$101 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 7/30. 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.
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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

Fri, Sep 4 - Mon, Sep 7
Frontier Logo
11:24 am - 3:26 pm
SJU
-
PHL
4h 02mnonstop
Frontier Logo
11:55 am - 3:57 pm
PHL
-
SJU
4h 02mnonstop
$195Frontier
Wed, Jul 29 - Wed, Aug 12
Frontier Logo
6:44 am - 10:48 am
SJU
-
PHL
4h 04mnonstop
Frontier Logo
10:59 pm - 2:59 am
PHL
-
SJU
4h 00mnonstop
$198Frontier
Mon, Aug 24 - Fri, Aug 28
Air Canada Logo
6:30 pm - 10:09 am
NAS
-
PHL
15h 39m
1 stop
Air Canada Logo
7:00 am - 5:30 pm
PHL
-
NAS
10h 30m
1 stop
$405Air Canada
Mon, Aug 24 - Fri, Aug 28
Air Canada Logo
6:30 pm - 2:49 pm
NAS
-
PHL
20h 19m
2 stops
Air Canada Logo
7:00 am - 5:30 pm
PHL
-
NAS
10h 30m
1 stop
$409Air Canada
Fri, Sep 4 - Sun, Sep 6
Delta Logo
9:13 am - 5:34 pm
KIN
-
PHL
7h 21m
1 stop
Delta Logo
7:25 am - 8:13 pm
PHL
-
KIN
13h 48m
1 stop
$411Delta
Fri, Aug 28 - Thu, Sep 3
JetBlue Logo
1:55 pm - 10:29 pm
KIN
-
PHL
7h 34m
1 stop
JetBlue Logo
4:59 pm - 11:41 pm
PHL
-
KIN
7h 42m
1 stop
$420JetBlue
Thu, Oct 29 - Mon, Nov 2
JetBlue Logo
1:47 pm - 10:01 pm
PUJ
-
PHL
8h 14m
1 stop
JetBlue Logo
8:15 am - 3:25 pm
PHL
-
PUJ
6h 10m
1 stop
$430JetBlue
Fri, Oct 2 - Sat, Oct 17
Delta Logo
9:10 am - 6:09 pm
KIN
-
PHL
7h 59m
1 stop
Delta Logo
8:50 am - 7:30 pm
PHL
-
KIN
11h 40m
1 stop
$458Delta
Fri, Sep 11 - Sun, Sep 13
American Airlines Logo
12:04 pm - 11:24 pm
KIN
-
PHL
10h 20m
2 stops
American Airlines Logo
6:00 am - 4:02 pm
PHL
-
KIN
11h 02m
1 stop
$471American Airlines
Tue, Aug 25 - Sat, Sep 19
American Airlines Logo
3:54 pm - 10:52 pm
STX
-
PHL
6h 58m
1 stop
American Airlines Logo
10:03 pm - 3:39 pm
PHL
-
STX
17h 36m
1 stop
$476American Airlines
Useful Info

Good to know

Low season

February

Cheapest flight

$101
Best time to beat the crowds with an average 17% drop in price.
Most popular time to fly and prices are also 12% 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 8476 reviews
8.1Boarding
8.5Crew
7.2Food
7.8Comfort
7.8Entertainment
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
ATL - PIT
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!!

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.

Rudest flight attendants ever, waited over 20 for light to be answered and it never was then tried to flag down an attendant who said someone else would come, just needed water to take some medicine Food bad

I was a Wheelchair Assist’ passenger on a London Heathrow to PHL flight yesterday. The process of getting me and my carry-on bag from the ticket counter to the gate was not good at all. It was the worst in my 5 years of experience using this service offered by American. The Philadelphia ‘Wheelchair Assist’ service was, and always has been Excellent! Not so at Heathrow. I was handed off to three different wheelchair drivers; had to sit in a very dingy holding area for 30 minutes while waiting for our gate change announcement; got crammed into a overloaded service vehicle to take me from the holding area to the gate ; was dumped at the end of the line of already-boarding passengers with my heavy carryon and no one helped me up the ramp way at the gate to board the plane. Overall it was a miserable experience!

My flight times changed 4 times since I originally booked the flight. The last time being the day of flight - a 2 hour delay. This meant instead of getting into IAH at 9:30p, I got in at 2:30a. This was very disappointing!!!

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.

The terminal this flight boarded from was so far away, poorly temperature controlled, and generally uncomfortable. The plane was small but the flight was short, so it wasn't so bad.

The flight was delayed. I upgraded to more room. I can't imagine how small the regular seats are I haven't upgraded for my return flight yet.

The boarding gate experience was good, however they were too exact at checking

Horrible - for the first time in my life i was denied boarding an international flight because the name used on my ticket - Josh - was not exactly the same as my passport - Joshua. At no time during ticketing, online check-in, or at the airport flying from Boston to NY was i notified of a problem. It was only at boarding from NY to Costa Rica I was informed of the problem and by then it was too late. After missing the flight I was told by airport Jet Blue staff, including a supervisor, that it was my problem and they could not assist because i bought "the cheapest fare". i was hung up on twice by JetBlue customer service, including once by a supervisor. I blame Kayak and your awful partner ChatDeal for even allowing me to purchase an international ticket without verifying this - you effectively sold me a ticket i could not use. Shame on you and shame on ChatDeal for doing nothing to help me resolve the situation. What a scam.

Like the variety of entertainment options. One crew member was a little on the rough/rude side. Boarding was a mess, attendants didn't do a great job of helping with the luggage storage and it delayed us a couple of minutes.

Boarding was great, communication from the crew was excellent. My only complaint is the seating seems to have gotten smaller, and felt a bit tight. I can’t imagine doing a long haul flight in those seats.

Thanks to the staff assisting with wheelchairs. The gentleman who helped me with the layover after arriving late did an outstanding job! He cared about it, and I appreciate it very much!! He deserves a raise!!!!

Probably won't be traveling with JetBlue again. The planes for both flights were so old; I was honestly nervous it was going to hold up. The screens had so much static. I couldn't change the volume and my movie changed to Portuguese five minutes in and refused to switch back to English. Onboarding process on the way back was utter chaos.

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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