$84 Find Cheap Flights from Philadelphia to Caribbean Islands

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Philadelphia to Caribbean Islands departing on 10/7. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy

KAYAK searches hundreds of travel sites at once for deals on flights to Caribbean Islands

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Philadelphia to Caribbean Islands.
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Philadelphia to Caribbean Islands.
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Flight Deals

Cheap Flights from Philadelphia to Caribbean Islands

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Punta Cana
Punta Cana1 stop$289
Santo Domingo
Santo Domingo1 stop$319
Montego Bay
Montego Bay1 stop$328
Oranjestad
Oranjestadnonstop$527
Nassau
Nassau1 stop$355
Simpson Bay
Simpson Bay1 stop$327
Kingston
Kingston1 stop$338
Providenciales
Providenciales1 stop$362
Port of Spain
Port of Spain1 stop$385
Bridgetown
Bridgetown1 stop$371
George Town
George Town1 stop$311
Willemstad
Willemstad1 stop$308
Castries
Castries2 stops$743
St. John's
St. John's1 stop$522
Puerto Plata
Puerto Plata1 stop$453
Aguadilla
Aguadilla1 stop$226
Punta Cana
Punta Cana1 stop$289
Santo Domingo
Santo Domingo1 stop$319
Montego Bay
Montego Bay1 stop$328
Oranjestad
Oranjestadnonstop$527
Nassau
Nassau1 stop$355
Simpson Bay
Simpson Bay1 stop$327
Kingston
Kingston1 stop$338
Providenciales
Providenciales1 stop$362
Port of Spain
Port of Spain1 stop$385
Bridgetown
Bridgetown1 stop$371
George Town
George Town1 stop$311
Willemstad
Willemstad1 stop$308
Castries
Castries2 stops$743
St. John's
St. John's1 stop$522
Puerto Plata
Puerto Plata1 stop$453
Aguadilla
Aguadilla1 stop$226

Book Cheap Philadelphia to Caribbean Islands Plane Tickets

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Philadelphia to Caribbean Islands that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Philadelphia to Caribbean Islands

Sat, Oct 4 - Thu, Oct 9
Frontier Logo
8:10 am - 12:01 pmPHL-SJU
3h 51mnonstop
Frontier Logo
12:11 pm - 4:09 pmSJU-PHL
3h 58mnonstop
$154Frontier
Find Deal
Mon, Nov 17 - Wed, Nov 19
Frontier Logo
6:15 am - 11:01 amPHL-SJU
3h 46mnonstop
Frontier Logo
2:25 am - 5:32 amSJU-PHL
4h 07mnonstop
$155Frontier
Find Deal
Sat, Oct 25 - Sat, Nov 1
Spirit Airlines Logo
7:54 pm - 9:56 amPHL-STT
14h 02m1 stop
Spirit Airlines Logo
11:01 am - 11:36 pmSTT-PHL
12h 35m1 stop
$259Spirit Airlines
Find Deal
Mon, Oct 6 - Tue, Oct 14
Spirit Airlines Logo
9:55 pm - 9:56 amPHL-STT
12h 01m1 stop
Spirit Airlines Logo
11:01 am - 12:53 pmSTT-PHL
25h 52m2 stops
$262Spirit Airlines
Find Deal
Tue, Oct 28 - Tue, Nov 4
American Airlines Logo
8:32 am - 12:27 pmPHL-PUJ
3h 55mnonstop
American Airlines Logo
4:48 pm - 7:54 pmPUJ-PHL
4h 06mnonstop
$323American Airlines
Find Deal
Thu, Nov 13 - Mon, Nov 17
United Airlines Logo
10:34 am - 5:25 pmPHL-PUJ
5h 51m1 stop
United Airlines Logo
2:55 pm - 11:03 pmPUJ-PHL
9h 08m1 stop
$331United Airlines
Find Deal
Fri, Oct 31 - Tue, Nov 4
American Airlines Logo
8:32 am - 12:27 pmPHL-PUJ
3h 55mnonstop
American Airlines Logo
2:30 pm - 5:38 pmPUJ-PHL
4h 08mnonstop
$341American Airlines
Find Deal
Wed, Dec 3 - Sun, Dec 7
United Airlines Logo
10:33 am - 4:00 pmPHL-PLS
5h 27m1 stop
United Airlines Logo
5:06 pm - 9:35 amPLS-PHL
16h 29m1 stop
$473United Airlines
Find Deal
Tue, Dec 30 - Fri, Jan 9
Delta Logo
5:30 am - 3:20 pmPHL-BGI
8h 50m1 stop
Delta Logo
4:30 pm - 9:27 amBGI-PHL
17h 57m1 stop
$501Delta
Find Deal
Thu, Jan 1 - Mon, Jan 12
Delta Logo
6:00 am - 3:20 pmPHL-BGI
8h 20m1 stop
Delta Logo
4:30 pm - 9:27 amBGI-PHL
17h 57m1 stop
$551Delta
Find Deal
Booking Insights

KAYAK's insights & trends for Philadelphia to Caribbean Islands flights

Get data-powered insights and trends into flights from Philadelphia to Caribbean Islands to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest Philadelphia to Caribbean Islands flight route?

Data is based on round-trip flight searches on KAYAK over the past month.

The cheapest ticket to Caribbean Islands from Philadelphia found in the last 72 hours was to San Juan, at $154 round-trip. The most popular route is from Philadelphia (PHL) to San Juan Luis Munoz Marin Intl Airport (SJU), and the cheapest round-trip airline ticket found on this route in the last 72 hours was $154.

Can I save money by flying with a layover from Philadelphia to Caribbean Islands?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

No, with an average price for the route of $513, prices are generally cheapest when you fly direct.

What is the cheapest month to fly from Philadelphia to Caribbean Islands?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Philadelphia to Caribbean Islands, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Philadelphia to Caribbean Islands is October, when tickets cost $218 (return) on average. On the other hand, the most expensive months are December and April, when the average cost of round-trip tickets is $367 and $298 respectively.

What’s the cheapest day of the week to fly from Philadelphia to Caribbean Islands?

The average price of all round-trip flights from Philadelphia to Caribbean Islands clicked on KAYAK for each day over the last 12 months.

If you are looking for a flight deal from Philadelphia to Caribbean Islands, look for departures on Mondays and avoid leaving on a Thursday, as it's usually the priciest day. When flying back from Caribbean Islands, Thursday is the cheapest day to fly and Sunday is the most expensive.

How far in advance should I book a flight from Philadelphia to Caribbean Islands?

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Philadelphia to Caribbean Islands, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from Philadelphia to Caribbean Islands, you should book around 2 weeks before departure, which saves you about 22% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 2 weeks before departure.

Good to know

Low seasonSeptember
Cheapest flight$84
Best time to beat the crowds with an average 9% drop in price.
Most popular time to fly with an average 23% increase in price.
Flight from Philadelphia to San Juan Airport

FAQs - booking Caribbean Islands flights

  • How does KAYAK find such low prices on flights from Philadelphia to Caribbean Islands?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Philadelphia to Caribbean Islands.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Philadelphia to Caribbean Islands?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Philadelphia to Caribbean Islands is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Philadelphia to Caribbean Islands?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly from Philadelphia to Caribbean Islands with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Philadelphia to Caribbean Islands?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying from Philadelphia to Caribbean Islands up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

  • What is the cheapest time of day to fly to Caribbean Islands?

    The cheapest time of day to fly to Caribbean Islands is generally at night, when round-trip flights cost $273 on average. Morning departures are around 9% more expensive than evening flights, on average. The most expensive time of day to fly to Caribbean Islands is generally in the afternoon, which is peak travel time and where the average cost of a ticket is $372.

Top tips for finding cheap flights to Caribbean Islands

  • Looking for a cheap flight? 25% of our users found tickets from Philadelphia to the following destinations at these prices or less: San Juan $137 one-way - $237 round-trip

Reviews of the top 5 airlines serving from Philadelphia to Caribbean Islands

 
See real verified KAYAK customer reviews for airlines flying from Philadelphia to Caribbean Islands. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Philadelphia to Caribbean Islands? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.9
DeltaOverall score based on 7954 reviews
7.9Entertainment
8.2Boarding
7.9Comfort
8.5Crew
7.3Food
Airline reviews

Perfect flight both ways. On time, courteous staff, plane comfortable and cool. Best domestic flights I’ve had in awhile.

10.0 ExcellentAnonymous, Sep 2025CLT - BOS
Read more Delta reviews

Perfect flight both ways. On time, courteous staff, plane comfortable and cool. Best domestic flights I’ve had in awhile.

The food was terrible especially for a 15 hour international flight. The crew was unpleasant as well.

Really low quality food especially for an international flight. The crew also was surprisingly unpleasant except couple of ladies. I know we were not in first class but that’s no reason to treat customers as less.

Flight delayed for two and half hours and then canceled altogether due to mechanical issues. No mechanic onsite to fix so had to send one from LAX.

Quick check in. Everything went smooth. I don't know what can be done about airline food.

Crew was good. The reservation got mixed up and they didn't have my TSA number. I am also a Silver Medallion and wasn't able to use Sky Priority.

Delta made it easy, comfortable and timely. The crew was fantastic.

This route with Delta always has delays or is cancelled. Aircrafts seem smaller and older. I fly Delta quite a bit - haven’t had issues with the international flights. But this route has always been the troublesome one

Nothing special. The crew never went out of their way for anything.

Three seats in first class were broken and while they were able to still acommodate us it was looking very touch and go and they had others they could not acommodate

We had to deboard 2 times due to maintenance issues. They changed the plane, and then we got deviated to LAX due to maibtenance issues on the other plane, had to sleep at LAX and los a full day.

Everything was good, except the seats in economy were so close together, you could barely get out when the seat in front of your was reclined. If the airlines keep jamming in more and more seats, it will become intolerable. I will look for another airline that considers customer comfort and does not keep adding more rows of seats for more profit.

The newer screen was super cool and had the option to watch many different shows or movies. Crew was polite and helpful. However again, many children screaming bloody murder and kicking my seat, and parents doing nothing about it as usual.

Flight was good and crew was super polite. However, there were around 5 kids screaming the WHOLE 2 hours. I understand kids have to come but parents need to do something to control their children. They make the experience terrible, especially after finishing 16 hour shifts at the hospital I needed some sleep, which I did not get.

IAD with the archaic people movers is just a place to be avoided.

Great service on board. Boarding a bit slow due to process. Food was pretty average.

Tastless food and too obvious lack of enthusiasm for service in the economy vesus business class

All of the United employees I interacted with were professional and courteous. The aircraft was clean, the food on the flight was good. No complaints here.

I had no checked baggage but was required to hand over carry on baggage at the door of the plane. There was a lot of overboard space in the plane and I was one of the last ones. I ran to get my carry on but it was gone. I was given back at the plane door in Toronto, so the wait was not as long as it would have been at the carousel.

Armrest controller on my seat 35D and nextbooennseat 35E did not work right. Hard to press buttons to recognize and 35D had constantnpressure either upmost down somit was nearly impossible to make selections. .

Flight was delayed not sure why no explanation given and no apologies either. Otherwise the flight was fine

Did not get the seat I selected and paid for.

The flight was canceled 3 hours after original take off time

Plane was delayed for 6 hours, at first by weather, which is understandable, but was further delayed with NO given reason for 2 1/2 hours more. We had no clue when we were going to depart actually until they opened the ramp. VERY POOR to ZERO COMMUNICATION!!!

Flight was delayed and after being in the airport for like seven hours, it was canceled.

Flight delays numerous times. Everytime we would get close to boarding it would be delayed again. Strung along the entire time.

Overall very good, only complaint I have is the crew from CLT to SAT could have collected trash sooner.

Above and beyond effort from this crew in a tough situation. So helpful and understanding. Thank you!

We started with trouble checking in 24 hours early. Then my husband did not get his TSA precheck. Finally flight delayed due to no crew. I know things happen

Most miserable flight ever. We waited almost 2 hours on the runway because the flight was oversold. American offered $1200 credit. Then there was some nonsense about weight distribution. Ridiculous. No food for 8 plus hours on the flight. I will be writing a letter.

Everything was fine. I'm average height and I pack light. I'm ready for my Spirit flight.

Changing the flight time to 6:15 am on the return flight is extremely inconvenient. The flight was okay. It was on time. The crew was friendly. The seats were uncomfortable. All the upsells are annoying, and I would prefer paying a single higher fee and not have to purchase so much extra.

Spirit Airlines was ok but TRAVELHELPDESK, the 3rd party travel agent IS A JOKE! VERY RUDE CUSTOMER AGENTS ont he phone. NO HELP AT ALL. But the airlines was ok.

No Tumberlence smooth flight. Try to change the menu on Snacks.

Cancelled my flight last minute and did not help me rebook. It was a horrible experience.

No frills - because you get what you pay for. The crew was amazing!! I had plenty of room to spread out because the flight was half full. Which made it easy to sleep.

The terminal crew is so rude cabin crew is extremely rude flight is very good

Spirit is low fare air line. Food also cost you. No free food.

The flight was delayed twice with minimal explanation. The terminal and airplane were filthy. The food voucher didn’t even cover a tiny pizza from a kiosk in the terminal. All in all, a pretty miserable experience for a flight to attend a funeral

I will use spirit more New clean aircraft Excellent crew ! Quick boarding process !

Seats were new and comfortable. Staff was fine. Missed my connection due to weather -which wasn’t their fault- but got no help at all. Gate staff sent me to customer service, which was and stayed unstaffed. Sign with QR code directed me to call or chat. Chat was useless. Call was returned after an hour. No itinerary offered by Frontier could get me home in less than 30 hours. Rebooked with another airline and got a partial refund that came to about 10 percent of what I paid to get home.

Finally a Frontier on time and efficient. I've had problems before with your airline, but this time everything went fine.

The experience was good. No frills but I got there safe and sound and on time.

Great for the price. No wifi or entertainment, but gate agents and crew were fantastic and we boarded quickly and left on time.

sluggish boarding and arrival procedures, fake nice flight attendants, and lots of delays.

Disaster. They lied every step of the way. We ended up being delayed due to crew and then allegedly abandoned the flight because of a curfew at LGA. No rebooking to LGA at any reasonable time. No hotel. No meal vouchers. Had to sleep in the airport and fly to Newark instead. Will never fly Frontier again.

What I expected, nickeled and dined and a frontier flight attendant loudly complained about her job and lack of communication as she headed to the gate on her cell phone. Not professional.

As every law enforcement agency I could imagine surrounded the plane and we didn’t disembark for 2 hours and then had to stick around for another hour to go get our personal belongings after leaving them behind and being bused away from the plane, it was scary and inconvenient. We were given no information as to why this was happening. Lack of communication with passengers was disappointing.

After boarding and un-boarding twice over 6+hours, the flight was canceled.

Severe turbulence. Captain never came on to reassure passengers after things settled down.

Everything you need to know for your flight to Caribbean Islands

Information on your arrival and departure airports

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