Find flights
Deals
When to book
FAQs & Tips
Airlines

Find cheap flights from Philadelphia to Caribbean from $51

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 8/20. 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 7/10
Wed 7/17

Search hundreds of travel sites at once for deals on flights to Caribbean

In the last 7 days travelers have searched 42,898,604 times on KAYAK, and here is why:

Save 21% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Free to useThere are no hidden charges or fees.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Best Caribbean Flight Deals

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

Punta Cana
Punta Cana1 stop$210
Montego Bay
Montego Bay1 stop$238
Santo Domingo
Santo Domingo1 stop$192
Oranjestad
Oranjestad1 stop$276
Nassau
Nassau2 stops$368
Kingston
Kingston1 stop$340
Simpson Bay
Simpson Bay1 stop$267
Providenciales
Providencialesnonstop$294
Port of Spain
Port of Spain1 stop$275
Bridgetown
Bridgetown1 stop$270
George Town
George Town1 stop$343
Aguadilla
Aguadilla1 stop$241
Willemstad
Willemstad1 stop$532
Castries
Castries2 stops$998
St. John's
St. John's1 stop$524

Good to know

Low season

October

High season

July

Cheapest flight

$51
Best time to beat the crowds with an average 10% drop in price.
Most popular time to fly with an average 6% increase in price.
Flight from Philadelphia to Bridgetown

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 $89 one-way - $208 round-trip
  • Morning departure is around 8% 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 10295 reviews
8.6Crew
8.0Entertainment
8.2Boarding
7.9Comfort
7.4Food
Airline reviews

3 hours late and all they have is was a $12 meal voucher. That’s not even enough to cover fast food.

2.0 MediocreCraig, Jun 2024CVG - LGA
Read more about Delta reviews

3 hours late and all they have is was a $12 meal voucher. That’s not even enough to cover fast food.

Among the poorest flights I’ve had with Delta in a while. Entertainment system failed completely on a 7.5 hr flight. Crew seemed distracted and not the normal friendly crew. Flight overbooked it seemed… very crowded.

If I can, I always fly Delta. I’ve found their service to always be reliable and pleasant.

You could have not cancelled the flight (AA, which I will be flying from now on) left for BOS despite the fictitious weather issues (that no one in my Boston family could see). You could have rebooked my direct flight to another direct flight instead of sending me though JFK, the worst US airport after O’Hara You could have rebooked me on a Main Cabin seat (like the one I paid for in my original ticket instead of putting me a the last row on JFK->BOS leg, pocketing the difference in ticket price But I do not really care whether you will ever do that in a future because in a future neither I nor anyone from my company (unless they pay out of pocket) nor an of my clients and partners (if they heed my advice) will ever be caught dead on any of Delta flights

Really bad baggage handling. Had my Rimowa bag badly damaged at the latches.

It was pretty good I was worried with the short Layover that I might not catch my connection but the gate was there

It was good until there was a 3 hour delay because there was not any pilots to fly the plane.

There was plenty of overhead room but half of the passengers were told they had to check their carryon bags. My partner and I checked in as early as possible and our seats were split across the aisle.

Friendly flight attendants. Comfort plus seats were very comfortable and had lots of leg room. 10A and 10 B.

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.

Why does it have to be painful to fly long distances?

It is a modern tragedy that any airline expects you to travel for 14 hours in such discomfort and that the only way to add comfort is exorbitant prices. I was in pain by the time we landed. Shameful.

Original plane sidelined. Had to wait an hour for replacement.

Crew was very cooperative and professional. Passenger's first checked in bag should be free.

No real agent onsite helping you for missing luggage there. Not like the other airline next to UA desk, they have staff attending in their desk assisting answer/helping luggage issue, even after midnight.

Horrible, the flights kept delaying, so it is obvious that we won't be able to make it to the next connection. No easier/real agent on site to help you figure this out. UA agent on other counters refuse to assist you and direct us to use the QR code/call customer service. So inefficient and poor. While technology seems convenient, but it's not the best interest/experience for customers need help while there is active issue need assistance.

Food is very bad and entertint not too many options ... flight attendet service is not good

After the morning frenzy of 35 min wait through CLT security at 4;30 AM, it was nice to have a smooth pleasant boarding experience. This 6:30 AM flight was not full. We were able to get seated swiftly and took off promptly. Nice touch they distributed the old fashioned headsets with 8 mm jacks. Snacks were decent and arrival was uneventful.

My window shade didn’t work. So I missed coming into my city. ☹️

Flight was delayed in the gate by 5 hours and ultimately cancelled- rebooking service by United agents was terrible

Missed connection from Philadelphia to London because flight from DC was seriously delayed. Was re-routed the next day (had to pay for hotel) to Zurich and was given a main cabin middle seat while I had paid for premium. Great job AA!!!

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 was canceled less than 6 hours before takeoff, rebooked on a flight that was twice as long and left earlier so we couldn’t make it, when using text support option took over 2 hours to speak with someone.

Not enough help at airport during boarding process. Flight was delayed. Overall WORST flying experience I’ve ever had. Will NEVER FLT SPIRIT AGAIN

Terrible legroom, seats do not recline, tray table the size of an iPhone, delayed flight, have to pay 5$ to get a cup of water onboard.

Could have TV/Movie and some water ou soda free

Flight was good and clean but delayed over an hour on the return flight.

The non stop flight and able to go into Atlantic City airport. They could lower the prices. It starts out low but then if you want to bring luggage and pick your seat the price goes up quite a bit.

Flight got diwngraded last minute and left us stranded. I was told I’ll be given credit for my luggage and seat upgrades but haven’t got anything yet

We can’t predict circumstances like this ahead of time, but I give your staff a hats off for immediately giving us updated informations.

It was nice! There was a very unhappy child in front of us and the flight attendant did a great job calming the child. I was impressed.

The plane was not on time for boarding or departure or arrivals.

I strongly dislike Frontier. I find them barebones, the seats not particularly comfortable, the nickel and diming is maddening, the app is TERRIBLE - super confusing to navigate, and the last 4 frontier flights I have flown have been on AVERAGE 2 hours late, one ruining a fancy night out in Vegas with reservations made well in advance, which was nodded to with a measly 5000 miles, which translates to almost nothing. At least credit a free checked bag or something.

8 hr delay. had to buy another ticket with another airline

Four and a half hour delay in total. What frustrates me most is the poor communication and disorganization.

I appreciated the upgrade to free cary-on bag and seat selection at no charge

FRONTIER SUCKS! The agent downstairs tricked me into booking, just to get to the gate. At the gate, they told me they couldn't help. I then called Customer Service. They and the gate attendants kept blaming each other. Neither side was willing to help the customer.

The agent at check-in was strident, unwelcoming, and condescending to customers ahead of me.

Flight was delay 9hrs and nothing was provided at airport, had to go and get a room to sleep in, paid for Uber back and fort with no offers until we landed back home a 1hr later for a $75 voucher for a future flight.

Didn't like anything..entire crew was very rude to everyone on the flight. Plane old and the trays fall down on you the while time you're flying. Charged more for a carry on bag than for the plane ticket itself. Did make it from point a to point b, but worth the extra money to fly with another airline

9 hours of delay!! Was not able to check my luggage that I paid for!!!

It was delayed 9 hours for operational reasons, despite the plane arriving to the airport on time.

Book cheap flights from Philadelphia to Caribbean

Recent round-trip flight deals

7/9Tue
1 stopSpirit Airlines
12h 45mPHL-SJU
7/16Tue
1 stopSpirit Airlines
12h 45mSJU-PHL
$147
6/26Wed
1 stopSpirit Airlines
12h 45mPHL-SJU
7/1Mon
1 stopSpirit Airlines
12h 54mSJU-PHL
$148
6/18Tue
1 stopFrontier
12h 34mPHL-SJU
6/19Wed
1 stopFrontier
11h 59mSJU-PHL
$156
8/23Fri
1 stopFrontier
17h 08mPHL-STT
8/26Mon
1 stopFrontier
15h 05mSTT-PHL
$160
7/3Wed
nonstopAmerican Airlines
3h 25mPHL-PLS
7/9Tue
nonstopAmerican Airlines
3h 20mPLS-PHL
$294
7/22Mon
1 stopAmerican Airlines
15h 55mPHL-PLS
7/24Wed
nonstopAmerican Airlines
3h 20mPLS-PHL
$298
8/26Mon
1 stopDelta
6h 27mPHL-PLS
8/29Thu
1 stopDelta
29h 01mPLS-PHL
$370
8/24Sat
1 stopDelta
6h 27mPHL-PLS
8/29Thu
1 stopDelta
29h 01mPLS-PHL
$395
7/29Mon
2 stopsUnited Airlines
25h 40mPHL-PLS
8/7Wed
2 stopsUnited Airlines
34h 07mPLS-PHL
$435
7/31Wed
1 stopUnited Airlines
10h 06mPHL-PLS
8/7Wed
2 stopsUnited Airlines
31h 14mPLS-PHL
$440

Search by stops

Search by airline

Search by price

Recent one-way flight deals

8/20Tue
1 stopFrontier
17h 05mPHL-BGI
$51
7/16Tue
1 stopSpirit Airlines
7h 15mPHL-SJU
$78
8/21Wed
1 stopSpirit Airlines
6h 38mPHL-SJU
$83
6/24Mon
2 stopsFrontier
9h 24mPHL-SJU
$84
6/19Wed
2 stopsAmerican Airlines
22h 19mPHL-SDQ
$179
8/13Tue
2 stopsAmerican Airlines
9h 23mPHL-SJU
$212
11/9Sat
2 stopsUnited Airlines
15h 38mPHL-SDQ
$228
8/18Sun
2 stopsUnited Airlines
15h 35mPHL-SDQ
$233
8/8Thu
2 stopsDelta
15h 42mPHL-SDQ
$254
8/29Thu
1 stopDelta
6h 48mPHL-STT
$257

Search by stops

Search by airline

Search by price

Last minute flights from Philadelphia to Caribbean

Last minute flight, train and bus deals

6/13Thu
multi-stopFrontier
17h 10mPHL-SJU
6/20Thu
multi-stopFrontier
23h 45mSJU-PHL
$177
6/11Tue
multi-stop
17h 00mPHL-SJU
6/25Tue
multi-stop
11h 54mSJU-PHL
$182
6/14Fri
nonstopSpirit Airlines
4h 03mPHL-SJU
6/17Mon
multi-stopSpirit Airlines
12h 54mSJU-PHL
$271
6/14Fri
nonstopSpirit Airlines
4h 03mPHL-SJU
6/18Tue
multi-stopSpirit Airlines
11h 54mSJU-PHL
$276
6/11Tue
nonstopAmerican Airlines
4h 10mPHL-SJU
6/14Fri
nonstopAmerican Airlines
4h 00mSJU-PHL
$325
6/11Tue
nonstopAmerican Airlines
4h 10mPHL-SJU
6/12Wed
nonstopAmerican Airlines
4h 00mSJU-PHL
$339
6/12Wed
multi-stopUnited Airlines
5h 55mPHL-PLS
6/19Wed
multi-stopUnited Airlines
31h 25mPLS-PHL
$412
6/12Wed
multi-stopUnited Airlines
28h 41mPHL-PLS
6/19Wed
multi-stopUnited Airlines
31h 25mPLS-PHL
$419
6/11Tue
multi-stopDelta
6h 37mPHL-PLS
6/14Fri
multi-stopDelta
9h 35mPLS-PHL
$640
6/14Fri
multi-stopDelta
10h 02mPHL-NAS
6/21Fri
multi-stopDelta
10h 17mNAS-PHL
$783

Search by stops

Search by airline

Search by price