HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Caribbean

$80+ 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 12/31. Fares are subject to change and may not be available on all flights or dates of travel.
PHL — SJU
Jan 7 — Jan 141
Wed 1/7
Wed 1/14
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 December 8, 2025.

This CheapOair deal was found by Cheapflights users on 12/8. 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.
Sat 12/131:29 pmJFK - SJU
Nonstop3h 54mFrontier
Mon 12/228:40 amSJU - JFK
Nonstop4h 15mFrontier
Deal found 12/8$149
This Flightnetwork deal was found by Cheapflights users on 12/6. 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 Flightnetwork is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/81:29 pmJFK - SJU
Nonstop3h 54mFrontier
Mon 12/159:15 amSJU - JFK
Nonstop4h 15mFrontier
Deal found 12/6$151
This CheapOair deal was found by Cheapflights users on 12/8. 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 12/101:29 pmJFK - SJU
Nonstop3h 54mFrontier
Mon 12/159:15 amSJU - JFK
Nonstop4h 15mFrontier
Deal found 12/8$152
This Booking.com deal was found by Cheapflights users on 12/7. 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.
Tue 12/91:29 pmJFK - SJU
Nonstop3h 54mFrontier
Sun 12/2111:45 amSJU - JFK
Nonstop4h 15mFrontier
Deal found 12/7$153
This CheapOair deal was found by Cheapflights users on 12/6. 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.
Sat 12/134:30 pmLGA - SJU
1 stop22h 29mFrontier
Sat 12/206:05 amSJU - LGA
Nonstop4h 18mFrontier
Deal found 12/6$156
This Priceline deal was found by Cheapflights users on 12/7. 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.
Thu 12/185:00 pmJFK - SJU
Nonstop4h 09mMultiple Airlines
Mon 12/228:40 amSJU - JFK
Nonstop4h 15mMultiple Airlines
Deal found 12/7$157
This Frontier deal was found by Cheapflights users on 12/8. 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 12/101:29 pmJFK - SJU
Nonstop3h 54mFrontier
Tue 12/2311:45 amSJU - JFK
Nonstop4h 15mFrontier
Deal found 12/8$158
This Kiwi.com deal was found by Cheapflights users on 12/6. 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 12/91:29 pmJFK - SJU
Nonstop3h 54mFrontier
Mon 12/159:15 amSJU - JFK
Nonstop4h 15mFrontier
Deal found 12/6$159
This Kiwi.com deal was found by Cheapflights users on 12/7. 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 12/116:00 amJFK - SJU
1 stop12h 50mMultiple Airlines
Mon 12/228:40 amSJU - JFK
Nonstop4h 15mMultiple Airlines
Deal found 12/7$160
This Super.com deal was found by Cheapflights users on 12/8. 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 12/2010:18 amLGA - SJU
Nonstop3h 55mFrontier
Tue 12/233:55 amSJU - LGA
1 stop8h 10mFrontier
Deal found 12/8$160
This Priceline deal was found by Cheapflights users on 12/7. 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.
Mon 12/152:00 pmJFK - SJU
Nonstop3h 53mMultiple Airlines
Wed 1/218:50 amSJU - JFK
Nonstop4h 14mMultiple Airlines
Deal found 12/7$161
This Justfly.com deal was found by Cheapflights users on 12/8. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/84:53 pmEWR - SJU
1 stop6h 52mMultiple Airlines
Sat 12/207:10 amSJU - EWR
Nonstop4h 25mMultiple Airlines
Deal found 12/8$162

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 8, 2025.

Round-trip from

$149
(Frontier)

One-way from

$80
(Trip.com)

Popular in

December

Cheapest in

October

Average price

$399

Good round-trip deal

$222 or less

Good one-way deal

$107 or less
From Pennsylvania to Caribbean
Search Deals
One-way flight from Pennsylvania to Caribbean
Search Deals
Highest demand for flights based on searches. 12% potential increase in price ($42 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 8, 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

New YorkSan Juan

JFK - SJU

JFKSJU

New York John F Kennedy Intl

Sat 12/27

1:49 pm-6:49 pm

Nonstop4h 00m

San Juan Luis Munoz Marin Intl

Fri 1/2

11:40 am-2:44 pm

Nonstop4h 04m

$176

NewarkSan Juan

EWR - SJU

EWRSJU

Newark

Tue 12/30

7:28 am-12:20 pm

Nonstop3h 52m

San Juan Luis Munoz Marin Intl

Tue 1/6

3:15 pm-6:34 pm

Nonstop4h 19m

$176

NewarkSan Juan

EWR - SJU

EWRSJU

Newark

Sun 4/5

1:59 pm-5:53 pm

Nonstop3h 54m

San Juan Luis Munoz Marin Intl

Sat 4/11

4:50 pm-9:00 pm

Nonstop4h 10m

$176

NewarkSan Juan

EWR - SJU

EWRSJU

Newark

Tue 2/17

10:00 pm-3:00 am

Nonstop4h 00m

San Juan Luis Munoz Marin Intl

Sat 2/28

6:00 am-9:16 am

Nonstop4h 16m

$176

NewarkSan Juan

EWR - SJU

EWRSJU

Newark

Mon 1/26

7:37 pm-12:36 am

Nonstop3h 59m

San Juan Luis Munoz Marin Intl

Fri 1/30

8:35 am-4:16 pm

1 stop8h 41m

$191

NewarkSan Juan

EWR - SJU

EWRSJU

Newark

Sun 1/25

6:00 am-1:17 pm

1 stop6h 17m

San Juan Luis Munoz Marin Intl

Thu 1/29

2:05 am-5:24 am

Nonstop4h 19m

$191

NewarkSan Juan

EWR - SJU

EWRSJU

Newark

Sat 12/20

6:00 am-10:56 am

Nonstop3h 56m

San Juan Luis Munoz Marin Intl

Sat 1/3

9:36 am-12:55 pm

Nonstop4h 19m

$196

New YorkSan Juan

LGA - SJU

LGASJU

New York LaGuardia

Sun 1/25

6:00 am-1:17 pm

1 stop6h 17m

San Juan Luis Munoz Marin Intl

Thu 1/29

8:10 am-8:19 pm

2 stops13h 09m

$205

New YorkSan Juan

LGA - SJU

LGASJU

New York LaGuardia

Wed 2/18

7:30 am-6:54 pm

1 stop10h 24m

San Juan Luis Munoz Marin Intl

Fri 2/27

11:52 am-7:00 pm

1 stop8h 08m

$211

NewarkSan Juan

EWR - SJU

EWRSJU

Newark

Sun 2/22

7:30 pm-6:11 am

1 stop9h 41m

San Juan Luis Munoz Marin Intl

Fri 2/27

2:05 am-5:24 am

Nonstop4h 19m

$211

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/6

Showing 1-10 of 60 results
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, 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 8, 2025.

Unlike in the morning, when flights are generally more expensive, you can save up to 31% on flights from Pennsylvania to Caribbean by exploring options for tickets at noon.

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 December 8, 2025.

The most flights from USPA to 0CB are scheduled on a Monday (7 on average). You will have fewer flight options on Wednesday, 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 3h 59m. Fly via JetBlue, United Airlines, or Spirit 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 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.
John F Kennedy Intl to Cancún flights
John F Kennedy Intl to Miami flights
John F Kennedy Intl to Fort Lauderdale flights
Newark to Fort Lauderdale flights
Los Angeles to John F Kennedy Intl flights
LaGuardia to Miami flights
Newark to Cancún flights
Newark to Miami flights
LaGuardia to Fort Lauderdale flights
Dallas/Fort Worth to John F Kennedy Intl flights
John F Kennedy Intl to Las Vegas flights
John F Kennedy Intl to Los Angeles flights
John F Kennedy Intl to Orlando flights
Los Angeles to Haneda flights
Newark to West Palm Beach flights
John F Kennedy Intl to Luis Munoz Marin Intl flights
Los Angeles to Newark flights
John F Kennedy Intl to Dallas/Fort Worth flights
Dallas/Fort Worth to LaGuardia flights
John F Kennedy Intl to West Palm Beach flights
O'Hare Intl to Cancún flights
John F Kennedy Intl to Heathrow flights
Newark to Las Vegas flights
Newark to Los Angeles flights
Seattle to Dallas/Fort Worth flights
LaGuardia to Dallas/Fort Worth flights
Newark to Dallas/Fort Worth flights
Newark to Orlando flights
Newark to Mexico City flights
Dallas/Fort Worth to Las Vegas flights
John F Kennedy Intl to Santo Domingo flights
Los Angeles to Honolulu flights
O'Hare Intl to Las Vegas flights
Newark to Heathrow flights
John F Kennedy Intl to Mexico City flights
Dallas/Fort Worth to Newark flights
O'Hare Intl to John F Kennedy Intl flights
Newark to Luis Munoz Marin Intl flights
Atlanta to John F Kennedy Intl flights
San Francisco to John F Kennedy Intl flights
Dallas/Fort Worth to Seattle flights
Atlanta to LaGuardia flights
John F Kennedy Intl to Charles de Gaulle flights
John F Kennedy Intl to Atlanta flights
O'Hare Intl to Dallas/Fort Worth flights
John F Kennedy Intl to Haneda flights
Dallas/Fort Worth to Orlando flights
Minneapolis to Sky Harbor Intl flights
Seattle to Los Angeles flights
Dulles Intl to Cancún flights

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 8, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$78Average$391FlexibilityNo cancel feeOn-time62%
Avelo AirlinesCheapest$86Average$214FlexibilityNo cancel feeOn-timeN/A
Spirit AirlinesCheapest$130Average$383FlexibilityNo cancel feeOn-time65%
Air CanadaCheapest$173Average$539FlexibilityNo cancel feeOn-time67%
JetBlueCheapest$174Average$502FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$191Average$559FlexibilityNo cancel feeOn-time69%
DeltaCheapest$203Average$551FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$207Average$616FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$242Average$621FlexibilityNo 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.