$62 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 3/10. 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, 0 bags

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 23% 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.

Flight Deals
Booking Insights
Flight Deals

Cheap Flights from Philadelphia to Caribbean

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Punta Cana
Punta Cana1 stop$272
Santo Domingo
Santo Domingo1 stop$269
Montego Bay
Montego Bay2 stops$376
Oranjestad
Oranjestad1 stop$404
Nassau
Nassau1 stop$521
Kingston
Kingston1 stop$362
Simpson Bay
Simpson Bay1 stop$307
Providenciales
Providenciales1 stop$362
Port of Spain
Port of Spain1 stop$298
Bridgetown
Bridgetown1 stop$398
George Town
George Town1 stop$292
Willemstad
Willemstad1 stop$399
Castries
Castries2 stops$776
St. John's
St. John's2 stops$475
Puerto Plata
Puerto Plata1 stop$533
Aguadilla
Aguadilla1 stop$192
Punta Cana
Punta Cana1 stop$272
Santo Domingo
Santo Domingo1 stop$269
Montego Bay
Montego Bay2 stops$376
Oranjestad
Oranjestad1 stop$404
Nassau
Nassau1 stop$521
Kingston
Kingston1 stop$362
Simpson Bay
Simpson Bay1 stop$307
Providenciales
Providenciales1 stop$362
Port of Spain
Port of Spain1 stop$298
Bridgetown
Bridgetown1 stop$398
George Town
George Town1 stop$292
Willemstad
Willemstad1 stop$399
Castries
Castries2 stops$776
St. John's
St. John's2 stops$475
Puerto Plata
Puerto Plata1 stop$533
Aguadilla
Aguadilla1 stop$192

Book Cheap Philadelphia to Caribbean Plane Tickets

 
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

Sun, Mar 22 - Wed, Mar 25
Frontier Logo
8:44 pm - 12:29 am
PHL
-
SJU
3h 45mnonstop
Frontier Logo
1:59 am - 6:11 am
SJU
-
PHL
4h 12mnonstop
$146Frontier
Tue, Mar 17 - Wed, Mar 25
Frontier Logo
8:44 pm - 12:29 am
PHL
-
SJU
3h 45mnonstop
Frontier Logo
1:59 am - 6:11 am
SJU
-
PHL
4h 12mnonstop
$147Frontier
Mon, Mar 23 - Thu, Mar 26
Frontier Logo
8:44 pm - 12:29 am
PHL
-
SJU
3h 45mnonstop
Frontier Logo
1:59 am - 6:11 am
SJU
-
PHL
4h 12mnonstop
$148Frontier
Sat, Apr 25 - Sat, May 2
Spirit Airlines Logo
6:12 pm - 11:30 am
PHL
-
STT
17h 18m
1 stop
Spirit Airlines Logo
12:25 pm - 11:37 pm
STT
-
PHL
11h 12m
1 stop
$274Spirit Airlines
Wed, Apr 8 - Wed, Apr 15
Spirit Airlines Logo
6:08 pm - 1:26 pm
PHL
-
STT
19h 18m
2 stops
Spirit Airlines Logo
12:25 pm - 11:37 pm
STT
-
PHL
11h 12m
1 stop
$279Spirit Airlines
Tue, Apr 14 - Tue, Apr 21
JetBlue Logo
7:00 am - 12:39 pm
PHL
-
GCM
6h 39m
1 stop
JetBlue Logo
1:55 pm - 11:02 pm
GCM
-
PHL
8h 07m
1 stop
$292JetBlue
Tue, Apr 14 - Tue, Apr 21
American Airlines Logo
6:00 am - 1:10 pm
PHL
-
GCM
8h 10m
2 stops
American Airlines Logo
2:10 pm - 10:44 pm
GCM
-
PHL
7h 34m
1 stop
$299American Airlines
Sat, May 2 - Sat, May 9
American Airlines Logo
8:50 am - 11:44 am
PHL
-
GCM
3h 54mnonstop
American Airlines Logo
4:03 pm - 9:36 am
GCM
-
PHL
16h 33m
1 stop
$303American Airlines
Sun, Aug 23 - Sat, Aug 29
Delta Logo
6:45 am - 11:41 am
PHL
-
GCM
5h 56m
1 stop
Delta Logo
12:56 pm - 1:01 am
GCM
-
PHL
11h 05m
1 stop
$311Delta
Sat, Mar 21 - Sun, Mar 29
JetBlue Logo
6:00 am - 4:15 pm
PHL
-
AUA
10h 15m
2 stops
JetBlue Logo
6:00 pm - 9:04 am
AUA
-
PHL
15h 04m
1 stop
$408JetBlue
Booking Insights

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?

Data is based on round-trip flight searches on KAYAK over the past month.

The cheapest ticket to Caribbean from Philadelphia found in the last 72 hours was to San Juan, at $136 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 $136.

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 $579, 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 $233 (return) on average. On the other hand, the most expensive months are December and November, when the average cost of round-trip tickets is $424 and $311 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 Sunday is the most expensive. Flying from Caribbean back to Philadelphia, the best deals are generally found on Thursday, 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 1 week before departure. For the absolute cheapest price, our data suggests you should book 3 weeks before departure.

Good to know

Low seasonSeptember
Cheapest flight$62
Best time to beat the crowds with an average 11% drop in price.
Most popular time to fly with an average 23% 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 $265 on average. Morning departures are around 2% more expensive than evening flights, on average. The most expensive time of day to fly to Caribbean is generally in the morning, which is peak travel time and where the average cost of a ticket is $311.

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 $100 one-way - $211 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.
7.9
DeltaOverall score based on 8242 reviews
7.9Comfort
8.1Boarding
7.8Entertainment
8.5Crew
7.2Food
Airline reviews

I was happy that I was able to get a last minute flight but unfortunately my seat was a middle seat. Even with Delta Comfort I wasn't comfortable

8.0 ExcellentSheila, Mar 2026
ATL - EWR
Read more Delta reviews

I was happy that I was able to get a last minute flight but unfortunately my seat was a middle seat. Even with Delta Comfort I wasn't comfortable

There’s not much to say about a one hour flight. This is a connection from LA to RNO that I missed the previous night due to a mechanical check delay on my originating flight from JFK to LAX. The short flight itself was fine. Instructions from the pilot and crew were per usual. The coffee was barely lukewarm, which possibly was purposeful so we would down it quickly. Bags were already on carousel upon reaching baggage claim, which was excellent.

Flight was warm for first few hours and quite rough

Seat was extremely hard which made even a short 1 hour 20 minute flight fairly uncomfortable.

Everything was good except wifi and a leaking drink chiller. The floor was all wet and my bag was soaked. Did not notice until debarking. Have not heard back from Delta. Even though this was leg one of an international flight in first class, they denied access to their Sky Club - very disappointing!

The staff was fine. The plane was extremely tight, and I paid for the wifi and it did not work at all. I was actually going to ask for a refund.

two hour delay and the Delta representative on the PA system was unable to understand

An awesome flight crew. FC seat cushion just doesn’t cut it for a 3+ hour flight.

2+hrs delay without any reason provided and a cramped flight

We waited an hour on the runway to get a gate in Orlando

We were made to wait in the airport for six hours for a flight that was ultimately canceled.

Both flights were significantly delayed. The flight experience itself was great.

My flight got delayed and eventually canceled, then rescheduled. I and several others had a connection from Boston to Paris and asked several times if we would make it. They assured us we would and then rebooked us mid flight without our consent and closed doors early even though they said they communicated we were a bit delayed. We got stranded in Boston and I opted with being rebooked for a different connection to France since they refused to pay for a Hotel. I've now been in Europe for 5 days and still haven't recieved my bags. There was absolutely no urgency for the fact that I'm in a foreign country with absolutely no change of clothes or any of my medication. Such an overwhelming and frustrating experience.

Automated scanning was slow and somewhat haphazard. Too many people were unfamiliar with the tech and were forced to learn on the fly. The hands off approach of the gate staff made it more uncomfortable. This needs work. Overall the flight and cabin crew were excellent.

The crew for the flight was A+ top notch. They were friendly and professional and made the flight a very relaxing and enjoable.

Rude crew member. She seemed annoyed at me without me saying a single word. Also loudly admonished me for having my bag next to my seat instead of tucked away before landing. Just telling me to put it away and guiding me without giving me a lecture would have been enough.

No included food for a 5 hour flight and the entertainment was only accessible if you had wired headphones (not provided). Otherwise though, great and smooth flying and customer service.

Crew were fantastic and so catering and wonderful! Full score for the entire crew!

Because of weather and mechanical issues our flight was 4 hours late. The only compensation offered to us was a meal voucher to be used only at Boston Airport and only on the day issued. But by the time it was offered to us all the restaurants were closed, so there was no way to use that offer.

Friendly crew, efficient boarding and flight arrived early. Couldn’t ask for a better experience

Delayed initially because they couldn’t print the flight details. Poor instruction on delay. When I got on the plane the flight attendant argued with me about whether my carry on would fit (it did, although she didn’t acknowledge that). No greeting (other than arguing with me) getting on or off the plane.

Beverage service was not good. Also just one service in 5 hr 30 min flight. No ask fir water ir anything beside one time beverage service.

They are always late and seats was also not having working charger

Broke my luggage and I can't get a resolution yet.

My flight to London from Philadelphia was cancelled due to weather.

This flight captain and crew were amazing, started ahead of time of departure and reached 30 mins before arrival time. Amazing!

Long delays, lack of information about the status of the flight. The flight was delayed 4 times.

Everything about the flight was lovely. My only suggestion would be to offer a few more options of tv series from Apple TV or HBO.

Flight was late and boarding was confusing because gate changed and I didn’t get a notification

Not comparable to Qatar Airways services on flights to Doha. Flight attendants provided basic services; I was never recognized by name or as an Executive Platinum member. Restrooms were not kept clean during the flight.

Bad. I know TSA is a mess right now but they “overbooked” the flight and almost didn’t let 10 of us on. Can’t put even a normal backpack under the seat, tray table is barely a foot wide, have to pay for literally everything. Apparently you can bid on your seats, too, so really the baseline ticket only covers the possibility of maybe getting on the plane. The staff were nice though, can only imagine the stress they are under.

I was double booked for my ticket- they have record of it and admitted to their error but wouldn’t let me board until I paid once again for the fare- have documentation of their mistake -

The flight time did not match my original email on time of flight. Missed the first flight. The representative I got on the phone was so incompetent it was unbelievable. My guess is it was AI but it told me it was not AI. They did get me rebooked which I was very thankful of. The return flight was delayed because of staffing issues for the plane and when we reached our destination the jet bridge would not work so we sat on the plane another 40 minutes. I did get to my destination and I did get home but not a good experience.

My flight was cancelled I missed time at work and got a parking ticket

It was terrible. I had to pay again once I got to the airport because they said they never received the payment.

Customer service online / on the phone are horrible. Flight crew is great but gate agents and customer service are terrible

bought basic spirit fares, add checked bags - like the up front info on website about this. bring your own snacks, buy a soda after TSA security to bring with you, or buy on the plane (limited selection) all in all, a good experience

I cannot effectively rate the food and drink as I had not. Otherwise, the trip was fine. The seats were nice, the crew was fine. They could smile once in a while. They all look like they were mad.

4 hour delay, 2 hours in the airport and then 2 hours on the tarmac. With a flight full of kids it would have been better to leave us in the airport for the delay, it was crying kids chaos on the flight. Miserable. And no apology or airline credit for the significant delay.

Flight was on time with no issues. Price is very competitive. Flight schedule works well for me

Gate not determined until I got to the airport - hard to plan the trip to the airport.

Our flight was canceled. I will never use Kayak nor Frontier for travel again. The entire experience was a headache.

Frontier.. nickel and dime add-ons. Flight late, on time, late again, last minute gate change, arrival gate required a shuttle to the terminal. They sure keep you guessing.. if you like a little chaos and airport anxiety, this is the airline for you!

This is my second time flying with Frontier. My current experience was very favorable. The staff from the gate to the plane was friendly, warm and professional. The food options lacked in my opinion. This area needs some attention in my opinion.

First of all we hade waited 3 hours in the airplane waiting to leave. Second the return schedule was changed and it messed up my entire vaction. I won't buy never again another flight and recommend to nobody traveling with them.

There was no food and no entertainment, so I'm not sure why these are even in the survey, as my understanding is frontier does not ever offer food without a few, not even a snack, and there are no screens so unless the flight safety talk is our entertainment why ask how we liked it?. One of the flight attendants say in the back of the plane as people filed in to their seats, yelling orders about where to put baggage and telling people to hurry up. It was the least professional experience I've ever had on a flight.

Very well recently! Frontier is improving and less harrassing customer on luggages! Positive!

Good for a budget airline! It was easy to get on, staff was really nice. Can’t say anything about the food or entertainment because it wasn’t available, which is fine.

I am writing to express my disappointment with my recent Frontier Airlines flight. I was charged $99 at the gate because my bag was said to be too large, yet once onboard there was no available overhead bin space, and I was required to place the bag under the seat in front of me anyway. This made the charge feel unnecessary and unfair. Additionally, before the flight even took off, I was asked to move from the seat I paid for into a middle seat so another passenger and her cat could have my seat to themselves. I was not offered compensation or an explanation for being moved from a paid seat. Between the unexpected bag fee and being forced to give up my seat, this experience fell well below acceptable customer service standards. I would appreciate a review of this situation and appropriate compensation.

It was costly and difficult to check in. $85 to take a small suitcase with me, carry on or checked and $75 on the return trip, Plus $25 if I didn't check my self in check in $25, because I couldn't do it on the kiosk. Small very uncomfortable seats, waited on the runway for near an hour each way. It was my worst flight to date.

Everything you need to know for your flight to Caribbean

Information on your arrival and departure airports