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Cayman Islands

$104+ 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 1/10. Fares are subject to change and may not be available on all flights or dates of travel.
PHL — GCM
Oct 16 — Oct 231
Thu 10/16
Thu 10/23
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 September 16, 2025.

Round-trip from

$311
(Expedia)

One-way from

$104
(Priceline)

Popular in

December

Cheapest in

May

Average price

$639

Good round-trip deal

$559 or less
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. 1% potential increase in price ($12 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($9 potential savings vs. average RT price).
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Average for round-trip flights in September 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 September 16, 2025.

This Expedia deal was found by Cheapflights users on 9/16. 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.
Sat 12/65:15 amPHL - GCM
1 stop5h 45mSpirit Airlines
Sat 12/1311:55 amGCM - PHL
1 stop12h 37mSpirit Airlines
Deal found 9/16$311
This Orbitz deal was found by Cheapflights users on 9/14. 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.
Sat 12/68:31 pmPIT - GCM
1 stop14h 29mSpirit Airlines
Sat 12/1311:55 amGCM - PIT
1 stop10h 42mSpirit Airlines
Deal found 9/14$315
This Rumbo deal was found by Cheapflights users on 9/14. 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 Rumbo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/47:45 amJFK - GCM
Nonstop4h 00mJetBlue
Sat 10/1111:45 amGCM - JFK
Nonstop3h 44mJetBlue
Deal found 9/14$321
This JetBlue deal was found by Cheapflights users on 9/16. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/910:35 amJFK - GCM
Nonstop3h 56mJetBlue
Thu 11/133:45 pmGCM - JFK
Nonstop3h 47mJetBlue
Deal found 9/16$329
This Priceline deal was found by Cheapflights users on 9/16. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/66:30 pmLGA - GCM
1 stop16h 30mSpirit Airlines
Sat 12/1311:55 amGCM - LGA
1 stop11h 30mSpirit Airlines
Deal found 9/16$331
This United Airlines deal was found by Cheapflights users on 9/13. 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.
Wed 11/127:00 amEWR - GCM
1 stop9h 30mUnited Airlines
Sun 11/162:25 pmGCM - EWR
Nonstop3h 52mUnited Airlines
Deal found 9/13$334
This American Airlines deal was found by Cheapflights users on 9/16. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/312:44 pmJFK - GCM
1 stop5h 36mAmerican Airlines
Wed 11/51:05 pmGCM - JFK
1 stop7h 25mAmerican Airlines
Deal found 9/16$336
This JetBlue deal was found by Cheapflights users on 9/16. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/48:53 amJFK - GCM
1 stop6h 02mJetBlue
Mon 12/83:40 pmGCM - JFK
Nonstop3h 47mJetBlue
Deal found 9/16$337
This United Airlines deal was found by Cheapflights users on 9/16. 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.
Sat 12/69:10 amEWR - GCM
Nonstop4h 05mUnited Airlines
Sat 12/132:50 pmGCM - EWR
1 stop8h 12mUnited Airlines
Deal found 9/16$339
This Expedia deal was found by Cheapflights users on 9/16. 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 12/710:35 amJFK - GCM
Nonstop3h 56mJetBlue
Thu 12/113:55 pmGCM - JFK
1 stop7h 11mJetBlue
Deal found 9/16$342
This American Airlines deal was found by Cheapflights users on 9/13. 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 9/206:33 amJFK - GCM
1 stop5h 52mAmerican Airlines
Fri 9/2612:25 pmGCM - JFK
1 stop8h 11mAmerican Airlines
Deal found 9/13$344
This American Airlines deal was found by Cheapflights users on 9/13. 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.
Thu 10/305:59 amEWR - GCM
1 stop8h 11mAmerican Airlines
Mon 11/39:00 amGCM - EWR
1 stop12h 12mAmerican Airlines
Deal found 9/13$344

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 September 16, 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

Sun 11/9

10:35 am-2:31 pm

Nonstop3h 56m

George Town Owen Roberts Intl

Fri 11/14

3:45 pm-7:32 pm

Nonstop3h 47m

$329

New YorkGeorge Town

JFK - GCM

JFKGCM

New York John F Kennedy Intl

Mon 11/10

10:35 am-2:31 pm

Nonstop3h 56m

George Town Owen Roberts Intl

Fri 11/14

3:45 pm-7:32 pm

Nonstop3h 47m

$329

New YorkGeorge Town

JFK - GCM

JFKGCM

New York John F Kennedy Intl

Fri 10/31

10:35 am-1:31 pm

Nonstop3h 56m

George Town Owen Roberts Intl

Fri 11/7

3:45 pm-7:32 pm

Nonstop3h 47m

$329

New YorkGeorge Town

JFK - GCM

JFKGCM

New York John F Kennedy Intl

Mon 11/3

10:35 am-2:31 pm

Nonstop3h 56m

George Town Owen Roberts Intl

Thu 11/6

3:45 pm-7:32 pm

Nonstop3h 47m

$329

New YorkGeorge Town

JFK - GCM

JFKGCM

New York John F Kennedy Intl

Sun 11/9

10:35 am-2:31 pm

Nonstop3h 56m

George Town Owen Roberts Intl

Fri 11/21

3:43 pm-7:29 pm

Nonstop3h 46m

$329

New YorkGeorge Town

JFK - GCM

JFKGCM

New York John F Kennedy Intl

Fri 11/14

10:35 am-2:31 pm

Nonstop3h 56m

George Town Owen Roberts Intl

Sat 11/15

3:45 pm-7:32 pm

Nonstop3h 47m

$329

New YorkGeorge Town

JFK - GCM

JFKGCM

New York John F Kennedy Intl

Sat 11/15

10:35 am-2:31 pm

Nonstop3h 56m

George Town Owen Roberts Intl

Sat 11/22

12:25 pm-4:08 pm

Nonstop3h 43m

$329

New YorkGeorge Town

JFK - GCM

JFKGCM

New York John F Kennedy Intl

Fri 10/31

10:35 am-1:31 pm

Nonstop3h 56m

George Town Owen Roberts Intl

Mon 11/3

3:45 pm-7:32 pm

Nonstop3h 47m

$329

NewarkGeorge Town

EWR - GCM

EWRGCM

Newark

Wed 11/12

7:00 am-4:30 pm

1 stop9h 30m

George Town Owen Roberts Intl

Sun 11/16

2:25 pm-6:17 pm

Nonstop3h 52m

$334

NewarkGeorge Town

EWR - GCM

EWRGCM

Newark

Thu 12/4

7:10 am-4:30 pm

1 stop9h 20m

George Town Owen Roberts Intl

Sun 12/7

2:25 pm-6:17 pm

Nonstop3h 52m

$334

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/16

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 September 16, 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.

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 3h 56m. JetBlue provides one of the quickest options available for as low as $329. The distance from Pennsylvania to Cayman Islands is about 1540 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 JetBlue ($112), American Airlines ($120), and United Airlines ($120).

  • 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

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 for Pennsylvania to Cayman Islands

See prices for flight routes from nearby airports that may be better suited for you.
Newark to Luis Munoz Marin Intl flights
John F Kennedy Intl to Luis Munoz Marin Intl flights
John F Kennedy Intl to Santo Domingo flights
John F Kennedy Intl to Santiago de los Caballeros flights
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John F Kennedy Intl to Punta Cana flights
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LaGuardia to Santiago de los Caballeros flights
O'Hare Intl to Montego Bay flights
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O'Hare Intl to Punta Cana flights
Atlanta to Punta Cana flights

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 September 16, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$355Average$648FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$419Average$674FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$421Average$631FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$483Average$645FlexibilityNo cancel feeOn-time69%

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