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Cayman Islands

$65+ 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 2/7. Fares are subject to change and may not be available on all flights or dates of travel.
PHL — GCM
Jan 17 — Jan 241
Sat 1/17
Sat 1/24
1 adult, Economy
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Cheap 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 December 18, 2025.

This United Airlines deal was found by Cheapflights users on 12/17. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/2412:54 pmIAD - GCM
Nonstop3h 41mUnited Airlines
Mon 12/295:10 pmGCM - IAD
Nonstop3h 19mUnited Airlines
Deal found 12/17$314
This United Airlines deal was found by Cheapflights users on 12/16. 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.
Thu 12/188:30 amIAD - GCM
1 stop7h 30mUnited Airlines
Wed 12/245:10 pmGCM - IAD
Nonstop3h 19mUnited Airlines
Deal found 12/16$318
This United Airlines deal was found by Cheapflights users on 12/15. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/2412:54 pmIAD - GCM
Nonstop3h 41mUnited Airlines
Wed 12/312:25 pmGCM - IAD
1 stop8h 41mUnited Airlines
Deal found 12/15$324
This United Airlines deal was found by Cheapflights users on 12/17. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/196:30 amDCA - GCM
1 stop7h 15mUnited Airlines
Tue 12/232:50 pmGCM - DCA
1 stop8h 00mUnited Airlines
Deal found 12/17$328
This JetBlue deal was found by Cheapflights users on 12/15. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/207:00 amPHL - GCM
1 stop6h 55mJetBlue
Tue 12/233:25 pmGCM - PHL
1 stop7h 24mJetBlue
Deal found 12/15$328
This JetBlue deal was found by Cheapflights users on 12/16. 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.
Mon 12/2210:32 amJFK - GCM
Nonstop4h 03mJetBlue
Sat 12/274:00 pmGCM - JFK
Nonstop3h 50mJetBlue
Deal found 12/16$330
This American Airlines deal was found by Cheapflights users on 12/16. 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.
Tue 12/165:29 pmIAD - GCM
2 stops18h 55mAmerican Airlines
Sat 12/2012:35 pmGCM - IAD
2 stops20h 07mAmerican Airlines
Deal found 12/16$333
This United Airlines deal was found by Cheapflights users on 12/17. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/186:00 amEWR - GCM
1 stop7h 45mUnited Airlines
Wed 12/242:25 pmGCM - EWR
Nonstop3h 52mUnited Airlines
Deal found 12/17$334
This Delta deal was found by Cheapflights users on 12/16. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/167:30 pmEWR - GCM
1 stop17h 05mDelta
Sun 12/213:42 pmGCM - EWR
1 stop9h 03mDelta
Deal found 12/16$344
This American Airlines deal was found by Cheapflights users on 12/16. 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.
Wed 12/178:43 pmLGA - GCM
1 stop15h 14mAmerican Airlines
Wed 12/247:30 amGCM - LGA
1 stop13h 29mAmerican Airlines
Deal found 12/16$344
This CheapOair deal was found by Cheapflights users on 12/16. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/2210:32 amJFK - GCM
Nonstop4h 03mMultiple Airlines
Thu 12/251:30 pmGCM - JFK
1 stop9h 09mMultiple Airlines
Deal found 12/16$345
This United Airlines deal was found by Cheapflights users on 12/16. 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.
Tue 12/236:30 amIAD - GCM
1 stop7h 15mUnited Airlines
Mon 12/295:10 pmGCM - IAD
Nonstop3h 19mUnited Airlines
Deal found 12/16$347

Find 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 December 18, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$240
(Priceline)

One-way from

$65
(Priceline)

Popular in

April

Cheapest in

October

Average price

$685

Good round-trip deal

$569 or less
Provider with most accurate pricing for Philadelphia-George Town Owen Roberts Intl flight deals.
Search Deals
Provider most trusted by Cheapflights users for Philadelphia-George Town Owen Roberts Intl flights.
Search Deals
From Pennsylvania to Cayman Islands
Search Deals
One-way flight from Pennsylvania to Cayman Islands
Search Deals
Highest demand for flights based on searches. 3% potential increase in price ($28 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($9 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals
Price to beat on a round-trip flight from Pennsylvania to Cayman Islands.
Search Deals

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 December 18, 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

LGA - GCM

LGAGCM

New York LaGuardia

Thu 2/26

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 2/25

9:15 pm-1:45 pm

1 stop16h 30m

George Town Owen Roberts Intl

Sun 3/1

2:50 pm-9:12 am

1 stop18h 22m

$270

New YorkGeorge Town

LGA - GCM

LGAGCM

New York LaGuardia

Thu 1/22

6:15 am-1:45 pm

1 stop7h 30m

George Town Owen Roberts Intl

Mon 1/26

2:50 pm-11:21 pm

1 stop8h 31m

$270

PhiladelphiaGeorge Town

PHL - GCM

PHLGCM

Philadelphia

Thu 1/22

8:20 am-1:53 pm

1 stop5h 33m

George Town Owen Roberts Intl

Thu 1/29

2:49 pm-11:50 pm

1 stop9h 01m

$272

PhiladelphiaGeorge Town

PHL - GCM

PHLGCM

Philadelphia

Sat 1/24

6:11 pm-1:53 pm

1 stop19h 42m

George Town Owen Roberts Intl

Sat 1/31

2:34 pm-12:30 am

1 stop9h 56m

$272

New YorkGeorge Town

JFK - GCM

JFKGCM

New York John F Kennedy Intl

Tue 2/10

7:00 am-1:55 pm

1 stop6h 55m

George Town Owen Roberts Intl

Tue 2/17

3:40 pm-7:29 pm

Nonstop3h 49m

$274

NewarkGeorge Town

EWR - GCM

EWRGCM

Newark

Tue 1/27

7:30 pm-12:40 pm

1 stop17h 10m

George Town Owen Roberts Intl

Mon 2/2

2:05 pm-9:00 pm

1 stop6h 55m

$280

New YorkGeorge Town

JFK - GCM

JFKGCM

New York John F Kennedy Intl

Sun 5/31

6:15 pm-9:15 pm

Nonstop4h 00m

George Town Owen Roberts Intl

Sun 6/7

12:15 pm-5:05 pm

Nonstop3h 50m

$286

PhiladelphiaGeorge Town

PHL - GCM

PHLGCM

Philadelphia

Sat 2/7

7:00 am-1:55 pm

1 stop6h 55m

George Town Owen Roberts Intl

Sat 2/14

2:55 pm-11:46 pm

1 stop8h 51m

$289

NewarkGeorge Town

EWR - GCM

EWRGCM

Newark

Wed 2/25

9:10 am-1:15 pm

Nonstop4h 05m

George Town Owen Roberts Intl

Sat 2/28

2:25 pm-6:17 pm

Nonstop3h 52m

$291

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/14

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 $298). 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.

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 December 18, 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 5h 33m. United Airlines provides one of the quickest options available for as low as $272. The distance from Pennsylvania to Cayman Islands is about 1467 mi. This flight may include one or multiple stops.

  • 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 $298). 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 3 airlines flying from Pennsylvania to Cayman Islands

Discover the top 3 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 December 18, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$355Average$572FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$362Average$601FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$421Average$630FlexibilityNo cancel feeOn-time71%

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