$80 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 4/30. 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

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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$332
Santo Domingo
Santo Domingo1 stop$331
Montego Bay
Montego Bay1 stop$393
Oranjestad
Oranjestad1 stop$388
Nassau
Nassau1 stop$377
Kingston
Kingston1 stop$370
Simpson Bay
Simpson Bay2 stops$402
Providenciales
Providenciales1 stop$460
Port of Spain
Port of Spain2 stops$431
Bridgetown
Bridgetown2 stops$413
George Town
George Townnonstop$331
Willemstad
Willemstad1 stop$373
Castries
Castries2 stops$806
Puerto Plata
Puerto Plata1 stop$548
St. John's
St. John's1 stop$467
Aguadilla
Aguadilla1 stop$196
Punta Cana
Punta Cana1 stop$332
Santo Domingo
Santo Domingo1 stop$331
Montego Bay
Montego Bay1 stop$393
Oranjestad
Oranjestad1 stop$388
Nassau
Nassau1 stop$377
Kingston
Kingston1 stop$370
Simpson Bay
Simpson Bay2 stops$402
Providenciales
Providenciales1 stop$460
Port of Spain
Port of Spain2 stops$431
Bridgetown
Bridgetown2 stops$413
George Town
George Townnonstop$331
Willemstad
Willemstad1 stop$373
Castries
Castries2 stops$806
Puerto Plata
Puerto Plata1 stop$548
St. John's
St. John's1 stop$467
Aguadilla
Aguadilla1 stop$196

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

Mon, May 4 - Mon, May 11
Frontier Logo
2:17 pm - 6:07 pm
PHL
-
SJU
3h 50mnonstop
Frontier Logo
7:20 am - 2:49 pm
SJU
-
PHL
7h 29m
1 stop
$165Frontier
Mon, May 11 - Wed, May 13
Multiple Airlines Logo
7:00 am - 10:44 am
PHL
-
SJU
3h 44mnonstop
Multiple Airlines Logo
7:30 am - 2:49 pm
SJU
-
PHL
7h 19m
1 stop
$167Multiple Airlines
Wed, Apr 22 - Tue, Apr 28
Frontier Logo
6:25 pm - 11:59 pm
PHL
-
SJU
29h 34m
1 stop
Frontier Logo
3:08 am - 4:34 pm
SJU
-
PHL
13h 26m
1 stop
$168Frontier
Tue, Apr 21 - Tue, Apr 21
Frontier Logo
11:40 am - 3:30 pm
PHL
-
SJU
3h 50mnonstop
Frontier Logo
1:59 am - 6:08 am
SJU
-
PHL
4h 09mnonstop
$169Frontier
Sat, Apr 25 - Sun, Apr 26
Spirit Airlines Logo
9:02 pm - 12:54 am
PHL
-
SJU
3h 52mnonstop
Spirit Airlines Logo
2:09 am - 6:12 am
SJU
-
PHL
4h 03mnonstop
$172Spirit Airlines
Thu, Apr 23 - Sat, Apr 25
Spirit Airlines Logo
10:54 am - 11:24 pm
PHL
-
SJU
12h 30m
1 stop
Spirit Airlines Logo
2:09 am - 6:12 am
SJU
-
PHL
4h 03mnonstop
$173Spirit Airlines
Sat, Aug 29 - Tue, Sep 15
JetBlue Logo
6:00 am - 2:36 pm
PHL
-
STI
8h 36m
1 stop
JetBlue Logo
2:45 pm - 11:44 pm
STI
-
PHL
8h 59m
1 stop
$361JetBlue
Sun, Jul 26 - Wed, Sep 9
JetBlue Logo
8:15 am - 2:36 pm
PHL
-
STI
6h 21m
1 stop
JetBlue Logo
2:45 pm - 11:44 pm
STI
-
PHL
8h 59m
1 stop
$364JetBlue
Wed, May 6 - Tue, May 26
Air Canada Logo
10:05 am - 12:40 pm
PHL
-
NAS
26h 35m
1 stop
Air Canada Logo
6:30 pm - 3:38 pm
NAS
-
PHL
21h 08m
1 stop
$382Air Canada
Wed, May 6 - Tue, May 26
Air Canada Logo
10:05 am - 12:40 pm
PHL
-
NAS
26h 35m
1 stop
Air Canada Logo
6:30 pm - 2:48 pm
NAS
-
PHL
20h 18m
2 stops
$385Air Canada
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 $178 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 $178.

What is the cheapest time of day to fly to Caribbean?

The average price for all round-trip flights from Philadelphia to Caribbean depending on the time of departure, clicked by users on KAYAK in the last 2 weeks.

The cheapest time of day to fly to Caribbean is generally in the afternoon, when round-trip flights cost $267 on average. Morning departures are around 1% cheaper than evening flights, on average. The most expensive time of day to fly to Caribbean is generally in the evening, which is peak travel time and where the average cost of a ticket is $328.

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 $571, 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 $231 (return) on average. On the other hand, the most expensive months are December and March, when the average cost of round-trip tickets is $424 and $312 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 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$80
Best time to beat the crowds with an average 12% drop in price.
Most popular time to fly with an average 20% 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.

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 $126 one-way - $276 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 8400 reviews
7.2Food
7.9Comfort
7.8Entertainment
8.5Crew
8.1Boarding
Airline reviews

The flight was smooth, the crew was great but the plane was quite old

8.0 ExcellentDimitrina, Apr 2026
BOS - DCA
Read more Delta reviews

The flight was smooth, the crew was great but the plane was quite old

Everything was great until I lost my water bottle and they can’t seem to locate it. I know I left it on the plane though.

WiFi didn’t work most of the time. The usb chargers would work only occasionally for 5 mins and wouldn’t charge after that. Had to keep trying repeatedly at each of the seats in the row.

The crew bent over backwards to thank us for flying and make us comfortable. The food service was quick and efficient. The Captain communicated and said goodbye and thank you as we departed. They really stood out!

Okay considering we had weather delays which the Pilot notified us of immediately!

Generally on time departures and arrivals, clean planes, sky miles membership provides great benefits (complimentary upgrades, etc).

Flight from Fort Wayne to Atlanta was the smallest in terms of cabin space that I've ever seen. A carry on I've used for 20 years BARELY fit in overhead compartment. I'm 5'10" and felt very cramped. Not the best experience.

I am writing to express my dissatisfaction with the poor service and unprofessional staff we encountered when traveling with an infant. Our flight was delayed, and the gate staff failed to manage the boarding process appropriately. Due to incorrect, unavailable, or missing 'pink tag' stroller and car seat check-in procedures at the gate, we were forced to board last. Furthermore, the gate staff was rude and dismissive, causing significant distress to our infant. To make matters worse, one of our checked items—an infant sleeper/lounger—was returned to us broken. Given the unsafe handling of essential equipment and unprofessional treatment, I expect a prompt resolution regarding compensation for the damaged items.

We departed and landed early which was a nice surprise. The boarding process was slow.

N Everything was perfect from boarding to assistance to baggage in Tampa

We were delayed and had to circle due to weather and had to divert for fuel. While I understand that you can’t control the weather I would have appreciated knowing that the crew wasn’t going to run out of hours and then having to spend the night in the Raleigh airport.

Messy plane that was falling apart Small screens that didn't work

I was traveling with two small kids and our TV s were the only ones not working. Informed the flight attendant who did nothing about them.

They forced me to check my hand luggage at the gate.

I specifically choose not to check bags to ensure I can proceed directly to ground transportation upon arrival. However, due to a recurring lack of cabin space, I was again forced to gate-check my rolling luggage after going through my luggage to take out electronics and batteries. This practice unilaterally changes the service agreement made at the time of purchase. JetBlue needs to find a better way to manage overhead space that honors the carry-on baggage allowance.

Still hasn’t left. Why are you asking how it was?

Flight was good wish there were more snacks options for such a long flight but stewardesses were very pleasant as was flight crew.

I was denied a plastic fork to eat my food and was told plastic forks are for paying customers who buy Jet Blue’s food. So I had to make a utensil out of a cup so nourish my body. Like a refugee. Because decency is dead.

I was especially impressed without efficiently the crew got passengers on and off. One of the stewards was slightly gruff, I thought. No big deal but that's what I noticed.

Absolutely horrible. Flight was delayed 4 hours and they had no clue what was going on.

Plane was super cold. No entertainment unless you were with mileage program Getting off the plane was super slow

I appreciate that I finally got the seat I paid extra for this time. Thank you

Half of the TSA checkpoints at PHL are closed. Also, there is no standby for first class passengers. You can only standby for coach. Very dated policy and inconsistent with peers.

It would have been nice if American tried to care.

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!

The attendant at the gate was not helpful at all and she was rude when we asked why the flight was delayed.

Great just wish they always had WiFi on every flight couldn’t even purchase it

They cancelled my flight with no reason affecting my travel plans and delaying it 24 hours.

a weekend long saga that ultimately led to a canceled trip. totally unreliable.

Everything was horrible. They delayed my flight so I missed my connection flight and I lost my bags. I had to go to the same workers multiple times asking the same questions because everyone kept giving me different answers. One person closed down customer service because he wanted to go on lunch so there was like 30 people just waiting for hours because no one would relieve him.

Landing was technically perfect. What I didn't like is the pricey internet. Both flights with excellent crews. I'm 6 feet 210 pounds and could easily fit in the chair.

Paid for WiFi and the connection was basically nonexistent. Was pleasantly surprised with everything else. Staff was great. Boarding was easy. Plane was clean. Overall, a very pleasant experience

Long long delay, no AC while delayed, gate changes, just for the most uncomfortable flight of your life.

Everything was smooth sailing. Great crew, easy flight and was surprised with an upgraded seat. Thank you all!

My first time experience with Spirit Air was not good at all.The reason i did not know to cancel 24Hrs before flight depature you do charge cancellation fee. It's ridiculous policy.Actually you should provide full voucher instead of charging cancellation fee. Confirmation Code# ZNVPHG Thanks Much , Rita S

They switched our terminal 3 times and we were delayed for four plus hours!!!

It was an early flight and most people napped/slept and the crew let us which was nice.

The crew acted like they had never done this and kept barking passive aggressive orders at people. + the security line + the delay + sitting on the tarmac for 2 hours + none of the apps or signage updating with correct times

More inflight connection. And leg space is horrible. And the paying for baggage I'd ridiculous!!!

My flight was originally from SAT to MCO connecting from MCO to ORD. We got diverted to ATL and than Frontier staff there was sooo un helpful first they said they couldn’t give us any accommodation since our flight first got delayed that cancelled and now it’s 221am and I am still in ATL since they said they need to create a new flight my final destination is ORD and I have been delayed twice and cancelled. With no real help the frontier app didn’t work no email updates over all such a horrible experience

There's no seats that lean back with little leg space i wad uncomfortable the entire flight. Your charges for extra baggage is despicable and costly!!

Remind customers of the need to have passport or new ID for boarding.

Flight was canceled. Most upsetting was message from Kayak, stating that the flight was canceled and click with Kayak for details regarding rebook, refund details. THERE'S NO INFORMATION PROVIDED BY KAYAK EXCEPT THAT FLIGHT IS CANCELED. AND NOW THIS SURVEY TO FIND OUT HOW WAS THE FLIGHT !!!!!!!

The flight never took off and we spent 7 hours at the airport

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

Everything you need to know for your flight to Caribbean

Information on your arrival and departure airports