$109 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 9/18. 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 Philadelphia

Travelers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

Save 21% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Bundle and saveSave money when you bundle your flight + hotel.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Flight Deals
Useful Info
Flight Deals

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

Wed, Jul 8 - Tue, Aug 11
Frontier Logo
5:45 pm - 9:49 pm
SJU
-
PHL
4h 04mnonstop
Frontier Logo
10:59 pm - 2:59 am
PHL
-
SJU
4h 00mnonstop
$233Frontier
Mon, Sep 21 - Tue, Sep 29
Frontier Logo
1:59 am - 6:04 am
SJU
-
PHL
4h 05mnonstop
Frontier Logo
7:45 am - 5:37 pm
PHL
-
SJU
9h 52m
1 stop
$234Frontier
Mon, Aug 17 - Tue, Aug 18
American Airlines Logo
12:55 am - 2:52 pm
SJU
-
PHL
13h 57m
1 stop
American Airlines Logo
4:56 pm - 11:59 pm
PHL
-
SJU
7h 03m
1 stop
$241American Airlines
Sat, Sep 19 - Wed, Sep 30
Multiple Airlines Logo
3:30 pm - 6:42 pm
SDQ
-
PHL
27h 12m
1 stop
Multiple Airlines Logo
7:20 am - 4:29 pm
PHL
-
SDQ
9h 09m
1 stop
$384Multiple Airlines
Wed, Aug 19 - Wed, Aug 26
Multiple Airlines Logo
10:19 am - 12:29 pm
SDQ
-
PHL
26h 10m
1 stop
Multiple Airlines Logo
6:15 am - 4:29 pm
PHL
-
SDQ
10h 14m
1 stop
$396Multiple Airlines
Sat, Jul 11 - Sat, Jul 18
JetBlue Logo
3:02 pm - 10:29 pm
NAS
-
PHL
7h 27m
1 stop
JetBlue Logo
6:00 am - 5:22 pm
PHL
-
NAS
11h 22m
1 stop
$400JetBlue
Fri, Jul 10 - Tue, Aug 11
JetBlue Logo
4:38 pm - 11:53 pm
SDQ
-
PHL
7h 15m
1 stop
JetBlue Logo
6:00 am - 3:21 pm
PHL
-
SDQ
9h 21m
1 stop
$406JetBlue
Mon, Jul 20 - Mon, Jul 27
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
$426Air Canada
Mon, Jul 20 - Mon, Jul 27
Air Canada Logo
6:30 pm - 2:49 pm
NAS
-
PHL
20h 19m
2 stops
Air Canada Logo
4:20 pm - 1:35 pm
PHL
-
NAS
45h 15m
2 stops
$430Air Canada
Tue, Nov 24 - Tue, Dec 1
American Airlines Logo
3:52 pm - 12:23 am
STX
-
PHL
9h 31m
1 stop
American Airlines Logo
5:00 am - 5:52 pm
PHL
-
STX
11h 52m
1 stop
$531American Airlines
Useful Info

Good to know

Low seasonFebruary
Cheapest flight$109
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 8427 reviews
8.5Crew
7.8Entertainment
7.8Comfort
8.1Boarding
7.2Food
Airline reviews

Very good flight. Crew was great. No issues and we even arrived early.

10.0 ExcellentAnonymous, Jun 2026
SAN - DTW
Read more Delta reviews

Very good flight. Crew was great. No issues and we even arrived early.

The flights are constantly late anymore, and they won't even give you a glass of water on the plane. For years, they were able to do a service on this flight from Atlanta to Knoxville and Knoxville Atlanta now they say it's too short of a flight. You can't even get a quick drink of water.

Flight got canceled 4 times, missed my connecting flight due to delays, have to wait to go home tomorrow

Third flight in two months where the crew was not there. Comfort seating does not guarantee overhead bin space. Passengers with children are allowed on the plane first - if you are flying to and from Orlando, this means half the plane has boarded before you get on. And somehow all the bin space is taken up. 3 out of 5 flights have had issues with equipment or procedure. Some of these instances caused the flight to be delayed because of a "nuisance" light. One time it was a bag that had been brought on board but did not belong to anyone so we had to return to the gate. Last night we were told the "AC" on the plane doesn't work well and we're 10th for take off- because the crew was late - and that it will get cool when we're in the air. Not sure if this is usual, but I didn't think flight crew could jump seat in first class. Movie and TV selection has not been refreshed for several months- flying one to two round trips each month easily exhausts the list of content.

Great experience nice pilot very soft and easy landing and take off

We sat on the runway for over an hour before departure. That was unwelcome.

Horrible. Faucet in sink not working, wifi not working. Didn’t bring food or snacks

Flight was delayed before take off and at landing. Baggage took 20 minutes. Flight crew would not serve full soft drink and had to ask multiple times before receiving water.

From checking to boarding, it was a seamless experience. The service agents were so helpful. The flight crew was so pleasant.

Gate agent showed up 20 minutes before boarding and was not at all friendly. Had to take this flight due to the one on the day before being cancelled and any later options were already full with long standby lists. Despite having paid for Delta Comfort seats, Delta did not allow me (or anyone) to choose their seat. The agent assigned them for everyone just prior to boarding. Self seat selection was allowed on the original flight. Flight staff was great - very friendly.

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!!!

The seats. The seat in front of me was awful and when the guy sat down, it flew back and hit my head when I was putting my backpack under the seat, It didn't make for a pleasant experience,

Cancelled flight. Still waiting to get home for grand daughter’s graduation .

Left early arrived early..right amount of talking from pilots..of course had to love the biscuit and water!

As we approached Denver, we encountered quite a bit of turbulence. I know this can sometimes be the case as I frequently fly this route but not on American. My gripe: Usually a pilot or co-pilot alerts passengers to the possibility of turbulance ahead of time. This did not occur nor did he communiucate during what was a pretty rough ride.

When I booked my flight a month ago - I selected a seat. That seat was NOT the one I ended up with when I checked into my flight the day before. This is the second time this has occurred. So, I checked my next flight on Wednesday and Thursday and no seat was assigned. Poor, very poor customer service.

Flight boarded from Gate 159B, the farthest gate in the LAX Bradley Terminal. While the flight operated on time, the first class cabin attendant made no recognition of my being an Advantage Executive Platinum member.

British Airways is an excellent airline. Comfort, food and airline personnel.

check in for premium economy very nice. Friendly attendants. Best security video ever. Seriously. That's about it. Not a good bang for the premium economy buck, to be truthful. I had hoped/expected for a little more.

Delayed 2 and a half hours Middle seat next to a majorly overweight guy who took up most of my seat

Smooth ride but I wish they have better food selections.

Aircraft is designed with all 3 washrooms at the back of the plane, meaning that when there is service underway, there are no washrooms available and it gets very crowded at the back of the plane.

Multiple delays and gate changes resulting in arrival with a 5 hour delay.

One crew member, Brandy was very helpful with recovering phone lost in customs. The plane was ancient and poorly maintained. Checked baggage did not arrive with flight. Almost missed flight because if insanely short layover time. Air Canada is worst flight I have ever booked with Kayak. Wanted to charge for headsets for on flight media.

The flight was good. My luggage didn’t land with me when I arrived in Columbus. So grateful I was able to get my luggage back within the 2 hours😍👍.

gave me complimentary food as the flight was not full and was attentive to my needs

It was a nice and smooth trip. Gave a friendly environment throughout the journey.

Meal and drink service was good. Old plane with old business class seats were quite disappointing

The flight was delayed 14 hours and communication was very poor. No one seemed to know what was happening and the gate agent was trying to help people for several flights. She was by herself trying to help 100s of people.

Domestic flights are good. Just stay away from international travel

Every time I leave from sti Dominican Republic, there is always a delay with a flight , causing a rush to make it to the next flight considering you have to go threw immigration

Flight left 2 hours late with no explanation as to the delay

I will NEVER fly with this clown show airline again. Idiots. All of them. Unprepared. Unfriendly. Miserable employees. NEVER. EVER. AGAIN

For whatever reason, I could not check in online. Kept getting the "It's not you it's us" message. Even when we tried the kiosk at the airport - same results. The check-in person had a very difficult time getting our boarding passes together despite the fact that we could show confirmation on the jetblue website. After a very long time we finally got boarding passes. The only other issue is, my vegetarian meal featured chicken.

The aircraft was fine, it’s was just the service. The flight got canceled several times and that was very inconvenient for my 69 years old mom.

My checked in luggage cost was $59, almost ticket price. The first 13 rows were empty, but fly attendant did not alow women with little boy change her middle sit, sweet boy was crying, I am so sorry for mother and passengers. At the end of the flight the cabin became impossible cold. Only good was timing of departure and early landing, but it suppose to be normal.

I tried to book a flight with Jet Blue. Your third party company hijacked my attempt with a website that looked like I was booking with Jet Blue. I realized it when I paid. I tried to cancel and was told by a man in India that there were no refunds. $735 stolen, Thanks Kayak!

It was inexplicably canceled and we are stuck in LA, haven't gotten home and it has been an inconvenience having lost work (on unpaid leave for my husband).

Crew was kind of grumpy and there was no beverage service at all. Sodas were $4. Disappointing.

There weren't enough employees at check in took awhile to get bags checked. There wasn't a wheel chair for me, I was sent to someone who turns out to work for a different airline, if My flight hadn't been delayed I probably would have missed my flight as it was, by the time I arrived at my gate, they started boarding in about 15 minutes. I don't know who took me to my gate, definitely was not the normal people who take passengers to the gate. I'm guessing she may have been in a management position. I wish I knew her name, she went beyond to help me. With that said everyone was kind, and were doing the best they could. So, I choose to say it was an Adventure, stressful start, but good. In the end went well. The situation was not only difficult for passengers but the employee's.

The staff at the check in counter was so rude. Made you feel Incompetent

Frontier scheduled a 40 minute connection in DEN. What they failed to mention was that they “close the doors” 20 mins prior to departure, which means you only have 20 mins. Not enough time. Possibly against DOT regulations. Filing complaint.

Flight was scheduled at 9:40pm. Got delayed to 10 am, the next day. crazy

The bag check, flight check-in, and onboard experience convinced my wife and me that we will actively go out of our way to avoid flying Frontier Airlines in the future. At bag check, we were informed that check-in could only be completed via the Frontier mobile app. Unfortunately, the app was extremely frustrating—sending us through repetitive, confusing loops that repeatedly forced us to decline add-on services with nearly every click. While most airline apps upsell, this one felt intentionally exhausting. As the process dragged on, we became genuinely concerned that my phone battery would die before check-in could be completed. We approached the bag check staff—who were standing together talking—and explained both our frustration and our predicament. They laughed. Later, my wife described the interaction as “gaslighting,” which felt accurate. We were then informed it would cost $25 per person simply to have our boarding passes printed. From that point forward, the tone of the experience was consistently hostile. The bag check employees were condescending and combative, behaving more like bullies than customer service staff. Unfortunately, that same attitude continued onboard. One flight attendant argued with me when I attempted to stow my backpack in the overhead bin. I explained that we had each paid $75 to check our bags specifically so we would not need to use carry-on space and could have adequate legroom. She demanded to see my ticket, pointed out that it said “no carry-on”—which I acknowledged—and I reiterated that this was precisely why we paid to check our bags. Her response was, “I don’t make the rules.” She then walked away, but not before asking if I “truly wanted to fly back to Chicago today?”—an unnecessary and unmistakable threat. It is also worth noting that despite booking our tickets together in the same transaction, we were not seated together. Upon our return to Chicago—where we could once again sit together—we compared onboard experiences. We both remarked on how unhappy the flight attendants appeared and how each of us was separately asked whether we would like to purchase a beverage. We declined. At no point was water mentioned as an option, leaving us with the clear impression that even water came at a cost—or that complimentary water, if available at all, was deliberately left unmentioned. Overall, the experience was shocking and deeply disappointing, but it was also a profound learning experience—one we will not forget and will not repeat. -Steve

Plane was hot and miserable and the crew was rude!

12 hour delay required getting on and off plane 3 times - would have at least liked to have been offered a snack or drink

They didn’t offer a water, even after I asked

Zero issues with this flight. Crew was outstanding and flight was super. Plane was clean and fine. The seats need more padding and water should be provided without cost. I recognize it's Frontier but there are some things that should still be part of the flight. But still very satisfied with the experience and quality.

Traveling to a place near Philadelphia?

Book flights to Philadelphia if you plan to visit one of these locations
Wildwood Crest
Newark
Essington
North Wildwood
Vineland
West Chester
Elkton
Pottstown
Willow Grove
Kennett Square
Middletown
Somers Point
Voorhees
Wyomissing
Glen Mills
Blackwood
Millville
Phoenixville
Bird in Hand
Strasburg

Everything you need to know for your flight to Philadelphia

Information on the airport you'll fly into in Philadelphia