$97 Find Cheap Flights from Caribbean to Philadelphia - Compare and Save

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to Philadelphia departing on 10/5. 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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Cheap Flights from Caribbean to Philadelphia

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

Sun, Sep 20 - Mon, Sep 28
Frontier Logo
6:55 pm - 10:56 pmSJU  San Juan Luis Munoz Marin Intl-PHL Philadelphia
4h 01mnonstop
Frontier Logo
6:24 am - 10:13 amPHL  Philadelphia-SJU San Juan Luis Munoz Marin Intl
3h 49mnonstop
$160Frontier
Fri, Sep 4 - Sun, Sep 6
Frontier Logo
5:50 pm - 9:54 pmSJU  San Juan Luis Munoz Marin Intl-PHL Philadelphia
4h 04mnonstop
Frontier Logo
2:50 pm - 6:49 pmPHL  Philadelphia-SJU San Juan Luis Munoz Marin Intl
3h 59mnonstop
$160Frontier
Thu, Oct 22 - Tue, Oct 27
Multiple Airlines Logo
5:12 pm - 7:24 pmSJU  San Juan Luis Munoz Marin Intl-PHL Philadelphia
26h 12m2 stops Fort Lauderdale Tampa
Multiple Airlines Logo
7:47 pm - 11:50 pmPHL  Philadelphia-SJU San Juan Luis Munoz Marin Intl
4h 03mnonstop
$197Multiple Airlines
Tue, Oct 20 - Thu, Oct 22
Multiple Airlines Logo
5:12 pm - 7:24 pmSJU  San Juan Luis Munoz Marin Intl-PHL Philadelphia
26h 12m2 stops Fort Lauderdale Tampa
Multiple Airlines Logo
7:47 pm - 11:50 pmPHL  Philadelphia-SJU San Juan Luis Munoz Marin Intl
4h 03mnonstop
$197Multiple Airlines
Fri, Aug 21 - Sun, Aug 23
American Airlines Logo
7:03 am - 11:07 amSJU  San Juan Luis Munoz Marin Intl-PHL Philadelphia
4h 04mnonstop
American Airlines Logo
6:15 pm - 10:24 pmPHL  Philadelphia-SJU San Juan Luis Munoz Marin Intl
4h 09mnonstop
$247American Airlines
Fri, Aug 21 - Mon, Aug 24
American Airlines Logo
2:33 pm - 6:38 pmSJU  San Juan Luis Munoz Marin Intl-PHL Philadelphia
4h 05mnonstop
American Airlines Logo
6:15 pm - 10:24 pmPHL  Philadelphia-SJU San Juan Luis Munoz Marin Intl
4h 09mnonstop
$247American Airlines
Tue, Nov 24 - Tue, Nov 24
JetBlue Logo
7:30 am - 10:30 amSJU  San Juan Luis Munoz Marin Intl-PHL Philadelphia
4h 00mnonstop
JetBlue Logo
5:10 pm - 12:59 amPHL  Philadelphia-SJU San Juan Luis Munoz Marin Intl
6h 49m1 stop Fort Lauderdale
$300JetBlue
Fri, Jan 15 - Sun, Jan 17
JetBlue Logo
7:00 am - 11:05 amSJU  San Juan Luis Munoz Marin Intl-PHL Philadelphia
5h 05mnonstop
JetBlue Logo
12:00 pm - 3:50 pmPHL  Philadelphia-SJU San Juan Luis Munoz Marin Intl
2h 50mnonstop
$305JetBlue
Wed, Nov 4 - Sun, Nov 8
Air Canada Logo
12:30 pm - 4:21 pmNAS  Nassau Intl-PHL Philadelphia
27h 51m1 stop Toronto Pearson Intl
Air Canada Logo
5:05 pm - 11:30 amPHL  Philadelphia-NAS Nassau Intl
18h 25m1 stop Toronto Pearson Intl
$339Air Canada
Thu, Sep 10 - Thu, Sep 17
Air Canada Logo
2:20 pm - 9:32 pmNAS  Nassau Intl-PHL Philadelphia
7h 12m1 stop Montreal Pierre Elliott Trudeau Intl
Air Canada Logo
10:50 am - 5:30 pmPHL  Philadelphia-NAS Nassau Intl
6h 40m1 stop Toronto Pearson Intl
$343Air Canada
Useful Info

Good to know

Low season

February

Cheapest flight

$97
Best time to beat the crowds with an average 18% drop in price.
Most popular time to fly and prices are also 13% lower on average.
Flight from San Juan Airport to Philadelphia

FAQs for booking flights from Caribbean to Philadelphia

  • How does KAYAK find such low prices on flights from Caribbean to Philadelphia?

    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 Caribbean to Philadelphia.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Caribbean to Philadelphia?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Philadelphia from 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 Caribbean to Philadelphia?

    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 Philadelphia with an airline and back to Caribbean with another airline.

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

    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 Philadelphia from Caribbean up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top 5 airlines serving from Caribbean to Philadelphia

 
Need help choosing which airline to fly with from Caribbean to Philadelphia? 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.
7.8
DeltaOverall score based on 8506 reviews
7.8Comfort
8.1Boarding
7.8Entertainment
7.2Food
8.5Crew
Airline reviews

Only beverages were offered to first class and I thought the flight attendant could have also served the Delta Comfort as well instead of sitting down and staring at her phone and walking past all of us to the back of the plane to charge her phone more. There was a complete lack of turbulence and was safe enough for flights attendant to walk around in the front of the plane, collect trash and serve a few people water and turn off the seat belt light. Also didn’t enforce people putting their seats into the upright position and allowed two passengers to remain reclined during landing. They seemed out to lunch completely. Usually my experience on Delta is much better.

4.0 OkayMichelle, Jun 2026
Read more Delta reviews

Only beverages were offered to first class and I thought the flight attendant could have also served the Delta Comfort as well instead of sitting down and staring at her phone and walking past all of us to the back of the plane to charge her phone more. There was a complete lack of turbulence and was safe enough for flights attendant to walk around in the front of the plane, collect trash and serve a few people water and turn off the seat belt light. Also didn’t enforce people putting their seats into the upright position and allowed two passengers to remain reclined during landing. They seemed out to lunch completely. Usually my experience on Delta is much better.

My tray was broken so i had no place to work or eat except my lap. Flight attendant said I would get an email with some credit or miles, it was a complete waste of time as I could only function at about 20% of normal. I have not received anything yet.

Delayed. Hot. Passenger next to me was so large I couldn’t move.

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

Originally, I was booked in economy. I paid several hundred additional dollars to upgrade to first class. Then I paid several more hundred dollars to change my flight to a slightly earlier flight. I asked if the changed flight would also seat me in first class, and I was told that it would. When I boarded the plane, however, I was seated in economy. So, I paid $500-600 more than I paid for my original ticket for an upgrade and a changed flight - received the changed flight (which was nice), but did not receive the upgrade. So, I was not completely satisfied.

I noticed that the planes seem to be outdated. There was no entertainment per se. Also, the waiting area did not have any working electrical outlets

Delayed due to thunderstorms and no in-flight service due to rough weather — both of which are out of Delta’s control. Flight was good overall.

This was the second flight this week with flight attendant Marcus I’m not sure if his last name is Lane or Lang but this guy is awesome. He funny, attentive and his service is 5 stars. Marcus makes business travel more enjoyable !

My seat was moved closer to the front of the cabin since I had requested wheelchair assistance to the gate.

Carly the flight attendant was extremely helpful and very accommodating to passengers on the flight from what I noticed. Couldn't be more satisfied with the service and assistance from Delta's flight attendant, Thanks again Carly!!

Flying on this airline is nothing short of a full blown circus clown show. It is so mismanaged it should not be in business as there is no way it can be safe as badly as it is managed. It is 100% about money and customers be damned. On a recent return from my mother’s funeral, my only available choice from IND to PWM was American, which I hesitantly booked as I rarely fly them for many of the following reasons and never will again. I was booked IND-PHL-PWM totaling about six hours. The flight was cancelled due to NE weather. They rebooked me on a two stop flight IND-DFW (Yes DALLAS)-PHL-PWM, still all on the same day. After arriving in DFW, they continually delayed the DFW-PHL flight due to maintenance issues on the arriving flight. Finally it was delayed to the point that my PHL-PWM connection was no longer possible. They then rebooked me thru LGA with the short flight the NEXT DAY to PWM and offered to put me up for the night in NYC (or so I assumed). The flight DFW-LGA was then delayed so much that I asked to be put in an earlier flight with a lessor delay. Throughout this day chats with their AI assistant were useless as were subsequent chats supposedly with a real person(?). Only one customer service agent in DFW was actually helpful and appeared to care. Upon arrival at LGA post midnight, they issued me car and hotel vouchers in Trenton NEW JERSEY at a very old Howard Johnsons ONE HALF HOUR from LGA. The hotel was an $85, 1.5 rated hotel in a very sketchy area of NJ that I would have never voluntarily booked. As I prepared to catch the car back to LGA the next morning I received a text that my flight was cancelled. TWICE IN TWO DAYS. I went to LGA hoping to have AA book me on an earlier Delta flight. The full service line was at least 200 people deep, so I tried to reach a real person agent by phone. After 1/2 hours on hold I gave up and waited for my later LGA-PWM flight. It actually started boarding on-time, but only shortly after announced a maintenance hold. We were told it was nothing serious, just an adjustment to the Captains seat. Only one update was given while we waited 1.5+ hours for a “SEAT ADJUSTMENT”. During that time at least three others flights in my area announced that they were overbooked and were taking volunteers before bumping people. Another flight to ORD announced a gate change and less than five minutes after announced that they were really not changing and announced for everyone to return to that gate. Can’t forget to mention that on all of these planes the WiFi only worked on two.🤡🤡

Pilot main message was to "be nice to her crew". Crew only instructed passenger to "move out of the aisles" rather than helping passengers place their luggage. Some passengers needed to exit early to make their connections yet cleaning crews rushed onboard to make their way past rushing outgoing passengers. AA needs better protocols and better customer service for the price paid for trips.

Inflight wifi was awful. Couldn't connect for the first hour until they manually reset, and after that the connection kept dropping every five minutes. Their entertainment option streamed fine but normal browsing was unusable.

The boarding process for my American Airlines flight from Copenhagen to Philadelphia was a bit tricky. We experienced a gate change that required a long walk to a new area of the airport. Additionally, boarding was not via a jet bridge; we had to take a shuttle bus to the plane and then carry our luggage up the stairs ourselves. Furthermore, the bag drop didn't open until about 12:20 PM, which was only three hours before our scheduled departure. This meant I couldn't drop my bag off early and had to wait outside of security in order to drop off my bag and use the kiosk. The bag drop self-service kiosks also didn't open until about 12:00 PM when an American Airlines employee unlocked them so that we could print out our boarding passes and bag tags, which further created a backlog. The flight was delayed by over an hour because we had to wait for one of the tires on the plane to be changed. On a positive note, the flight attendant was very professional when handling a passenger who was sitting in the wrong seat. Even though the passenger was persistent and reluctant to move, the flight attendant calmly ensured the assigned passenger could take their seat. Kudos to the flight attendant for keeping his calm and composure, not allowing the issue to escalate, and handling it well under pressure while a line of passengers waited in the aisle to board. The in-flight service was also fast, prompt, and efficient, although service had to be suspended for the last two hours of the flight due to weather and turbulence, which was outside of the crew's control. However, the in-flight entertainment screens and the overall interior of the plane were somewhat older. The system did not offer streaming to personal mobile devices, so we had to watch movies on the seatback screens.

the first flight smelled like urine Ac didn’t work pathetic experience

We were delayed due to a mechanical issue, but the gate staff and then later captain were giving thorough and frequent updates. Ended up being delayed about an hour, but we did get out, so it was overall a good flight!

My luggage never made it, I booked business class only to find out I’m sitting in the back. Very disappointed with the reservation

We were treated politely and the crew was nice. Again no one knew why there was a delay. Food was hot and a lot was offered but bad in taste. Seats weren’t the worst but for a long flight your legs ache from it. Entertainment was old not very interactive

I found the seats ergonomically uncomfortable forcing the body to seat slightly hunched. For a short flight I worked on adjustments but for a longer flight, it would be difficult.

I cancelled this flight 2 days before departure but I followed your texts and emails and IF you were correct this flight turned into a nightmare.

Terrible! Our flight was cancelled. No other nonstop flights available. Had to rent a car and drive 7 hours!

My flight was delayed more than once, but Air Canada updated us regularly. Friends on other airlines had much worse experiences.

Terrible…. Reported missing luggage’s with injectable meds that needed refrigeration. Yet, delivery could not be expedited. Luggage’s were delivered 5 days after arrival. The meds were useless as ice pack had melted. So disappointed!!!

Good but need to be better with the flight times.

After a long flight from Tokyo, our connecting flight home was canceled due to “maintenance” while we were on our layover in Toronto. Very frustrating to close out our honeymoon, although I’m sure others had it even worse during last week’s strike. Air Canada staff at Pearson Airport are the one thing that kept me remotely at peace during this — they were very helpful and deserve a lot of props. But I would not fly Air Canada again.

If you want your flight to get delayed constantly for 13+ hours and given a 10 dollar food voucher the. I would say take air canada. Worst experience ever.

The idea of needing to go outside in the winter to board in icy cold temperatures is totally a non starter for me. Seats were very uncomfortable though the leg room not too terrible. Attendants were nice

Gate changed twice, boarding late. However, there was more than usual leg room. Crew was fine. No entertainment due to computer problem.

Our flight was delayed by almost 1 hour, and this negatively impacted our experience. Everything else was OK.

I was treated poorly after contacting customer service, including invasive security enhancements and being waitlisted suddenly for a flight I’d bought over a month prior. I interpret this treatment as intentional.

JetBlue cancelled the flight along with hundreds of others, for no apparent reason. no recourse, no rebooking options. never booking with them again

Jet Blue cancelled my flight after I had boarded. They attempted to rebook me for a new flight two days later. I was able to rebook with a different airline, but not until the next morning. As such, I was forced to get an expensive hotel and missed important work meetings Monday morning. I am very disappointed with the customer service and will be pursuing full reimbursement for my hotel cost.

You did a great job rescheduling my cancelled flight. However, you made me pay for two seats for $118 even though the seats on the original flight were free. I think that was a very unfair thing to do.

They cancelled the flight after 5 hours at the airport and the only flight they offered was for the next day with a 7.5 layover in fll. This was not going to work for me as this was only a weekend trip and getting into providence at 10 pm a day later caused me to lose Mo ey on hotels money on airport parking a dog sitter etc. they wouldn’t offer any type of a voucher or anything else. All they did was refund the flight which didn’t help me with all the money in time I lost. I was going to see my very sick father

The plane took off very late upon arrival and departure

The flight was on time the crew was courteous that makes for a good flight.

A more comfortable seat. Padding would be really helpful but I've read the airlines don't want customers to be satisfied with economy seats.

Purchased through 3rd party vendor which made everything difficult. Unable to check in online. Unable to get flight updates easily, tsa precheck information didn’t carry through, longer time to check in in person. Entertainment looked good but had to purchase conventional headphones to view.

Even though the weather made a lot of flights become cancelled Jet Blue made the flight that was supposed to leave at 9 pm and we left at 12:15 am and I was so grateful- Thanks to the Senior Jet Blue Staff who made those decisions

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

Frontier line changes my flight schedule with out my authorization. They never ask me and with out my concern they cut off 4 hours of my vacation they force my to leave 4 hours early from Puerto Rico.

Not clean and was told I would get a great seat and it was not great at all

Good- no snacks on a 4+ hour flight is painful but more painful was the lack of WiFi.

No knowledgeable staff at the counter or in a flight crew. No one knew why once flight landed at Philadelphia Airport then it took them 4 hours from runway to gate . Damn they took 4 hours to reach the gate . They messed up whole night for myself and for my kids.

Horrible communication about delay of flight and what options were available

Online check-in was not user-friendly. Too many fees, not cost effective.

FRONTIER SUCKS! The agent downstairs tricked me into booking, just to get to the gate. At the gate, they told me they couldn't help. I then called Customer Service. They and the gate attendants kept blaming each other. Neither side was willing to help the customer.

My experience with frontier staff at the Denver airport was absolutely horrible. The manager on duty was even worst if was the worst experience I have ever had, I have never been treated so poorly as a customer in my life! The staff was extremely rude, eye rolls and attitude and then refusal to help me at all. I wish I could never fly frontier again that’s how horrible it was!

Good for the price. My only complaint is that the pilot should keep the air flowing while passengers are waiting to getting out of airplane.

I arrived 1 hour prior to boarding, and they said I was too late for a domestic flight. First time I heard that :-(

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