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Find cheap flights from Philadelphia to Caribbean Islands from $76

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 6/12. 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
0 bags
Wed 6/19
Wed 6/26

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Best Caribbean Islands Flight Deals

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours

Punta Cana
Punta Cana1 stop$213
Montego Bay
Montego Bay1 stop$224
Santo Domingo
Santo Domingo1 stop$226
Oranjestad
Oranjestad1 stop$495
Nassau
Nassau1 stop$375
Kingston
Kingston1 stop$362
Simpson Bay
Simpson Bay1 stop$270
Providenciales
Providencialesnonstop$294
Port of Spain
Port of Spain1 stop$398
Bridgetown
Bridgetown2 stops$267
George Town
George Town1 stop$396
Aguadilla
Aguadilla1 stop$219
Willemstad
Willemstad1 stop$555
Castries
Castries2 stops$769
St. John's
St. John's1 stop$527

Good to know

Low season

September

High season

July

Cheapest flight

$76
Best time to beat the crowds with an average 18% drop in price.
Most popular time to fly with an average 7% 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 to Caribbean Islands from Philadelphia 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 to Caribbean Islands with an airline and back to Philadelphia 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 to Caribbean Islands from Philadelphia up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

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 $84 one-way - $194 round-trip

Top 5 airlines serving from Philadelphia to Caribbean Islands

 
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.
8.0
DeltaOverall score based on 10615 reviews
8.6Crew
8.2Boarding
7.9Comfort
8.0Entertainment
7.4Food
Airline reviews

Rated entertainment as Mediocre as there were major problems with the Infotainment system that took probably a half hour for them to fix.

8.0 Excellentrghinftl, May 2024FLL - BOS
Read more about Delta reviews

Rated entertainment as Mediocre as there were major problems with the Infotainment system that took probably a half hour for them to fix.

Your crew could maybe answer the call bell at least one of the times I pressed it. I pressed it first time with 2.5 hours left in our flight bc my partner was hungry and wanted a sandwich. We finally got the sandwich with 40 mins left in the flight.

Half the bathrooms assigned to economy were out of action

Delta crushed it. Flight attendant in first was attentive and just never stopped. Honestly one of the best domestic flights I’ve been on.

They were an hour late and they didn’t have my wheelchair for me

The Flight crew didn’t serve us until about 1.5 hours into the flight because of turbulence but after it ended it was fine to move around. They served us water only and snacks and then NEVER, NOT ONE TIME came through to collect trash until right before landing about 1.5 hours later. There was absolutely no need for that. They crew was just standing around talking and visiting with each other and really never tried to see if we might want something besides water or even try to come pick up trash. This is VERY unusual for a Delta flight but it was not what I would have expected for a 4 hour flight.

The 1st class male crew member was very pleasant - the short female with round glasses , maybe in 50’s had no personality- never spoke when delivering my food, drink, & never smiled the whole trip! In fact looked annoyed when the boarding proses was happening- I would never hire this woman - unfriendly . Have never dealt with a crew member like her-

5-hour delay due to storms in Tanoa and airspace restricted by Miami traffic controllers.

A regional sized plane was used for a cross country flight with no overhead bin space. I had to "pink check" my laptop and my medications. I was NOT pleased!!!!

Absolutely nothing flight was cancelled and delayed for 2 days. Barely a heads up I want a full refund

Fantastic. Smooth boarding with an infant. Never experienced it with any other carriers.

This was a flight operated by Lufthansa. See me prior comments, which were meant for this experience. The CSA, Ashley, should be reprimanded if not fired for incompetence, being rude, and very, very slow. She was whispering to other CSAs, blaming my flight change on others, unable to give me a seat assignment, telling me could not help without offering any advice (I travel 200,000 miles a year and am a consultant to the airlines, so I know how this gets done PRETTY DAMN WELL). Then, she gave me literally the worst seat on the airline (yes, there were other seats open) - the one right next to the bathroom that was so bad the other PAX next to me left to move to another seat. My seat kept getting rammed (3x) by the crew with their carts (no turbulence to speak of), other passengers grabbing the seat to get in or out of the bathroom, and listening to the bathroom flush all night.

This was a Lufthansa flight, not United. The CSA at the counter, Ashley, was not only incompetent, but quite rude. Me and two other PAX waited over 7 minutes standing in front of her and another CSA and they ignored us. We joked that we must have accidently taken invisibility pills. She could have at least said "I'll be with you in a moment, I'm currently....". I could go on about how rude she and the other CSAs were (whispering, not communicating with me, blaming the situation on others, etc.). She would not work for me. Then, she gave me literally the worst seat on the plane. the worst. My seat kept getting bumped (rammed twice by the crew with their carts and about every 5 minutes by someone using the bathroom), listening to the bathroom all night, crowded seat, etc.

My seat was broken. WiFi didn’t work. Gate crew at HOU were rude and condescending. Treated all the passengers badly. Bad experience, United.

First flight of the day… MINIMUM FUEL! 15 minute landing delay at HOU due to fog turned into a 2+ hour delay! Rather than circle, they had to divert to another city to refuel! Sat on tarmac at Austin to refuel. We ALL missed our connections! The crew, including pilots, were clueless. Crew was really a mess. At HOU, Untied employees were exceedingly rude to all. It was pitiful.

Food wasn’t very good, old business seating configuration on an old A340

An hour and a half late is UNACCEPTABLE. The negative impact to our family is unconscionable. And for the price we were forced to pay...

Standard flight experience, but there is only power at the seat to row 20 on the aircraft, on my initial check in it did not say that was the case

Not a fan of the diagonal partially enclosed business class seats or how they have to be converted to beds manually by crew. I prefer more isolation and user control for switching to lie flat.

No lounge access with “United First” ticket. False alarm about late flight, jeopardizing connection. Wrong meal. Loose power socket would not hold plug, could not charge device. In-flight access to text messaging did not work. Toilet seat on plane would not stay up.

Attendants were rude. Scowling. Seats were miserable and we paid extra.

Tray table was filthy when I sat down. I needed to have someone come clean it because there was food and stains on it WiFi didn’t work after paying for in flight WiFi Food was terrible and was not filling at all Chicken was rubbery Flight attendant had an attitude, interrupted me and wasn’t able to answer basic questions about the food selection such as “does the chicken have red sauce in it”. If your flight attendants are not going to know what is in the meals so we can make an educated decision based on dietary restrictions, they shouldn’t be on the plane. My 1.5 year old niece was sleeping and dropped her binkie. I went on the ground under the chairs looking for it. It was at that time that she came up to me as I’m CLEARLY on all 4s with a flashlight and said “I need to get by”. I said one moment please I’m getting something from under the seat (while my head was literally under the seat). Her reply was “no you need to move now” and proceeded to almost push me out of the way. I looked up and all I saw was her toes under my eyes. When I looked in front of me, her private parts were inches away from my face. I then made a comment “you couldn’t waited 2 seconds?” and her response was, “no I need to use the bathroom”. I understand that and would never want to be the reason someone couldn’t get to the bathroom but I was under the seat. She could’ve gone around the other way instead of harassing me, basically placing her private parts on my head and borderline pushing me out of the way. You don’t pay (especially this much) for this deplorable experience. This was by far the worst experience I have ever had on American. I will be absolutely thinking twice and thrice about flying American Airlines again. I would rather pay more to fly delta because at least I know their WiFi will work and their flight attendants won’t have a terrible attitude for no reason, nor will they act the way this woman did. Unacceptable.

Great crew. Very comfortable business seats with nice bedding. Good food. We were delayed to let late passengers on the flight, but otherwise great experience.

Not being able to purchase my check in baggage online was a negative.

LATE LATE LATE!!! Plagued by late AA flights on this trip. Such a drag. This one was by far the worst.

Same basket of unhealthy prepackaged snacks (junk food) which was depleted by the time it got to my row!!

We experience delays on departure and connecting flights resulting in 14 hour to our next departure. We were accommodated with a night's stay but was only provided a 12 dollar meals accommodation. The airlines rules state.at least 50 dollars. In any case, it can not make up for the whole day missed on our vacation in Sydney Australia.

Flight from PHL to PHX arrived 50 minutes early and a gate was available. First class flight attendant Stephanie was very friendly and polite. Sanitizing wipes should be provided with meals in addition to refresher towels.

flight delayed so missed connection and this had to rebook for next day

Flight departed PHL one hour late due to late arrival of aircraft. On board services were okay. First class menu does not offer any new items; same desserts (cheese & crackers or Mango sorbet). At least there were no credit card promotions during the flight.

This recognisable no-frills airline gets me from point-A to point-B. I was able to get to Chicago without stress. The checked baggage collection and reclaim could be improved.

The crew was the best and very accommodating I know you don't offer any complimentary items but water and coffee will not break the bank !!

My flight was cancelled!!! I had to spend 200.00 on another flight!!

The whole day was a nightmare. Flight extremely late. Boarding was a mess of a nightmare.

When we landed, they kept us on the plane for almost 25 minutes. Could do better.

worst trip ever Spirit lost our Baggs which were never put on the plane in Atlanta. 24 hours ago they are telling me now that the bags are still missing.

Never been on this flight as i had missed it due to delayed connecting flight

Horrible. Delays, no customer support and fake promises and everything. i am suffering to help as due to connecting flight getting missed no support on ground and customer support window is closed and we are sitting o ground without anything

Missed our departing flight due to poor baggage drop staff. At the airport with 2 & 1/2 hours to spare and waited in bag check in until 15 minutes prior to gates closing before baggage staff asked us to move to the front of the line. We weren’t the only passengers that missed the flight. Poor organizational operations by Spirit staff. Otherwise , the return trip was fine.

My experience with Spirit was perfect. Did not expect it to be this good

I arrived 1 hour prior to boarding, and they said I was too late for a domestic flight. First time I heard that :-(

Check in online was easy. Seats aren’t very comfortable

Fecal matter in seat back pocket. Presumably from a kids diaper.

Worst airline to travel with. They treat you like a prisoner in a jailhouse barking out orders and threats. Nickle and dime you to the same price or higher than a respectable airline like one of the big 3 . Might as well fly with standard airlines

Well I mean u get what u pay for so 🤷‍♂️

Over an hour delay in departure but I was notified beforehand. Another delay on tarmac upon arrival at LGA. We ended up departing the plane almost 2 hours later than expected

I fly Frontier because it’s affordable. I understand that the seats are tight and not the most comfortable…but that’s part of it. The problem with this flight was that there was a group of travelers directly behind me at the back of the plane who were ridiculously loud and obnoxious the entire flight. I’m pretty sure they were drunk and I could periodically smell an odd odor that I believe was one of them using a smokeless vape pen. The stewards had to remind them to keep quiet during the pre-flight instruction, but that was it. They never said another thing to them for the rest of the flight. It was a miserable.

I checked a bag because it was $5 less than carry on. They managed to lose my bag on a 2.5 hr direct flight! Frontier has no airport staff at baggage claim to help. As soon as I got home around 11 pm I tried to use their online system to file the claim for lost bag - system wouldn't take the # on my baggage claim ticket - said it was not the correct number. Also said that I had not checked a bag, which wasn't true - even my online boarding pass showed that I had checked a bag. Wasted about an hour on that process with no luck. Tried again in the morning - same thing. So tried online chat with Frontier bot - waited 35-40" twice to be connected to a baggage agent and it never happened. Eventually drove to PDX after work and waited 2 hrs for the Frontier ticket agents to arrive prior to the next Frontier flight out of PDX and FINALLY got some help from one of them, to take me to lost luggage area where I was able to retrive my bag. Probably took 4-5 hrs. of my time and endless frustration to get my bag. This was my first -- and LAST -- experience flying Frontier Airlines. Check-in was also extremely difficult and time consuming. The flight itself (and staff) were fine but everything else about the experience was a total disaster! The fact that Frontier literally has NO WAY to connect to a human voice for customer service (in this case for lost luggage) is the WORST!!!!!

Frontier is a crappy airline nothing about it is honest

I didn't get to do this flight l, hard to review

Book cheap flights from Philadelphia to Caribbean Islands

Recent round-trip flight deals

6/5Wed
1 stopSpirit Airlines
12h 25mPHL-SJU
6/5Wed
1 stopSpirit Airlines
11h 54mSJU-PHL
$89
6/4Tue
1 stopSpirit Airlines
6h 22mPHL-SJU
6/5Wed
1 stopSpirit Airlines
11h 54mSJU-PHL
$97
6/10Mon
2 stopsFrontier
9h 16mPHL-SJU
6/13Thu
nonstopFrontier
3h 46mSJU-PHL
$178
6/3Mon
nonstopFrontier
3h 39mPHL-SJU
6/12Wed
nonstopFrontier
3h 46mSJU-PHL
$188
6/12Wed
nonstopAmerican Airlines
3h 25mPHL-PLS
6/19Wed
nonstopAmerican Airlines
3h 25mPLS-PHL
$294
6/18Tue
1 stopAmerican Airlines
13h 25mPHL-PLS
6/25Tue
nonstopAmerican Airlines
3h 25mPLS-PHL
$297
7/11Thu
1 stopUnited Airlines
10h 06mPHL-PLS
7/16Tue
1 stopUnited Airlines
6h 07mPLS-PHL
$357
8/19Mon
1 stopDelta
6h 49mPHL-PLS
8/21Wed
1 stopDelta
26h 04mPLS-PHL
$370
6/26Wed
1 stopUnited Airlines
5h 55mPHL-PLS
7/2Tue
1 stopUnited Airlines
6h 07mPLS-PHL
$389
7/31Wed
1 stopDelta
6h 27mPHL-PLS
8/3Sat
2 stopsDelta
19h 18mPLS-PHL
$392

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Recent one-way flight deals

6/12Wed
nonstopSpirit Airlines
4h 03mPHL-SJU
$76
6/11Tue
1 stopSpirit Airlines
7h 47mPHL-SJU
$80
6/4Tue
nonstopFrontier
3h 39mPHL-SJU
$89
5/29Wed
nonstopFrontier
3h 39mPHL-SJU
$94
6/16Sun
1 stopAmerican Airlines
15h 31mPHL-SDQ
$129
5/26Sun
1 stopAmerican Airlines
7h 39mPHL-SDQ
$131
5/26Sun
2 stopsUnited Airlines
23h 15mPHL-SJU
$287
6/22Sat
2 stopsUnited Airlines
21h 30mPHL-SJU
$327
6/13Thu
1 stopDelta
8h 19mPHL-STT
$400
5/28Tue
1 stopDelta
8h 23mPHL-STT
$602

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Last minute flights from Philadelphia to Caribbean Islands

Last minute flight, train and bus deals

5/25Sat
nonstopSpirit Airlines
3h 50mPHL-SJU
5/29Wed
multi-stopSpirit Airlines
11h 53mSJU-PHL
$174
5/25Sat
nonstop
3h 39mPHL-SJU
5/30Thu
multi-stop
9h 53mSJU-PHL
$177
5/25Sat
nonstopFrontier
3h 39mPHL-SJU
6/3Mon
multi-stopFrontier
14h 42mSJU-PHL
$217
5/25Sat
nonstopFrontier
3h 39mPHL-SJU
6/1Sat
nonstopFrontier
3h 46mSJU-PHL
$227
5/24Fri
multi-stopAmerican Airlines
16h 30mPHL-SDQ
5/31Fri
multi-stopAmerican Airlines
10h 27mSDQ-PHL
$504
5/22Wed
multi-stopAmerican Airlines
6h 50mPHL-SDQ
5/29Wed
multi-stopAmerican Airlines
16h 55mSDQ-PHL
$512
5/22Wed
multi-stopUnited Airlines
9h 51mPHL-PLS
6/1Sat
multi-stopUnited Airlines
29h 15mPLS-PHL
$620
5/23Thu
multi-stopDelta
7h 45mPHL-SDQ
5/28Tue
multi-stopDelta
19h 03mSDQ-PHL
$627
5/22Wed
multi-stopUnited Airlines
9h 51mPHL-PLS
6/1Sat
multi-stopUnited Airlines
19h 59mPLS-PHL
$632
5/22Wed
multi-stopDelta
7h 15mPHL-PLS
6/1Sat
multi-stopDelta
8h 16mPLS-PHL
$797

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Philadelphia - Caribbean Islands Flights

Departure:

Philadelphia (PHL)United States

Return flight deals:

Caribbean Islands - Philadelphia

Cabin classes:

$409
$494
$337
$37

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