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Caribbean

$70+ 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 11/15. Fares are subject to change and may not be available on all flights or dates of travel.
PHL — SJU
Nov 26 — Dec 31
Wed 11/26
Wed 12/3
1 adult, Economy
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Find 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 October 27, 2025.

This CheapOair deal was found by Cheapflights users on 10/25. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/282:00 pmJFK - SJU
Nonstop3h 54mFrontier
Fri 10/319:00 amSJU - JFK
Nonstop4h 03mFrontier
Deal found 10/25$135
This Frontier deal was found by Cheapflights users on 10/25. 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.
Mon 11/176:00 amJFK - SJU
1 stop9h 10mFrontier
Fri 11/217:11 amSJU - JFK
Nonstop3h 54mFrontier
Deal found 10/25$143
This Frontier deal was found by Cheapflights users on 10/25. 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 10/312:00 pmJFK - SJU
Nonstop3h 54mFrontier
Fri 11/79:00 amSJU - JFK
Nonstop4h 03mFrontier
Deal found 10/25$144
This Frontier deal was found by Cheapflights users on 10/26. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/156:00 amJFK - SJU
1 stop25h 45mFrontier
Fri 11/217:11 amSJU - JFK
Nonstop3h 54mFrontier
Deal found 10/26$147
This Frontier deal was found by Cheapflights users on 10/24. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/86:00 amJFK - SJU
1 stop25h 45mFrontier
Wed 11/129:00 amSJU - JFK
Nonstop4h 03mFrontier
Deal found 10/24$148
This Priceline deal was found by Cheapflights users on 10/26. 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.
Wed 10/292:00 pmJFK - SJU
Nonstop3h 54mFrontier
Sat 11/19:00 amSJU - JFK
Nonstop4h 03mFrontier
Deal found 10/26$149
This Frontier deal was found by Cheapflights users on 10/26. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/282:00 pmJFK - SJU
Nonstop3h 54mFrontier
Sat 11/19:00 amSJU - JFK
Nonstop4h 03mFrontier
Deal found 10/26$150
This Booking.com deal was found by Cheapflights users on 10/26. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/111:00 pmEWR - SJU
Nonstop4h 03mFrontier
Wed 11/56:17 pmSJU - EWR
Nonstop4h 13mFrontier
Deal found 10/26$152
This Frontier deal was found by Cheapflights users on 10/26. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/1410:30 pmEWR - SJU
Nonstop4h 03mFrontier
Fri 11/217:10 amSJU - EWR
Nonstop4h 20mFrontier
Deal found 10/26$154
This Kiwi.com deal was found by Cheapflights users on 10/26. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/181:00 pmJFK - SJU
Nonstop3h 54mFrontier
Sun 11/237:11 amSJU - JFK
Nonstop3h 54mFrontier
Deal found 10/26$157
This Kiwi.com deal was found by Cheapflights users on 10/26. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/1910:30 pmEWR - SJU
Nonstop4h 03mFrontier
Sat 11/227:10 amSJU - EWR
Nonstop4h 20mFrontier
Deal found 10/26$157
This Cheapflightsfares deal was found by Cheapflights users on 10/26. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/1010:30 pmEWR - SJU
Nonstop4h 03mFrontier
Wed 11/196:17 pmSJU - EWR
Nonstop4h 13mFrontier
Deal found 10/26$158

Cheap flight deals from Pennsylvania to Caribbean

Keep the following information in mind while searching for Pennsylvania to Caribbean flight deals. Data was last updated October 27, 2025.

Round-trip from

$143
(Frontier)

One-way from

$70
(eDestinos)

Popular in

December

Cheapest in

October

Average price

$231

Good round-trip deal

$288 or less

Good one-way deal

$153 or less
From Pennsylvania to Caribbean
Search Deals
One-way flight from Pennsylvania to Caribbean
Search Deals
Highest demand for flights based on searches. 9% potential increase in price ($30 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($9 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in October 2025
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 October 27, 2025.
Use the filters below to find and compare flights from Pennsylvania to Caribbean that are best for you.

Fly from

Pennsylvania

Fly to

Caribbean

Route

Depart

Return

Price

NewarkSan Juan

EWR - SJU

EWRSJU

Newark

Tue 3/3

8:55 pm-1:51 am

Nonstop3h 56m

San Juan Luis Munoz Marin Intl

Wed 3/11

6:00 am-10:15 am

Nonstop4h 15m

$196

NewarkSan Juan

EWR - SJU

EWRSJU

Newark

Tue 2/24

3:03 pm-10:22 pm

1 stop6h 19m

San Juan Luis Munoz Marin Intl

Fri 2/27

7:35 pm-10:53 pm

Nonstop4h 18m

$201

NewarkSan Juan

EWR - SJU

EWRSJU

Newark

Tue 2/3

6:00 am-1:17 pm

1 stop6h 17m

San Juan Luis Munoz Marin Intl

Fri 2/6

2:05 am-5:24 am

Nonstop4h 19m

$211

New YorkSan Juan

JFK - SJU

JFKSJU

New York John F Kennedy Intl

Mon 4/20

9:59 pm-1:47 am

Nonstop3h 48m

San Juan Luis Munoz Marin Intl

Fri 4/24

4:40 pm-8:48 pm

Nonstop4h 08m

$216

New YorkSan Juan

JFK - SJU

JFKSJU

New York John F Kennedy Intl

Mon 12/29

6:01 am-10:49 am

Nonstop3h 48m

San Juan Luis Munoz Marin Intl

Thu 1/1

8:10 am-11:11 am

Nonstop4h 01m

$216

New YorkSan Juan

JFK - SJU

JFKSJU

New York John F Kennedy Intl

Sat 2/28

6:40 pm-11:47 pm

Nonstop4h 07m

San Juan Luis Munoz Marin Intl

Fri 3/6

1:59 am-5:00 am

Nonstop4h 01m

$216

New YorkSan Juan

JFK - SJU

JFKSJU

New York John F Kennedy Intl

Tue 3/31

5:25 am-9:13 am

Nonstop3h 48m

San Juan Luis Munoz Marin Intl

Mon 4/6

7:40 pm-11:54 pm

Nonstop4h 14m

$216

NewarkSan Juan

EWR - SJU

EWRSJU

Newark

Wed 2/4

7:37 pm-12:36 am

Nonstop3h 59m

San Juan Luis Munoz Marin Intl

Mon 2/9

2:05 am-5:24 am

Nonstop4h 19m

$222

NewarkSan Juan

EWR - SJU

EWRSJU

Newark

Tue 3/3

12:05 pm-11:49 pm

1 stop10h 44m

San Juan Luis Munoz Marin Intl

Wed 3/11

6:15 am-5:56 pm

1 stop11h 41m

$225

NewarkSan Juan

EWR - SJU

EWRSJU

Newark

Wed 2/4

8:45 am-1:48 pm

Nonstop4h 03m

San Juan Luis Munoz Marin Intl

Sun 2/8

1:00 pm-10:28 pm

1 stop10h 28m

$245

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/25

Showing 1-10 of 60 results
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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, March is the cheapest month in which you can book a flight from Pennsylvania to Caribbean (average of $78). Flying from Pennsylvania to Caribbean in September is currently the most expensive (average of $154). 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 October 27, 2025.

Unlike in the morning, when flights are generally more expensive, you can save up to 28% on flights from Pennsylvania to Caribbean by exploring options for tickets in the evening.

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 December 16, 2024.

Travelers seeking maximum savings on their Pennsylvania to Caribbean 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

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 October 27, 2025.

The most flights from USPA to 0CB are scheduled on a Sunday (6 on average). You will have fewer flight options on Saturday, 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. 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 3h 56m. Fly via JetBlue, United Airlines, or Delta to get the fastest option. The distance from Pennsylvania to Caribbean is about 1611 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 United Airlines. According to our data, you can fly for as low as $88. Users have also found prices from $93 and $107 on Delta and Frontier, 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, March is the cheapest month in which you can book a flight from Pennsylvania to Caribbean (average of $78). Flying from Pennsylvania to Caribbean in September is currently the most expensive (average of $154). 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

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

Discover the top 9 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 October 27, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$78Average$384FlexibilityNo cancel feeOn-time62%
Avelo AirlinesCheapest$100Average$167FlexibilityNo cancel feeOn-timeN/A
Spirit AirlinesCheapest$129Average$398FlexibilityNo cancel feeOn-time65%
Air CanadaCheapest$173Average$559FlexibilityNo cancel feeOn-time67%
JetBlueCheapest$188Average$512FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$202Average$583FlexibilityNo cancel feeOn-time69%
DeltaCheapest$203Average$541FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$213Average$628FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$244Average$605FlexibilityNo cancel feeOn-time71%

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