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Cayman Islands

$63+ 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 2/8. Fares are subject to change and may not be available on all flights or dates of travel.
PHL — GCM
Feb 27 — Mar 61
Fri 2/27
Fri 3/6
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 January 28, 2026.

This Priceline deal was found by Cheapflights users on 1/26. 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.
Sun 2/86:00 am
LGA
-
GCM
1 stop7h 53m
Spirit Airlines
Thu 2/122:49 pm
GCM
-
LGA
1 stop8h 59m
Spirit Airlines
Deal found 1/26$225
This FlightHub deal was found by Cheapflights users on 1/26. 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.
Sat 3/148:18 am
PHL
-
GCM
1 stop5h 02m
Spirit Airlines
Sat 3/211:15 pm
GCM
-
PHL
1 stop10h 01m
Spirit Airlines
Deal found 1/26$236
This Mytrip deal was found by Cheapflights users on 1/25. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/56:00 am
LGA
-
GCM
1 stop7h 43m
Spirit Airlines
Sat 3/211:15 pm
GCM
-
LGA
1 stop9h 29m
Spirit Airlines
Deal found 1/25$256
This Orbitz deal was found by Cheapflights users on 1/26. 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.
Sun 2/85:45 am
EWR
-
GCM
1 stop8h 08m
Spirit Airlines
Thu 2/122:49 pm
GCM
-
EWR
1 stop6h 20m
Spirit Airlines
Deal found 1/26$263
This Expedia deal was found by Cheapflights users on 1/25. 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.
Thu 3/125:45 am
LGA
-
GCM
1 stop8h 12m
Spirit Airlines
Thu 3/191:52 pm
GCM
-
LGA
1 stop8h 52m
Spirit Airlines
Deal found 1/25$263
This Expedia deal was found by Cheapflights users on 1/25. 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.
Thu 3/126:00 am
EWR
-
GCM
1 stop7h 57m
Spirit Airlines
Thu 3/191:52 pm
GCM
-
EWR
1 stop9h 02m
Spirit Airlines
Deal found 1/25$268
This Priceline deal was found by Cheapflights users on 1/26. 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 1/315:45 am
EWR
-
GCM
1 stop7h 53m
Spirit Airlines
Sat 2/72:34 pm
GCM
-
EWR
1 stop6h 40m
Spirit Airlines
Deal found 1/26$271
This FlightHub deal was found by Cheapflights users on 1/27. 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.
Thu 4/96:00 am
EWR
-
GCM
1 stop7h 57m
Spirit Airlines
Thu 4/161:40 pm
GCM
-
EWR
1 stop7h 44m
Spirit Airlines
Deal found 1/27$272
This Expedia deal was found by Cheapflights users on 1/27. 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 2/88:20 am
PHL
-
GCM
1 stop5h 33m
Multiple Airlines
Sat 2/142:55 pm
GCM
-
PHL
1 stop8h 44m
Multiple Airlines
Deal found 1/27$273
This Super.com deal was found by Cheapflights users on 1/27. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 2/226:00 am
LGA
-
GCM
1 stop7h 43m
Spirit Airlines
Thu 2/262:49 pm
GCM
-
LGA
1 stop8h 59m
Spirit Airlines
Deal found 1/27$273
This FlightHub deal was found by Cheapflights users on 1/27. 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.
Thu 4/95:45 am
LGA
-
GCM
1 stop8h 12m
Spirit Airlines
Thu 4/161:40 pm
GCM
-
LGA
1 stop9h 08m
Spirit Airlines
Deal found 1/27$274
This Trip.com deal was found by Cheapflights users on 1/26. 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 3/148:00 am
LGA
-
GCM
1 stop5h 20m
Spirit Airlines
Thu 3/191:52 pm
GCM
-
LGA
1 stop8h 52m
Spirit Airlines
Deal found 1/26$279

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 January 28, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$225
(Priceline)

One-way from

$63
(Booking.com)

Popular in

April

Cheapest in

May

Average price

$584

Good round-trip deal

$716 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. 6% potential increase in price ($50 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($16 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
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 January 28, 2026.
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

Sun 2/8

8:00 am-1:53 pm

1 stop5h 53m

George Town Owen Roberts Intl

Thu 2/12

3:15 pm-10:57 pm

1 stop7h 42m

$291

PittsburghGeorge Town

PIT - GCM

PITGCM

Pittsburgh

Thu 5/14

6:00 am-12:30 pm

1 stop7h 30m

George Town Owen Roberts Intl

Mon 5/18

1:35 pm-11:44 pm

1 stop9h 09m

$297

PittsburghGeorge Town

PIT - GCM

PITGCM

Pittsburgh

Wed 3/11

6:22 am-11:10 am

1 stop5h 48m

George Town Owen Roberts Intl

Tue 3/17

12:00 pm-11:28 pm

1 stop10h 28m

$297

PhiladelphiaGeorge Town

PHL - GCM

PHLGCM

Philadelphia

Tue 4/7

7:00 am-12:45 pm

1 stop6h 45m

George Town Owen Roberts Intl

Tue 4/14

1:55 pm-10:47 pm

1 stop7h 52m

$297

PittsburghGeorge Town

PIT - GCM

PITGCM

Pittsburgh

Sat 5/16

6:10 am-3:05 pm

1 stop9h 55m

George Town Owen Roberts Intl

Sat 5/23

4:45 pm-11:24 am

1 stop17h 39m

$297

PittsburghGeorge Town

PIT - GCM

PITGCM

Pittsburgh

Tue 2/24

7:31 am-2:35 pm

1 stop7h 04m

George Town Owen Roberts Intl

Thu 3/5

3:45 pm-11:58 pm

1 stop8h 13m

$297

PhiladelphiaGeorge Town

PHL - GCM

PHLGCM

Philadelphia

Fri 4/3

7:59 pm-12:30 pm

1 stop17h 31m

George Town Owen Roberts Intl

Wed 4/8

1:50 pm-12:45 am

1 stop9h 55m

$297

PhiladelphiaGeorge Town

PHL - GCM

PHLGCM

Philadelphia

Wed 3/4

8:02 pm-1:45 pm

2 stops17h 43m

George Town Owen Roberts Intl

Tue 3/10

4:45 pm-11:45 am

1 stop18h 00m

$297

PittsburghGeorge Town

PIT - GCM

PITGCM

Pittsburgh

Sun 5/10

7:39 pm-11:00 am

2 stops16h 21m

George Town Owen Roberts Intl

Fri 5/15

2:10 pm-9:43 am

2 stops18h 33m

$302

PittsburghGeorge Town

PIT - GCM

PITGCM

Pittsburgh

Sat 5/9

7:39 pm-1:11 pm

2 stops18h 32m

George Town Owen Roberts Intl

Thu 5/14

2:10 pm-9:43 am

2 stops18h 33m

$302

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/27

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, May is the cheapest month in which you can book a flight from Pennsylvania to Cayman Islands (average of $280). Flying from Pennsylvania to Cayman Islands in June is currently the most expensive (average of $520). 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 January 28, 2026.

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 48m. United Airlines provides one of the quickest options available for as low as $297. The distance from Pennsylvania to Cayman Islands is about 1465 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, May is the cheapest month in which you can book a flight from Pennsylvania to Cayman Islands (average of $280). Flying from Pennsylvania to Cayman Islands in June is currently the most expensive (average of $520). 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 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 January 28, 2026.
AirlineCheapestAverageFlexibilityOn-time
JetBlueCheapest$184Average$396FlexibilityNo cancel feeOn-time62%
DeltaCheapest$310Average$564FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$359Average$595FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$373Average$617FlexibilityNo cancel feeOn-time71%

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