$58 Find Cheap Flights from Caribbean Islands to the United States

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Low seasonMarch
High seasonJuly
Cheapest flight$58
Best time to beat the crowds with an average 0% drop in price.
Most popular time to fly with an average 5% increase in price.
Flight from San Juan Airport to Fort Lauderdale

Flights from Caribbean Islands to the United States: the best tips from KAYAK users

Insights shared by verified travelers who flew the route from Caribbean Islands to the United States 
AlexisFlew with Spirit AirlinesSJU-BWIApr 2025
Go early to the airport. Pay for your baggage early to get a discount.
JeffFlew with American AirlinesANU-MIAMar 2025
Plan in delays. Local St John airport security is very slow. Try to get earliest possible flight out to allow for delays and still get home in a reasonable time.
RogerFlew with American AirlinesBGI-MIAApr 2025
Get something to eat before you leave and have something on the plane because they only give you a cup of juice and 2 ginger biscuits on the flight
slovely08Flew with JetBlueAUA-BOSDec 2024
Be prepared for long security times, you have to clear customs in Aruba, and there can be a substantial line if you get there at the wrong time. They tell you to be there 3 hours early for a reason.
DanineFlew with DeltaSTT-ATLFeb 2025
Arrive early. Pack light if you can. The airport is small and you may not have immediate seating available.
VictoriaFlew with JetBlueGCM-JFKFeb 2025
Make sure to get passport checked by gate before lining up. They did not announce it and the boarding process was chaotic.
CatherineFlew with DeltaNAS-ATLNov 2024
You clear US Immigration, TSA and customs before your flight from Nassau so when you arrive in the US you can go straight to your connecting flight - or leave the airport if that is your final destination. Easy!
Verified travelerFlew with Silver AirwaysELH-FLLJun 2024
You are better to fly out of Nassau. Take a small puddle jumper or the ferry to Nassau and you have your choice of many large airlines.
MichaelFlew with Caribbean AirlinesPOS-JFKAug 2024
Arrive early to give yourself time to browse Duty Free etc.
Jose AFlew with American AirlinesSJU-MIAAug 2024
Those flights are always full. Don’t bring to much carry on items
RobFlew with Silver AirwaysMHH-FLLMay 2024
You better have at least five hours in between when your flight is expected to arrive from marsh Harbor and Fort Lauderdale to have any chance of making any connecting flights from Fort Lauderdale to another destination.
VickieFlew with Spirit AirlinesSJU-DFWMay 2024
If you have a lengthy vacation Spirit may not be the best since you can only take 40 lbs in your checked bag.
LionelFlew with DeltaSJU-JFKMay 2024
Well arrive on time because at the SJU airport theres only one TSA area to get in
JeffreyFlew with United AirlinesGCM-EWRMar 2024
Eat before flight; no food provided or sold on board this 3+ hour flight.
ElinicFlew with United AirlinesSTI-EWRMay 2024
Complete all your documents prior getting to the airport
VictoriaFlew with American AirlinesPLS-CLTMar 2024
Only fly Delta, Canada Air, or British Airways to T&Cs. Never book flights for Saturday and Sunday. If at all possible schedule your departure in the morning, not in the afternoon. Note that the staff in T&Cs is struggling and the facilities are awful. Do not expect to have power outlets or wifi. The only airconditioned "terminal" is upstairs. Go straight there and grab a seat as soon as you get through security. Don't eat the pre-made food from the convenience stores, order from Gilleys. The owner's son for Gilleys' restaurant is amazing. Delta's staff is amazing. Everyone else is miserable and hateful. Best of luck.
Verified travelerFlew with Spirit AirlinesSJU-MCOApr 2024
Bring your own snacks and water; you have to pay a lot of money for their low-quality food. Download media to your device ahead of time, or bring a book so you don’t have to pay for the overpriced WiFi.
Verified travelerFlew with Spirit AirlinesMBJ-MCOJan 2024
If you wanna eat something in Domino’s Pizza or Wendy’s in Montego Bay airport, you have to spend at least 30-35 min in line, be prepared
JodiFlew with Sun Country AirPUJ-MSPJan 2024
the Wifi never works to watch movies on your own device so be sure to download them to your device before-hand.
HervinFlew with Caribbean AirlinesPOS-JFKDec 2023
Reduce size and amount of carry-on luggage, While in Trinidad please stay close to Gate, boarding may begin with any announcement, While you're in transit for less than 3hrs.and not leaving the transit area passengers are being rough up by customs and security.
Verified travelerFlew with Spirit AirlinesSJU-MCOJan 2024
The flight is 3 hours and 19 minutes long. I would not fly Spirit unless you are willing to incur the additional charges for either extra wide seating or bulkhead seating.

FAQs for booking flights from Caribbean Islands to the United States

  • How does KAYAK find such low prices on flights from Caribbean Islands to the United States?

    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 the United States.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Caribbean Islands to the United States 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 the United States?

    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 from Caribbean Islands to the United States with an airline and back with another airline.

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

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

  • Which is the cheapest airport to fly into in the United States?

    Prices will differ depending on the departure airport, but generally, the cheapest airport to fly to in the United States is Tampa Airport (TPA), with an average flight price of $162.

  • What is the cheapest day to fly to the United States?

    Based on KAYAK data, the cheapest day to fly to the United States is Friday where round-trip tickets can be as cheap as $240. On the other hand, the most expensive day to fly is Monday, where round-trip prices are $313 on average.

  • What is the cheapest time of day to fly to the United States?

    The cheapest time of day to fly to the United States is generally at night, when round-trip flights cost $232 on average. Morning departures are around 16% cheaper than evening flights, on average. The most expensive time of day to fly to the United States is generally in the afternoon, which is peak travel time and where the average cost of a ticket is $562.

  • What is the cheapest flight to the United States?

    The cheapest ticket to the United States from Caribbean Islands found in the last 72 hours was to Newark Airport, at $96 round-trip. The most popular route is Oranjestad (AUA) to Newark Airport (EWR) and the cheapest round-trip airline ticket found on this route in the last 72 hours was $96.

  • What is the cheapest month to fly from Caribbean Islands to the United States?

    The cheapest month for flights from Caribbean Islands to the United States is March, when tickets cost $179 (return) on average. On the other hand, the most expensive months are July and December, when the average cost of round-trip tickets is $273 and $273 respectively.

  • How far in advance should I book a flight from Caribbean Islands to the United States?

    To get a below average price on the flight from Caribbean Islands to the United States, you should book around 2 weeks before departure. For the absolute cheapest price, our data suggests you should book 5 weeks before departure.

  • How long is the flight to the United States?

    An average nonstop flight from Caribbean Islands to the United States takes 4h 44m, covering a distance of 1678 miles. The shortest route is Nassau (NAS) to Orlando Airport (MCO) with an average flight time of 1h 26m.

  • What are the most popular destinations in the United States?

    Based on KAYAK flight searches, the most popular destination is New York (41% of total searches to the United States). The next most popular destinations are Orlando (20%) and Miami (8%). Searches for flights to Dallas (4%), to Fort Lauderdale (4%) and to Tampa (3%) are also popular.

Top 5 airlines serving from Caribbean Islands to the United States

 
Need help choosing which airline to fly with from Caribbean Islands to the United States? 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 7963 reviews
8.5Crew
7.9Entertainment
7.9Comfort
7.3Food
8.2Boarding
Airline reviews

The flight was scheduled for 2:30 PM. Early in the morning we got a text message saying the flight was delayed and rescheduled for 3:00 PM. We got to the airport with that in mind. Then we got a message during check-in at the flight was rescheduled again for 2:30 PM. We almost missed our flight. In fact, our bags Were told that they would not make it. At the end, everything worked out. But it is very stressful.

4.0 OkayKoonj, Jun 2025MSP - AUS
Read more Delta reviews

The flight was scheduled for 2:30 PM. Early in the morning we got a text message saying the flight was delayed and rescheduled for 3:00 PM. We got to the airport with that in mind. Then we got a message during check-in at the flight was rescheduled again for 2:30 PM. We almost missed our flight. In fact, our bags Were told that they would not make it. At the end, everything worked out. But it is very stressful.

Most aspects were good however if they assign boarding zones they ought to enforce them or why bother? My luggage from SAN-JFK-MAD was lost in NY so I without my main bag for two days upon arrival in Spain. They were helpful in tracking it and eventually delivered it to my hotel. The flub was because of a delay upon arrival in NYC. I had booked 2 1/2 hours between flights but we had to hold on the taxiway for an hour after landing while waiting for a clear gate which likely caused the baggage error.

Excellent check-in. Crew was good. Excellent communication from flight deck.

Great overall. There was a bit of turbulence so they could only serve water because too much turbulence for the carts. Was glad they prioritized safety though

Excellent flight, the planes were newer, they did a nice job with boarding, great service overall.

Great service. Flight was delayed while we sat on the runway for a couple of hours. Weather related. Staff made is very bearable. The steward servicing the first class cabin was exceptional. Thank you! 💗

5 hours of delay that could've been much shorter if Delta had taken the 1 hour delay they imposed on the flight before boarding to run any of the plane checks required for flight to find the hydraulic issue that required nearly 3 hours to fix. $24 of meal credit buys a sandwich and a soft drink. Poor communication within the terminal about what gate we'd be re-boarding from and when we'd be re-boarding.

Amazing flight! I have never noticed the uniforms of the attendants before in twenty years of flying except today when one female had the most amazing dress on. It was beautifully designed and showed she was in charge. I never dreamed I would google who designed Delta uniforms . The ultimate compliment is when another woman admires your outfit. . I hope your designer puts it on the market

It would be nice if was given wires ear buds. Overall was a good experience was able to sleep on the plane

My flight was 6 pm 6/6. Every hour they delayed it again - air condition issues then no pilot then the crew had worked too many hours and cancelled the flight at 11 pm. Sent customers to NJ a 45 minutes uber ride to a hotel. Had to be back by 5 am for a 7 am flight and again no pilot etc with another three hours of delays.

Gate agent did not hold flight for connection, provided no assistance to get new flight

Evidently, my seat had the only broken TV. I couldn’t plug it in, get it to come on, or watch anything, and of course, no one could fix it while we were on the plane. The service was good and the boarding was quick

United airlines, mediocre at best. No issues , nothing great . Worked for me

Efficient, calm when things were delayed and kept us regularly informed of what was happening.

it was so bad. I tried to board my flight from vancouver to saskatoon. And to my surprise they did not board me cause the flight was changed and no email was send to me. and on my boarding pass which i got from seattle says different flight. I did not knew anyone from Vancouver, air canada crew was rude, i asked for today flight but they were rude and i had early morning dental appointment in saskatoon. I was so much in pain and my whole day is wasted today. and i suffered alot. They did provide me hotel but they did not provide me any food. I am really really disappointed first time had so bad experience with air canada. I may think twice to book it again. If i can get any reply or any composition that would be great. Thanks

It was fine, definitely older planes with no charging or anything. There’s no entertainment set up on board, but it is nice that they allow you to access the in flight entertainment from your phone without having to pay for the Wi-Fi and they do offer free texting.

Boarding was mayhem. Late boarding by 15 minutes because of lack of staff (missing 1 flight attendant. We had to wait for an arrival of another plane before we could board). Flight was a little rough, but cannot blame on airlines.

Impressed with the service despite turbulence because of the weather. Both flights arrived before their scheduled times.

Very comfortable (upgraded to business class). The audio on my screen didn’t work, but I managed to play the audio through my phone while watching the screen.

Great experience…left a bit behind schedule but made up fir that in the air and landed 10 minutes early 😁

Communication since no reason or explanation was given for 3 hrs delay

Flight was delayed several 3 hours - no reason was given and no communication what so ever.

No overhead baggage room even though I was seated in row 2. Consequently had to check in my carry on bag. Baggage carousel was jammed. Took 45 min to get my bag.

Excellent. Although they used to greet me as a mosaic member and provide a free drink, early boarding helps me to keep coming back to JetBlue.

Great flight. Departed early, arrived early. However they were out of meals for sale. Also, we arrived early and the gate was not available so we sat on the taxiway for quite a while (not JetBlue’s fault).

The gate and ground staff were excellent, friendly, went out of their way to acknowledge my Mosaic status. The plane was an older Airbus, so the seats were a little worn. The in flight attendant was not very nice, and seemed to be annoyed to be at work or be on this flight. Flight was fast and we landed early and pilots kept us informed.

Cancelled flight with no specific instructions to get a boarding pass for another flight. The whole flight of people were in line for an hour because there was only 1 person to help at the desk. This was unusual for JetBlue.

The inflight system with their wifi is a hot mess and doesn't work. Separately they do, but when you try to do theoretically simple things like pair a device for control it all falls apart

It was too hot in the cabin. The AC did not help.

The regular feedback of any changes to our flights. The Jetblue staff were very helpful. Our flights were great. Lots of leg room!

They cancelled my flight and downgraded me to economy and only gave me $250 for the downgrade

Loved the staff, boarding and drink options! Wish the comfort of the seat could have been better nevertheless

The flight crew were friendly and attentive. Food was good and they passed out ice cream and drinks awhile after Lunch was done. The ice cream was a nice treat! I found several movies to watch during the flight. There was many movies and tv shows to choose from. We flew Premium economy and there was enough leg room to be comfortable. The seats were also comfortable. I would fly AA again if the airfare isn’t expensive.

The chair cushions may need an upgrade. I have been noticing they are so worn out, thin so you’d sit in a dip 😄. Other than that, all was an enjoyable trip. Thanks AA!

I’m impressed that we were on time in Sacramento after having a late departure in Newark and our made it. The staff was friendly and warm.

Cramped seats. FAA should make airlines have more legroom, for even short people complain

5.5 hour delay with no explanation on why, along with no proactive effort to reaccomodate me.

It was one of my worst flight ever. First they were changing the gate for at least 4 times, changing from gate D7 to D12 to D44. Considering the size of the Miami Airport, we are talking about long distance and the train at the airport was not working. Then the flight was delayed around one hour. Then finally we boarded into the plane and when everybody was seated, there was an announcement that there is an issue with one of the tire of the plane, so we all had to get out of the plane with our belongings, to replace the tire. So we had around 2.5-hour delay

Most miserable flight ever. We waited almost 2 hours on the runway because the flight was oversold. American offered $1200 credit. Then there was some nonsense about weight distribution. Ridiculous. No food for 8 plus hours on the flight. I will be writing a letter.

Honestly, I haven’t flown American in years, probably due to the pandemic and my being unable to travel for certain periods in the last two years, but it was a good experience to dig out or obtain a new American Airlines account after many years of traveling for business with American in the past.

Didn't like size of seats. Found charges for checked luggage and carry on too high

Great! We boarded on time! Everything went so smoothly! The flight was so smooth

Spirit gets you there; it's no worse than any other aircraft, all things considered. (It's not like everyone else is such a hero). But - holy moses - do they nickel and dime you to absolutely every nickel - I was really expecting to have to pay to use the bathroom. And when the captain comes on with a 5 minute sales pitch about getting "points", that was like something on Bizarro world. Other than that, everyone else was professional and worked hard to get us from point A to point B. I'm not loving all the "self-service" stuff but there it is - just when the machines don't work you don't have anyone to talk to.

Boarding was a breeze, however, two of the flights that I boarded with Spirit did not have Wi-Fi available.

Seats uncomfortable, hard to check luggage, etc. It was like the last flight out of Hanoi

Need screens for tv/movies. Seats are more cramped than any other airlines. Seats are hard. They don’t recline. And in flight time should not be used for sales pitches.

Good experience except for the drunk woman who was with a child. Sad

The ease of booking the flight was very good. Speaking with customer service was also good. However, the crew people are unfriendly and unwelcoming which I found this as unprofessional. As far as comfort it was mediocre. This was my first time flying Spirit and I chose them because of the flight times met my needs and my budget. However, I would be reluctant to fly on Spirit again. In addition, if the crew were more friendly and at least appeared somewhat happy and welcoming personally it would probably make the experience of flying with Spirit better.

Tell them to chose a better, less bumpy route :( my seat had no window all the way at the end 😔

Seats too hard, too much lumbar. Space between rows was extremely tight, so tight hard to place item under seat in front of me. No tv screens. Zero plugs for charging phones. Too many sales pitches

Book cheap flights from Caribbean Islands to the United States

Recent round-trip flight deals

7/2Wed
nonstopSpirit Airlines
2h 48mSJU-FLL
7/5Sat
nonstopSpirit Airlines
2h 34mFLL-SJU
$98
6/28Sat
nonstopSpirit Airlines
2h 52mSJU-MIA
7/15Tue
nonstopSpirit Airlines
2h 26mMIA-SJU
$107
7/17Thu
nonstopDelta
4h 16mSJU-JFK
7/21Mon
nonstopDelta
4h 08mJFK-SJU
$156
7/17Thu
nonstopJetBlue
4h 00mSJU-JFK
7/20Sun
nonstopJetBlue
4h 21mJFK-SJU
$157
6/27Fri
nonstopJetBlue
3h 59mSJU-EWR
7/12Sat
nonstopJetBlue
4h 01mEWR-SJU
$161
9/21Sun
1 stopDelta
8h 11mSJU-MIA
9/23Tue
1 stopDelta
10h 03mMIA-SJU
$215
8/5Tue
nonstopUnited Airlines
4h 09mSJU-EWR
8/10Sun
nonstopUnited Airlines
4h 04mEWR-SJU
$226
10/15Wed
nonstopAmerican Airlines
2h 50mSJU-MIA
10/26Sun
nonstopAmerican Airlines
2h 40mMIA-SJU
$230
9/4Thu
1 stopAmerican Airlines
17h 01mSJU-JFK
9/7Sun
2 stopsAmerican Airlines
11h 15mJFK-SJU
$235
6/27Fri
nonstopUnited Airlines
4h 09mSJU-EWR
7/5Sat
nonstopUnited Airlines
4h 04mEWR-SJU
$279

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Recent one-way flight deals

10/10Fri
nonstopFrontier
2h 48mSJU-FLL
$58
6/23Mon
nonstopSpirit Airlines
2h 52mSJU-MIA
$59
7/9Wed
nonstopJetBlue
3h 59mSJU-EWR
$78
6/25Wed
nonstopJetBlue
4h 01mSJU-JFK
$78
6/25Wed
nonstopDelta
4h 27mSJU-JFK
$83
6/24Tue
1 stopAmerican Airlines
12h 34mSJU-EWR
$85
6/24Tue
1 stopAmerican Airlines
10h 52mSJU-JFK
$85
6/28Sat
nonstopDelta
4h 07mSJU-JFK
$93
7/13Sun
nonstopUnited Airlines
4h 09mSJU-EWR
$113
7/8Tue
nonstopUnited Airlines
4h 09mSJU-EWR
$151

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Last minute flights from Caribbean Islands to the United States

Last minute flight, train and bus deals

6/21Sat
nonstopSpirit Airlines
2h 52mSJU-MIA
6/30Mon
nonstopSpirit Airlines
2h 31mMIA-SJU
$107
6/21Sat
nonstopSpirit Airlines
2h 48mSJU-FLL
6/24Tue
nonstopSpirit Airlines
2h 34mFLL-SJU
$116
6/20Fri
nonstopJetBlue
4h 01mSJU-JFK
6/24Tue
nonstopJetBlue
4h 06mJFK-SJU
$186
6/21Sat
nonstopJetBlue
3h 57mSJU-JFK
6/21Sat
nonstopJetBlue
4h 21mJFK-SJU
$191
6/20Fri
multi-stopAmerican Airlines
17h 05mSJU-JFK
6/23Mon
multi-stopAmerican Airlines
16h 46mJFK-SJU
$195
6/18Wed
multi-stopAmerican Airlines
14h 30mSJU-EWR
6/21Sat
multi-stopAmerican Airlines
17h 55mEWR-SJU
$210
6/18Wed
nonstopUnited Airlines
4h 09mSJU-EWR
7/26Sat
nonstopUnited Airlines
4h 04mEWR-SJU
$256
6/19Thu
multi-stopUnited Airlines
9h 10mSJU-EWR
6/22Sun
nonstopUnited Airlines
4h 04mEWR-SJU
$261
6/19Thu
nonstopDelta
4h 27mSJU-JFK
7/26Sat
nonstopDelta
4h 29mJFK-SJU
$280
6/21Sat
multi-stopDelta
11h 22mSJU-FLL
6/24Tue
multi-stopDelta
7h 08mFLL-SJU
$281

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Everything you need to know for your flight to the United States

Cabin class types available on flights to Caribbean Islands

Cabin classes available on flights to Caribbean Islands. Prices are the lowest found on KAYAK over the last 7 days. Price and availability is not guaranteed.

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