$66 Find Cheap Flights from Caribbean to Philadelphia

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 5/27. 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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1 adult, Economy, 0 bags

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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, May 22 - Mon, May 25
Frontier Logo
2:47 pm - 7:02 pm
SJU
-
PHL
4h 15mnonstop
Frontier Logo
11:59 pm - 4:01 am
PHL
-
SJU
4h 02mnonstop
$138Frontier
Thu, May 14 - Sun, May 17
Frontier Logo
6:46 pm - 10:54 pm
SJU
-
PHL
4h 08mnonstop
Frontier Logo
8:29 pm - 12:21 am
PHL
-
SJU
3h 52mnonstop
$141Frontier
Tue, Jun 2 - Tue, Jun 9
Spirit Airlines Logo
1:36 pm - 11:32 pm
MBJ
-
PHL
8h 56m
1 stop
Spirit Airlines Logo
6:45 am - 12:31 pm
PHL
-
MBJ
6h 46m
1 stop
$284Spirit Airlines
Fri, Jul 17 - Sun, Jul 26
JetBlue Logo
12:55 pm - 9:50 pm
MBJ
-
PHL
7h 55m
1 stop
JetBlue Logo
8:15 am - 5:33 pm
PHL
-
MBJ
10h 18m
1 stop
$289JetBlue
Thu, May 21 - Sun, May 31
Spirit Airlines Logo
1:36 pm - 11:58 pm
MBJ
-
PHL
9h 22m
1 stop
Spirit Airlines Logo
6:45 am - 12:31 pm
PHL
-
MBJ
6h 46m
1 stop
$292Spirit Airlines
Sat, May 9 - Sun, Aug 9
JetBlue Logo
8:41 am - 4:47 pm
MBJ
-
PHL
7h 06m
1 stop
JetBlue Logo
8:15 am - 5:33 pm
PHL
-
MBJ
10h 18m
1 stop
$305JetBlue
Thu, Jul 9 - Mon, Jul 13
American Airlines Logo
12:01 pm - 4:08 pm
PUJ
-
PHL
4h 07mnonstop
American Airlines Logo
7:00 am - 11:01 am
PHL
-
PUJ
4h 01mnonstop
$374American Airlines
Sat, May 30 - Sat, May 30
American Airlines Logo
1:21 pm - 5:06 pm
STI
-
PHL
3h 45mnonstop
American Airlines Logo
9:50 pm - 9:13 pm
PHL
-
STI
47h 23m
1 stop
$409American Airlines
Wed, Jun 10 - Wed, Jun 17
Air Canada Logo
3:05 pm - 9:48 am
KIN
-
PHL
17h 43m
1 stop
Air Canada Logo
6:00 am - 1:55 pm
PHL
-
KIN
8h 55m
1 stop
$476Air Canada
Wed, Jun 10 - Wed, Jun 17
Air Canada Logo
3:05 pm - 2:48 pm
KIN
-
PHL
22h 43m
2 stops
Air Canada Logo
6:00 am - 1:55 pm
PHL
-
KIN
8h 55m
1 stop
$479Air Canada
Useful Info

Good to know

Low seasonFebruary
Cheapest flight$66
Best time to beat the crowds with an average 28% drop in price.
Most popular time to fly and prices are also 11% 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.
7.9
DeltaOverall score based on 8465 reviews
8.1Boarding
7.8Entertainment
8.5Crew
7.9Comfort
7.2Food
Airline reviews

Round trip flight to Canada and back to the US was smooth and efficient.

8.0 ExcellentBrent, Apr 2026
YWG - MSP
Read more Delta reviews

Round trip flight to Canada and back to the US was smooth and efficient.

The agent at check in and at the gate were less than thrilled to be at work. I'm not a fan of Kayak's placement on the plane. I got put in the middle seat and none of my preferences were used.

Spanish speaker flight attendants were incredibly rude. A male flight attendant named Allen, grabbed my bag out of the overhead bin and moved it without my permission. When I asked what he was doing, he informed me that the overhead bins were public space? It would be easy to ignore this comment, as you don’t know the whole story, but the flight attendants were militant and rude. Delta, you can do better!

In ATL they have two sets of departure screens. Follow what is on your airline's departure board - the ATL Airport Authority departure board had completely incorrect details about the gate assignment for my flight, which would have made me miss boarding.

Flight was delayed it was hot while sitting on the plane, one engine was working on the plane until they had to do some jimmy rigging down the runway in order for the other engine to charge up. It was ridiculous

The flight was very good and the staff was very friendly and helpful!

The only thing I would say is we tried to get on a standby earlier flight, but with our fair we couldn’t. That seems senseless to leave with open seats..

Very easy to use and convenient, you can perform any action within the same portal

In a world of delays, Delta was on time both ways! Boarding was fast and efficient. Staff was friendly. AND wifi worked.

My business class seat was inoperable and unable to recline for 10 hour flight.

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.

Boarding was fast, easy, and we landed early. The entertainment system was very buggy and kept resetting throughout the flight.

Not having an assigned seat until boarding and then having to check my bag.

Boarding was done extremely poorly, with huge crowds gate loiterers blocking people from boarding, multiple lines of people trying to merge into one line. One of the male flight attendants who was doing drink service was not happy about having to let a passenger back to their seat and was unnecessarily sassy about it. I thought he was pretty entitled and not a great ambassador for JetBlue

Flight emergency landed in Chicago due to “Odor” in back of plane . Had to buy ANOTHER TICKET to get to Boston cash out of my own pocket . Then they would notchange my return flight time without a 400. Charge!!!! Insulting.

I purchased ticket so our daughter ( a minor) can sit next to her mother. No help at gate after kayak insisted that this could be done. She ended sitting by herself

Flight was as expected. But it was delayed an hour. Also, my luggage got damaged. So that sucked especially since the damage made navigating the airport difficult. Walking to get ground transportation is sooo far away now and my checked bag was difficult to carry.

we were an hour delayed after boarding and given no reason. Headsets cost money. Also there were openrows with no one setting in them but we were told we were not allowed to swtich.

Flight was smooth, amenities (entertainment options and power outlets) were good, sears decent)

Flight team was very courteous only complaint wS the boarding process and mandatory bag check

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.

We changed our flight because of weather. Unfortunately we were on hold for over an hour, but since we were 5 people who all booked individually, we felt more comfortable doing it with an agent. It all worked out in the end.

American Airlines did everything they could with the high Spring Break crowd. I was frustrated to be changed from 1st class to a middle seat at the back of the plane. This has happened before, not sure booking 1st class and paying the extra actually works.

Older airplane with worn out seats. No entertainment system at all. Connecting to Wi-Fi was problematic and hit and miss.

I didn't end up taking this flight. I got up at 4am for a flight that was supposed to board at 6am - at 5:55am you delayed the flight to 10am. The airport is under construction so I switched to a later flight as I wasn't going to sit in the airport for 4 hours. They said the delay was due to the crew needing rest from a flight coming in late the night before - if that was the case then I think you should have delayed the flight much sooner so that passengers wouldn't get up so early and get to the airport to sit and wait.

I very rarely fly American and my experience today reenforces that is the correct decision. While the staff were all very courteous, our flight was first thing in the morning so there was no reason to be delayed, yet appropriate maintenance checks weren’t completed prior to our flight so we were delayed multiple times. Not a great showing, American Airlines.

Boarding is always an ordeal. Less dogs on flights. I am highly allergic to dogs and cats. Why are there so many animals these days?

Wonderful! Very polite crew that was dedicated to excellent customer service

Everyone was nice but it's budget. There's nothing free and no entertainment

The flight was delayed for over an hour. No one at the gate said anything about the flight being delayed. I had to rely on my phone for updates. Absolutely no communication at the gate.

The AC broke and we were onboard for 2 hrs waiting for them to fix it. It was so hot and we could not get any water or anything to drink. They finally let us off the plane after the second attempt and we boarded a new plane. We didn't land till 12:15am!

The boarding process was simple but the seats were very uncomfortable. The staff lady was also very hard to understand when she spoke over the intercom about procedures and updates. Other staff members seemed like they were just tired and didnt want to be on the plane. Im used to happy attendants and being able to understand what is said over the speakers.

The seats on this aircraft were so uncomfortable it was like sitting on high school gym bleachers. I’m not sure we will fly spirit again. I also paid for the so called shortcut security and ended up being told to get in the regular security line, don’t waste your money.

There was no flight. Call the airline and confirmed. I have no idea why you think that I flew on the days that you say I did.

They canceled my flight and never told me. There was no follow up email. I had to buy another ticket the day of.

Easy to get our TSA pre check #added. Flight crew was great and entertaining and we landed early!

Flight was delayed 6plus hours Did not take flight Customer service was terrible Will never fly again and will spread how terrible you are You stink

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.

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!!

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Everything you need to know for your flight to Philadelphia

Information on the airport you'll fly into in Philadelphia