HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Caribbean

$84+ 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 5/23. Fares are subject to change and may not be available on all flights or dates of travel.
PHL — SJU
Jun 15 — Jun 221
Mon 6/15
Mon 6/22
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Pennsylvania to Caribbean with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

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 May 16, 2026.

This deal was found by Cheapflights users on 5/16. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/2810:37 am
PHL
-
SJU
1 stop7h 00m
Frontier
Sun 11/17:15 am
SJU
-
PHL
Nonstop4h 03m
Frontier
Deal found 5/16$203
This Super.com deal was found by Cheapflights users on 5/14. 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.
Fri 9/1111:23 am
PHL
-
SJU
Nonstop3h 56m
Frontier
Thu 9/171:59 am
SJU
-
PHL
Nonstop4h 05m
Frontier
Deal found 5/14$204
This FlightHub deal was found by Cheapflights users on 5/14. 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.
Tue 6/911:55 am
PHL
-
SJU
Nonstop4h 00m
Frontier
Tue 6/166:45 pm
SJU
-
PHL
Nonstop4h 07m
Frontier
Deal found 5/14$208
This Super.com deal was found by Cheapflights users on 5/14. 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 5/3011:46 am
PHL
-
SJU
Nonstop4h 04m
Frontier
Thu 6/46:46 pm
SJU
-
PHL
Nonstop4h 08m
Frontier
Deal found 5/14$209
This Super.com deal was found by Cheapflights users on 5/14. 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 5/3011:59 pm
PHL
-
SJU
Nonstop4h 02m
Frontier
Sat 6/66:46 pm
SJU
-
PHL
Nonstop4h 08m
Frontier
Deal found 5/14$211
This Super.com deal was found by Cheapflights users on 5/12. 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 7/49:16 pm
PHL
-
SJU
1 stop10h 41m
Frontier
Wed 7/85:15 pm
SJU
-
PHL
1 stop14h 00m
Frontier
Deal found 5/12$212
This Super.com deal was found by Cheapflights users on 5/13. 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 6/911:59 pm
PHL
-
SJU
Nonstop3h 58m
Frontier
Wed 6/102:36 pm
SJU
-
PHL
Nonstop4h 06m
Frontier
Deal found 5/13$214
This Super.com deal was found by Cheapflights users on 5/15. 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 7/1811:59 pm
PHL
-
SJU
Nonstop3h 59m
Frontier
Tue 7/212:36 pm
SJU
-
PHL
Nonstop3h 58m
Frontier
Deal found 5/15$216
This Super.com deal was found by Cheapflights users on 5/12. 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 7/75:32 pm
PHL
-
SJU
1 stop6h 56m
Frontier
Sat 7/115:15 pm
SJU
-
PHL
1 stop14h 00m
Frontier
Deal found 5/12$222
This Frontier deal was found by Cheapflights users on 5/14. 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 9/711:41 am
PHL
-
SJU
Nonstop4h 00m
Frontier
Fri 9/182:36 pm
SJU
-
PHL
Nonstop4h 06m
Frontier
Deal found 5/14$225
This Kiwi.com deal was found by Cheapflights users on 5/11. 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 8/205:55 am
EWR
-
SJU
1 stop8h 20m
Frontier
Wed 8/265:15 pm
SJU
-
EWR
1 stop7h 50m
Frontier
Deal found 5/11$253
This Travelocity deal was found by Cheapflights users on 5/12. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/225:55 am
EWR
-
SJU
1 stop8h 20m
Frontier
Wed 8/265:15 pm
SJU
-
EWR
1 stop7h 50m
Frontier
Deal found 5/12$256

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 May 16, 2026.

Round-trip from

$204
(Super.com)

One-way from

$84
(Orbitz)

Popular in

December

Cheapest in

October

Average price

$277

Good round-trip deal

$229 or less

Good one-way deal

$110 or less
From Pennsylvania to Caribbean
Search Deals
One-way flight from Pennsylvania to Caribbean
Search Deals
Highest demand for flights based on searches. 10% potential increase in price ($35 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($12 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in May 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 May 16, 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

PhiladelphiaSan Juan

PHL - SJU

PHLSJU

Philadelphia

Fri 8/14

4:40 pm-11:50 pm

1 stop7h 10m

San Juan Luis Munoz Marin Intl

Mon 8/17

6:30 am-3:25 pm

1 stop8h 55m

$344

New YorkSan Juan

JFK - SJU

JFKSJU

New York John F Kennedy Intl

Mon 7/13

7:29 pm-11:53 pm

Nonstop4h 24m

San Juan Luis Munoz Marin Intl

Tue 7/21

1:10 pm-5:19 pm

Nonstop4h 09m

$347

New YorkSan Juan

JFK - SJU

JFKSJU

New York John F Kennedy Intl

Tue 7/14

7:29 pm-11:53 pm

Nonstop4h 24m

San Juan Luis Munoz Marin Intl

Sat 7/18

5:50 pm-10:04 pm

Nonstop4h 14m

$347
Quickest round-trip

New YorkSan Juan

JFK - SJU

JFKSJU

New York John F Kennedy Intl

Sat 7/25

12:29 pm-4:25 pm

Nonstop3h 56m

San Juan Luis Munoz Marin Intl

Sat 8/8

7:30 am-11:25 am

Nonstop3h 55m

$347

New YorkSan Juan

JFK - SJU

JFKSJU

New York John F Kennedy Intl

Sat 7/4

7:25 pm-11:43 pm

Nonstop4h 18m

San Juan Luis Munoz Marin Intl

Sat 7/11

7:20 am-11:19 am

Nonstop3h 59m

$347

NewarkSan Juan

EWR - SJU

EWRSJU

Newark

Tue 8/4

7:45 pm-11:50 pm

Nonstop4h 05m

San Juan Luis Munoz Marin Intl

Mon 8/10

2:05 am-11:53 am

1 stop9h 48m

$362

PhiladelphiaSan Juan

PHL - SJU

PHLSJU

Philadelphia

Mon 8/24

5:55 am-4:55 pm

2 stops11h 00m

San Juan Luis Munoz Marin Intl

Sat 8/29

5:05 am-11:35 am

1 stop6h 30m

$379

New YorkSan Juan

JFK - SJU

JFKSJU

New York John F Kennedy Intl

Tue 6/16

3:50 pm-7:54 pm

Nonstop4h 04m

San Juan Luis Munoz Marin Intl

Sun 6/21

6:00 am-9:58 am

Nonstop3h 58m

$385

New YorkSan Juan

JFK - SJU

JFKSJU

New York John F Kennedy Intl

Tue 7/7

12:45 pm-4:38 pm

Nonstop3h 53m

San Juan Luis Munoz Marin Intl

Thu 9/3

1:35 pm-5:56 pm

Nonstop4h 21m

$387

New YorkSan Juan

JFK - SJU

JFKSJU

New York John F Kennedy Intl

Wed 7/8

7:29 pm-11:53 pm

Nonstop4h 24m

San Juan Luis Munoz Marin Intl

Mon 7/13

7:35 am-11:30 am

Nonstop3h 55m

$387

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/11

Showing 1-10 of 60 resultsSorted by cheapest first
1
2
3
...
6

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

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 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 $400). Flying from Pennsylvania to Caribbean in December is currently the most expensive (average of $573). 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 May 16, 2026.

Unlike in the morning, when flights are generally more expensive, you can save up to 53% 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 May 9, 2026.

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 afternoons 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 May 16, 2026.

The most flights from USPA to 0CB are scheduled on a Friday (9 on average). You will have fewer flight options on Thursday, which is when the least amount of flights are scheduled (2 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 4h 05m. Fly via Southwest, Delta, or United Airlines 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 Spirit Airlines. According to our data, you can fly for as low as $60. Users have also found prices from $68 and $86 on Frontier and United Airlines, 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 $400). Flying from Pennsylvania to Caribbean in December is currently the most expensive (average of $573). 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.
John F Kennedy Intl to San Francisco flights
San Francisco to Newark flights
Newark to San Francisco flights
San Francisco to John F Kennedy Intl flights
Los Angeles to Honolulu flights
San Francisco to LaGuardia flights
LaGuardia to San Francisco flights
Dallas/Fort Worth to LaGuardia flights
LaGuardia to Dallas/Fort Worth flights
Los Angeles to John F Kennedy Intl flights
Newark to Orlando flights
John F Kennedy Intl to Fort Lauderdale flights
LaGuardia to Orlando flights
Newark to Dallas/Fort Worth flights
Dallas/Fort Worth to Seattle flights
Los Angeles to Newark flights
Newark to Fort Lauderdale flights
John F Kennedy Intl to Los Angeles flights
Newark to Miami flights
John F Kennedy Intl to Heathrow flights
Dallas/Fort Worth to Newark flights
Los Angeles to Seattle flights
Dallas/Fort Worth to Las Vegas flights
Newark to Heathrow flights
Newark to Los Angeles flights
LaGuardia to Miami flights
Dallas/Fort Worth to O'Hare Intl flights
John F Kennedy Intl to Dallas/Fort Worth flights
Seattle to Las Vegas flights
John F Kennedy Intl to Las Vegas flights
LaGuardia to Fort Lauderdale flights
Dallas/Fort Worth to Los Angeles flights
Newark to Las Vegas flights
Seattle to Los Angeles flights
Newark to Seattle flights
Dallas/Fort Worth to Cancún flights
John F Kennedy Intl to Miami flights
Dallas/Fort Worth to John F Kennedy Intl flights
John F Kennedy Intl to Orlando flights
Dulles Intl to Seattle flights
San Francisco to Seattle flights
O'Hare Intl to Las Vegas flights
LaGuardia to O'Hare Intl flights
Los Angeles to Dallas/Fort Worth flights
O'Hare Intl to Seattle flights
Los Angeles to Haneda flights
John F Kennedy Intl to O'Hare Intl flights
San Francisco to Las Vegas flights
Ontario to Honolulu flights
Dulles Intl to Dallas/Fort Worth flights

Top 8 airlines flying from Pennsylvania to Caribbean

Discover the top 8 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 May 16, 2026.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$83Average$394FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$123Average$408FlexibilityNo cancel feeOn-time65%
DeltaCheapest$141Average$541FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$141Average$493FlexibilityNo cancel feeOn-time62%
Air CanadaCheapest$151Average$475FlexibilityNo cancel feeOn-time67%
SouthwestCheapest$207Average$590FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$225Average$533FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$232Average$651FlexibilityNo cancel feeOn-time71%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.