8.6

Entertainment

7.6

Overall

8.0

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!

Related info for your journey

Find useful and relevant information for your journey from Pennsylvania 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 are the cheapest airlines to fly from Pennsylvania to Cayman Islands one-way?

    The cheapest airlines for a one-way flight from Pennsylvania to Cayman Islands are American Airlines ($138), Delta ($153), and JetBlue ($162).

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Pennsylvania 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 Pennsylvania to Cayman Islands?

    Currently, January is the cheapest month in which you can book a flight from Pennsylvania to Cayman Islands (average of $467). Flying from Pennsylvania to Cayman Islands in March is currently the most expensive (average of $594). 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 Pennsylvania 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 Pennsylvania to Cayman Islands

Discover the top 4 airlines that operate flights from Pennsylvania 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 May 1, 2025.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$419Average$625FlexibilityNo cancel feeOn-time63%
DeltaCheapest$419Average$616FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$445Average$589FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$473Average$651FlexibilityNo cancel feeOn-time69%

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