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Caribbean

$83+ 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 7/15. Fares are subject to change and may not be available on all flights or dates of travel.
PHL — SJU
Jul 8 — Jul 151
Tue 7/8
Tue 7/15
1 adult, Economy
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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 July 3, 2025.

Round-trip from

$144
(Priceline)

One-way from

$83
(JetBlue)

Popular in

December

Cheapest in

October

Average price

$298

Good round-trip deal

$237 or less

Good one-way deal

$120 or less
From Pennsylvania to Caribbean
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One-way flight from Pennsylvania to Caribbean
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Highest demand for flights based on searches. 7% potential increase in price ($22 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($9 potential savings vs. average RT price).
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Average for round-trip flights in July 2025
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Price to beat on a round-trip flight from Pennsylvania to Caribbean.
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Price to beat on a one-way flight from Pennsylvania to Caribbean.
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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 July 3, 2025.

This Priceline deal was found by Cheapflights users on 6/30. 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 9/185:55 amEWR - SJU
1 stop8h 16mFrontier
Thu 9/184:51 pmSJU - EWR
Nonstop4h 11mFrontier
Deal found 6/30$144
This Kiwi.com deal was found by Cheapflights users on 7/1. 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 7/910:00 pmEWR - SJU
Nonstop4h 03mMultiple Airlines
Thu 7/1011:59 pmSJU - EWR
Nonstop4h 12mMultiple Airlines
Deal found 7/1$145
This FlightHub deal was found by Cheapflights users on 7/3. 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.
Fri 8/17:00 pmEWR - SJU
Nonstop4h 00mSpirit Airlines
Fri 8/811:59 pmSJU - EWR
Nonstop4h 12mSpirit Airlines
Deal found 7/3$148
This Cheapflightsfares deal was found by Cheapflights users on 7/2. 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.
Sat 7/126:00 amJFK - SJU
Nonstop4h 02mFrontier
Wed 7/236:00 amSJU - JFK
Nonstop4h 03mFrontier
Deal found 7/2$155
This Priceline deal was found by Cheapflights users on 6/30. 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 10/236:30 amLGA - SJU
1 stop7h 45mFrontier
Sun 10/269:39 pmSJU - LGA
1 stop24h 21mFrontier
Deal found 6/30$159
This United Airlines deal was found by Cheapflights users on 7/1. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/318:15 amLGA - SJU
2 stops13h 07mUnited Airlines
Mon 11/35:50 pmSJU - LGA
1 stop6h 40mUnited Airlines
Deal found 7/1$165
This JetBlue deal was found by Cheapflights users on 7/2. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/233:30 pmJFK - SJU
Nonstop4h 05mJetBlue
Fri 8/16:00 amSJU - JFK
Nonstop3h 59mJetBlue
Deal found 7/2$166
This American Airlines deal was found by Cheapflights users on 7/2. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/98:00 amLGA - SJU
1 stop13h 55mAmerican Airlines
Wed 7/306:03 amSJU - LGA
1 stop9h 02mAmerican Airlines
Deal found 7/2$170
This American Airlines deal was found by Cheapflights users on 7/3. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/136:30 amJFK - SJU
1 stop17h 25mAmerican Airlines
Wed 7/161:37 pmSJU - JFK
1 stop9h 33mAmerican Airlines
Deal found 7/3$175
This Priceline deal was found by Cheapflights users on 7/1. 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.
Sat 8/23:58 pmPHL - SJU
1 stop8h 29mMultiple Airlines
Sat 8/912:37 pmSJU - PHL
Nonstop4h 10mMultiple Airlines
Deal found 7/1$175
This American Airlines deal was found by Cheapflights users on 7/3. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/144:49 pmEWR - SJU
1 stop12h 17mAmerican Airlines
Wed 7/166:15 amSJU - EWR
1 stop12h 28mAmerican Airlines
Deal found 7/3$175
This Priceline deal was found by Cheapflights users on 7/3. 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.
Sat 7/125:00 pmLGA - SJU
1 stop7h 46mMultiple Airlines
Thu 7/1710:14 pmSJU - LGA
1 stop11h 46mMultiple Airlines
Deal found 7/3$177

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 July 3, 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

Thu 9/18

5:55 am-2:11 pm

1 stop8h 16m

San Juan Luis Munoz Marin Intl

Thu 9/18

4:51 pm-9:02 pm

Nonstop4h 11m

$144

NewarkSan Juan

EWR - SJU

EWRSJU

Newark

Fri 8/1

7:00 pm-11:00 pm

Nonstop4h 00m

San Juan Luis Munoz Marin Intl

Fri 8/8

11:59 pm-4:11 am

Nonstop4h 12m

$148

NewarkSan Juan

EWR - SJU

EWRSJU

Newark

Mon 7/14

7:00 pm-11:00 pm

Nonstop4h 00m

San Juan Luis Munoz Marin Intl

Tue 7/22

4:53 pm-9:05 pm

Nonstop4h 12m

$149

New YorkSan Juan

JFK - SJU

JFKSJU

New York John F Kennedy Intl

Wed 7/16

11:04 am-3:06 pm

Nonstop4h 02m

San Juan Luis Munoz Marin Intl

Tue 7/22

9:30 pm-1:33 am

Nonstop4h 03m

$155

New YorkSan Juan

LGA - SJU

LGASJU

New York LaGuardia

Thu 10/23

6:30 am-2:15 pm

1 stop7h 45m

San Juan Luis Munoz Marin Intl

Sun 10/26

9:39 pm-10:00 pm

1 stop24h 21m

$159

New YorkSan Juan

LGA - SJU

LGASJU

New York LaGuardia

Fri 10/31

8:15 am-9:22 pm

2 stops13h 07m

San Juan Luis Munoz Marin Intl

Wed 11/5

5:50 pm-11:30 pm

1 stop6h 40m

$165

New YorkSan Juan

JFK - SJU

JFKSJU

New York John F Kennedy Intl

Wed 7/23

7:20 pm-11:34 pm

Nonstop4h 14m

San Juan Luis Munoz Marin Intl

Fri 8/1

6:00 am-9:59 am

Nonstop3h 59m

$166

New YorkSan Juan

JFK - SJU

JFKSJU

New York John F Kennedy Intl

Sun 7/13

6:30 am-11:55 pm

1 stop17h 25m

San Juan Luis Munoz Marin Intl

Wed 7/16

1:37 pm-11:10 pm

1 stop9h 33m

$175

New YorkSan Juan

LGA - SJU

LGASJU

New York LaGuardia

Mon 7/14

7:00 pm-5:06 am

1 stop10h 06m

San Juan Luis Munoz Marin Intl

Thu 7/17

6:04 am-8:59 pm

1 stop14h 55m

$175

PhiladelphiaSan Juan

PHL - SJU

PHLSJU

Philadelphia

Sat 8/2

3:58 pm-12:27 am

1 stop8h 29m

San Juan Luis Munoz Marin Intl

Wed 8/13

8:00 am-11:54 am

Nonstop3h 54m

$175

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/1

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, September is the cheapest month in which you can book a flight from Pennsylvania to Caribbean (average of $254). Flying from Pennsylvania to Caribbean in June is currently the most expensive (average of $339). 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 July 3, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Pennsylvania to Caribbean as you normally would.

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 July 3, 2025.

The most flights from USPA to 0CB are scheduled on a Monday (7 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (3 on average).

Reviews of airlines servicing Caribbean

Get insights into the airlines that provide service to Caribbean. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Caribbean. Reviews last updated July 3, 2025.
Peruse reviews from past customers who have flown with Southwest, Delta, and Copa Airlines from Pennsylvania to Caribbean to help guide your decision. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,266 reviews

Overall

8.0

Crew

8.6

Entertainment

7.6

Boarding

8.2

Food

7.0

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Southwest
8.0
Very good
4,266 reviews
Southwest
8.0
Very good
4,266 reviews

Overall

8.0

Crew

8.6

Entertainment

7.6

Boarding

8.2

Food

7.0

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Delta
8.0
Very good
7,982 reviews
Southwest
8.0
Very good
4,266 reviews

Overall

8.0

Crew

8.6

Entertainment

7.6

Boarding

8.2

Food

7.0

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Copa Airlines
7.5
Good
1,467 reviews
Southwest
8.0
Very good
4,266 reviews

Overall

8.0

Crew

8.6

Entertainment

7.6

Boarding

8.2

Food

7.0

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
United Airlines
7.4
Good
8,861 reviews
Southwest
8.0
Very good
4,266 reviews

Overall

8.0

Crew

8.6

Entertainment

7.6

Boarding

8.2

Food

7.0

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
JetBlue
7.3
Good
2,916 reviews
Southwest
8.0
Very good
4,266 reviews

Overall

8.0

Crew

8.6

Entertainment

7.6

Boarding

8.2

Food

7.0

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

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.

  • What are the cheapest airlines to fly from Pennsylvania to Caribbean one-way?

    For one-way options, check prices for JetBlue. According to our data, you can fly for as low as $83. Users have also found prices from $84 and $85 on Frontier and Spirit 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, September is the cheapest month in which you can book a flight from Pennsylvania to Caribbean (average of $254). Flying from Pennsylvania to Caribbean in June is currently the most expensive (average of $339). 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

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Alternative routes for Pennsylvania to Caribbean

See prices for flight routes from nearby airports that may be better suited for you.
Dallas/Fort Worth to LaGuardia flights
Los Angeles to John F Kennedy Intl flights
Dallas/Fort Worth to Seattle flights
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Dallas/Fort Worth to Cancún flights
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San Francisco to Las Vegas flights
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Ontario to Seattle flights
George Bush Intcntl to Cancún flights
O'Hare Intl to Cancún flights
Newark to Heathrow flights
Seattle to Los Angeles flights
Dallas/Fort Worth to Newark flights
O'Hare Intl to Newark 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 July 3, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$78Average$343FlexibilityNo cancel feeOn-time62%
Avelo AirlinesCheapest$99Average$163FlexibilityNo cancel feeOn-timeN/A
Spirit AirlinesCheapest$128Average$396FlexibilityNo cancel feeOn-time65%
JetBlueCheapest$174Average$531FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$175Average$626FlexibilityNo cancel feeOn-time69%
Air CanadaCheapest$194Average$559FlexibilityNo cancel feeOn-time67%
DeltaCheapest$203Average$514FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$250Average$600FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$306Average$633FlexibilityNo cancel feeOn-time63%

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