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$73+ 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 1/17. Fares are subject to change and may not be available on all flights or dates of travel.
PHL — SJU
Jan 29 — Feb 51
Thu 1/29
Thu 2/5
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 December 30, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 12/29. 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.
Tue 12/308:15 pmIAD - SJU
Nonstop3h 54mFrontier
Fri 1/93:11 pmSJU - IAD
Nonstop4h 13mFrontier
Deal found 12/29$179
This Cheapflightsfares deal was found by Cheapflights users on 12/28. 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.
Tue 12/308:15 pmIAD - SJU
Nonstop3h 54mFrontier
Fri 1/163:11 pmSJU - IAD
Nonstop4h 08mFrontier
Deal found 12/28$195
This Kiwi.com deal was found by Cheapflights users on 12/27. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/311:55 pmEWR - SJU
Nonstop4h 00mMultiple Airlines
Sat 1/247:10 amSJU - EWR
Nonstop4h 20mMultiple Airlines
Deal found 12/27$195
This Priceline deal was found by Cheapflights users on 12/28. 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 12/315:54 pmEWR - SJU
Nonstop4h 05mMultiple Airlines
Wed 1/76:08 pmSJU - EWR
Nonstop4h 25mMultiple Airlines
Deal found 12/28$211
This Frontier deal was found by Cheapflights users on 12/29. 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 12/308:15 pmIAD - SJU
Nonstop3h 54mFrontier
Sat 1/102:57 pmSJU - IAD
Nonstop4h 13mFrontier
Deal found 12/29$212
This Frontier deal was found by Cheapflights users on 12/29. 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 12/308:15 pmIAD - SJU
Nonstop3h 54mFrontier
Thu 1/86:30 amSJU - IAD
1 stop8h 56mFrontier
Deal found 12/29$226
This Delta deal was found by Cheapflights users on 12/28. 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.
Wed 12/316:54 pmJFK - SJU
Nonstop4h 05mDelta
Tue 2/37:00 amSJU - JFK
Nonstop4h 07mDelta
Deal found 12/28$226
This Kiwi.com deal was found by Cheapflights users on 12/27. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/311:55 pmEWR - SJU
Nonstop4h 00mMultiple Airlines
Thu 1/227:10 amSJU - EWR
Nonstop4h 20mMultiple Airlines
Deal found 12/27$229
This Kiwi.com deal was found by Cheapflights users on 12/28. 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 12/311:55 pmEWR - SJU
Nonstop4h 00mMultiple Airlines
Thu 1/87:10 amSJU - EWR
Nonstop4h 25mMultiple Airlines
Deal found 12/28$231
This Expedia deal was found by Cheapflights users on 12/28. 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 12/318:04 pmPHL - SJU
Nonstop3h 46mMultiple Airlines
Wed 1/79:19 pmSJU - PHL
1 stop15h 25mMultiple Airlines
Deal found 12/28$239
This Priceline deal was found by Cheapflights users on 12/28. 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 59mMultiple Airlines
Sun 1/116:08 pmSJU - EWR
Nonstop4h 25mMultiple Airlines
Deal found 12/28$241
This CheapOair deal was found by Cheapflights users on 12/28. 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.
Wed 12/317:42 pmPHL - SJU
Nonstop3h 47mFrontier
Wed 1/73:08 pmSJU - PHL
1 stop21h 36mFrontier
Deal found 12/28$245

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 December 30, 2025.

Round-trip from

$142
(Cheapflightsfares)

One-way from

$73
(Kiwi.com)

Popular in

December

Cheapest in

October

Average price

$395

Good round-trip deal

$196 or less

Good one-way deal

$114 or less
From Pennsylvania to Caribbean
Search Deals
One-way flight from Pennsylvania to Caribbean
Search Deals
Highest demand for flights based on searches. 11% potential increase in price ($38 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
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 December 30, 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

Sat 1/24

7:37 pm-12:36 am

Nonstop3h 59m

San Juan Luis Munoz Marin Intl

Tue 1/27

7:45 am-6:09 pm

1 stop11h 24m

$173

NewarkSan Juan

EWR - SJU

EWRSJU

Newark

Sun 2/1

6:16 am-4:36 pm

1 stop9h 20m

San Juan Luis Munoz Marin Intl

Wed 2/4

7:35 pm-10:53 pm

Nonstop4h 18m

$173

New YorkSan Juan

JFK - SJU

JFKSJU

New York John F Kennedy Intl

Sun 1/18

6:50 pm-11:50 pm

Nonstop4h 00m

San Juan Luis Munoz Marin Intl

Sat 1/24

6:05 am-9:11 am

Nonstop4h 06m

$176

New YorkSan Juan

JFK - SJU

JFKSJU

New York John F Kennedy Intl

Sun 2/1

9:29 pm-2:25 am

Nonstop3h 56m

San Juan Luis Munoz Marin Intl

Thu 2/5

9:25 am-12:30 pm

Nonstop4h 05m

$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

Sat 1/31

8:15 am-11:18 am

Nonstop4h 03m

$176

New YorkSan Juan

JFK - SJU

JFKSJU

New York John F Kennedy Intl

Mon 2/23

9:30 pm-2:28 am

Nonstop3h 58m

San Juan Luis Munoz Marin Intl

Fri 2/27

11:59 pm-2:59 am

Nonstop4h 00m

$176

New YorkSan Juan

JFK - SJU

JFKSJU

New York John F Kennedy Intl

Sun 2/15

10:59 pm-3:55 am

Nonstop3h 56m

San Juan Luis Munoz Marin Intl

Sun 2/22

8:05 am-11:08 am

Nonstop4h 03m

$176

New YorkSan Juan

JFK - SJU

JFKSJU

New York John F Kennedy Intl

Sun 2/22

10:59 pm-3:55 am

Nonstop3h 56m

San Juan Luis Munoz Marin Intl

Wed 3/4

6:22 pm-9:30 pm

Nonstop4h 08m

$176

NewarkSan Juan

EWR - SJU

EWRSJU

Newark

Sun 3/1

9:00 pm-1:59 am

Nonstop3h 59m

San Juan Luis Munoz Marin Intl

Wed 3/4

6:00 am-9:16 am

Nonstop4h 16m

$176

NewarkSan Juan

EWR - SJU

EWRSJU

Newark

Sat 1/31

7:30 pm-6:11 am

1 stop9h 41m

San Juan Luis Munoz Marin Intl

Wed 2/4

5:50 pm-11:59 pm

1 stop7h 09m

$177

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/29

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 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 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 December 30, 2025.

Unlike in the morning, when flights are generally more expensive, you can save up to 51% 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 27, 2025.

Travelers seeking maximum savings on their Pennsylvania to Caribbean flight should consider departing on Monday at noon when fares are most often at their lowest. Sunday at noon 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 December 30, 2025.

The most flights from USPA to 0CB are scheduled on a Monday (9 on average). You will have fewer flight options on Wednesday, which is when the least amount of flights are scheduled (6 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 59m. Fly via United Airlines, JetBlue, 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 Frontier. According to our data, you can fly for as low as $53. Users have also found prices from $65 and $92 on Spirit 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, 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 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

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 December 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$78Average$390FlexibilityNo cancel feeOn-time62%
Avelo AirlinesCheapest$86Average$214FlexibilityNo cancel feeOn-timeN/A
Spirit AirlinesCheapest$130Average$382FlexibilityNo cancel feeOn-time65%
Air CanadaCheapest$173Average$535FlexibilityNo cancel feeOn-time67%
JetBlueCheapest$174Average$493FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$191Average$558FlexibilityNo cancel feeOn-time69%
DeltaCheapest$203Average$556FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$207Average$614FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$235Average$622FlexibilityNo cancel feeOn-time71%

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