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Cayman Islands

$71+ 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 12/11. Fares are subject to change and may not be available on all flights or dates of travel.
PHL — GCM
Dec 17 — Dec 241
Wed 12/17
Wed 12/24
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 November 17, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$241
(Booking.com)

One-way from

$71
(Mytrip)

Popular in

April

Cheapest in

October

Average price

$658

Good round-trip deal

$680 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. 2% potential increase in price ($18 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($8 potential savings vs. average RT price).
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Average for round-trip flights in November 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 November 17, 2025.

This Priceline deal was found by Cheapflights users on 11/17. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/115:46 amEWR - GCM
1 stop7h 59mSpirit Airlines
Sat 12/135:56 pmGCM - EWR
1 stop5h 56mSpirit Airlines
Deal found 11/17$255
This Kiwi.com deal was found by Cheapflights users on 11/15. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/69:00 amPHL - GCM
1 stop7h 55mMultiple Airlines
Sat 12/135:56 pmGCM - PHL
1 stop6h 40mMultiple Airlines
Deal found 11/15$269
This Kiwi.com deal was found by Cheapflights users on 11/15. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/69:00 amPHL - GCM
1 stop7h 55mMultiple Airlines
Thu 12/112:40 pmGCM - PHL
1 stop9h 56mMultiple Airlines
Deal found 11/15$274
This Expedia deal was found by Cheapflights users on 11/16. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/145:46 amEWR - GCM
1 stop7h 59mSpirit Airlines
Sun 12/212:40 pmGCM - EWR
1 stop9h 19mSpirit Airlines
Deal found 11/16$275
This Kiwi.com deal was found by Cheapflights users on 11/15. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/103:45 pmPHL - GCM
1 stop22h 00mMultiple Airlines
Sun 12/212:40 pmGCM - PHL
1 stop8h 46mMultiple Airlines
Deal found 11/15$278
This Expedia deal was found by Cheapflights users on 11/16. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/146:00 amLGA - GCM
1 stop7h 45mSpirit Airlines
Sun 12/212:40 pmGCM - LGA
1 stop7h 51mSpirit Airlines
Deal found 11/16$279
This Kiwi.com deal was found by Cheapflights users on 11/15. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/69:00 amPHL - GCM
1 stop7h 55mMultiple Airlines
Sun 12/142:40 pmGCM - PHL
1 stop18h 37mMultiple Airlines
Deal found 11/15$282
This Priceline deal was found by Cheapflights users on 11/15. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/135:15 amPHL - GCM
1 stop11h 40mSpirit Airlines
Sat 12/205:56 pmGCM - PHL
1 stop15h 11mSpirit Airlines
Deal found 11/15$285
This Kiwi.com deal was found by Cheapflights users on 11/15. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/75:15 amPHL - GCM
1 stop8h 30mMultiple Airlines
Thu 12/112:40 pmGCM - PHL
1 stop9h 56mMultiple Airlines
Deal found 11/15$286
This Kiwi.com deal was found by Cheapflights users on 11/15. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/135:45 pmPHL - GCM
1 stop20h 00mMultiple Airlines
Sat 12/205:56 pmGCM - PHL
1 stop15h 11mMultiple Airlines
Deal found 11/15$287
This Trip.com deal was found by Cheapflights users on 11/15. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/137:00 amPHL - GCM
1 stop6h 55mJetBlue
Sat 12/202:55 pmGCM - PHL
1 stop7h 54mJetBlue
Deal found 11/15$288
This Kiwi.com deal was found by Cheapflights users on 11/15. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/33:45 pmPHL - GCM
1 stop22h 00mMultiple Airlines
Sat 12/135:56 pmGCM - PHL
1 stop6h 40mMultiple Airlines
Deal found 11/15$291

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 November 17, 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

NewarkGeorge Town

EWR - GCM

EWRGCM

Newark

Fri 2/27

9:10 am-1:15 pm

Nonstop4h 05m

George Town Owen Roberts Intl

Mon 3/2

2:25 pm-6:17 pm

Nonstop3h 52m

$256

NewarkGeorge Town

EWR - GCM

EWRGCM

Newark

Mon 1/12

6:00 am-1:45 pm

1 stop7h 45m

George Town Owen Roberts Intl

Thu 1/15

2:25 pm-6:17 pm

Nonstop3h 52m

$260

NewarkGeorge Town

EWR - GCM

EWRGCM

Newark

Thu 1/22

6:00 am-1:45 pm

1 stop7h 45m

George Town Owen Roberts Intl

Tue 1/27

2:25 pm-6:17 pm

Nonstop3h 52m

$260

NewarkGeorge Town

EWR - GCM

EWRGCM

Newark

Tue 1/20

9:10 am-1:15 pm

Nonstop4h 05m

George Town Owen Roberts Intl

Sun 1/25

2:50 pm-12:45 am

1 stop9h 55m

$266

NewarkGeorge Town

EWR - GCM

EWRGCM

Newark

Wed 2/4

9:10 am-1:15 pm

Nonstop4h 05m

George Town Owen Roberts Intl

Sun 2/8

2:50 pm-12:45 am

1 stop9h 55m

$266

New YorkGeorge Town

LGA - GCM

LGAGCM

New York LaGuardia

Fri 2/27

6:10 am-1:45 pm

1 stop7h 35m

George Town Owen Roberts Intl

Mon 3/2

2:50 pm-9:12 am

1 stop18h 22m

$270

New YorkGeorge Town

LGA - GCM

LGAGCM

New York LaGuardia

Wed 2/4

9:21 pm-1:45 pm

1 stop16h 24m

George Town Owen Roberts Intl

Sun 2/8

2:50 pm-11:21 pm

1 stop8h 31m

$270

New YorkGeorge Town

LGA - GCM

LGAGCM

New York LaGuardia

Mon 1/12

6:15 am-1:45 pm

1 stop7h 30m

George Town Owen Roberts Intl

Thu 1/15

2:50 pm-9:08 am

1 stop18h 18m

$270

New YorkGeorge Town

LGA - GCM

LGAGCM

New York LaGuardia

Wed 2/11

8:10 am-8:20 pm

1 stop12h 10m

George Town Owen Roberts Intl

Sun 2/15

3:36 pm-11:59 pm

1 stop8h 23m

$275

New YorkGeorge Town

JFK - GCM

JFKGCM

New York John F Kennedy Intl

Fri 1/30

10:30 am-2:35 pm

Nonstop4h 05m

George Town Owen Roberts Intl

Sat 1/31

3:55 pm-7:45 pm

Nonstop3h 50m

$276

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/17

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, December is the cheapest month in which you can book a flight from Pennsylvania to Cayman Islands (average of $292). Flying from Pennsylvania to Cayman Islands in June is currently the most expensive (average of $518). 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.

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.

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

    A quick flight from Pennsylvania to Cayman Islands can take about 4h 05m. United Airlines provides one of the quickest options available for as low as $256. The distance from Pennsylvania to Cayman Islands is about 1538 mi. This flight may include one or multiple stops.

  • 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 Spirit Airlines ($76), JetBlue ($88), and American Airlines ($93).

  • 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, December is the cheapest month in which you can book a flight from Pennsylvania to Cayman Islands (average of $292). Flying from Pennsylvania to Cayman Islands in June is currently the most expensive (average of $518). 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

Browse thousands of different options on Cheapflights for your next trip

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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 5 airlines flying from Pennsylvania to Cayman Islands

Discover the top 5 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 November 17, 2025.
AirlineCheapestAverageFlexibilityOn-time
JetBlueCheapest$180Average$461FlexibilityNo cancel feeOn-time62%
DeltaCheapest$355Average$664FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$419Average$674FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$421Average$627FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$441Average$607FlexibilityNo cancel feeOn-time69%

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