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Caribbean Islands

$73+ Cheap flights from Pennsylvania to Caribbean 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 1/20. Fares are subject to change and may not be available on all flights or dates of travel.
PHL — SJU
Jan 17 — Jan 241
Sat 1/17
Sat 1/24
1 adult, Economy
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Cheap flight deals from Pennsylvania to Caribbean Islands

Cheapest flights from Pennsylvania to Caribbean Islands
Explore the most affordable flight options available from Pennsylvania to Caribbean Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 18, 2025.

This Frontier 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/311:00 pmJFK - SJU
Nonstop3h 54mFrontier
Mon 1/129:23 pmSJU - JFK
1 stop13h 40mFrontier
Deal found 12/17$159
This Frontier 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/311:00 pmJFK - SJU
Nonstop3h 54mFrontier
Fri 1/911:45 amSJU - JFK
Nonstop4h 15mFrontier
Deal found 12/17$172
This Expedia 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/311:00 pmJFK - SJU
Nonstop3h 54mFrontier
Wed 1/77:26 pmSJU - JFK
1 stop29h 41mFrontier
Deal found 12/17$180
This JetBlue 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/319:55 pmJFK - SJU
Nonstop4h 04mJetBlue
Tue 1/611:06 amSJU - JFK
Nonstop4h 06mJetBlue
Deal found 12/17$186
This Priceline 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/3110:00 pmEWR - SJU
Nonstop3h 59mJetBlue
Tue 1/63:15 pmSJU - EWR
Nonstop4h 19mJetBlue
Deal found 12/17$186
This Super.com 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/306:30 amPHL - SJU
1 stop7h 27mFrontier
Wed 1/77:18 pmSJU - PHL
1 stop14h 19mFrontier
Deal found 12/16$189
This Priceline deal was found by Cheapflights users on 12/18. 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.
Tue 12/301:00 pmJFK - SJU
1 stop11h 34mMultiple Airlines
Tue 1/136:05 amSJU - JFK
Nonstop4h 06mMultiple Airlines
Deal found 12/18$190
This Frontier deal was found by Cheapflights users on 12/18. 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.
Tue 12/301:00 pmJFK - SJU
1 stop11h 34mFrontier
Wed 1/144:35 pmSJU - JFK
1 stop9h 38mFrontier
Deal found 12/18$192
This Frontier 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/3012:30 pmLGA - SJU
1 stop12h 04mFrontier
Sat 1/106:15 amSJU - LGA
1 stop12h 42mFrontier
Deal found 12/17$192
This Expedia 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/319:55 pmJFK - SJU
Nonstop4h 04mMultiple Airlines
Wed 1/218:00 amSJU - JFK
1 stop8h 27mMultiple Airlines
Deal found 12/16$193
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.
Tue 12/3010:55 pmLGA - SJU
1 stop25h 29mFrontier
Wed 1/144:35 pmSJU - LGA
1 stop7h 40mFrontier
Deal found 12/16$193
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/309:58 pmIAD - SJU
1 stop10h 25mFrontier
Sat 1/109:23 pmSJU - IAD
1 stop11h 17mFrontier
Deal found 12/17$194

Find flight deals from Pennsylvania to Caribbean Islands

Keep the following information in mind while searching for Pennsylvania to Caribbean Islands flight deals. Data was last updated December 18, 2025.

Round-trip from

$148
(Frontier)

One-way from

$73
(Kiwi.com)

Popular in

December

Cheapest in

October

Average price

$396
From Pennsylvania to Caribbean Islands
Search Deals
One-way flight from Pennsylvania to Caribbean Islands
Search Deals
Highest demand for flights based on searches. 12% potential increase in price ($40 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($11 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Pennsylvania to Caribbean 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 Caribbean Islands that are best for you.

Fly from

Pennsylvania

Fly to

Caribbean Islands

Route

Depart

Return

Price

New YorkSan Juan

JFK - SJU

JFKSJU

New York John F Kennedy Intl

Wed 2/25

10:55 pm-3:50 am

Nonstop3h 55m

San Juan Luis Munoz Marin Intl

Sat 2/28

11:59 pm-2:59 am

Nonstop4h 00m

$176

New YorkSan Juan

JFK - SJU

JFKSJU

New York John F Kennedy Intl

Sun 1/25

9:29 pm-2:25 am

Nonstop3h 56m

San Juan Luis Munoz Marin Intl

Wed 2/4

8:15 am-11:18 am

Nonstop4h 03m

$176

New YorkSan Juan

JFK - SJU

JFKSJU

New York John F Kennedy Intl

Tue 1/13

2:30 pm-7:26 pm

Nonstop3h 56m

San Juan Luis Munoz Marin Intl

Fri 2/13

8:05 am-11:08 am

Nonstop4h 03m

$176

New YorkSan Juan

JFK - SJU

JFKSJU

New York John F Kennedy Intl

Sun 1/25

9:29 pm-2:25 am

Nonstop3h 56m

San Juan Luis Munoz Marin Intl

Thu 1/29

6:05 am-9:11 am

Nonstop4h 06m

$176

New YorkSan Juan

JFK - SJU

JFKSJU

New York John F Kennedy Intl

Sun 1/25

9:29 pm-2:25 am

Nonstop3h 56m

San Juan Luis Munoz Marin Intl

Wed 2/18

11:50 pm-2:50 am

Nonstop4h 00m

$176

NewarkSan Juan

EWR - SJU

EWRSJU

Newark

Thu 1/22

7:10 pm-12:16 am

Nonstop4h 06m

San Juan Luis Munoz Marin Intl

Wed 1/28

4:40 pm-7:59 pm

Nonstop4h 19m

$176

NewarkSan Juan

EWR - SJU

EWRSJU

Newark

Sat 2/21

11:32 am-4:32 pm

Nonstop4h 00m

San Juan Luis Munoz Marin Intl

Tue 2/24

5:45 pm-9:00 pm

Nonstop4h 15m

$181

NewarkSan Juan

EWR - SJU

EWRSJU

Newark

Tue 2/3

6:00 am-2:31 pm

1 stop7h 31m

San Juan Luis Munoz Marin Intl

Wed 2/11

7:30 am-5:29 pm

1 stop10h 59m

$185

NewarkSan Juan

EWR - SJU

EWRSJU

Newark

Sat 1/3

6:00 am-10:56 am

Nonstop3h 56m

San Juan Luis Munoz Marin Intl

Sat 1/10

4:40 pm-7:59 pm

Nonstop4h 19m

$186

PhiladelphiaSan Juan

PHL - SJU

PHLSJU

Philadelphia

Mon 1/26

7:00 am-3:30 pm

1 stop7h 30m

San Juan Luis Munoz Marin Intl

Fri 1/30

6:01 am-11:25 am

1 stop6h 24m

$188

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/17

Showing 1-10 of 60 results
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Best time to book a flight from Pennsylvania to Caribbean Islands

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

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

Currently, March is the cheapest month in which you can book a flight from Pennsylvania to Caribbean Islands (average of $78). Flying from Pennsylvania to Caribbean Islands in November is currently the most expensive (average of $158). 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 EPX?

Find hourly flight availability from Pennsylvania to Caribbean 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.

A simple way to save on the total cost of your ticket is to fly from Pennsylvania to Caribbean Islands at noon. If you’re flexible enough to do this you can expect to save up to 29% on your trip compared to booking a flight in the morning.

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

Use this chart to determine the cheapest time to fly round-trip from Pennsylvania to Caribbean Islands. Price data was last updated on December 16, 2024.

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

Weekly flight availability from Pennsylvania to Caribbean Islands

Explore weekly flight availability from Pennsylvania to Caribbean Islands. 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 December 18, 2025.

The most flights from USPA to zzEPX are scheduled on a Thursday (8 on average). You will have fewer flight options on Wednesday, which is when the least amount of flights are scheduled (3 on average).

Related info for your journey

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

    Departing from Pennsylvania to Caribbean Islands will take you 3h 55m. Pennsylvania and Caribbean Islands are separated by a distance of 1601 mi. Both multi-stop and nonstop flights can be found to your destination and back.

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

    The cheapest airlines for a one-way flight from Pennsylvania to Caribbean Islands are Frontier ($53), Spirit Airlines ($65), and Southwest ($92).

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

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

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

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

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

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

    Currently, March is the cheapest month in which you can book a flight from Pennsylvania to Caribbean Islands (average of $78). Flying from Pennsylvania to Caribbean Islands in November is currently the most expensive (average of $158). 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 Caribbean Islands

See prices for flight routes from nearby airports that may be better suited for you.
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Top 9 airlines flying from Pennsylvania to Caribbean Islands

Discover the top 9 airlines that operate flights from Pennsylvania to Caribbean 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
FrontierCheapest$78Average$390FlexibilityNo cancel feeOn-time62%
Avelo AirlinesCheapest$86Average$214FlexibilityNo cancel feeOn-timeN/A
Spirit AirlinesCheapest$130Average$383FlexibilityNo cancel feeOn-time65%
Air CanadaCheapest$173Average$535FlexibilityNo cancel feeOn-time67%
JetBlueCheapest$174Average$494FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$191Average$565FlexibilityNo cancel feeOn-time69%
DeltaCheapest$203Average$552FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$207Average$622FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$242Average$619FlexibilityNo cancel feeOn-time71%

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