$79 Find Cheap Flights from Caribbean Islands 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 8/14. 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 Islands to Philadelphia

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

Fri, Aug 15 - Sun, Aug 17
Spirit Airlines Logo
10:16 pm - 8:52 amSJU-PHL
10h 36m1 stop
Spirit Airlines Logo
2:06 pm - 9:48 pmPHL-SJU
7h 42m1 stop
$164Spirit Airlines
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Thu, Aug 28 - Tue, Sep 2
Spirit Airlines Logo
8:00 am - 11:54 amSJU-PHL
3h 54mnonstop
Spirit Airlines Logo
12:54 pm - 4:42 pmPHL-SJU
3h 48mnonstop
$176Spirit Airlines
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Thu, Sep 25 - Sun, Sep 28
Frontier Logo
12:28 am - 4:27 amSJU-PHL
3h 59mnonstop
Frontier Logo
7:32 pm - 11:23 pmPHL-SJU
3h 51mnonstop
$191Frontier
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Thu, Sep 11 - Thu, Sep 25
Frontier Logo
12:28 am - 4:27 amSJU-PHL
3h 59mnonstop
Frontier Logo
7:32 pm - 11:23 pmPHL-SJU
3h 51mnonstop
$202Frontier
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Fri, Oct 17 - Mon, Oct 20
American Airlines Logo
3:52 pm - 7:52 pmPUJ-PHL
4h 00mnonstop
American Airlines Logo
8:32 am - 12:27 pmPHL-PUJ
3h 55mnonstop
$357American Airlines
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Tue, Oct 21 - Mon, Oct 27
JetBlue Logo
1:15 pm - 7:00 pmNAS-PHL
5h 45m1 stop
JetBlue Logo
12:00 pm - 4:55 pmPHL-NAS
4h 55m1 stop
$397JetBlue
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Tue, Aug 12 - Mon, Aug 18
JetBlue Logo
1:55 pm - 7:01 pmNAS-PHL
5h 06m1 stop
JetBlue Logo
11:56 am - 5:08 pmPHL-NAS
5h 12m1 stop
$407JetBlue
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Fri, Sep 19 - Sat, Oct 4
American Airlines Logo
1:29 pm - 7:07 amSTI-PHL
17h 38m2 stops
American Airlines Logo
6:50 pm - 12:27 pmPHL-STI
17h 37m2 stops
$454American Airlines
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Wed, Sep 3 - Sun, Sep 7
United Airlines Logo
12:30 am - 2:17 pmPOS-PHL
13h 47m2 stops
United Airlines Logo
8:15 am - 11:23 pmPHL-POS
15h 08m1 stop
$533United Airlines
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Sat, Aug 30 - Tue, Sep 30
United Airlines Logo
12:30 am - 11:59 amPOS-PHL
11h 29m1 stop
United Airlines Logo
6:30 am - 11:23 pmPHL-POS
40h 53m2 stops
$542United Airlines
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Good to know

Low seasonMarch
Cheapest flight$79
Best time to beat the crowds with an average 2% drop in price.
Most popular time to fly with an average 6% increase in price.
Flight from San Juan Airport to Philadelphia

FAQs for booking flights from Caribbean Islands to Philadelphia

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

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Philadelphia from Caribbean Islands 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 Islands 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 Islands with another airline.

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

 
Need help choosing which airline to fly with from Caribbean Islands 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.
8.0
DeltaOverall score based on 7980 reviews
8.5Crew
7.3Food
8.2Boarding
7.9Comfort
7.9Entertainment
Airline reviews

My experience on any Delta flight is always overshadowed by the time Delta removed me from a flight for no apparent reason.

2.0 MediocreGim, Jul 2025BGM - DTW
Read more Delta reviews

My experience on any Delta flight is always overshadowed by the time Delta removed me from a flight for no apparent reason.

Check in process was terrible. Lady at counter didn’t know what she was doing

Delayed and took off even later than the scheduled delay time

For a 69 year old with health problems I had the worse experience, no wheelchair when I entered a lady told me to sit and wait while a gentleman told me I had to walk to the Delta station, which I did. I had a carry on and a bag, and I was traveling with my service dog, which was on his carrier and the lady charged me for my carry on luggage, beside all the waiting cause of the delay, I had to walk to get my luggage cause no wheelchair showed up, I am so disappointed. I will get in touch with the company. I got home at 3:00 am, not good for my health situation.

Great experience on Delta. Staff from baggage check to flight attendants were very courteous and professional. My only issue was a personal preference for pretzels instead of the chips and cookies that were offered.

The crew was amazing; Von, Vera and Guadalupe were very friendly and attentive throughout the entire flight. They were friendly and welcoming to everyone. A solid and dedicated team for sure!

Terrible. I was bumped off of my original flight and spent the next six days fighting to get back on it. I lost hours of my vacation trying to get this situation corrected.

There was no problems, just a little uncomfortable with seats that do not lay back a little

Always good but we must do something about people in rows ahead of you that don't put their seats back up when they are suppose to. And It's rough to not be able to even lean over to get something out of my purse.

Flight was delayed, 30+ bags had to be gate checked. Crew were very friendly!

Not good , late, and long. We came home so late and spent so much time flying around and taxiing

Terrible. Delayed 7 hours, and cancelled the flight, leaving me stranded and out of pocket $500 for an alternative last minute flight

Was on time until within 1 hour of flight-how does that happen? Staff very friendly.

Had one staff that was not pleasant. Seems they are stressed with too many people to care for.

Weather delay in Chicago?. No sense of urgency to make connection in Chicago for our connecting flight that wasn't delayed. Connection was missed.

Ok. Get a different kosher caterer. The food was odd.

Food was terrible. Crew was kind but skipped over my row for providing sandwiches and beverages.

Our flight was understandably diverted to a small regional airport in Laramie, Wyoming due to weather conditions, which I fully recognize and appreciate. However, the low rating stems from the experience that followed: passengers remained on board for over an hour without the option to deplane and stretch, despite the aircraft being stationary. Although the pilot opened the cabin door, only he was permitted to exit. Meanwhile, passengers grew increasingly uncomfortable as warm summer air entered the cabin through the open door, and being in the second row meant we were impacted immediately. While the flight attendants made efforts to keep everyone at ease, I believe allowing passengers to deplane briefly, given the extended delay, would have significantly improved the overall experience.

I never flew. Flight was canceled. DIA worst airport in the country. Avoid at all costs.

Lost luggage, they need a baggage service representative available all times in Atlanta

International baggage recheck process in Philadelphia was a disaster. Waited 1 hour and 45 minutes to receive our bags. Waited 15 minutes to recheck bags, flight notification boards were blank so we asked an AA representative for our connecting gate and we were directed to the wrong terminal and gate. Our connection window was over 3 hours and we made our flight by 5 minutes. We pulled away from the gate and sat on the runway for 1 1/2 hours. 1 of our 4 bags didn’t make it to Phoenix. The mobile app for lost baggage didn’t work, the AA rep had to manually fix.

I miss my flight and they could not rebook me that day because the other flight was full, and for the next day I had to pay a whole new fee again which I think is unprofessional

The flight had a delay that made me being in a real rush to take the second flight. The delay was almost for 2 hours. They moved us from gate to gate in 4 times. Once I arrived to Philadelphia, I got to run thorough all the airport, as the train was already closed by that time. So I got sick with asthma for all the running I had to do. And I was the last one to board, when it was almost closed. So irresponsable with the people

The plane was probably full boarding was easy. We were able to check our carry-on luggage for free. It was a return flight through Philly to LA. Never saw a stewardess do a demonstration of emergency Procedures. I think my flight was pretty full

Overall, a good experience. The food, however, was subpar. The breakfast was a joke.

I was late from Jacksonville, FL but the limited interaction I had with the Philly crew was great.

The delays and cancellations kept me stuck in Miami for an additional 24 hours, and the whole thing seemed extremely disorganized

Everything was great except British airways lost our luggage that was gate checked all the way through to Italy. No one knows currently where one is and the other one may be in route to Amsterdam to meet us but not sure. If you can Hale’s it would be awesome. The website is not helpful.

Seats were roomy. Lavatories were surprisingly big and clean. Plenty of entertainment available. We were fed and offered drinks, multiple times during the flight.

Wonderful as usual except for other guests that were unruly and not kept in check by the Crew.

The staff was excellent and I appreciated the zero tolerance for noise making electronics and the only bad part was It took forever for the luggage to get to the baggage claim. It took over 40 minutes. And Norfolk is a small airport so it was probably airport. Staff’s fault.

The flight was 3.5 hrs delayed. I was not notified prior to arriving to the airport via spirit app. or via boarding pass that I already had loaded on my phone. The agent that i saw at the counter didn’t mention anything about the delay either. I only saw the update after logging in to my email account.

The flight and boarding process was smooth. Wifi was unavailable and I prepaid for it. Have requested a refund

Offer snacks for free. You are charging for the flight for the carry on for the seat and for a snack??? Lord

Had a issue with catching flight due to airline, was unable to board flight

Spirit is a very uncomfortable travel experience. It’s cheap but you are squeezed into the seats like canned meat.

Not great. Seats uncomfortable. Crew a little rude. Amenities like wifi and drinks way too expensive.

Late departure by 1:45min. No explanation why. During boarding inconsistent policing of their baggage rules. Before takeoff and lamdimg strange obsession with window shade and armrest positions. Don't know why they care. 15 min tarmac delay on arrival, they blamed airport congestion but we were the o lh flight waiting, it was clear it was due to poor staff planning (only one ground crew to receive airplanes and multiple arrivals) Got there but was rrally lame the whole trip.

The seat belt was lengthy enough that I did not need an extender. Courteous and helpful flight attendants.

We sat on the tarmac for an hour waiting for a gate to deplane.

Boarding in Orlando was not good. Giant mob at the gate, should have been lines.

Decent clean onboard experience. Okay discount airline experience. Unfortunately, any customer service interactions are difficult and unhelpful. There is no service. Also, a premium seat only gets you premium boarding if you line up first. Once they start general boarding you must go to the back of the line. Not very premium

baggage clamed had to wait over a hour and half for all people on my flight it was terrible

The ticketing agents were rude but then we had a great gate agent very nice we had to ride a buss out to where the plane was parked but it was in some back corner of the airport when we got to the plane the captain who was great btw was cleaning the plane because the same rude ticketing agent told them they we not contracted to vacuum the plane. The ride to las Vegas was fine We had a connecting flight to Dallas. The flight was fine but when we arrived in Dallas everyone who flew on any frontier airlines the picked up bags from baggage claim D15 had to wait over a hour for their bags to start we arrived at 11:30pm ish to the gate we didn't leave the baggage clamed till 12:50 am very not happy and i used to fly frontier 4 times a week for work in Denver i will not be using them again

I was 2 hr arrive in the airport and 45 min in the line . After take to my turn . The agent tell me I’m later . I can not board . So my vacation was going to the floor . Just for their bad customer service agent in the airline

Frontier Airlines was AWFUL. I was an hour early for my flight and the lady refused to check me in. I had to purchase a whole new ticket with a different airline.

My flight was canceled I was promised a reginf still not received.

Late, terrible communication, horrible planning of passenger seating until the literal last minute. One of the worst flying experiences of my life. Y'all suck

Both legs of the flight were changed. The day of the flight and length of the trip.

First of all, we never got on the connecting flight to Denver. They delayed our flight for two hours. If we would have gotten on that flight, we would have been stuck in Denver for 13 hours. So we re- routed our flight for a straight through flight to Oklahoma two days later. THEN, they delayed that flight for two hours. After that we were able to finally get on our flight and come home. Frontier Airlines - one of the worst airlines I have ever been on.

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