Find cheap flights from Caribbean to Pennsylvania from $53

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight departing on 10/18. 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
Economy
0 bags
Sat 10/21
Sat 10/28
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Good to know

Low season

January

High season

July

Cheapest flight

$53
Best time to beat the crowds with an average 6% drop in price.
Most popular time to fly with an average 17% increase in price.
Flight from San Juan to Philadelphia

FAQs for booking flights from Caribbean to Pennsylvania

  • Which airlines have a flexible cancellation policy for flights from Caribbean to Pennsylvania due to COVID-19?

    American Airlines, Frontier and British Airways have all waived their change and cancellation fees on flights from Caribbean to Pennsylvania. Confirm policies on booking site.

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

    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 Pennsylvania.

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

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

    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 Pennsylvania 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 Pennsylvania?

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

Top 5 airlines serving from Caribbean to Pennsylvania

Scores according to KAYAK customer reviews
8.1
JetBlueOverall score based on 19464 reviews
86crew
82overall
83boarding
82comfort
78food
79entertainment
Airline reviews
Cons: "JetTV only had 3 movies and they ran on their schedule. Was not on demand"
Read more about JetBlue
Cons: "JetTV only had 3 movies and they ran on their schedule. Was not on demand"
Pros: "Lots more leg room than the other flights I've been on in the last year. I'm tall and I have a bad knee so it made a difference."
Cons: "Can't think of anything"
Pros: "Great entertainment, good snacks, attentive personnel that go beyond their normal duties to make your flight pleasant"
Pros: "crew were great. free snacks with lots of variety. Great assortment of films available."
Cons: "Flight was significantly delayed with no real clarity when the final departure time would be."
Pros: "The crew was very friendly and helpful."
Cons: "The TV monitor was very small and the picture was pretty poor."
Pros: "Everything’s was good"
Cons: "The line at the airline was long taking for ever"
Pros: "Quick boarding left on time comfortable seats overall best flying experience I have had"
Cons: "I was beyond throughly searches by TSA because I had more than one zipper on my sweat pants. I paid for first class but there was no extra room where is was placed to sit."
Pros: "One bag free"
Cons: "Two hour delay given in minute increments. What was the problem I’m 76. Two big women sat next to me. I never found the remote until end of flight because the woman next to me covered the entire arm rest with her body. Seats not big enough for large sized people. I’m not skinny but thin enough to occupy one seat. An expensive seat for one way air fare over $300+ Orlando ti Newark. Left hotel at 11:30 am and landed after 8:00pm. Home just before 10:00 pm. A long. day"
Pros: "Staff were friendly and polite. Seat comfort was alright for economy. Decent movie selection."
Cons: "Flight was delayed due to seatbelt issue, which was not fixed before takeoff. I was happy to be ticketed for an exit row aisle seat, but this was then given to another passenger and I was disappointed to be forced into a middle seat on a non-exit row with less leg room. Not all advertised beers were available."

We booked Caribbean Plus and Business Class.. The problem was that in Toronto the staff we would collect our bags in POS, but we had to pick up our luggage in GEO, do immigration, and customers, and go from one terminal to the other with all our suitcases and 2 kids.. Not nice and not cool. Wont do that layover in GEO again

Pros: "The food, the crew."
Cons: "The leg room is almost non existent. I'm 5'2 and was super uncomfortable."
Pros: "Crew was not friendly at all. Didn't smile or said hi when boarding"
Cons: "Friendlier crew members"
Pros: "Left on time, smooth flight, easy immigration & customs in Granada. 30 min flight so no food or drink service."
Cons: "A Caribbean promotion video played with audio over speakers, just quiet enough to be unintelligible but loud enough to be irritating. Most passengers were trying to sleep."
Cons: "if your boarding pass shows SSSS you will be physically searched at every single checkpoint. Ridiculous!!"
Cons: "Made us take another yellow fever shot (500$) although we told them we already had one. Just did not have the certificate on hand. If we returned home to get same would miss flight"
Pros: "Good flight on time overall good"
Cons: "Passage ways narrow causing u to be constantly bumped into if aisle seat"
Cons: "plane seats were not able to recline . lack of comfort ."
Pros: "Upgraded to First Class, and the service during the flight was impeccable."
Cons: "- Flight was delayed every other hour, without reason. Staff didn't communicate what was going on. - Elderly people on wheelchairs were delayed in-transit for over 6 hours and no one attended to them until the final hour before the flight. - Staff did not want to give any reason why flight was delayed. - Flight was not even posted on the "Flight Status Board" and no one had a reason why. - Upgraded to First Class to experience it - the lounge had a few sandwiches that seemed to be sitting there for hours."
Pros: "Check in was very efficient. Kudos in this area."
Cons: "Please keep the washrooms clean on all flights. It is important service in traveling."
Pros: "Friendly crew"
Cons: "Too much noise in the cabin. Ear protection should be recommended by airline."
Pros: "They are very organized small air line . Our flight was on time"
Pros: "***Our luggage did arrive as promised. ***Our flight from Tortola was cancelled, almost ensuring we would miss our connecting flight from St Martin. Thankfully some employees at the airport (Don't know to what airline they belonged, I don't recall seeing a single WinAir employee the entire time) hired a charter TurboProp for all of us (about 15 people). I think the kudos go to the airport rather than WinAir."
Cons: "*** If you are travelling to the BVI's and travel on WinAir, be aware that if your checked luggage weighs the limit that it will most likely come the next day. This happened to my girlfriend and I on separate occasions. While we did both receive our luggage the next day, there was no communication from WinAir. I had to call them repeatedly and stress the urgency with getting the baggage (I was on a chartered boat. I didn't want to hold the boat up for my bag). My theory is that the luggage gets sent on a boat from St Martin to Tortola as heavy bags can't be brought onto the island hopper airplanes they use to shuttle between the islands. *** After waiting at the Tortola Airport in the departures area for about an hour (about 10 minutes before our plane was to take off) I hadn't seen a single WinAir employee. I finally asked an employee of another airline if they could tell us what was going on. About 15 minutes later someone (Airport rep??) came out and told us our flight was cancelled and that they had booked us a charter turboprop to ensure we get there on time. After about 3 minutes we were ushered out to a plane that was loaded with our luggage and ready to go."
Pros: "I love flying Winair between SXM and EUX. The flights are short, safe, and provide a beautiful view of the beautiful islands."
Pros: "There is a magnificent view of the island on the way in. Make sure you have a camera ready!"
Cons: "The flight was delayed 2 hrs. They don't offer connecting the bags with other airlines. I wish it could be a better option"
Cons: "Terrible flight, over an hour late and no one knew how late was the flight...will never fly again with this company, will use Air St Barth..."
Cons: "Flight was delayed up to 45 minutes due to lack of grounds staff to load luggage on plane"
Pros: "Quick, smooth flight (a bit of turbulence). Great pilots and counter personnel were friendly"
Cons: "Left late, no update to passengers to say it was delayed."
Pros: "After booking through kayak, they lost my reservation and I was put on standby. I was treated very rudely at check in and I almost missed the flight."

Delay flight more than 8hours waiting and poor customer service!

Plane was extremely small so mind the size of your carry on

Other than lack of snacks, everything else went very well.

They don’t keep you updated on the flight status very well. It was late but nothing said

Pros: "Nice people"
Cons: "A long walk to the D3 gate, but there were no amenities there I.e. snacks (to be fair a new terminal is under construction)"
Cons: "The flight was delayed for over three hours, apparently it is a regular occurence."
Pros: "almost nothing"
Cons: "The plane had a problem that forced us to turn around right after take off and as of this writing we still don’t know what’s going on or how long we are stuck here. Planes are old and apparently maintenance could be better."
Cons: "Was a bit difficult understanding the flight attendant, she had a thick Spanish accent"
Pros: "Crew was good. Got there safely!"
Cons: "Maintenance issue caused us to have to get back off the plane, causing delay. Better safe than sorry, though!"
Pros: "The crew member was memorable in a great way. Enjoyed his job and it showed."

Flight was canceled about 14 hours before takeoff with no explanation and no contingency. Had to purchase an $860.00 ticket on another Airline. Have not received an email about a refund.

Flight was delayed 2hrs with no reason. It was hotter than heck when we boarded, but were given an 8oz water midway through. Once we landed it took over 15 minutes to get a ground crew to park the plane.

Pros: "The crew was amazing and the leg room was less than needed."
Cons: "A little more leg room."
Pros: "Great crew, pilot was friendly and completely on-point, they had a funny sunscreen on the windshield of the cockpit, comfy seats, just a wonderful flight!"
Cons: "Nothing!"
Cons: "2+ hours late, over 15 alerts regarding delaus beginning night prior to flight!"
Cons: "On time. I do realize it was out of your control.inclement weather."
Pros: "The seat was very uncomfortable."
Cons: "3 hour flight delay and finally cancellation on my departure flight. 2.5 hour delay on my arrival flight. Please minimize delays and cancellations."
Pros: "The view and natural scenery that Silver had absolutely nothing to do."
Cons: "Silver never adheres to their schedule. We were constantly pushed back with zero information as to why. Finally after 2.5 hours of delays we finally took off. I missed the ferry to the outer islands and had to find a last minute hotel over easter weekend thanks to Silver."
Pros: "Review asks for comment on each leg but pro’s and cons about the same. I liked the Silver staff, gate and onboard. it was a short flight each leg, with a complimentary small bottle of water. The flights were fine. It is great landing at the same terminal where your connection leaves from."
Cons: "Baggage was an issue for me this trip. I was traveling with a roll-on that I planned to check, a smaller roll-on, a laptop and case, and a CPAP. Both going and returning they encouraged me to gate check/valet the roll-ons, which I did on the way to Key West. But that burdened me during the long layover in Fort Lauderdale that was not part of my original itinerary. I did check the larger roll-on for return flight ($35) and am still waiting for the carousel to start turning 30 minutes after reaching baggage claim."
Pros: "Nothing"
Cons: "Tallahassee to Tampa has to Walk out on the tarmac in the rain no umbrella & no poncho offered... to wait 10 minutes and have to walk back out to the same plane to head to ft Lauderdale Waited to get off plane in ft Lauderdale for thunderstorm and 30 minutes for luggage Crew was fine"

Book cheap flights from Caribbean to Pennsylvania

Recent round-trip flight deals

10/13Fri
nonstopFrontier
4h 07mSJU-PHL
10/17Tue
nonstopFrontier
3h 56mPHL-SJU
$107
10/12Thu
nonstopSpirit Airlines
4h 06mSJU-PHL
10/15Sun
nonstopSpirit Airlines
3h 56mPHL-SJU
$109
10/11Wed
nonstopSpirit Airlines
4h 06mSJU-PHL
10/17Tue
nonstopSpirit Airlines
3h 56mPHL-SJU
$110
10/19Thu
1 stopSpirit Airlines
11h 01mSJU-PHL
10/26Thu
nonstopSpirit Airlines
3h 56mPHL-SJU
$112
10/10Tue
1 stopSpirit Airlines
10h 56mSJU-PHL
10/31Tue
1 stopSpirit Airlines
11h 23mPHL-SJU
$115
10/12Thu
nonstopFrontier
4h 07mSJU-PHL
10/15Sun
nonstopFrontier
3h 56mPHL-SJU
$119
10/26Thu
nonstopFrontier
4h 07mSJU-PHL
10/31Tue
nonstopFrontier
3h 56mPHL-SJU
$120
10/10Tue
1 stopSpirit Airlines
10h 56mSJU-PHL
10/31Tue
nonstopSpirit Airlines
3h 56mPHL-SJU
$121
10/12Thu
1 stopSpirit Airlines
11h 01mSJU-PHL
10/16Mon
nonstopSpirit Airlines
3h 56mPHL-SJU
$122
11/8Wed
nonstopMultiple Airlines
4h 06mSJU-PHL
11/14Tue
nonstopMultiple Airlines
3h 56mPHL-SJU
$125

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Recent one-way flight deals

10/18Wed
nonstopFrontier
4h 07mSJU-PHL
$53
10/17Tue
nonstopSpirit Airlines
4h 06mSJU-PHL
$54
10/24Tue
1 stopSpirit Airlines
10h 56mSJU-PHL
$57
10/18Wed
1 stopSpirit Airlines
11h 01mSJU-PHL
$58
10/14Sat
nonstopSpirit Airlines
4h 06mSJU-PHL
$59
11/29Wed
nonstopFrontier
4h 07mSJU-PHL
$60
10/13Fri
nonstopFrontier
4h 07mSJU-PHL
$61
10/7Sat
1 stopSpirit Airlines
10h 56mSJU-PHL
$62
10/11Wed
1 stopSpirit Airlines
11h 01mSJU-PHL
$63
10/4Wed
1 stopMultiple Airlines
12h 19mSJU-PHL
$70

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Last minute flights from Caribbean to Pennsylvania

Last minute flight, train and bus deals

9/26Tue
multi-stopFrontier
22h 22mSJU-PHL
10/10Tue
nonstopFrontier
3h 56mPHL-SJU
$176
9/23Sat
multi-stopSpirit Airlines
7h 57mSJU-PHL
9/30Sat
multi-stopSpirit Airlines
6h 53mPHL-SJU
$177
9/22Fri
nonstopFrontier
4h 07mSJU-PHL
9/26Tue
multi-stopFrontier
10h 59mPHL-SJU
$188
9/25Mon
multi-stopMultiple Airlines
10h 26mSJU-PHL
10/10Tue
nonstopMultiple Airlines
3h 56mPHL-SJU
$191
9/22Fri
nonstopFrontier
4h 07mSJU-PHL
9/25Mon
nonstopFrontier
3h 56mPHL-SJU
$197
9/25Mon
multi-stopMultiple Airlines
10h 26mSJU-PHL
10/10Tue
multi-stopMultiple Airlines
13h 21mPHL-SJU
$199
9/26Tue
multi-stopSpirit Airlines
23h 14mSJU-PHL
10/10Tue
multi-stopSpirit Airlines
11h 23mPHL-SJU
$200
9/22Fri
nonstopMultiple Airlines
4h 07mSJU-PHL
9/27Wed
multi-stopMultiple Airlines
8h 05mPHL-SJU
$205
9/22Fri
nonstopMultiple Airlines
4h 07mSJU-PHL
9/27Wed
multi-stopMultiple Airlines
9h 40mPHL-SJU
$206
9/23Sat
multi-stopFrontier
13h 17mSJU-PHL
9/24Sun
nonstopFrontier
3h 56mPHL-SJU
$207

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