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$93+ Cheap flights from Pennsylvania to Caribbean

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 9/19. Fares are subject to change and may not be available on all flights or dates of travel.
PHL — SJU
Jul 30 — Aug 61
Thu 7/30
Thu 8/6
1 adult, Economy
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Cheap flight deals from Pennsylvania to Caribbean

Cheapest flights from Pennsylvania to Caribbean
Explore the most affordable flight options available from Pennsylvania to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 30, 2026.

This Cheapflightsfares deal was found by Cheapflights users on 6/25. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/310:59 pm
PHL
-
SJU
Nonstop4h 00m
Frontier
Fri 8/76:44 am
SJU
-
PHL
Nonstop4h 04m
Frontier
Deal found 6/25$255
This Delta deal was found by Cheapflights users on 6/24. 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.
Mon 8/176:15 am
PHL
-
SJU
1 stop10h 23m
Delta
Wed 8/267:00 am
SJU
-
PHL
1 stop10h 34m
Delta
Deal found 6/24$256
This Cheapflightsfares deal was found by Cheapflights users on 6/24. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/2711:59 pm
PHL
-
SJU
Nonstop3h 58m
Frontier
Wed 7/16:44 am
SJU
-
PHL
Nonstop4h 06m
Frontier
Deal found 6/24$257
This eDestinos deal was found by Cheapflights users on 6/24. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/2511:55 am
PHL
-
SJU
Nonstop4h 02m
Frontier
Thu 7/306:44 am
SJU
-
PHL
Nonstop4h 04m
Frontier
Deal found 6/24$258
This eDestinos deal was found by Cheapflights users on 6/25. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/1710:59 pm
PHL
-
SJU
Nonstop4h 00m
Frontier
Sat 7/256:44 am
SJU
-
PHL
Nonstop4h 04m
Frontier
Deal found 6/25$259
This Kiwi.com deal was found by Cheapflights users on 6/25. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/47:47 pm
PHL
-
SJU
Nonstop4h 03m
Frontier
Mon 10/53:00 am
SJU
-
PHL
1 stop6h 32m
Frontier
Deal found 6/25$260
This Frontier deal was found by Cheapflights users on 6/25. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/125:15 am
PHL
-
SJU
1 stop12h 21m
Frontier
Sun 9/131:59 am
SJU
-
PHL
Nonstop4h 05m
Frontier
Deal found 6/25$261
This Kiwi.com deal was found by Cheapflights users on 6/24. 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.
Thu 7/98:03 pm
PHL
-
SJU
Nonstop3h 55m
Frontier
Thu 7/163:00 pm
SJU
-
PHL
Nonstop3h 58m
Frontier
Deal found 6/24$262
This Cheapflightsfares deal was found by Cheapflights users on 6/25. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/47:47 pm
PHL
-
SJU
Nonstop4h 03m
Frontier
Mon 10/196:15 am
SJU
-
PHL
Nonstop4h 03m
Frontier
Deal found 6/25$263
This Super.com deal was found by Cheapflights users on 6/25. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/118:03 pm
PHL
-
SJU
Nonstop3h 55m
Frontier
Sat 7/185:45 pm
SJU
-
PHL
Nonstop4h 04m
Frontier
Deal found 6/25$264
This Cheapflightsfares deal was found by Cheapflights users on 6/24. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/1110:59 pm
PHL
-
SJU
Nonstop4h 00m
Frontier
Thu 7/166:44 am
SJU
-
PHL
Nonstop4h 04m
Frontier
Deal found 6/24$265
This Frontier deal was found by Cheapflights users on 6/25. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/27:47 pm
PHL
-
SJU
Nonstop4h 03m
Frontier
Sat 10/31:59 am
SJU
-
PHL
Nonstop4h 05m
Frontier
Deal found 6/25$266

Find flight deals from Pennsylvania to Caribbean

Keep the following information in mind while searching for Pennsylvania to Caribbean flight deals. Data was last updated June 30, 2026.

Round-trip from

$255
(Cheapflightsfares)

One-way from

$93
(Booking.com)

Popular in

December

Cheapest in

October

Average price

$391

Good round-trip deal

$324 or less

Good one-way deal

$148 or less
From Pennsylvania to Caribbean
Search Deals
One-way flight from Pennsylvania to Caribbean
Search Deals
Highest demand for flights based on searches. 6% potential increase in price ($23 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($11 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in June 2026
Search Deals
Price to beat on a round-trip flight from Pennsylvania to Caribbean.
Search Deals
Price to beat on a one-way flight from Pennsylvania to Caribbean.
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Pennsylvania to Caribbean 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 June 30, 2026.
Use the filters below to find and compare flights from Pennsylvania to Caribbean that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

New YorkSan Juan

LGA - SJU

LGASJU

New York LaGuardia

Wed 8/19

11:25 am-10:00 pm

2 stops10h 35m

San Juan Luis Munoz Marin Intl

Wed 8/26

8:20 am-5:05 pm

2 stops8h 45m

$286

New YorkSan Juan

LGA - SJU

LGASJU

New York LaGuardia

Wed 8/26

6:10 am-8:38 pm

2 stops14h 28m

San Juan Luis Munoz Marin Intl

Mon 8/31

7:00 am-4:45 pm

1 stop9h 45m

$306

New YorkSan Juan

JFK - SJU

JFKSJU

New York John F Kennedy Intl

Wed 8/19

7:28 pm-11:52 pm

Nonstop4h 24m

San Juan Luis Munoz Marin Intl

Tue 8/25

7:30 am-11:25 am

Nonstop3h 55m

$312

New YorkSan Juan

JFK - SJU

JFKSJU

New York John F Kennedy Intl

Fri 8/7

8:00 pm-12:13 am

Nonstop4h 13m

San Juan Luis Munoz Marin Intl

Sat 8/8

5:01 am-8:54 am

Nonstop3h 53m

$312

New YorkSan Juan

JFK - SJU

JFKSJU

New York John F Kennedy Intl

Mon 8/24

12:00 pm-3:59 pm

Nonstop3h 59m

San Juan Luis Munoz Marin Intl

Sat 8/29

8:50 pm-12:47 am

Nonstop3h 57m

$317

PhiladelphiaSan Juan

PHL - SJU

PHLSJU

Philadelphia

Thu 8/27

4:40 pm-11:50 pm

1 stop7h 10m

San Juan Luis Munoz Marin Intl

Sun 8/30

5:00 am-11:05 am

1 stop6h 05m

$324

New YorkSan Juan

LGA - SJU

LGASJU

New York LaGuardia

Mon 8/24

12:00 pm-11:50 pm

2 stops11h 50m

San Juan Luis Munoz Marin Intl

Tue 9/1

8:20 am-5:05 pm

2 stops8h 45m

$325

NewarkSan Juan

EWR - SJU

EWRSJU

Newark

Thu 8/27

10:45 am-8:38 pm

1 stop9h 53m

San Juan Luis Munoz Marin Intl

Sun 8/30

4:55 pm-11:59 pm

1 stop7h 04m

$326

New YorkSan Juan

JFK - SJU

JFKSJU

New York John F Kennedy Intl

Tue 7/28

7:29 pm-11:53 pm

Nonstop4h 24m

San Juan Luis Munoz Marin Intl

Thu 8/13

5:50 pm-10:04 pm

Nonstop4h 14m

$332

New YorkSan Juan

JFK - SJU

JFKSJU

New York John F Kennedy Intl

Sun 8/16

7:28 pm-11:52 pm

Nonstop4h 24m

San Juan Luis Munoz Marin Intl

Wed 9/16

1:21 pm-5:30 pm

Nonstop4h 09m

$332

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/24

Showing 1-10 of 60 resultsSorted by cheapest first
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Best time to book a flight from Pennsylvania to Caribbean

Have a flexible travel schedule? Discover the best time to fly to Caribbean 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 Caribbean

What is the cheapest month to book a flight from Pennsylvania to Caribbean?

Currently, May is the cheapest month in which you can book a flight from Pennsylvania to Caribbean (average of $392). Flying from Pennsylvania to Caribbean in December is currently the most expensive (average of $567). 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 CB?

Find hourly flight availability from Pennsylvania to Caribbean. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated June 30, 2026.

Unlike in the morning, when flights are generally more expensive, you can save up to 56% on flights from Pennsylvania to Caribbean by exploring options for tickets at noon.

Weekly flight availability from Pennsylvania to Caribbean

Explore weekly flight availability from Pennsylvania to Caribbean. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated June 30, 2026.

The most flights from USPA to 0CB are scheduled on a Monday (7 on average). You will have fewer flight options on Thursday, which is when the least amount of flights are scheduled (1 on average).

How far ahead should I book a flight from Pennsylvania to Caribbean?

To ensure you get the cheapest price possible for a flight from Pennsylvania to Caribbean, you should look to book at least 24 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.

What is the cheapest day to fly from Pennsylvania to Caribbean?

Use this chart to determine the cheapest time to fly round-trip from Pennsylvania to Caribbean. Price data was last updated on June 27, 2026.

Travelers seeking maximum savings on their Pennsylvania to Caribbean flight should consider departing on Sunday at noon when fares are most often at their lowest. Friday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.

Related info for your journey

Find useful and relevant information for your journey from Pennsylvania to Caribbean. 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 Caribbean?

    There are many flights that can get you from Pennsylvania to Caribbean in 4h 24m. Fly via Southwest, United Airlines, or Delta to get the fastest option. The distance from Pennsylvania to Caribbean is about 1601 mi. This flight may include one or multiple stops.

  • What are the cheapest airlines to fly from Pennsylvania to Caribbean one-way?

    For one-way options, check prices for Frontier. According to our data, you can fly for as low as $73. Users have also found prices from $86 and $104 on United Airlines and Southwest, respectively.

  • Can I find deals for flights from Pennsylvania to Caribbean that include hotel bookings?

    Yes. In addition to deals on Pennsylvania to Caribbean flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Pennsylvania to Caribbean?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Pennsylvania to Caribbean.

  • Can I find deals for business class flights from Pennsylvania to Caribbean?

    Yes. Cheapflights offers flight deals from Pennsylvania to Caribbean 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 Caribbean?

    Currently, May is the cheapest month in which you can book a flight from Pennsylvania to Caribbean (average of $392). Flying from Pennsylvania to Caribbean in December is currently the most expensive (average of $567). 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 Caribbean

See prices for flight routes from nearby airports that may be better suited for you.
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Newark to San Francisco flights
John F Kennedy Intl to San Francisco flights
San Francisco to John F Kennedy Intl flights
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Newark to Heathrow flights
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Ontario to Seattle flights
Seattle to Los Angeles flights
Dallas/Fort Worth to Los Angeles flights
Newark to Las Vegas flights
San Francisco to Seattle flights
John F Kennedy Intl to O'Hare Intl flights
John F Kennedy Intl to Seattle flights
John F Kennedy Intl to Las Vegas flights
John F Kennedy Intl to Dallas/Fort Worth flights
Dulles Intl to Seattle flights
O'Hare Intl to Seattle flights
Dallas/Fort Worth to Cancún flights
Stewart to San Francisco flights
Hobby to Las Vegas flights
LaGuardia to O'Hare Intl flights
John F Kennedy Intl to Miami flights

Top 7 airlines flying from Pennsylvania to Caribbean

Discover the top 7 airlines that operate flights from Pennsylvania to Caribbean. 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 June 30, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$134Average$621FlexibilityNo cancel feeOn-timeN/A
FrontierCheapest$135Average$433FlexibilityNo cancel feeOn-time62%
Air CanadaCheapest$151Average$496FlexibilityNo cancel feeOn-time67%
JetBlueCheapest$184Average$500FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$207Average$574FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$225Average$507FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$232Average$663FlexibilityNo cancel feeOn-time71%

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