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Cayman Islands

$78+ 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 12/31. Fares are subject to change and may not be available on all flights or dates of travel.
PHL — GCM
Dec 3 — Dec 101
Wed 12/3
Wed 12/10
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 3, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$256
(Expedia)

One-way from

$78
(JetBlue)

Popular in

April

Cheapest in

May

Average price

$683

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 ($19 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 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 3, 2025.

This Orbitz deal was found by Cheapflights users on 11/1. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/66:00 amLGA - GCM
1 stop10h 55mSpirit Airlines
Sat 12/135:56 pmGCM - LGA
1 stop5h 46mSpirit Airlines
Deal found 11/1$256
This Expedia deal was found by Cheapflights users on 11/1. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/65:15 amPHL - GCM
1 stop11h 40mSpirit Airlines
Thu 12/182:40 pmGCM - PHL
1 stop8h 37mSpirit Airlines
Deal found 11/1$256
This Expedia deal was found by Cheapflights users on 11/2. 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 12/76:00 amLGA - GCM
1 stop7h 45mSpirit Airlines
Thu 12/112:40 pmGCM - LGA
1 stop9h 02mSpirit Airlines
Deal found 11/2$277
This Priceline deal was found by Cheapflights users on 11/1. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/65:46 amEWR - GCM
1 stop11h 09mSpirit Airlines
Sat 12/135:56 pmGCM - EWR
1 stop5h 56mSpirit Airlines
Deal found 11/1$280
This JetBlue deal was found by Cheapflights users on 11/2. 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.
Sat 12/1310:45 amJFK - GCM
Nonstop3h 56mJetBlue
Sat 12/204:00 pmGCM - JFK
Nonstop3h 50mJetBlue
Deal found 11/2$283
This Trip.com deal was found by Cheapflights users on 11/2. 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.
Fri 11/2810:29 amJFK - GCM
Nonstop4h 02mJetBlue
Thu 12/43:40 pmGCM - JFK
Nonstop3h 47mJetBlue
Deal found 11/2$285
This Priceline deal was found by Cheapflights users on 11/1. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/2911:08 amJFK - GCM
Nonstop3h 51mJetBlue
Sat 12/63:50 pmGCM - JFK
Nonstop3h 47mJetBlue
Deal found 11/1$286
This United Airlines deal was found by Cheapflights users on 10/31. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/219:59 pmEWR - GCM
1 stop15h 46mUnited Airlines
Sun 11/232:25 pmGCM - EWR
Nonstop3h 52mUnited Airlines
Deal found 10/31$286
This United Airlines deal was found by Cheapflights users on 11/1. 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 12/67:15 amEWR - GCM
1 stop9h 05mUnited Airlines
Thu 12/182:25 pmGCM - EWR
Nonstop3h 52mUnited Airlines
Deal found 11/1$287
This Expedia deal was found by Cheapflights users on 11/2. 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 12/75:46 amEWR - GCM
1 stop7h 59mSpirit Airlines
Thu 12/112:40 pmGCM - EWR
1 stop9h 12mSpirit Airlines
Deal found 11/2$289
This JetBlue deal was found by Cheapflights users on 11/1. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/510:35 amJFK - GCM
Nonstop3h 56mJetBlue
Sat 12/133:50 pmGCM - JFK
Nonstop3h 47mJetBlue
Deal found 11/1$290
This United Airlines deal was found by Cheapflights users on 11/1. 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 12/69:10 amEWR - GCM
Nonstop4h 05mUnited Airlines
Sat 12/132:25 pmGCM - EWR
Nonstop3h 52mUnited Airlines
Deal found 11/1$290

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 3, 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

Sat 12/13

10:45 am-2:41 pm

Nonstop3h 56m

George Town Owen Roberts Intl

Sat 12/20

4:00 pm-7:50 pm

Nonstop3h 50m

$283

New YorkGeorge Town

JFK - GCM

JFKGCM

New York John F Kennedy Intl

Mon 12/1

10:35 am-2:31 pm

Nonstop3h 56m

George Town Owen Roberts Intl

Sat 12/6

3:50 pm-7:37 pm

Nonstop3h 47m

$286

New YorkGeorge Town

JFK - GCM

JFKGCM

New York John F Kennedy Intl

Sun 1/18

10:30 am-2:35 pm

Nonstop4h 05m

George Town Owen Roberts Intl

Sat 1/24

3:55 pm-7:45 pm

Nonstop3h 50m

$290

New YorkGeorge Town

JFK - GCM

JFKGCM

New York John F Kennedy Intl

Fri 12/12

10:35 am-2:31 pm

Nonstop3h 56m

George Town Owen Roberts Intl

Sun 12/14

3:40 pm-7:27 pm

Nonstop3h 47m

$290

New YorkGeorge Town

JFK - GCM

JFKGCM

New York John F Kennedy Intl

Mon 12/8

10:35 am-2:31 pm

Nonstop3h 56m

George Town Owen Roberts Intl

Thu 12/11

3:40 pm-7:27 pm

Nonstop3h 47m

$290

New YorkGeorge Town

JFK - GCM

JFKGCM

New York John F Kennedy Intl

Thu 1/22

10:30 am-2:35 pm

Nonstop4h 05m

George Town Owen Roberts Intl

Sun 1/25

3:40 pm-7:30 pm

Nonstop3h 50m

$290

PittsburghGeorge Town

PIT - GCM

PITGCM

Pittsburgh

Tue 1/20

6:00 am-1:15 pm

1 stop7h 15m

George Town Owen Roberts Intl

Wed 1/28

2:25 pm-11:38 pm

1 stop9h 13m

$296

New YorkGeorge Town

JFK - GCM

JFKGCM

New York John F Kennedy Intl

Sat 1/3

8:30 am-12:38 pm

Nonstop4h 08m

George Town Owen Roberts Intl

Sat 1/10

2:10 pm-6:03 pm

Nonstop3h 53m

$300

NewarkGeorge Town

EWR - GCM

EWRGCM

Newark

Thu 1/8

9:10 am-1:15 pm

Nonstop4h 05m

George Town Owen Roberts Intl

Sat 1/17

5:30 pm-11:59 pm

1 stop6h 29m

$300

NewarkGeorge Town

EWR - GCM

EWRGCM

Newark

Sat 1/31

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

$300

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/2

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 $310). 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 3h 56m. JetBlue provides one of the quickest options available for as low as $283. 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 ($78), Spirit Airlines ($82), and United Airlines ($83).

  • 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 $310). 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

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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 3, 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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