$67 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 8/10. 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
1 adult, Economy

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

Travelers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

Save 22% 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.

Flights Deals
Useful Info
Flights Deals

Best Caribbean Flight Deals from Philadelphia

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Punta Cana
Punta Cana1 stop$281
Santo Domingo
Santo Domingo1 stop$286
Montego Bay
Montego Bay1 stop$247
Oranjestad
Oranjestad1 stop$330
Nassau
Nassau1 stop$354
Kingston
Kingston2 stops$388
Simpson Bay
Simpson Bay1 stop$315
Providenciales
Providenciales1 stop$430
Port of Spain
Port of Spain1 stop$437
Bridgetown
Bridgetown1 stop$418
George Town
George Town1 stop$391
Willemstad
Willemstad1 stop$433
Castries
Castries3 stops$951
St. John's
St. John's1 stop$374
Puerto Plata
Puerto Plata1 stop$359
Aguadilla
Aguadilla1 stop$282
Punta Cana
Punta Cana1 stop$281
Santo Domingo
Santo Domingo1 stop$286
Montego Bay
Montego Bay1 stop$247
Oranjestad
Oranjestad1 stop$330
Nassau
Nassau1 stop$354
Kingston
Kingston2 stops$388
Simpson Bay
Simpson Bay1 stop$315
Providenciales
Providenciales1 stop$430
Port of Spain
Port of Spain1 stop$437
Bridgetown
Bridgetown1 stop$418
George Town
George Town1 stop$391
Willemstad
Willemstad1 stop$433
Castries
Castries3 stops$951
St. John's
St. John's1 stop$374
Puerto Plata
Puerto Plata1 stop$359
Aguadilla
Aguadilla1 stop$282

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, Oct 25 - Wed, Oct 29
Frontier Logo
8:12 pm - 11:58 pmPHL-SJU
3h 46mnonstop
Frontier Logo
1:01 pm - 4:59 pmSJU-PHL
3h 58mnonstop
$160Frontier
Find Deal
Wed, Oct 1 - Sat, Oct 4
Frontier Logo
8:15 pm - 12:06 amPHL-SJU
3h 51mnonstop
Frontier Logo
1:06 pm - 5:05 pmSJU-PHL
3h 59mnonstop
$161Frontier
Find Deal
Tue, Jul 22 - Tue, Aug 5
Spirit Airlines Logo
5:52 pm - 9:37 pmPHL-SJU
3h 45mnonstop
Spirit Airlines Logo
1:07 pm - 11:21 pmSJU-PHL
10h 14m1 stop
$190Spirit Airlines
Find Deal
Mon, Aug 4 - Wed, Aug 6
Spirit Airlines Logo
9:12 pm - 2:45 pmPHL-SJU
17h 33m1 stop
Spirit Airlines Logo
12:37 pm - 4:47 pmSJU-PHL
4h 10mnonstop
$208Spirit Airlines
Find Deal
Sun, Sep 14 - Fri, Sep 19
Delta Logo
5:25 am - 4:31 pmPHL-SJU
11h 06m1 stop
Delta Logo
2:26 pm - 10:15 pmSJU-PHL
7h 49m1 stop
$215Delta
Find Deal
Tue, Aug 12 - Tue, Aug 19
American Airlines Logo
11:54 am - 8:30 pmPHL-SDQ
8h 36m1 stop
American Airlines Logo
7:20 pm - 9:30 amSDQ-PHL
14h 10m1 stop
$365American Airlines
Find Deal
Wed, Jul 23 - Wed, Jul 30
American Airlines Logo
8:44 am - 12:14 pmPHL-PLS
3h 30mnonstop
American Airlines Logo
1:14 pm - 4:44 pmPLS-PHL
3h 30mnonstop
$433American Airlines
Find Deal
Fri, Sep 5 - Sun, Sep 7
Delta Logo
5:25 am - 12:35 pmPHL-PLS
7h 10m1 stop
Delta Logo
2:00 pm - 10:20 pmPLS-PHL
8h 20m1 stop
$498Delta
Find Deal
Thu, Dec 11 - Sun, Dec 14
United Airlines Logo
10:32 am - 4:00 pmPHL-PLS
5h 28m1 stop
United Airlines Logo
5:06 pm - 9:36 amPLS-PHL
16h 30m1 stop
$534United Airlines
Find Deal
Thu, Dec 11 - Sun, Dec 14
United Airlines Logo
6:10 am - 4:00 pmPHL-PLS
9h 50m2 stops
United Airlines Logo
5:06 pm - 2:17 pmPLS-PHL
21h 11m2 stops
$538United Airlines
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 $156 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 $156.

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 $917, 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 $217 (return) on average. On the other hand, the most expensive months are December and April, when the average cost of round-trip tickets is $365 and $298 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 Friday, 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$67
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 Saint Thomas Island

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 11% 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 $362.

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 $123 one-way - $236 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.

Reviews of the 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 7952 reviews
8.2Boarding
7.9Comfort
7.3Food
8.5Crew
7.9Entertainment
Airline reviews

Everything was fine except the entertainment was not working for half of the flight.

8.0 ExcellentEileen, Jul 2025BOS - PBI
Read more Delta reviews

Everything was fine except the entertainment was not working for half of the flight.

Easy boarding with an extremely kind attendant. Seats were spacious and we had 3 seats for 2 people so we could stretch out. Comfortable air flow and very attentive and hospital attendants. Bathrooms and food were the only negative. Bathrooms were so small you could hardly get in and close the door. I don’t think an obese person would fit or a person with a movement disability. Food was the trending food for flights, nonexistent. We spent $40 getting sandwich and snack at airport for our 6 hour flught.

At first, we were on the runway for about an hour, literally. The Captain did explain that the Control Tower just had a change shift (sounds like an unrealistic excuse) and then that we had to change a runway. A regular economy seat is made for 12 yo twiggy. I understand Delta wants to push for an upgrade, but after sitting in a Comfort seat and in First class. I would say First class is not worthy of my money. The landing was delayed because of the weather in NYC, I don't hold that against Delta, of course. The Captain did alert us to that upon takeoff in Vegas and again as we reached NY.

No one fussed at me about my pap machine as a 3rd pice on the plane. Boarding was pleasant and smooth. The boarding agent in Anchorage was a fun character- he could be in a movie. :~) The on-board crew were downright pleasant. No militant attitudes on Delta. Like all planes these days the seats are too narrow for standard Americans and at 5’2” there is barely enough leg room. I don’t know how tall people fold themselves into the seats. But that’s nothing specific to Delta

Great. Very smooth. Plenty of information. However, wish they would give out a menu in advance of making a dinner choice like other international airlines. The flight attendant says chicken or pasta and there are details about ingredients or spices requiring the passenger to ask which requires the flight attendant to answer many times. So easy to solve this problem. P

I'm a tall guy and even the seats with more leg room were not as comfortable as I had hoped.

My husband upgraded our seats and I don't know if it was due to the type of planet was or if they didn't upgrade our seats. We were supposed to be in I believe comfort seats and they were just as tight as any other seat- no leg room and we are very tall people but at least it wasn't extremely cold. My husband did put in a complaint about our seating because he paid extra and if we would have known that the space and the tightness would have been the same, we just would have gotten the emergency row emergency row seats that we normally get. We love Delta but both our flights coming home we're not good. Oh I forgot to mention that on our flight to Hawaii our luggage wheels got broke and we had to purse new luggage on vacation then we never had this problem so we didn't know protocol and reported it after we got home only for them to tell is we only had 24hrs to report the damage. Not sure what was going on with Delta this vacation trip.

My flight was extremely cold. I had a jacket and a cover was left in each seat. The cover was extremely thin and I have a disability, fibromyalgia and arthrithis and AC air is the worst. I closed my vent and my husbands vent and it still was frigid. I asked the attendant if I could get another cover and she quickly almost dismissively and totally unconcerned stating, (I quote) (one per chair) and walked off so quickly that I didn't get a chance to explain to her that I literally have adisability. I didnt want to make a seen so I set on that flight for over 5 hours in pain, joints locking up and extremely uncomfortable. When my fibromyalgia flares up my joints not only ache but they will lock up also and it takes me days to get back to my regular self even though I take medication for it. I felt like it would not have hurt anyone at all for her to just give me an extra cover because I'm sure they have all types of medical issues in people that fly every day.

After all the weather issues at least they got me to my destination the next day

My flight was canceled after being rescheduled for four days canceling my trip. Kayak and everyone affiliated with it I.e the airlines, and just fly have been excruciating to deal with. My trip to visit family had to be canceled as there was no way to make it. I am furious at all of you.

I liked the choice of lemon ginger tea. I think stewardesses can be more considerate of older people needs.

The food should improve! And The flight should leave on time and not make the traveler wait.

It was great, I’m very grateful for the pilots and crew flight attendants for everything.

Everything was great. Only thing that could’ve made it better was buy on board options for hot food, but the snacks were decent. The flight attendants were great. I had no complaints. I was able to make it to my destination safely

A little bit more leg room in premium economy. I am 6’4”.

Overall it was good. I missed my connection but I was put on another flight.

The attendant were friendly. I suggest you have a medical attendant on board every flight so that in case someone is sick , he/she will help them.

The woman gate agent in Phoenix was none too sympathetic about my check-in process as I am relatively new with using apps. I almost did not get on because she said I did not check-in. I thought I had via Kayak where I purchased a very expensive ticket. Lesson learned but to be told I may not get on as a matter of factly was difficult to hear.

Overall a very poor experience - booked premium economy tickets but due to last minute flight delays , all my itinery went for a toss and had to fly economy class with no access to lounge or any compensation by united airlines to make up for the flight delays . i had expected better experience than that from united.

We love united ! We would like to acknowledge Aimee in the lounge near gate 130

Above and beyond effort from this crew in a tough situation. So helpful and understanding. Thank you!

We started with trouble checking in 24 hours early. Then my husband did not get his TSA precheck. Finally flight delayed due to no crew. I know things happen

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

The flight was delayed four and half hours for paperwork on a maintenance issue. Very frustrating.

It was okay delay was long but I made it

Flight was cancelled. No reason given. No apologies. Next available flight is two days later. Ruined our 4th of July plans.

The air fares are good, Charging me for every single thing 😩

It was very bad it got delayed by 2 hours.Never going to travel with spirit airlines in future.

Flight delayed over 3 or 4 hours because no captain to fly plane. I couldn’t make a connection and had to wait 9 hours for another flight. Had to fly red eye flight. Sucks

it was a quick trip. seats aren't that comfortable but because it was a quick trip it was ok. You need to have an N/A in your rating as I didn't have any food or entertainment so the only thing I could do was score low.

We paid for upgrade seats (3A & 3B) the seats on front and the seats behind us got complimentary water & soda, but we got charged, had to pay for everything. Does not make any sense ?

Unfortunately, spirits crew had us boarding and parking the plane often, would wait long periods of time before allowing the people attending the flight on the plane to know what was going on this caused for my plane to not only get diverted but then canceled at an airport 2 hours away and basically stranded with charter buses MAYBE being hired. I was left with no choice but to stay overnight and use a comp room in Altantic City to then arrive home the next day. This trip was the first time seeing my partner since he joined the Air Force and this stressful ride caused unwarranted tears on what was supposed to be an east flight home. I understand weather is unpredictable but to have passengers deboard to then reboard an hour later to taxi on the runway for another hour to then basically leave an entire fight stranded. I waited almost 30 minutes at the airport and not one employee could tell me about a charter bus so I had to leave and make accommodations to stay overnight and get a ride home.

I wanted to upgrade my seat because I’m 6’2 and never have enough leg room for my comfort. They upgraded my seat for free putting me in an emergency exit seat. I was very comfortable

Terrible communication with weather delay, lost baggage, near impossible to reach customer service

My tickets got canceled on me by your site and I didn't have a flight. Then you kept sending me emails on the status of q flight I didn't have tickets for.

The delay was ridiculous because nary a word escaped from the gate attendant regarding our flight status. It was a complete joke.

I missed a flight because of a delay. I had to buy a new ticket through Southwest.

The crew was mostly okay. The flight attendant who answered our questions was curt and unhelpful unfortunately. He seemed upset and I understand having off days.

Flight was delayed one hour. Notification to the crowd waiting near the gate was terrible…announcements were unclear and very hard to hear and therefore understand. Frontier does NOT send texts to notify, only email. The reader board over the gate itself was NEVER updated to indicate the gate had been changed. It’s like a bunch of children are running things.

I’m not gonna fly Frontier Airlines because booking is not an option. No water or food is for high price, not equipped for health emergency incompetent crew for emergency services. Cheap airline shows it is cheaper in all service categories. Boarding is the best of all airlines!

We’ve all seen the YouTube vids of out of control passengers. But this was an instance of a highly aggressive, bully flight attendant. Yelling in the face of a vet with PTSD who was texting their family. And no , we had not yet been instructed to put our phones in airplane mode. My suggestion is that you should pay whatever difference there is in order to avoid Frontier airlines. Additionally, after 3hrs trying to get customer service frontier offered a $25 voucher. I declined. This experience was so traumatic. To be verbally assaulted and abused by a flight attendant that has the power to say “boo” and I miss my flight ( which was to a family member’s funeral ). Frontier is unsafe and I cannot impress enough how much I discourage anyone ( esp those with any kind of disability like PTSD ) flying on Frontier.

My flight was delayed by two hours which made it so that I would miss my layover flight. I stood in line for customer service for over an hour and when I reached the agent she told me to scan a QR code and it'll give me options. I wasn't offered any help, guidance or compensation, only told that I have options but that I had to figure it all out myself. I was refunded part of the trip and had to buy an expensive same day ticket from another airline in order to get home. I will never fly Frontier again.

We were delayed three times ,and that destroyed my plans, and reservations

Everything you need to know for your flight to Caribbean

Information on your arrival and departure airports

Not what you’re looking for? Find thousands of other hotels, flights, car rentals and package deals with KAYAK.