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Find cheap flights from Philadelphia to Caribbean from $77

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 departing on 6/2. 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
Sat 6/29
Sat 7/6

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Best Caribbean Flight Deals

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

Punta Cana
Punta Cana1 stop$268
Montego Bay
Montego Bay1 stop$246
Santo Domingo
Santo Domingo1 stop$237
Oranjestad
Oranjestadnonstop$507
Nassau
Nassau1 stop$369
Kingston
Kingston1 stop$382
Simpson Bay
Simpson Bay1 stop$307
Providenciales
Providencialesnonstop$294
Port of Spain
Port of Spain1 stop$507
Bridgetown
Bridgetown1 stop$305
George Town
George Town1 stop$441
Aguadilla
Aguadilla1 stop$252
Willemstad
Willemstad1 stop$532
Castries
Castries3 stops$1,005
St. John's
St. John's1 stop$464

Good to know

Low season

September

High season

July

Cheapest flight

$77
Best time to beat the crowds with an average 17% drop in price.
Most popular time to fly with an average 6% increase in price.
Flight from Philadelphia to San Juan Airport

FAQs - booking Caribbean flights

  • Are there accessibility services at Philadelphia International Airport (PHL)?

    Philadelphia International Airport (PHL) offers a wide range of accessibility services to ensure all travelers have a pleasant experience. Wheelchair assistance, accessible bathrooms, and reserved parking places are among the services provided. Passengers with impairments can use the Passenger Assistance Program, where trained staff will assist and guide them during their journey. Furthermore, the airport has visual and auditory aids, such as TTY phones and visual paging monitors, to cater to travelers with hearing or vision impairments.

  • Are there long-term parking services offered at Philadelphia International Airport (PHL)?

    Philadelphia International Airport offers convenient extended parking options for travelers. The Garage Parking on the upper levels provides onsite parking ranging from about $5 for up to 5 hours to a daily fee of $28. The Economy Parking, located along Island Ave, offers a daily flat rate of approximately $15 and includes complimentary shuttle buses to the terminals, ensuring hassle-free transportation.

  • Which airports will I fly into in the Caribbean from Philadelphia International Airport (PHL)?

    From Philadelphia International Airport (PHL), travelers can find flights to various destinations in the Caribbean. Most airlines that fly from PHL to the Caribbean serve popular destinations such as San Juan, Puerto Rico, served by San Juan Luis Munoz Marin International Airport (SJU) and Punta Cana, Dominican Republic, with Punta Cana International Airport (PUJ) as the destination airport. Other Caribbean islands accessible to visitors include Montego Bay, Nassau, and the Bahamas.

  • What should I know when travelling with a pet from Philadelphia to the Caribbean?

    While most airlines traveling from Philadelphia to the Caribbean allow pets on board, specific pet regulations may vary depending on the airline. For instance, when traveling with American Airlines, carry-on pets are limited to only dogs and cats. All pets on board should be in a special pet carrier that can fit under the seat in front of you. The maximum pet carrier dimensions are 19 x 13 x 9 inches, not exceeding a combined weight of 20 lb.

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

    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.

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

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

    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 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?

    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 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

  • 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
  • Morning departure is around 9% more expensive than an evening flight, on average*.
  • Philadelphia International Airport (PHL) is the main airport serving the Philadelphia metropolitan area in Pennsylvania. As a major aviation hub, PHL facilitates international travel from the region to several destinations, including the Caribbean countries like The Dominican Republic. Most flights from PHL head into Puerto Rico.
  • If you are traveling from Philadelphia International Airport (PHL), the best way to get to the airport from the Philadelphia city center is by train. The train operates on the Airport Regional Rail Line with trips after every 30 minutes from the city center to Terminals E/F, C/D, Terminal B, and Terminal A.
  • Most airlines offer non-stop flights from Philadelphia International Airport to various cities in the Caribbean. For example, Spirit Airlines offers non-stop flights to San Juan, with the destination airport being San Juan Luis Munoz Marin International Airport (SJU).
  • Passengers departing from Philadelphia International Airport (PHL) to the Caribbean region will use different terminals depending on the airline. For instance, Frontier Airlines uses terminal A or E, while Spirit Airlines uses terminal D.
  • Several airlines flying from Philadelphia International Airport to the Caribbean offer special meals for passengers with dietary requirements. These airlines typically provide various dietary options, such as vegetarian, vegan, gluten-free, and kosher meals, to cater to passengers' specific needs and preferences.
See more tips
*Average of the lowest prices shown in KAYAK’s search results for departures within the next 30 days

Top 5 airlines serving from Philadelphia to Caribbean

 
Need help choosing which airline to fly with from Philadelphia to Caribbean? 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 10457 reviews
8.2Boarding
8.0Entertainment
7.4Food
8.6Crew
7.9Comfort
Airline reviews

I've flown many many times on Northwest and then Delta. The crew on this flight were absolutely the best I've had the pleasure of being looked after by.

10.0 ExcellentAnonymous, May 2024MSP - YVR
Read more about Delta reviews

I've flown many many times on Northwest and then Delta. The crew on this flight were absolutely the best I've had the pleasure of being looked after by.

Flew first class so everything was great. But maybe because the flights were red eye, no meals were served, just chips. I flew Alaska Air 1st class at 9PM (2 hour flight) and they served beef short rib sliders!

Had to change aircraft due to a faulty door. Surprisingly it only caused about an hour and a half of delay. Delta handled this situation as well as can be expected.

Awful. Flight was continuously getting delayed and gates kept changing without any reason. Flight was delayed for more then 3 hours

Paid premium for Delta only to be on safe but tired old 767 with ancient cabin in mediocre condition. Poor wifi and horrible inflight entertainment. Hardly a premium experience. Should have flown SW and had fun flight crew and no pretense

Our flight to Zurich was delayed by almost 3 hours, so we missed our next flight. There was no indication it would be delayed this much. We were told the gate had changed and then it apparently took over 2 hours to load the "catering" on the plane. We were not compensated in any way for the trouble.

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.

The flight and boarding were easy peasy. I was traveling with my 4-year-old, so a smooth boarding experience was especially appreciated. My only piece of feedback is really about where our gate was in O'Hare. They've shoved four gates into a tiny corner of the B terminal and there isn't early enough room or seating for everyone. Not United's problem, but did dent the overall experience.

We liked the fully reclinable seats. Had center seats, so it was difficult to talk to spouse. Crew was great

Aisle chair was good and liked the foot bar preventing you from putting your foot in the isle, The breakfast on this international flight to Zurich was horrible (Europeans, specially, used to good food) may make this a dealbreaker for booking with United Airlines again. I agreed with my Spanish fellow passenger.

Dinner was okay but the breakfast was not eatable on the flight San Francisco to Zurich.

There was no screens on board AND the WiFi didn’t work. My seat was broken and couldn’t recline so I couldn’t even sleep. The flight attendants didn’t offer anything to make it more comfortable. It was such an old cramped plane, when the person in front of me reclined I couldn’t even open my tray table. All the United ads talk about guaranteeing everyone gets a screen!

The Wi-Fi was unavailable on this flight for some reason.

The flight was delayed almost 2 hours. Bad customer service etc. I will never fly Luthansa. Ever!!!

On time take off…US cabins look tired and need of refresh!

Fine. Though no food or entertainment so the survey needs to be updated with those options.

Backpack should NOT allowed put in the flight bin , only put it under the seat. I can't find space put my carry on luggage!!! and I pay for it ! that was very bad experience

There were delays on both ends. It made it less than excellent. This plane was great though

So uncomfortable to sit in the tiny space on a long, international. Food was rough. Please, less white flour and processed food.

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.

This was the smoothest flight I have had in awhile. I was also offered an exit row seat for a great upgrade cost and was able to sleep almost thr whole flight due to comfort and a smooth flight. We left on time and arrived on time.

No food not even water offered unless you buy it and no usb in the seat but other than that everything was good

Because our flight from marsh Harbor to Fort Lauderdale was over three hours delayed it caused us to miss our flight in Fort Lauderdale. Because we missed that flight, it cost us nearly $100 apiece for four different travelers which totaled nearly $400. We are seeking a reimbursement for the flight that we missed in Fort Lauderdale Florida.

Flight expected to leave at 6:40 pm ended leaving at 8:00 am the following day. I slept in a cold airport. Never again Spirit for me…

Flight was cancelled just 6 days before. No more flights that day, and the following date was sold out. Had to obtain a refund and buy more expensive flights on another airline.

The flight was on time and nice as always for me with spirit but the cabin crew were not good. They left the lights on on a red eye for the entire flight.

This was the return leg of my journey with Spirit Airlines. Despite its reputation, I found no issues as it got me from point A to B safely and without delay, especially with no mechanical delays, which is fantastic in my book! The staff, from ground crew to cabin crew, were all pleasant and hassle-free. The flight was smooth from takeoff to landing. I have absolutely no complaints about this no-frills airline!

I got a one-way, last-minute nonstop flight from PDX to BWI for only $125. Yes, I got nicked $79 more for a checked suitcase and $89 more for the BIG SEAT option, but it was worth it, even with $4.50 for coffee and $10 for a snack (the latter no different than any other airline). The grand total was still less flying on any other airline.

It was the worst ever, i will be filing a lawsuit to get a refund. Our flight was delayed 4 hours so we would miss our connecting flight, we were not rebooked to our destination the same day, we were not offered any options to get home on the same day despite being clear that we absolutely cannot get stranded at night due to family, we were forced to book our own flights on a different airline to get home, and spririt is refusing a refund because our flight wasn't cancelled, only delayed. oh yeah, and they lost our luggage on the first part of the trip and you cannot get a hold of customer service when anything goes wrong, on hold for 30+ minutes. and their app breaks so you can't use that either.

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.

I am very disappointed with Frontier Airlines. They cancelled our flight because they couldn't find a crew member, and then didn't get us to our connecting flight. We had to cancel our whole vacation. We were promised flight and hotel vouchers, but they never sent them.

9hrs delay and didn’t provided anything until after flight landed $75 voucher for fiuture travel no meals or anything.

It was ridiculously hard to check in for the flight, and Frontier charged us a LOT of money to have a carry on suitcase, and then told everyone we could not carry on bags and had to check them through at the gate, and didn't refund the extra money we paid to have the suitcase as carry on.

I had a terrible experience with Frontier. I arrived before the 60 minute cut off and was told that Frontier has a two hour window for bags. I was then told the next available flight wasn’t until the end of the day (I had booked a 6am flight). I took a look around and saw other people being told that they could not board their flights or that they had to pay additional fees. I opted to rebook on American Airlines. There’s absolutely no straightforward way to contact Frontier, so this ticket was a complete waste of money. Oh - and the kicker is that the lady lied about the two hour cut off.

Frontier won’t help you at the airport without paying $25. Carry on was $75. Then you get on the plain and every beverage or snack is also a charge. Seats are hard and real packed in. I would never fly them again.

Worst experience I have seen. The flight was cancelled without any reason.

My experience with frontier staff at the Denver airport was absolutely horrible. The manager on duty was even worst if was the worst experience I have ever had, I have never been treated so poorly as a customer in my life! The staff was extremely rude, eye rolls and attitude and then refusal to help me at all. I wish I could never fly frontier again that’s how horrible it was!

The Frontier app wasn’t working. So I could not pay for a carry on the week prior to flying. They charged me 99$ at the gate to carry on a duffle bag.

Good for the price. My only complaint is that the pilot should keep the air flowing while passengers are waiting to getting out of airplane.

Plane could have been more on time. More leg room .

Book cheap flights from Philadelphia to Caribbean

Recent round-trip flight deals

8/27Tue
1 stopSpirit Airlines
13h 27mPHL-SJU
8/28Wed
1 stopSpirit Airlines
7h 09mSJU-PHL
$136
8/21Wed
1 stopSpirit Airlines
13h 27mPHL-SJU
8/26Mon
2 stopsSpirit Airlines
17h 49mSJU-PHL
$137
6/7Fri
nonstopFrontier
3h 37mPHL-SJU
6/10Mon
nonstopFrontier
3h 46mSJU-PHL
$143
6/8Sat
nonstopFrontier
3h 37mPHL-SJU
6/11Tue
nonstopFrontier
3h 46mSJU-PHL
$176
6/12Wed
nonstopAmerican Airlines
3h 25mPHL-PLS
6/19Wed
nonstopAmerican Airlines
3h 25mPLS-PHL
$294
6/11Tue
1 stopAmerican Airlines
13h 25mPHL-PLS
6/18Tue
nonstopAmerican Airlines
3h 25mPLS-PHL
$297
8/25Sun
1 stopDelta
6h 27mPHL-PLS
8/28Wed
1 stopDelta
24h 48mPLS-PHL
$370
8/24Sat
1 stopDelta
7h 57mPHL-PLS
8/28Wed
1 stopDelta
23h 04mPLS-PHL
$395
7/3Wed
2 stopsUnited Airlines
27h 59mPHL-PLS
7/9Tue
2 stopsUnited Airlines
17h 09mPLS-PHL
$398
8/22Thu
2 stopsUnited Airlines
45h 26mPHL-PLS
8/26Mon
2 stopsUnited Airlines
20h 29mPLS-PHL
$467

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Recent one-way flight deals

6/2Sun
nonstopFrontier
3h 39mPHL-SJU
$77
6/10Mon
1 stopSpirit Airlines
28h 13mPHL-SJU
$78
6/5Wed
1 stopSpirit Airlines
12h 45mPHL-SJU
$80
8/7Wed
nonstopFrontier
3h 52mPHL-SJU
$81
6/5Wed
1 stopSpirit Airlines
12h 45mPHL-SJU
$82
9/29Sun
1 stopDelta
7h 28mPHL-SDQ
$183
11/9Sat
2 stopsUnited Airlines
13h 09mPHL-SDQ
$228
6/3Mon
1 stopDelta
10h 52mPHL-SJU
$242
7/3Wed
nonstopAmerican Airlines
3h 00mPHL-NAS
$244
11/9Sat
1 stopAmerican Airlines
6h 35mPHL-SDQ
$249

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Last minute flights from Philadelphia to Caribbean

Last minute flight, train and bus deals

5/31Fri
nonstop
3h 39mPHL-SJU
6/4Tue
multi-stop
13h 03mSJU-PHL
$131
6/1Sat
nonstop
3h 39mPHL-SJU
6/5Wed
multi-stop
11h 54mSJU-PHL
$137
6/3Mon
nonstopFrontier
3h 39mPHL-SJU
6/7Fri
nonstopFrontier
3h 46mSJU-PHL
$143
6/1Sat
nonstopFrontier
3h 39mPHL-SJU
6/6Thu
nonstopFrontier
3h 46mSJU-PHL
$144
6/1Sat
nonstopSpirit Airlines
3h 50mPHL-SJU
6/4Tue
multi-stopSpirit Airlines
13h 03mSJU-PHL
$153
6/1Sat
nonstopSpirit Airlines
3h 50mPHL-SJU
6/6Thu
multi-stopSpirit Airlines
12h 36mSJU-PHL
$156
5/31Fri
multi-stopDelta
18h 45mPHL-SDQ
6/8Sat
multi-stopDelta
17h 09mSDQ-PHL
$514
6/3Mon
multi-stopAmerican Airlines
13h 20mPHL-PLS
6/8Sat
nonstopAmerican Airlines
3h 25mPLS-PHL
$519
6/3Mon
multi-stopAmerican Airlines
13h 20mPHL-PLS
6/8Sat
multi-stopAmerican Airlines
6h 40mPLS-PHL
$527
6/1Sat
multi-stopDelta
18h 48mPHL-AUA
6/5Wed
multi-stopDelta
17h 53mAUA-PHL
$926

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