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Find cheap flights from Caribbean to Philadelphia from $44

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to Philadelphia departing on 5/8. 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
Sun 5/26
Sun 6/2

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Good to know

Low season

February

High season

July

Cheapest flight

$44
Best time to beat the crowds but there is an average 40% increase in price.
Most popular time to fly with an average 10% increase in price.
Flight from San Juan Airport to Philadelphia

FAQs for booking flights from Caribbean to Philadelphia

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

    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 Caribbean to Philadelphia.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Philadelphia from Caribbean 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 Caribbean to Philadelphia?

    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 Philadelphia with an airline and back to Caribbean with another airline.

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

    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 Philadelphia from Caribbean up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Prefer to fly non-stop from Caribbean to Philadelphia?

Find which airlines fly direct from Caribbean to Philadelphia, which days they fly and book direct flights.

Nonstop departures

Caribbean to Philadelphia

Monday

ANA, Aer Lingus, Aeromexico, +48 more

ANA, Aer Lingus, +49 more

Tuesday

ANA, Aer Lingus, Aeromexico, +48 more

ANA, Aer Lingus, +49 more

Wednesday

ANA, Aer Lingus, Aeromexico, +48 more

ANA, Aer Lingus, +49 more

Thursday

ANA, Aer Lingus, Aeromexico, +48 more

ANA, Aer Lingus, +49 more

Friday

ANA, Aer Lingus, Aeromexico, +44 more

ANA, Aer Lingus, +45 more

Saturday

ANA, Aer Lingus, Aeromexico, +47 more

ANA, Aer Lingus, +48 more

Sunday

ANA, Aer Lingus, Aeromexico, +48 more

ANA, Aer Lingus, +49 more

See more direct flights

Nonstop returns

Philadelphia to Caribbean

Monday

ANA, Aer Lingus, Aeromexico, +48 more

ANA, Aer Lingus, +49 more

Tuesday

ANA, Aer Lingus, Aeromexico, +48 more

ANA, Aer Lingus, +49 more

Wednesday

ANA, Aer Lingus, Aeromexico, +48 more

ANA, Aer Lingus, +49 more

Thursday

ANA, Aer Lingus, Aeromexico, +48 more

ANA, Aer Lingus, +49 more

Friday

ANA, Aer Lingus, Aeromexico, +44 more

ANA, Aer Lingus, +45 more

Saturday

ANA, Aer Lingus, Aeromexico, +47 more

ANA, Aer Lingus, +48 more

Sunday

ANA, Aer Lingus, Aeromexico, +48 more

ANA, Aer Lingus, +49 more

See more direct flights
See more direct flights

Top 5 airlines serving from Caribbean to Philadelphia

 
Need help choosing which airline to fly with from Caribbean to Philadelphia? 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 10966 reviews
8.2boarding
8.0entertainment
7.4food
8.6crew
7.9comfort
Airline reviews

Delta is one of the best airlines I have flown

10.0 ExcellentKellie, Apr 2024ANC - SEA
Read more about Delta reviews

Delta is one of the best airlines I have flown

Made the Atlanta to Pittsburgh trip many times, with Delta no issues

I always fly with Delta. My friends tell me their horror stories of flying with other airlines. I just smile and say, “You should fly Delta”

I'm a larger, athletic guy (6'2", 260lbs powerlifter) and I found the seats incredibly uncomfortable with minimal leg room, especially in a window seat. Now, I full understand that being smaller may change my view but even if I was 80lbs less, my legs would be the same size and I was sandwiched between my seat and the seat in front of me.

Horrible. This was not first class. This was a connecting flight whi h was late. My original flight never came. I hated the fact that delta gave me a connecting flight from New York to Orlando Florida. No meals and the television screens were not working. There wasn't even any power to charge your phones. This is NOT FIRST CLASS DELTA!!! Do better next time!

This flight was ridiculous. I had to have a connecting flight from New York to orlando Florida??? The flight left late and because it was a short flight there was no first class amenities. I had one alcohol drink. The flight crew was fine, but it sure did not feel like first class. Delta to me dropped the ball by giving me a connecting flight. By the time we got to Raleigh we would have missed the next flight. Lucky for me the flight never came so now I was stuck waiting for a later flight that came in late also.

Our flight was delayed in Atlanta. The staff could have gave us an explanation for the delay and how long it would be.

I liked the ease of checking in, luggage check in, wheel chair assistance, boarding and flight.

Flight was delayed an no one make an announcement about it., they only have Coca Cola and nothing else., the food that was served was cold… very bad experience and service

On my way home I had a layover. The flight from ATL to CLT was amended 5x while I was waiting. I could have driven home sooner. Overall from Dallas, Tx to Charlotte, NC I started my trip at 4:30pm, I didn’t get home until past midnight. I know things happen, but 5x to make me run back and forth in an airport from different terminals is excessive. I also upgraded to comfort + , I didn’t feel it was worth it. There was no benefit

One problem, but a serious one - the plane is built with electric windows that tint dark to reduce light. Sitting next to the window is VERY UNCOMFORTABLE as it emits so much HEAT in the face when tinted.

So so. Terrible aircraft choice for that leg of the flight.

Due to one crew member not showing up to work, our flight was significantly delayed causing us to miss our connecting flight in Houston to Mississippi causing us to be delayed by more than 6 hours and missing our event all together. Very disappointing. All because ONE crew member called in sick. United did grant us a $15 meal voucher, which was a small but appreciated concession that I wasn’t able to use because I ordered my lunch and paid for it before applying the concession, and the staff said it was too late to use it. Ugh! We also had a TWO delay coming back from Mississippi, but that was on American Airlines and it was due to weather, so not their fault. Anyway, not at all impressed with United’s handling of our flight and the HUGE disappointment of missing our important family event for our 90 year old mother. All that money and all that stress and emotions for nothing. Having to wait the hour to bring an employee from LAX seemed like something that should not have happened. Why don’t you have a local back-up? Santa Ana is not a little airport in a rural area.

Terrible. 2 hour delay. Sat on the tarmac. Missed my connecting flight. Had to ARGUE with Customer service to get a hotel and food. Terrible experience with my loyal carrier

Our seat tv didn’t work All the rest was perfect

Flight delayed from Cape Town to Washington then got diverted to miami and in miami we had to fend for ourselves , im still trying to get to Shreveport now

I liked the exit row seat. Hated the distance between gates in Houston.

delay several times and wait extra long to board. no entertainment service because there are problem for some rows. always encounter some delays for the last flight of the day.

I just wrote a text which was supposed to be for the flight from Denver to spokane not Frankfurt to Denver.

On time every leg of the journey and exceptional staff at counter, gate, and on board. I haven’t travelled in US for a long time and was genuinely surprised how pleasant this was.

The experience was great and much better than the flight going out. of course I was in first class but the service was excellent

Food options were limited which is absolutely embarrassing for a Flight of this size The staff did not come around as much and I am not accustomed to such poor service from American Airlines Drinks I believe were limited to soda and water

Was as expected. Good leg room on planes - much appreciated.

Smaller, regional aircraft limits amount of overhead luggage space. At least there were jetways at both BNA and PHL. First class food service was minimal with the usual assortment of packaged snacks (nothing creative) and no handiwipes. American tries to turn around aircraft too quickly without enough time to clean the planes. WIFI service did not include TV programming.

6 plus hour delay with no explanation. No wheelchairs to transport us on arrival. Very disappointed.

Food choice is limited, entertainment better than average, seat leg room terrible

While I received notice that AA 478 was delayed, the flight departed PHX and arrived PHL more than two hours late. The first class cabin service was mediocre; there were no pre-departure beverages offered; there were no warm mixed nuts served with cocktails; there was no personal greeting to me as an Executive Platinum member by the first class flight attendant. While the flight operated safely, its arrival at 0219 in the morning in PHL ended a very long day. I do not feel that American provided first class service.

My baggage went to Dallas and not to Philadelphia. Do I need to add anything else?

Late arrival due to gate being blocked by stalled truck

delayed delayed delayed. was supposed to have a 2 hour layover and very nearly missed my connection.

Not much seat room, but that was unexpected. But the seat headrest was very uncomfortable.

First the good, everyone was friendly and efficient. Flight was smooth and plane was very clean and new. Now the bad, seats have almost no padding on your behind. I was in exit row so I had tons of leg room for a 6' 2" bean pole with long legs. Everything was extra - water, soda, snacks everything besides oxygen. Ya get what you pay for, and my flight was cheap as you could ever want it, so no worries.

First the good, everyone was friendly and efficient. Flight was smooth and plane was very clean and new. Now the bad, seats have almost no padding on your behind. I was in exit row so I had tons of leg room for a 6' 2" bean pole with long legs. Everything was extra - water, soda, snacks everything besides oxygen. Ya get what you pay for, and my flight was cheap as you could ever want it, so no worries. They dont really bother you about carry-on size, I brought a descent sized backpack and they didnt even check.

Spirit canceled the flight in March and never notified me!

Seats suck, not enough room, overcrowded planes, hectic situation all together.

Pretty good. Would’ve been excellent if we would have left on time and the crew wasn’t late.

I do not like the customer service, I had an emergency and needed to cancel a pet reservation right after I had booked it and they would not do anything but issue a credit. I haven't flown in years as I have 7 kids and don't have spare time. I want my $125 back on my card please

Spirit airline tries to screw you at every opportunity. Spirit wanted 65$ for an extra pound in the suitcase Made me open the suitcase at the counter to remove 1 pound. Staff very cold and rude Will never fly spirit again and will recommend same to family and friends

Delayed..4 times...completely disorganized boarding. After 5 hours they scrambled to move ppl off plane bc they overbooked. Then they didn't have a cabin crew. WiFi on plane didn't work. Zero amenities. Once we boarded we sat on tarmac for an hour. Explore all alternate options including purchasing a pair of hiking boots and walking to your destination instead of flying spirit.

what I like about Spirit is that the pilot and crew are good communicators. The plane itself - well, its a budget airline and you get what is expected, But I generally just feel safer, somehow, when I know more about what is going on - and Spirit has always done a good job of telling me what is going on: why the delay, why the turbulence, why this and that... and that means a lot to me.

I purchased a carry on bag online…was supposed to cost $72 but after a whole slew of bs charges, the total was over $175.00. Because of these hidden charges, I will not even consider flying Frontier ever again. It’s just not worth the hassle. I’m scratching this company off my list forever.

Flight was OK. Seats were good no cell phone charges on the plane no TVs or entertainment.

There were 3 leg for the trip and each leg was delayed by 90 minutes or more. The boarding process takes forever with people waiting on the jetway even though most folks do not have carry-on. The whole process is poorly managed.

Flight cancelled and was told by a rude gate agent that they don’t accommodate on other airlines. Had to wait 5 hours for a connecting flight that had a 7 hour layover. Would not allow bags to be checked early so we couldn’t go through security .Had to rent a car for the afternoon to store bags and get a meal. Also incurred a hotel fee. No apology or reason given for the cancellation- just rudeness.

They cancelled the flight then did nothing to help us rebook. It was awful - I won’t fly with them again

The process of buying the ticket and navigating all the hidden charges that Frontier throws at you was a terrible experience. The actual airport experience and flying was fine.

The truck that was refueling the plane drove away with the hose still connected to the plane and ripped part of the plane off with it

Not have to pay for every single item to take a flight. Seating and delays sucked.

Flight was cancelled and I had to spend the night in the airport lugging my suitcase around

If you don’t check in 24 hours in advance, they will charge you $110 to check your bag instead of the $30. I did not get an email with this information and did not check in. In addition, my flight home was cancelled at layover and I had to spend the night in the airport, and then have another layover at another airport before making it home. Will not fly frontier again.

Book cheap flights from Caribbean to Philadelphia

Recent round-trip flight deals

5/8Wed
1 stopSpirit Airlines
12h 06mSJU-PHL
5/15Wed
1 stopSpirit Airlines
12h 18mPHL-SJU
$93
5/8Wed
1 stopSpirit Airlines
11h 53mSJU-PHL
5/12Sun
1 stopSpirit Airlines
12h 57mPHL-SJU
$101
5/7Tue
1 stopFrontier
7h 50mSJU-PHL
5/13Mon
1 stopFrontier
29h 04mPHL-SJU
$107
5/8Wed
1 stopFrontier
10h 32mSJU-PHL
5/16Thu
1 stopFrontier
18h 16mPHL-SJU
$116
5/8Wed
2 stopsAmerican Airlines
9h 29mSDQ-PHL
5/18Sat
2 stopsAmerican Airlines
9h 55mPHL-SDQ
$372
5/20Mon
1 stopAmerican Airlines
20h 25mSTI-PHL
5/27Mon
1 stopAmerican Airlines
6h 54mPHL-STI
$373
5/9Thu
1 stopUnited Airlines
8h 41mSTI-PHL
5/11Sat
1 stopUnited Airlines
6h 57mPHL-STI
$379
5/30Thu
1 stopUnited Airlines
8h 55mSDQ-PHL
6/2Sun
1 stopUnited Airlines
6h 00mPHL-SDQ
$389
6/25Tue
1 stopDelta
9h 17mNAS-PHL
6/30Sun
1 stopDelta
8h 25mPHL-NAS
$414
6/25Tue
1 stopDelta
9h 17mNAS-PHL
7/1Mon
1 stopDelta
11h 32mPHL-NAS
$423

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Recent one-way flight deals

5/8Wed
1 stopSpirit Airlines
11h 53mSJU-PHL
$44
5/14Tue
1 stopSpirit Airlines
11h 53mSJU-PHL
$46
5/9Thu
1 stopFrontier
7h 15mSJU-PHL
$58
5/11Sat
1 stopFrontier
12h 10mSJU-PHL
$59
5/5Sun
1 stopAmerican Airlines
15h 25mSDQ-PHL
$160
5/7Tue
1 stopAmerican Airlines
8h 43mSTI-PHL
$201
5/9Thu
2 stopsDelta
11h 07mSTI-PHL
$242
4/29Mon
1 stopDelta
10h 00mSDQ-PHL
$297
7/9Tue
2 stopsUnited Airlines
34h 12mSDQ-PHL
$396
8/9Fri
2 stopsUnited Airlines
24h 00mMBJ-PHL
$405

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Last minute flights from Caribbean to Philadelphia

Last minute flight, train and bus deals

5/1Wed
nonstopSpirit Airlines
4h 09mSJU-PHL
5/5Sun
nonstopSpirit Airlines
3h 53mPHL-SJU
$142
5/1Wed
nonstopSpirit Airlines
4h 09mSJU-PHL
5/5Sun
multi-stopSpirit Airlines
6h 35mPHL-SJU
$152
5/1Wed
nonstopFrontier
3h 54mSJU-PHL
5/6Mon
nonstopFrontier
3h 39mPHL-SJU
$153
4/30Tue
multi-stop
7h 20mSJU-PHL
5/7Tue
multi-stop
12h 12mPHL-SJU
$159
4/29Mon
multi-stop
13h 14mSJU-PHL
5/7Tue
multi-stop
12h 12mPHL-SJU
$161
5/1Wed
multi-stopFrontier
12h 10mSJU-PHL
5/15Wed
multi-stopFrontier
11h 09mPHL-SJU
$169
5/1Wed
multi-stopUnited Airlines
16h 18mSJU-PHL
5/5Sun
multi-stopUnited Airlines
6h 08mPHL-SJU
$511
5/1Wed
multi-stopUnited Airlines
16h 18mSJU-PHL
5/6Mon
multi-stopUnited Airlines
17h 42mPHL-SJU
$634
4/30Tue
nonstopAmerican Airlines
4h 00mSJU-PHL
5/7Tue
nonstopAmerican Airlines
3h 55mPHL-SJU
$825
5/1Wed
nonstopAmerican Airlines
3h 40mMBJ-PHL
5/6Mon
nonstopAmerican Airlines
3h 50mPHL-MBJ
$827

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