Caribbean

$79+ 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 3/29. Fares are subject to change and may not be available on all flights or dates of travel.
PHL — SJU
Apr 15 — Apr 221
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 March 16, 2026.

This eDestinos deal was found by Cheapflights users on 3/13. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/811:59 pm
PHL
-
SJU
Nonstop4h 02m
Frontier
Tue 5/126:30 am
SJU
-
PHL
Nonstop4h 11m
Frontier
Deal found 3/13$168
This Expedia deal was found by Cheapflights users on 3/15. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/148:18 am
PHL
-
SJU
1 stop10h 37m
Spirit Airlines
Mon 4/202:09 am
SJU
-
PHL
Nonstop4h 03m
Spirit Airlines
Deal found 3/15$169
This eDestinos deal was found by Cheapflights users on 3/12. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/249:53 am
PHL
-
SJU
1 stop14h 05m
Spirit Airlines
Tue 4/77:54 pm
SJU
-
PHL
1 stop12h 45m
Spirit Airlines
Deal found 3/12$179
This Cheapflightsfares deal was found by Cheapflights users on 3/13. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/288:39 pm
PHL
-
SJU
Nonstop3h 50m
Frontier
Fri 5/13:23 pm
SJU
-
PHL
1 stop9h 31m
Frontier
Deal found 3/13$181
This Kiwi.com deal was found by Cheapflights users on 3/14. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/108:52 pm
PHL
-
SJU
Nonstop3h 42m
Multiple Airlines
Fri 4/171:59 am
SJU
-
PHL
Nonstop4h 09m
Multiple Airlines
Deal found 3/14$182
This Kiwi.com deal was found by Cheapflights users on 3/16. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/126:25 pm
PHL
-
SJU
Nonstop3h 50m
Multiple Airlines
Fri 4/172:09 am
SJU
-
PHL
Nonstop4h 03m
Multiple Airlines
Deal found 3/16$184
This Cheapflightsfares deal was found by Cheapflights users on 3/13. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/45:01 am
PHL
-
SJU
1 stop18h 28m
Frontier
Fri 5/89:12 pm
SJU
-
PHL
Nonstop4h 09m
Frontier
Deal found 3/13$185
This Expedia deal was found by Cheapflights users on 3/11. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/105:45 am
EWR
-
SJU
Nonstop4h 00m
Multiple Airlines
Tue 6/167:25 pm
SJU
-
EWR
Nonstop4h 03m
Multiple Airlines
Deal found 3/11$185
This Cheapflightsfares deal was found by Cheapflights users on 3/15. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/169:02 pm
PHL
-
SJU
Nonstop3h 52m
Spirit Airlines
Mon 4/202:09 am
SJU
-
PHL
Nonstop4h 03m
Spirit Airlines
Deal found 3/15$186
This Spirit deal was found by Cheapflights users on 3/15. 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 Spirit is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/309:02 pm
PHL
-
SJU
Nonstop3h 52m
Spirit Airlines
Fri 5/12:09 am
SJU
-
PHL
Nonstop4h 03m
Spirit Airlines
Deal found 3/15$187
This Kiwi.com deal was found by Cheapflights users on 3/15. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/88:39 pm
PHL
-
SJU
Nonstop3h 50m
Multiple Airlines
Thu 4/162:09 am
SJU
-
PHL
Nonstop4h 03m
Multiple Airlines
Deal found 3/15$188
This eDestinos deal was found by Cheapflights users on 3/15. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/98:39 pm
PHL
-
SJU
Nonstop3h 50m
Frontier
Tue 4/1411:05 am
SJU
-
PHL
1 stop24h 56m
Frontier
Deal found 3/15$189

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 March 16, 2026.

Round-trip from

$168
(eDestinos)

One-way from

$79
(Expedia)

Popular in

December

Cheapest in

October

Average price

$300

Good round-trip deal

$248 or less

Good one-way deal

$114 or less
From Pennsylvania to Caribbean
One-way flight from Pennsylvania to Caribbean
Highest demand for flights based on searches. 12% potential increase in price ($42 potential increase over avg. RT price).
Cheapest flight prices on average. 4% potential price decrease ($13 potential savings vs. average RT price).
Average for round-trip flights in March 2026
Price to beat on a round-trip flight from Pennsylvania to Caribbean.
Price to beat on a one-way flight from Pennsylvania to Caribbean.

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 March 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

New YorkSan Juan

JFK - SJU

JFKSJU

New York John F Kennedy Intl

Mon 4/13

7:38 pm-11:59 pm

Nonstop4h 21m

San Juan Luis Munoz Marin Intl

Fri 4/17

7:15 am-11:18 am

Nonstop4h 03m

$307

NewarkSan Juan

EWR - SJU

EWRSJU

Newark

Fri 4/17

7:45 pm-11:50 pm

Nonstop4h 05m

San Juan Luis Munoz Marin Intl

Tue 4/21

7:40 am-6:59 pm

1 stop11h 19m

$326

New YorkSan Juan

JFK - SJU

JFKSJU

New York John F Kennedy Intl

Fri 4/24

7:38 pm-11:59 pm

Nonstop4h 21m

San Juan Luis Munoz Marin Intl

Tue 4/28

7:15 am-11:18 am

Nonstop4h 03m

$327

New YorkSan Juan

JFK - SJU

JFKSJU

New York John F Kennedy Intl

Fri 5/15

7:20 pm-11:35 pm

Nonstop4h 15m

San Juan Luis Munoz Marin Intl

Sat 5/23

7:05 am-11:03 am

Nonstop3h 58m

$337

Washington, D.C.San Juan

IAD - SJU

IADSJU

Washington, D.C. Dulles Intl

Sun 5/31

5:24 pm-9:24 pm

Nonstop4h 00m

San Juan Luis Munoz Marin Intl

Tue 6/2

7:20 am-11:21 am

Nonstop4h 01m

$353

New YorkSan Juan

LGA - SJU

LGASJU

New York LaGuardia

Mon 4/27

12:00 pm-11:55 pm

2 stops11h 55m

San Juan Luis Munoz Marin Intl

Thu 5/7

5:05 am-4:00 pm

2 stops10h 55m

$366

NewarkSan Juan

EWR - SJU

EWRSJU

Newark

Mon 4/13

10:00 pm-1:58 am

Nonstop3h 58m

San Juan Luis Munoz Marin Intl

Thu 4/16

5:30 am-9:46 am

Nonstop4h 16m

$366

New YorkPunta Cana

JFK - PUJ

JFKPUJ

New York John F Kennedy Intl

Fri 4/10

3:32 pm-2:07 am

1 stop10h 35m

Punta Cana

Wed 4/15

1:54 pm-1:00 am

1 stop11h 06m

$369

NewarkSan Juan

EWR - SJU

EWRSJU

Newark

Fri 6/12

7:45 pm-11:50 pm

Nonstop4h 05m

San Juan Luis Munoz Marin Intl

Sat 6/13

1:00 am-5:10 am

Nonstop4h 10m

$371

New YorkOranjestad

JFK - AUA

JFKAUA

New York John F Kennedy Intl

Tue 5/5

8:00 am-12:40 pm

Nonstop4h 40m

Oranjestad Reina Beatrix

Wed 5/20

1:55 pm-6:52 pm

Nonstop4h 57m

$374

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/11

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

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

Currently, December is the cheapest month in which you can book a flight from Pennsylvania to Caribbean (average of $99). 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 March 16, 2026.

Unlike in the morning, when flights are generally more expensive, you can save up to 52% 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 March 12, 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 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 March 16, 2026.

The most flights from USPA to 0CB are scheduled on a Monday (9 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (4 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 Delta, United Airlines, or Southwest 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, December is the cheapest month in which you can book a flight from Pennsylvania to Caribbean (average of $99). 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.

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 March 16, 2026.
AirlineCheapestAverageFlexibilityOn-time
Avelo AirlinesCheapest$82Average$167FlexibilityNo cancel feeOn-timeN/A
FrontierCheapest$83Average$392FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$127Average$403FlexibilityNo cancel feeOn-time65%
JetBlueCheapest$141Average$478FlexibilityNo cancel feeOn-time62%
DeltaCheapest$158Average$548FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$161Average$533FlexibilityNo cancel feeOn-time69%
Air CanadaCheapest$173Average$509FlexibilityNo cancel feeOn-time67%
SouthwestCheapest$207Average$610FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$225Average$613FlexibilityNo 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.