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$51 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 10/29. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
0 bags

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Best Caribbean Flight Deals

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

Punta Cana
Punta Cana1 stop$225
Montego Bay
Montego Bay1 stop$252
Santo Domingo
Santo Domingo1 stop$227
Oranjestad
Oranjestad1 stop$287
Nassau
Nassau1 stop$399
Kingston
Kingston1 stop$348
Simpson Bay
Simpson Bay1 stop$228
Providenciales
Providencialesnonstop$478
Bridgetown
Bridgetown1 stop$221
Port of Spain
Port of Spain1 stop$190
George Town
George Town2 stops$437
Willemstad
Willemstad1 stop$533
Castries
Castries2 stops$3,558
Aguadilla
Aguadilla2 stops$314
St. John's
St. John's2 stops$416
Puerto Plata
Puerto Plata1 stop$471

Good to know

Low season

September

High season

March

Cheapest flight

$51
Best time to beat the crowds with an average 15% drop in price.
Most popular time to fly with an average 4% 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 to Caribbean from Philadelphia is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Philadelphia to Caribbean?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Caribbean with an airline and back to Philadelphia with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Philadelphia to Caribbean?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Caribbean from Philadelphia up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Top tips for finding cheap flights to Caribbean

  • Looking for a cheap flight? 25% of our users found tickets from Philadelphia to the following destinations at these prices or less: San Juan $109 one-way - $216 round-trip
  • Morning departure is around 20% cheaper than an evening flight, on average*.
  • Philadelphia International Airport (PHL) is the main airport serving the Philadelphia metropolitan area in Pennsylvania. As a major aviation hub, PHL facilitates international travel from the region to several destinations, including the Caribbean countries like The Dominican Republic. Most flights from PHL head into Puerto Rico.
  • If you are traveling from Philadelphia International Airport (PHL), the best way to get to the airport from the Philadelphia city center is by train. The train operates on the Airport Regional Rail Line with trips after every 30 minutes from the city center to Terminals E/F, C/D, Terminal B, and Terminal A.
  • Most airlines offer non-stop flights from Philadelphia International Airport to various cities in the Caribbean. For example, Spirit Airlines offers non-stop flights to San Juan, with the destination airport being San Juan Luis Munoz Marin International Airport (SJU).
  • Passengers departing from Philadelphia International Airport (PHL) to the Caribbean region will use different terminals depending on the airline. For instance, Frontier Airlines uses terminal A or E, while Spirit Airlines uses terminal D.
  • Several airlines flying from Philadelphia International Airport to the Caribbean offer special meals for passengers with dietary requirements. These airlines typically provide various dietary options, such as vegetarian, vegan, gluten-free, and kosher meals, to cater to passengers' specific needs and preferences.
See more tips
*Average of the lowest prices shown in KAYAK’s search results for departures within the next 30 days

Top 5 airlines serving from Philadelphia to Caribbean

Need help choosing which airline to fly with from Philadelphia to Caribbean? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.0
DeltaOverall score based on 8963 reviews
7.4Food
7.9Comfort
8.2Boarding
8.6Crew
8.0Entertainment
Airline reviews

Coach seating is debilitating, neither my husband or I can walk the following day

2.0 MediocreAnonymous, Oct 2024SEA - DTW
Read more Delta reviews

Coach seating is debilitating, neither my husband or I can walk the following day

My husband is very tall and we generally fly Delta Comfort. We used our companion benefit, and our seats were coach and extremely uncomfortable........ horrid even

Great. Flight departed early and arrived early. Deplaning and baggage claim ww were quick.

Forced to check my bag which fit in carry on, boarded and then sat for over an hour waiting to take off with no explanation.

I actually received a notification from kayak on email but not one by text from Delta when my departure gait changed and I almost missed my flight

Extremely dosappoontined and frustrated. Refused entry to lounge in Detroit despite having Delta AMEX Reserve linked in MyDelta phone app as revommended and also having proof of account. No pillows were available for overnight flight to AMS and breakfast was not served in Delta Comfort.

I liked the screens in the seat headrest with movies to watch. I didn’t like being forced to check my carryon bag and being told there wasn’t room for my bag - when there were 5 bins sitting empty on takeoff. I didn’t like the “I don’t give a fig” attitude of the flight attendants and the delta gate attendants when I asked why they decided to put me out. They gave me a 1800 number to call but I can’t get a live person on the phone. Customer service is non existent. My business must not be that important to them.

Was unsure of this flight due to high winds in CVG from Hurricane Helene. Crew did a great job of getting us to CVG safely.

It was not in Delta's control, but when we landed, we ended up parking at the wrong gate, and so everyone was already ready to deplane and had their carryon bags, ready to leave. But we had to sit down and move to the proper gate. This process took over 30 minutes. Again, not Delta's fault - more so on the staff at JFK

More up to date movies and a live TV option like ESPN, Fox News or CNN. All they had were movies and Spotify Music and some games. Also, wifi on international flights isn't free for Skymiles members like on domestic flights via T-Mobile.

Seats are outdated. Entertainment relies on personal device. Boarding was delayed due to inaccurate passenger tracking, resulted in late arrival at Reno.

The free snack options are pretty pitiful for a 2.40h flight.

Excellent staff helping my 96 year old senior promptly with her oxygen needs

Good even though flight was delayed, the crew was prompt and efficient.

We had a 90 minute delay due to equipment failure that was detected just before we took off. United rebooked my connecting flight.

Everything was perfect except the pad at the top of the seat back. It pushes my head forward in a very uncomfortable position and it is not removable.

Everything was perfect except the pad at the top of the seat back. It pushes my head forward into a very uncomfortable position and it is not removable.

The crew and flight was amazing. I haven't flown United in years but plan to switch to you being my main airline

More water distribution throughout flight. Food quality poor and hot items delivered not hot on both attempts. Not United Standards

My flight was completely full. Making me very stressful with people walking around all the time. I believe airlines can do better for entertain people during the flight.

For coast to coast travel the A321 and even the NEO, even in first class will never be excellent. That would take a B787 or 777 to accomplish.

Service not nearly as good as Qatar airways flights used to be on service from PHL to DOH.

The one gate agent was very abrupt and rude. Not a good look for American for the day

Departure more than an hour later. Conexion/waiting time at the airport was more than 7 hours :(

I was unhappy with having the seat I chose changed at the last minute. I was moved to an aisle seat which did not recline and was next to the bathroom. The bathroom odors made the flight entirely unpleasant. Having carefully chosen my seat months before I was not pleased with my AA experience. In addition, they ran out of tea during flight service, really?

Boarding was disorganized and delayed because they overbooked and wanted people to give up seats then further delayed due to an issue with the plane. They did not load my bag and it took a day for them to return it. Flight attendant was lovely and the only positive thing about this trip.

Pilots showed up late because they decided to stop and get something to eat instead of going straight to our gate, Forcing an 1 1/2 hour delay, and missed flight. Shame on the pilots.

Seats are extremely narrow and almost don’t recline. No room for knees even for avg size adult. Overall, very cramped. Very noisy aircraft compared to A380.

It was a bus not a flight. Okay bus ride.

Our 9:10 am scheduled flight continued to get delayed all day with no information given from the agents as to why. It wasn’t until I went to the customer service desk and got us switched to another flight at 2:44 pm (that wasn’t nonstop like our booked flight) that the agent finally was able to find out it was due to a fuel leak. I don’t know if our original flight ever took off but I don’t find it acceptable to leave people sitting in an airport all day with no explanation.

I could not print my boarding passes and had to see an agent. However, the agents were very friendly and helpful.

It just baffled me that spirit boarding process that I was charged 2 check in fees for a person bag and carry on. I ended up lugging 3 kids under 10 with 2 bags and to find out at the boarding area that I could not get on the plane due to my lack of reading the baggage policy. I understand if that was the case but the agent also failed to understand one item was in fact a personal item such as laptop bag and charge me as if it was a carry on not personal item. And knowing it’s a horrible storm and last flight in the destination of travel. I could have very easily handed the items to my relative to keep but I didn’t learned about this enforced policy until I was about to board.

Paid extra for a “comfy seat” which was anything but!

I was booked to Reno with a carry on and a personal item on Alaska airlines. Kayak booked me on a return flight on Spirit on which I was not allowed a carry on. What a nightmare. It cost me an upgrade on Spirit and a checked bag fee, a total of $125, to get a small carry on bag home. Kayak needs to learn about the Go restrictions on Spirit before quoting a price on a round trip ticket.

The flight landed with a delay and we had to wait almost an hour to be off boarded. So typical of spirit.

Staying with Dallas 4 hour stay ...it's was torture sorry. .. about to say that

The gate employees and the flight crew were friendly and professional. Afterboarding we waited 20 minutes for another flight; a complimentary beverage would have ben appreciated for the inconvenience.

Customer service. There is no way to call them and online chat doesn't deal with your specific concerns. I don't plan to fly spirit again.

No frills, cheap price & flight was on time, I'm happy.

All the steps below was great!!! and the price thank you!!

The flight attendant was arguing with a passenger before takeoff. The passenger was frustrated but the flight attendant should have handled it with grace, but instead she was nasty and rude. The seats were comfortable and the flight was uneventful. I wish we didn’t have to pay for drinks or snacks but that’s what you get with a budget airline.

Stuck in Phoenix for two days, not even a hotel voucher offered.

At check in they don’t let you be with the person you are traveling with unless you pay $40 per seat . Really bad policy they have

Every day about it was very different all the boarding pass where all wrong l miss flight no refund all crazy

Airline changed the gate from Terminal A to Terminal D which is quite far and only sent a text message few minutes before boarding. Around 50 people missed their flight and as plane didn’t wait for them.

Flight got delayed for 3.5 hours, and for the first hour after the departure time there was no update from the gate folks...

The personal at boarding are rude and try to steel people with their rule of personal item , really bad experience for us

Both flights were delayed. The sizing of bags is crazy. I know it is advertised as a no frills cheaper option but it does feel like you are being extorted for money the whole way-- $20 dollars to talk to a gate agent? Charging for soda a pretzels? I don't think I will be flying Frontier again if I can help it. That said, all the staff were wonderful.

Staff members pretty horrible when boarding. No care for customers

The trip was good but the last minute changes I didn’t like because I had already talked to the attendee and they didn’t help me with my ticket I was having trouble checking in and when the time was up they help me but charge me for that and last minute luggage it was a small bag. After I was in the airplane I realized you were charging because the flight was almost empty and you have to get the money some how. Thanks for everything.

Book cheap flights from Philadelphia to Caribbean

Recent round-trip flight deals

10/28lun.
1 stopFrontier
16h 33mPHL-SJU
10/30mié.
1 stopFrontier
16h 01mSJU-PHL
$105
11/10dom.
1 stopFrontier
12h 04mPHL-STT
11/18lun.
1 stopFrontier
12h 42mSTT-PHL
$113
11/14jue.
nonstopSpirit Airlines
3h 52mPHL-SJU
11/16sáb.
nonstopSpirit Airlines
4h 10mSJU-PHL
$156
12/6vie.
nonstopSpirit Airlines
3h 48mPHL-SJU
12/9lun.
nonstopSpirit Airlines
4h 10mSJU-PHL
$157
1/26dom.
nonstopAmerican Airlines
4h 00mPHL-STT
1/31vie.
nonstopAmerican Airlines
4h 30mSTT-PHL
$419
1/11sáb.
1 stopAmerican Airlines
14h 52mPHL-STT
1/16jue.
nonstopAmerican Airlines
4h 30mSTT-PHL
$423
1/13lun.
1 stopDelta
7h 48mPHL-STT
1/19dom.
1 stopDelta
9h 16mSTT-PHL
$463
1/29mié.
2 stopsDelta
10h 14mPHL-SDQ
2/6jue.
2 stopsDelta
13h 23mSDQ-PHL
$492
12/19jue.
2 stopsUnited Airlines
27h 20mPHL-PLS
12/23lun.
1 stopUnited Airlines
16h 30mPLS-PHL
$592
2/20jue.
1 stopUnited Airlines
25h 07mPHL-PLS
2/24lun.
2 stopsUnited Airlines
17h 17mPLS-PHL
$599

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Recent one-way flight deals

10/29mar.
1 stopFrontier
11h 16mPHL-SJU
$51
11/10dom.
1 stopFrontier
12h 04mPHL-STT
$56
10/27dom.
1 stopSpirit Airlines
12h 48mPHL-SJU
$58
11/20mié.
nonstopSpirit Airlines
3h 52mPHL-SJU
$70
12/31mar.
1 stopAmerican Airlines
13h 18mPHL-SJU
$177
1/7mar.
1 stopAmerican Airlines
6h 30mPHL-SJU
$212
10/21lun.
1 stopDelta
6h 52mPHL-SDQ
$218
11/12mar.
1 stopDelta
7h 51mPHL-STT
$247
10/21lun.
2 stopsUnited Airlines
19h 35mPHL-SDQ
$264
12/6vie.
1 stopUnited Airlines
5h 51mPHL-STT
$292

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Last minute flights from Philadelphia to Caribbean

Last minute flight, train and bus deals

10/15mar.
nonstopFrontier
3h 49mPHL-SJU
11/15vie.
multi-stopFrontier
7h 48mSJU-PHL
$188
10/15mar.
nonstopFrontier
3h 49mPHL-SJU
10/22mar.
nonstopFrontier
4h 02mSJU-PHL
$195
10/13dom.
nonstopSpirit Airlines
4h 00mPHL-SJU
10/17jue.
multi-stopSpirit Airlines
17h 19mSJU-PHL
$224
10/12sáb.
multi-stopSpirit Airlines
11h 52mPHL-SJU
10/18vie.
nonstopSpirit Airlines
4h 07mSJU-PHL
$232
10/14lun.
multi-stopAmerican Airlines
13h 15mPHL-SDQ
10/29mar.
multi-stopAmerican Airlines
11h 42mSDQ-PHL
$529
10/12sáb.
multi-stopAmerican Airlines
16h 25mPHL-SDQ
10/15mar.
multi-stopAmerican Airlines
10h 08mSDQ-PHL
$591
10/12sáb.
multi-stopUnited Airlines
19h 35mPHL-SDQ
10/15mar.
multi-stopUnited Airlines
25h 16mSDQ-PHL
$835
10/11vie.
multi-stopUnited Airlines
27h 25mPHL-SDQ
10/13dom.
multi-stopUnited Airlines
19h 21mSDQ-PHL
$853
10/11vie.
multi-stopDelta
4h 58mPHL-NAS
10/18vie.
multi-stopDelta
10h 11mNAS-PHL
$1,539
10/12sáb.
multi-stopDelta
8h 29mPHL-MBJ
10/19sáb.
multi-stopDelta
6h 49mMBJ-PHL
$1,953

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Everything you need to know for your flight to Caribbean

Information on your arrival and departure airports