HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Caribbean Islands

$99+ Cheap flights from Philadelphia (PHL) to Caribbean Islands

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 7/26. Fares are subject to change and may not be available on all flights or dates of travel.
PHL — SJU
Jun 23 — Jun 301
Mon 6/23
Mon 6/30
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Philadelphia to Caribbean Islands 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 Philadelphia to Caribbean Islands

Keep the following information in mind while searching for Philadelphia to Caribbean Islands flight deals. Data was last updated June 18, 2025.

Round-trip from

$176
(Cheapflightsfares)

One-way from

$99
(Trip.com)

Popular in

December

Cheapest in

October

Average price

$298
From Philadelphia to Caribbean Islands
Search Deals
One-way flight from Philadelphia to Caribbean Islands
Search Deals
Highest demand for flights based on searches. 7% potential increase in price ($22 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($8 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in June 2025
Search Deals

Find flight deals from Philadelphia to Caribbean Islands

Cheapest flights from Philadelphia to Caribbean Islands
Explore the most affordable flight options available from Philadelphia to Caribbean Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 18, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 6/16. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/76:39 amPHL - SJU
1 stop18h 07mFrontier
Wed 7/91:43 pmSJU - PHL
1 stop19h 46mFrontier
Deal found 6/16$176
This FlightHub deal was found by Cheapflights users on 6/16. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/56:20 amPHL - SJU
1 stop12h 59mMultiple Airlines
Wed 7/91:43 pmSJU - PHL
1 stop19h 46mMultiple Airlines
Deal found 6/16$177
This Cheapflightsfares deal was found by Cheapflights users on 6/16. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/56:20 amPHL - SJU
1 stop12h 59mSpirit Airlines
Wed 7/912:37 pmSJU - PHL
Nonstop4h 10mSpirit Airlines
Deal found 6/16$185
This Delta deal was found by Cheapflights users on 6/17. 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.
Sun 9/75:25 amPHL - SJU
1 stop11h 11mDelta
Wed 9/242:28 pmSJU - PHL
1 stop7h 45mDelta
Deal found 6/17$215
This Frontier deal was found by Cheapflights users on 6/17. 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 6/306:00 amPHL - STT
1 stop10h 27mFrontier
Fri 7/115:14 pmSTT - PHL
1 stop11h 46mFrontier
Deal found 6/17$216
This Priceline deal was found by Cheapflights users on 6/17. 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.
Sun 7/68:05 pmPHL - STT
1 stop20h 24mMultiple Airlines
Sat 7/124:05 pmSTT - PHL
1 stop7h 16mMultiple Airlines
Deal found 6/17$232
This Cheapflightsfares deal was found by Cheapflights users on 6/17. 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 7/126:13 amPHL - STT
1 stop8h 57mSpirit Airlines
Thu 7/174:05 pmSTT - PHL
1 stop7h 16mSpirit Airlines
Deal found 6/17$261
This American Airlines deal was found by Cheapflights users on 6/16. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/176:55 pmPHL - SJU
Nonstop4h 00mAmerican Airlines
Sat 6/218:30 amSJU - PHL
Nonstop4h 00mAmerican Airlines
Deal found 6/16$269
This Priceline deal was found by Cheapflights users on 6/16. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/228:05 pmPHL - SXM
1 stop21h 11mFrontier
Fri 6/276:26 pmSXM - PHL
1 stop7h 16mFrontier
Deal found 6/16$294
This American Airlines deal was found by Cheapflights users on 6/16. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/2810:44 amPHL - PUJ
Nonstop4h 00mAmerican Airlines
Thu 7/311:24 pmPUJ - PHL
Nonstop4h 00mAmerican Airlines
Deal found 6/16$306
This Kiwi.com deal was found by Cheapflights users on 6/16. 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.
Sat 7/56:20 amPHL - PUJ
2 stops15h 04mMultiple Airlines
Wed 7/92:00 pmPUJ - PHL
Nonstop4h 00mMultiple Airlines
Deal found 6/16$316
This Cheapflightsfares deal was found by Cheapflights users on 6/16. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/259:10 amPHL - PUJ
Nonstop3h 55mSpirit Airlines
Fri 8/12:00 pmPUJ - PHL
Nonstop4h 00mSpirit Airlines
Deal found 6/16$318

Cheapflights Fare Finder

Customize your flight search to find flights from Philadelphia to Caribbean Islands 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 June 18, 2025.
Use the filters below to find and compare flights from Philadelphia to Caribbean Islands that are best for you.

Fly from

Philadelphia

Fly to

Caribbean Islands

Route

Depart

Return

Price

PhiladelphiaSan Juan

PHL - SJU

PHLSJU

Philadelphia

Mon 7/7

11:49 am-12:46 am

1 stop12h 57m

San Juan Luis Munoz Marin Intl

Fri 7/11

3:13 pm-12:35 am

1 stop9h 22m

$176

PhiladelphiaSan Juan

PHL - SJU

PHLSJU

Philadelphia

Sat 7/5

6:20 am-7:19 pm

1 stop12h 59m

San Juan Luis Munoz Marin Intl

Wed 7/9

1:43 pm-9:29 am

1 stop19h 46m

$177

PhiladelphiaSan Juan

PHL - SJU

PHLSJU

Philadelphia

Sat 7/5

6:20 am-7:19 pm

1 stop12h 59m

San Juan Luis Munoz Marin Intl

Wed 7/9

12:37 pm-4:47 pm

Nonstop4h 10m

$185

PhiladelphiaSan Juan

PHL - SJU

PHLSJU

Philadelphia

Sun 9/7

5:25 am-11:40 am

1 stop6h 15m

San Juan Luis Munoz Marin Intl

Sun 9/21

5:19 pm-12:23 am

1 stop7h 04m

$215

PhiladelphiaSaint Thomas Island

PHL - STT

PHLSTT

Philadelphia

Mon 6/30

6:00 am-4:27 pm

1 stop10h 27m

Saint Thomas Island Cyril E King

Fri 7/11

5:14 pm-5:00 am

1 stop11h 46m

$216

PhiladelphiaSaint Thomas Island

PHL - STT

PHLSTT

Philadelphia

Sun 7/6

8:05 pm-4:29 pm

1 stop20h 24m

Saint Thomas Island Cyril E King

Sat 7/12

4:05 pm-11:21 pm

1 stop7h 16m

$232

PhiladelphiaSaint Thomas Island

PHL - STT

PHLSTT

Philadelphia

Sat 7/12

7:05 pm-12:30 pm

1 stop17h 25m

Saint Thomas Island Cyril E King

Sat 7/19

4:05 pm-11:21 pm

1 stop7h 16m

$261

PhiladelphiaSimpson Bay

PHL - SXM

PHLSXM

Philadelphia

Mon 7/14

6:00 am-5:21 pm

1 stop11h 21m

Simpson Bay Princess Juliana

Mon 7/21

6:26 pm-5:00 am

1 stop10h 34m

$297

PhiladelphiaPunta Cana

PHL - PUJ

PHLPUJ

Philadelphia

Mon 7/28

10:44 am-2:44 pm

Nonstop4h 00m

Punta Cana

Thu 7/31

1:24 pm-5:24 pm

Nonstop4h 00m

$306

PhiladelphiaPunta Cana

PHL - PUJ

PHLPUJ

Philadelphia

Sat 7/5

6:20 am-9:24 pm

2 stops15h 04m

Punta Cana

Wed 7/9

2:00 pm-6:00 pm

Nonstop4h 00m

$316

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/16

Showing 1-10 of 60 results
1
2
3
...
6

Best time to book a flight from Philadelphia to Caribbean Islands

Have a flexible travel schedule? Discover the best time to fly to Caribbean Islands from Philadelphia 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 Philadelphia to Caribbean Islands

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

Currently, September is the cheapest month in which you can book a flight from Philadelphia to Caribbean Islands (average of $254). Flying from Philadelphia to Caribbean Islands 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 PHL to EPX?

Find hourly flight availability from Philadelphia to Caribbean Islands. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated June 18, 2025.

When flying from Philadelphia to Caribbean Islands, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Weekly flight availability from Philadelphia to Caribbean Islands

Explore weekly flight availability from Philadelphia to Caribbean Islands. 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 June 18, 2025.

The most flights from PHL to zzEPX are scheduled on a Monday (7 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (6 on average).

Rainfall in Caribbean Islands by month

Plan your trip to Caribbean Islands by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Caribbean Islands ranges from 2.2 - 6.1 inches per month. November is typically the wettest month, when rainfall can reach 6.1 in. February is typically the driest time to visit Caribbean Islands when rainfall is around 2.2 in.

Temperature in Caribbean Islands by month

Plan your trip to Caribbean Islands by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Caribbean Islands, use this chart to help with planning. For those seeking warmer temperatures, June is the ideal time of year to visit, when temperatures reach an average of 82.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 77.0 F).

Reviews of airlines servicing Caribbean Islands

Get insights into the airlines that provide service to Caribbean Islands. 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 Islands. Reviews last updated June 18, 2025.
Read through reviews of airlines operating flights from Philadelphia to Caribbean Islands, such as Southwest, Delta and Copa Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,280 reviews

Entertainment

7.6

Overall

8.0

Comfort

8.0

Crew

8.6

Boarding

8.2

Food

7.1

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
4,280 reviews
Southwest
8.0
Very good
4,280 reviews

Entertainment

7.6

Overall

8.0

Comfort

8.0

Crew

8.6

Boarding

8.2

Food

7.1

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
7,964 reviews
Southwest
8.0
Very good
4,280 reviews

Entertainment

7.6

Overall

8.0

Comfort

8.0

Crew

8.6

Boarding

8.2

Food

7.1

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
1,455 reviews
Southwest
8.0
Very good
4,280 reviews

Entertainment

7.6

Overall

8.0

Comfort

8.0

Crew

8.6

Boarding

8.2

Food

7.1

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
8,810 reviews
Southwest
8.0
Very good
4,280 reviews

Entertainment

7.6

Overall

8.0

Comfort

8.0

Crew

8.6

Boarding

8.2

Food

7.1

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
2,924 reviews
Southwest
8.0
Very good
4,280 reviews

Entertainment

7.6

Overall

8.0

Comfort

8.0

Crew

8.6

Boarding

8.2

Food

7.1

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 Philadelphia to Caribbean Islands. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Philadelphia to Caribbean Islands?

    Philadelphia (PHL) is the airport you will fly out of if you book a flight from Philadelphia to Caribbean Islands. It is only a 7.0 mi journey to Philadelphia (PHL) from Philadelphia’s city center.

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

    The cheapest airlines for a one-way flight from Philadelphia to Caribbean Islands are Frontier ($99), Spirit Airlines ($103), and Southwest ($149).

  • What are the most popular routes from Philadelphia to Caribbean Islands?

    The most popular route from Philadelphia to Caribbean Islands is Philadelphia - San Juan Luis Munoz Marin Intl. You may also consider Philadelphia - Punta Cana or Philadelphia - Oranjestad Reina Beatrix.

  • What are the most reliable airlines from Philadelphia to Caribbean Islands?

    The top 3 most reliable airlines when flying from Philadelphia to Caribbean Islands are Spirit Airlines (79%), British Airways (68%) and American Airlines (66%).

  • What are the cheapest flights from Philadelphia to Caribbean Islands?

    On average you can expect to pay $203 for a flight from Philadelphia to Caribbean Islands. The cheapest flight overall is $100 while the most popular route, (Philadelphia - San Juan Luis Munoz Marin Intl) is currently priced at $191.

  • Can I find deals for flights from Philadelphia to Caribbean Islands that include hotel bookings?

    Yes. In addition to deals on Philadelphia to Caribbean Islands flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Philadelphia to Caribbean Islands?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Philadelphia to Caribbean Islands.

  • Can I find deals for business class flights from Philadelphia to Caribbean Islands?

    Yes. Cheapflights offers flight deals from Philadelphia to Caribbean Islands 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 Philadelphia to Caribbean Islands?

    Currently, September is the cheapest month in which you can book a flight from Philadelphia to Caribbean Islands (average of $254). Flying from Philadelphia to Caribbean Islands 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

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 Philadelphia to Caribbean Islands

See prices for flight routes from nearby airports that may be better suited for you.
John F Kennedy Intl to Cancún flights
Newark to Fort Lauderdale flights
John F Kennedy Intl to Miami flights
LaGuardia to Fort Lauderdale flights
Newark to Cancún flights
John F Kennedy Intl to Seattle flights
Newark to O'Hare Intl flights
Newark to Miami flights
John F Kennedy Intl to O'Hare Intl flights
LaGuardia to Dallas/Fort Worth flights
Newark to Seattle flights
LaGuardia to Miami flights
John F Kennedy Intl to Orlando flights
LaGuardia to O'Hare Intl flights
John F Kennedy Intl to Los Angeles flights
John F Kennedy Intl to Fort Lauderdale flights
Newark to Los Angeles flights
Newark to Orlando flights
John F Kennedy Intl to Las Vegas flights
John F Kennedy Intl to San Francisco flights
John F Kennedy Intl to Mexico City flights
LaGuardia to Orlando flights
LaGuardia to Atlanta flights
Newark to San Francisco flights
Newark to Las Vegas flights
Dulles Intl to Seattle flights
John F Kennedy Intl to Denver flights
LaGuardia to Cancún flights
John F Kennedy Intl to Dallas/Fort Worth flights
Dulles Intl to Cancún flights
LaGuardia to Los Angeles flights
Newark to Denver flights
John F Kennedy Intl to Atlanta flights
Newark to Mexico City flights
Dulles Intl to Los Angeles flights
Reagan-National to Seattle flights
Newark to Dallas/Fort Worth flights
LaGuardia to Seattle flights
LaGuardia to Denver flights
LaGuardia to Las Vegas flights
Newark to Atlanta flights
John F Kennedy Intl to West Palm Beach flights
John F Kennedy Intl to Honolulu flights
LaGuardia to Hobby flights
John F Kennedy Intl to Hobby flights
Reagan-National to Los Angeles flights
Reagan-National to Miami flights
Newark to Midway flights
John F Kennedy Intl to Midway flights
Philadelphia to Orlando flights

Top 9 airlines flying from Philadelphia to Caribbean Islands

Discover the top 9 airlines that operate flights from Philadelphia to Caribbean Islands. 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 June 18, 2025.
AirlineCheapestAverageFlexibilityOn-time
Avelo AirlinesCheapest$99Average$232FlexibilityNo cancel feeOn-timeN/A
Spirit AirlinesCheapest$128Average$407FlexibilityNo cancel feeOn-time65%
FrontierCheapest$148Average$391FlexibilityNo cancel feeOn-time62%
JetBlueCheapest$174Average$508FlexibilityNo cancel feeOn-time62%
Air CanadaCheapest$194Average$552FlexibilityNo cancel feeOn-time67%
American AirlinesCheapest$250Average$641FlexibilityNo cancel feeOn-time71%
DeltaCheapest$254Average$576FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$336Average$690FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$389Average$615FlexibilityNo cancel feeOn-time63%

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.