$75 Find Cheap Flights from Philadelphia to Caribbean

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 7/5. 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.
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Best Caribbean Flight Deals from Philadelphia

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Punta Cana
Punta Cananonstop$289
Santo Domingo
Santo Domingo1 stop$306
Montego Bay
Montego Bay1 stop$260
Oranjestad
Oranjestad1 stop$334
Nassau
Nassau2 stops$355
Kingston
Kingston1 stop$395
Simpson Bay
Simpson Bay1 stop$297
Providenciales
Providenciales1 stop$499
Port of Spain
Port of Spain1 stop$417
Bridgetown
Bridgetown1 stop$384
George Town
George Town1 stop$434
Willemstad
Willemstad1 stop$482
Castries
Castries2 stops$818
St. John's
St. John's1 stop$297
Puerto Plata
Puerto Plata1 stop$348
Aguadilla
Aguadilla1 stop$193
Punta Cana
Punta Cananonstop$289
Santo Domingo
Santo Domingo1 stop$306
Montego Bay
Montego Bay1 stop$260
Oranjestad
Oranjestad1 stop$334
Nassau
Nassau2 stops$355
Kingston
Kingston1 stop$395
Simpson Bay
Simpson Bay1 stop$297
Providenciales
Providenciales1 stop$499
Port of Spain
Port of Spain1 stop$417
Bridgetown
Bridgetown1 stop$384
George Town
George Town1 stop$434
Willemstad
Willemstad1 stop$482
Castries
Castries2 stops$818
St. John's
St. John's1 stop$297
Puerto Plata
Puerto Plata1 stop$348
Aguadilla
Aguadilla1 stop$193

Cheap Flights from Philadelphia to Caribbean

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Philadelphia to Caribbean 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

Sat, Jul 5 - Wed, Jul 9
Spirit Airlines Logo
6:20 am - 7:19 pmPHL-SJU
12h 59m1 stop
Spirit Airlines Logo
12:37 pm - 4:47 pmSJU-PHL
4h 10mnonstop
$167Spirit Airlines
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Sat, Jul 5 - Sat, Jul 12
 Logo
6:20 am - 7:19 pmPHL-SJU
12h 59m1 stop
 Logo
3:08 pm - 12:21 amSJU-PHL
9h 13m1 stop
Mon, Jul 7 - Fri, Jul 11
Frontier Logo
6:39 am - 12:46 amPHL-SJU
18h 07m1 stop
Frontier Logo
3:13 pm - 12:35 amSJU-PHL
9h 22m1 stop
$175Frontier
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Mon, Jul 7 - Fri, Jul 11
Frontier Logo
11:49 am - 12:46 amPHL-SJU
12h 57m1 stop
Frontier Logo
3:13 pm - 12:35 amSJU-PHL
9h 22m1 stop
$176Frontier
Find Deal
Mon, Jul 28 - Thu, Jul 31
American Airlines Logo
10:44 am - 2:44 pmPHL-PUJ
4h 00mnonstop
American Airlines Logo
1:24 pm - 5:24 pmPUJ-PHL
4h 00mnonstop
$306American Airlines
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Mon, Jul 28 - Thu, Jul 31
United Airlines Logo
6:30 am - 3:05 pmPHL-PUJ
8h 35m1 stop
United Airlines Logo
4:35 pm - 11:14 pmPUJ-PHL
6h 39m1 stop
$321United Airlines
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Mon, Oct 13 - Mon, Oct 20
American Airlines Logo
10:37 am - 2:27 pmPHL-PUJ
3h 50mnonstop
American Airlines Logo
3:27 pm - 7:32 pmPUJ-PHL
4h 05mnonstop
$331American Airlines
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Sun, Aug 17 - Wed, Aug 20
Delta Logo
6:00 am - 1:08 pmPHL-PUJ
7h 08m1 stop
Delta Logo
2:40 pm - 12:56 amPUJ-PHL
10h 16m1 stop
$335Delta
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Mon, Jul 28 - Thu, Jul 31
United Airlines Logo
6:52 pm - 12:40 pmPHL-PUJ
17h 48m2 stops
United Airlines Logo
4:35 pm - 11:14 pmPUJ-PHL
6h 39m1 stop
$342United Airlines
Find Deal
Wed, Oct 1 - Mon, Oct 6
Delta Logo
7:00 am - 2:32 pmPHL-PUJ
7h 32m1 stop
Delta Logo
3:55 pm - 12:23 amPUJ-PHL
8h 28m1 stop
$363Delta
Find Deal
Useful Info

KAYAK's insights & trends for Philadelphia to Caribbean flights

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

What is the cheapest Philadelphia to Caribbean flight route?

The cheapest price for flight routes found by users searching on KAYAK in the last 2 weeks for round-trip flights from Philadelphia to Caribbean.

The cheapest ticket to Caribbean from Philadelphia found in the last 72 hours was to San Juan, at $126 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 $126.

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

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 $938, prices are generally cheapest when you fly direct.

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Philadelphia to Caribbean, 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 is October, when tickets cost $218 (return) on average. On the other hand, the most expensive months are December and July, when the average cost of round-trip tickets is $365 and $305 respectively.

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

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

For Philadelphia to Caribbean, Monday is the cheapest day to fly on average and Friday is the most expensive. Flying from Caribbean back to Philadelphia, the best deals are generally found on Wednesday, with Monday being the most expensive.

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

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, 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, you should book around 2 weeks before departure. For the absolute cheapest price, our data suggests you should book 5 weeks before departure.


Good to know

Low seasonSeptember
High seasonDecember
Cheapest flight$75
Best time to beat the crowds with an average 17% drop in price.
Most popular time to fly with an average 25% 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 from Philadelphia to 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 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 from Philadelphia to Caribbean 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?

    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 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?

    The cheapest time of day to fly to Caribbean is generally at night, when round-trip flights cost $275 on average. Morning departures are around 10% more expensive than evening flights, on average. The most expensive time of day to fly to Caribbean is generally in the afternoon, which is peak travel time and where the average cost of a ticket is $343.

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 $118 one-way - $224 round-trip
  • 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.

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 7963 reviews
7.3Food
8.2Boarding
7.9Comfort
7.9Entertainment
8.5Crew
Airline reviews

The flight was scheduled for 2:30 PM. Early in the morning we got a text message saying the flight was delayed and rescheduled for 3:00 PM. We got to the airport with that in mind. Then we got a message during check-in at the flight was rescheduled again for 2:30 PM. We almost missed our flight. In fact, our bags Were told that they would not make it. At the end, everything worked out. But it is very stressful.

4.0 OkayKoonj, Jun 2025MSP - AUS
Read more Delta reviews

The flight was scheduled for 2:30 PM. Early in the morning we got a text message saying the flight was delayed and rescheduled for 3:00 PM. We got to the airport with that in mind. Then we got a message during check-in at the flight was rescheduled again for 2:30 PM. We almost missed our flight. In fact, our bags Were told that they would not make it. At the end, everything worked out. But it is very stressful.

Overall, aside from the baggage issue, it was as good as one expects.

Most aspects were good however if they assign boarding zones they ought to enforce them or why bother? My luggage from SAN-JFK-MAD was lost in NY so I without my main bag for two days upon arrival in Spain. They were helpful in tracking it and eventually delivered it to my hotel. The flub was because of a delay upon arrival in NYC. I had booked 2 1/2 hours between flights but we had to hold on the taxiway for an hour after landing while waiting for a clear gate which likely caused the baggage error.

I want to single out flight attendant Mitch who was in the Premium Economy section. When my wife’s hearing aide dropped through the cushion under the seat he was able to locate it and return it to her. Food was a different matter. Dinner was fine. Breakfast was another matter. They had a yogurt dish that the ran out of and the alternative was not very good according to those we talked to.

Excellent check-in. Crew was good. Excellent communication from flight deck.

Great overall. There was a bit of turbulence so they could only serve water because too much turbulence for the carts. Was glad they prioritized safety though

Excellent flight, the planes were newer, they did a nice job with boarding, great service overall.

Flight was delayed long enough that I was misding my connecting flight. The agents could not get me on a comparable flight, nor could they get me s Main Cabin seat I had paid for, nor could they get me on a comparable connecting flight. The gate agent would not issue meal vouchers, even though I was delayed over six hours! I had to spend over an hour and 15 minutes with customer service on the phone to See if they could get me on a better flight and get a meal voucher. Customer service was not helpful enough in trying to find alternate flights and it Ended up taking me 24 hours for a 12 hour trip!! Delta does not provide upgrades NOR will they even give you a pass for a few hours to their lounge. They claim that they do not issue daily passes to their lounge anymore. I call BS since this would be no extra cost to them to provide excellent customer service and give you a few hours to relax in comfort when you’re sitting in a crowded airport and your flight has been screwed up for that many hours.

Great service. Flight was delayed while we sat on the runway for a couple of hours. Weather related. Staff made is very bearable. The steward servicing the first class cabin was exceptional. Thank you! 💗

5 hours of delay that could've been much shorter if Delta had taken the 1 hour delay they imposed on the flight before boarding to run any of the plane checks required for flight to find the hydraulic issue that required nearly 3 hours to fix. $24 of meal credit buys a sandwich and a soft drink. Poor communication within the terminal about what gate we'd be re-boarding from and when we'd be re-boarding.

Gate agent did not hold flight for connection, provided no assistance to get new flight

Evidently, my seat had the only broken TV. I couldn’t plug it in, get it to come on, or watch anything, and of course, no one could fix it while we were on the plane. The service was good and the boarding was quick

United airlines, mediocre at best. No issues , nothing great . Worked for me

Boarding experience was smooth. Flight attendants were friendly and helpful. Entertainment system on the Houston-Edmonton flight did not function for passengers on the left side of the aisle. On the bird's eye flight from Quito to Houston, they should not serve a meal. No one needs to eat after midnight and it is disturbing for those passengers trying to sleep.

it was so bad. I tried to board my flight from vancouver to saskatoon. And to my surprise they did not board me cause the flight was changed and no email was send to me. and on my boarding pass which i got from seattle says different flight. I did not knew anyone from Vancouver, air canada crew was rude, i asked for today flight but they were rude and i had early morning dental appointment in saskatoon. I was so much in pain and my whole day is wasted today. and i suffered alot. They did provide me hotel but they did not provide me any food. I am really really disappointed first time had so bad experience with air canada. I may think twice to book it again. If i can get any reply or any composition that would be great. Thanks

It was fine, definitely older planes with no charging or anything. There’s no entertainment set up on board, but it is nice that they allow you to access the in flight entertainment from your phone without having to pay for the Wi-Fi and they do offer free texting.

Terrible. Out flight was delayed for 21 (twenty one) hours. United is a joke.

Boarding was mayhem. Late boarding by 15 minutes because of lack of staff (missing 1 flight attendant. We had to wait for an arrival of another plane before we could board). Flight was a little rough, but cannot blame on airlines.

Impressed with the service despite turbulence because of the weather. Both flights arrived before their scheduled times.

Very comfortable (upgraded to business class). The audio on my screen didn’t work, but I managed to play the audio through my phone while watching the screen.

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.

Honestly, I haven’t flown American in years, probably due to the pandemic and my being unable to travel for certain periods in the last two years, but it was a good experience to dig out or obtain a new American Airlines account after many years of traveling for business with American in the past.

It’s a great flight. Service is good. Staff is awesome.

Again flight was awesome except British Airways lost both gate checked luggage’s. Still missing

Everything about the flight was lovely…We left early, arrived early, cabin crew were efficient and helpful. Flight was easy and most pleasant.

Everyone was nice. It was on time and the food was. Airplane food, but not horrible

One bottle of water and a package of cookies for comfort plus. We had to literally beg a flight attendant for an extra bottle of water later in the flight due to feeling dehydrated.

late again! but its my only option to not take 9 hours to get to Memphis

Almost everything was outstanding. First, we boarded on time and the flight crew did a great job getting everyone seated. Then the pilots took their time and care to make sure the plane was full de-iced three times as there was a bad ice storm a few hours earlier. The plane ride was smooth and comfortable and even the economy seats had decent room and comfort. Flight Attendant Lisa went above and beyond to make sure I was comfortable - she is outstanding. The only thing wrong with the flight, and it is something which needs to be addressed, is that the gate to gate time was over 6.5 hours and not one meal was served. The only thing offered to eat were two small cookies for a transcontinental flight - unacceptable. Charge me more but give me a meal for a long flight. Thankfully Lisa found something for me.

Very poor. Our special services attendant gave us incorrect information. I also was mishandled at landing. There was no wheelchair waiting. I fell deboarding the plane. Appalling!

It was absolutely awesome. The crew was welcoming to all, not just the first class. They were full of energy. The in-cabin music was an excellent choice, not boring like most airlines. We were ready for takeoff ahead of time. Pilots were great. Smooth takeoff and landing. The plane was beautiful and nicely cleaned. This was truly a fantastic flight. I fly Delta and American all the time. I was apprehensive about Spirit. I will definitely be looking for Spirit first. Thanks for a great experience.

Didn't like size of seats. Found charges for checked luggage and carry on too high

Great! We boarded on time! Everything went so smoothly! The flight was so smooth

Spirit gets you there; it's no worse than any other aircraft, all things considered. (It's not like everyone else is such a hero). But - holy moses - do they nickel and dime you to absolutely every nickel - I was really expecting to have to pay to use the bathroom. And when the captain comes on with a 5 minute sales pitch about getting "points", that was like something on Bizarro world. Other than that, everyone else was professional and worked hard to get us from point A to point B. I'm not loving all the "self-service" stuff but there it is - just when the machines don't work you don't have anyone to talk to.

Boarding was a breeze, however, two of the flights that I boarded with Spirit did not have Wi-Fi available.

Seats uncomfortable, hard to check luggage, etc. It was like the last flight out of Hanoi

Need screens for tv/movies. Seats are more cramped than any other airlines. Seats are hard. They don’t recline. And in flight time should not be used for sales pitches.

Good experience except for the drunk woman who was with a child. Sad

The ease of booking the flight was very good. Speaking with customer service was also good. However, the crew people are unfriendly and unwelcoming which I found this as unprofessional. As far as comfort it was mediocre. This was my first time flying Spirit and I chose them because of the flight times met my needs and my budget. However, I would be reluctant to fly on Spirit again. In addition, if the crew were more friendly and at least appeared somewhat happy and welcoming personally it would probably make the experience of flying with Spirit better.

Tell them to chose a better, less bumpy route :( my seat had no window all the way at the end 😔

No way to get boarding pass on my phone. In order to print the bag ticket a boarding pass is needed. Asked the agent to print me one, they said they typically do not due this as its so much work. I showed the email confirmation and I asked how i could do it my self the agent replied he did not know as there was no link. The flight was delayed due to an attendant forgetting to come to work. On the flight no drinks were offered only for purchase meals.

No way to get boarding pass on my phone. In order to print the bag ticket a boarding pass is needed. Asked the agent to print me one, they said they typically do not due this as its so much work. I showed the email confirmation and I asked how i could do it my self the agent replied he did not know as there was no link. On the flight no drinks were offered only for purchase meals.

Since you have to pay for overhead bags then they shouldn't be running out of space and asking individuals who paid to remove stuff from the overhead

Cancelled flight after I arrived at airport after 75 min drive and parking. Next flight was 4 days in the future. Had to scramble and buy a much more expensive flight on another carrier.

Book with frontier airlines with the mentality that they'll cancel your flight, kick you off and lose your luggage. Anything besides that is a win. Compare prices with other airlines (to include luggage) and if frontier is still worth it, book it but know all of their policies.

You get what you pay for nothing essentially but a hard uncomfortable seat that doesn’t recline and kids screaming all around you and chaotic boarding and limited check bag weight allowance when compared to other airlines

I never got to experience the flight because they delayed my first flight and I missed this one. Then Frontier didn't want to help me rebook a flight to get me to my final destination.

The Boarding process in Denver was chaotic, and since the line was so long, we were lined up very far from the gate. If there were any announcements from the gate staff, we didn't hear them. The flight attendants were spectacular. The only negative part of the flight was sitting by a 2 1/2 year old who was unruly and unfortunately had parents that matched his behaviors. Also, the restaurants in Denver on the E concourse, they didn't have food (passengers could only order 1 item on the entire menu) or the restaurants had 12-14 people waiting for orders to be prepared and another 6 people waiting to order. If you have a layover in Denver and need to grab food, be prepared to visit the shops with pre-packaged sandwiches, or you can visit another concourse but it may take a while to transit throughout the airport.

I liked the turn-style feature at gate 209B at LAX. Very efficient process. The gate staff also made several, clearly directed announcements so I felt very informed.

Although an hour and a half early was told by staff at check in they had overbooked and could not check us in for the flight.

Everything you need to know for your flight to Caribbean

Information on your arrival and departure airports

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