Find flights
When to book
FAQs & Tips
Airlines
Deals

Find cheap flights from Caribbean to the United States from $37

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Caribbean to the United States departing on 5/4. 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
0 bags
lun. 5/27
lun. 6/3

Search hundreds of travel sites at once for deals on flights to the United States

In the last 7 days travelers have searched 43,623,357 times on KAYAK, and here is why:

Save 22% or moreCompare multiple travel sites with one search.

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

Free to useThere are no hidden charges or fees.

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

Good to know

Low season

February

High season

December

Cheapest flight

$37
Best time to beat the crowds with an average 4% drop in price.
Most popular time to fly and prices are also 1% lower on average.
Flight from San Juan Airport to Miami

FAQs for booking flights from Caribbean to the United States

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to the United States 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 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 to the United States 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 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 to the United States from Caribbean up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Top 5 airlines serving from Caribbean to the United States

 
Need help choosing which airline to fly with from Caribbean 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 10951 reviews
8.2boarding
8.6crew
7.9comfort
8.0entertainment
7.4food
Airline reviews

The pilots were good. Disappointing when planes don't have electrical ports

6.0 GoodAnonymous, Apr 2024ATL - CHS
Read more about Delta reviews

The pilots were good. Disappointing when planes don't have electrical ports

I liked the piloting of the aircraft. Very disappointed about lack of electrical ports. Also, although a short flight. there was enough time to hand out snacks to comfort + seats as was done for first class.

I had a wonderful experience flying with delta. The gentleman taking care of us on our flight was so nice, accommodating, and attentive. He always was smiling and giving pins to the kids which made me smile. The flight was quick too and without turbulence. Thank you for the great flying experience.

Delta is one of the best airlines I have flown

Made the Atlanta to Pittsburgh trip many times, with Delta no issues

I always fly with Delta. My friends tell me their horror stories of flying with other airlines. I just smile and say, “You should fly Delta”

I'm a larger, athletic guy (6'2", 260lbs powerlifter) and I found the seats incredibly uncomfortable with minimal leg room, especially in a window seat. Now, I full understand that being smaller may change my view but even if I was 80lbs less, my legs would be the same size and I was sandwiched between my seat and the seat in front of me.

Horrible. This was not first class. This was a connecting flight whi h was late. My original flight never came. I hated the fact that delta gave me a connecting flight from New York to Orlando Florida. No meals and the television screens were not working. There wasn't even any power to charge your phones. This is NOT FIRST CLASS DELTA!!! Do better next time!

This flight was ridiculous. I had to have a connecting flight from New York to orlando Florida??? The flight left late and because it was a short flight there was no first class amenities. I had one alcohol drink. The flight crew was fine, but it sure did not feel like first class. Delta to me dropped the ball by giving me a connecting flight. By the time we got to Raleigh we would have missed the next flight. Lucky for me the flight never came so now I was stuck waiting for a later flight that came in late also.

Our flight was delayed in Atlanta. The staff could have gave us an explanation for the delay and how long it would be.

Great. Loved that there was WiFi on flight to keep in touch and excellent service of beverages and snacks.

Flew business class. Everything was excellent. No issues at all. Not very many “good” movies to choose from. But lots of mediocre ones

Business class is great. New airplane, very comfortable, better than some of the major airlines I am used to

Terrible. Flight was cancelled due to the weather in the east and sout east(florida). Did not get any compesation of any kind. According to them, it was not under their control so I lost all the money paid for the 2 fairs from Raleigh, NC to Orlando, Fl.

great flight. Pilot was communicative, flight attendants were excellent. Really nice experience except my tv didn’t work.

The best experience that I have had traveling with JetBlue!

Overall, the flight was better than the flight I took to go to Florida, which had a bunch of problems. The crew is really nice and the plane was new so it had a small problem when we were on the runway, but the flight itself was great. They even made some time back up, which is always a good thing.

Crew was just ok. Flight was packed. On a 3/4 hour flight I would hope they would come around more than once to see if you needed anything further. Not very attentive.

There were multiple delays but JetBlue tried to make the boarding and departure process as quick and efficient as possible. The crew was as detached from reality as could be, meaning: not very friendly and just doing things by the numbers.

Nothing. Jet Blue is a great choice for me And I’m going to miss flying with them Since I travel to Lima Peru very often 😞😞😞

Flight delayed over an over all day until it cancelled at 1:30am. Would not repeatedly delay that late. Offer hotel rooms and rebook early. Very difficult for families with small children

this is starting to seem like an american airlines standard. delayed flights and fake apologies… getting tired of it

Both flights yesterday, experienced hard landings. Harder than I’ve ever felt before. Im hopeful there was weather involved and not pilot error. Other than the landing, the flight was quite good~

The plane was old and in new of a cleaning up and renovating on the interior. Seats and carpets were very worn and dirty looking. Cushioning on the seats was broken down and not as comfortable as newer jet seats. Food was a little below average but okay. Staff were friendly and hard working but did not pick up debris or food they spilled when collecting from the customers. But they were very helpful and professional.

A disaster, I lost my connection due to overcrowding at the Miami airport, having a 3-hour layover and the airline did nothing to reboard me on time and I had to sleep on the floor for 18 hours.

The food has never improved. It will never improve. But when I'm boarding a flight in priority boarding and I've spent 10 hours inside the security area of the airport and I get "randomly" selected for additional screening as I board the plane when the flight has already been delayed, and I work as a military contractor that has been issued visas direct from JMOD, I find it ridiculous. I would never recommend anyone to use AA on international flights. JAL is a better airline with older planes. The flight attendants on international hauls on American also have a chip on their shoulder and really dont deliver the same level of service code share partners do.

The flight was 90 minutes long and the stewardesses were extremely slow. I was in row 16 and they did not serve us drinks until we were descending for landing in a 90 minute flight. Unacceptably slow and at least 10 rows (20 to 31) did not receive any drinks or snacks for the entire duration of the flight because of the slowness of the stewardesses. There is no rationale to delay beverage service to brew coffee for a flight at six p m.

This flight is frequently delayed. The connections seemingly are more frequently delayed. I’ve missed connections as a result twice on the same route to charlotte then Charleston. Final destination arrival has been the next day, twice in a row. No pilots, no crew. Too many excuses. Unfortunately, my days with American are over.

Entertainment was okay not because anything was wrong but it is a short flight so having no wifi is annoying but understandable. Crew was outstanding as usual

Those seats were way too narrow. I had the middle seat, one person was a very skinny person and we still couldn’t avoid touching each other anytime one of us moved. The other person was larger and we were basically sitting in each others lap the entire flight. There was zero entertainment. The flight was long enough to justify tvs, but no. Gotta sit there in your infant seat and twiddle your thumbs.

Not much seat room, but that was unexpected. But the seat headrest was very uncomfortable.

First the good, everyone was friendly and efficient. Flight was smooth and plane was very clean and new. Now the bad, seats have almost no padding on your behind. I was in exit row so I had tons of leg room for a 6' 2" bean pole with long legs. Everything was extra - water, soda, snacks everything besides oxygen. Ya get what you pay for, and my flight was cheap as you could ever want it, so no worries.

First the good, everyone was friendly and efficient. Flight was smooth and plane was very clean and new. Now the bad, seats have almost no padding on your behind. I was in exit row so I had tons of leg room for a 6' 2" bean pole with long legs. Everything was extra - water, soda, snacks everything besides oxygen. Ya get what you pay for, and my flight was cheap as you could ever want it, so no worries. They dont really bother you about carry-on size, I brought a descent sized backpack and they didnt even check.

Spirit canceled the flight in March and never notified me!

Seats suck, not enough room, overcrowded planes, hectic situation all together.

Pretty good. Would’ve been excellent if we would have left on time and the crew wasn’t late.

I do not like the customer service, I had an emergency and needed to cancel a pet reservation right after I had booked it and they would not do anything but issue a credit. I haven't flown in years as I have 7 kids and don't have spare time. I want my $125 back on my card please

Spirit airline tries to screw you at every opportunity. Spirit wanted 65$ for an extra pound in the suitcase Made me open the suitcase at the counter to remove 1 pound. Staff very cold and rude Will never fly spirit again and will recommend same to family and friends

Delayed..4 times...completely disorganized boarding. After 5 hours they scrambled to move ppl off plane bc they overbooked. Then they didn't have a cabin crew. WiFi on plane didn't work. Zero amenities. Once we boarded we sat on tarmac for an hour. Explore all alternate options including purchasing a pair of hiking boots and walking to your destination instead of flying spirit.

what I like about Spirit is that the pilot and crew are good communicators. The plane itself - well, its a budget airline and you get what is expected, But I generally just feel safer, somehow, when I know more about what is going on - and Spirit has always done a good job of telling me what is going on: why the delay, why the turbulence, why this and that... and that means a lot to me.

I purchased a carry on bag online…was supposed to cost $72 but after a whole slew of bs charges, the total was over $175.00. Because of these hidden charges, I will not even consider flying Frontier ever again. It’s just not worth the hassle. I’m scratching this company off my list forever.

Flight was OK. Seats were good no cell phone charges on the plane no TVs or entertainment.

There were 3 leg for the trip and each leg was delayed by 90 minutes or more. The boarding process takes forever with people waiting on the jetway even though most folks do not have carry-on. The whole process is poorly managed.

Flight cancelled and was told by a rude gate agent that they don’t accommodate on other airlines. Had to wait 5 hours for a connecting flight that had a 7 hour layover. Would not allow bags to be checked early so we couldn’t go through security .Had to rent a car for the afternoon to store bags and get a meal. Also incurred a hotel fee. No apology or reason given for the cancellation- just rudeness.

They cancelled the flight then did nothing to help us rebook. It was awful - I won’t fly with them again

The process of buying the ticket and navigating all the hidden charges that Frontier throws at you was a terrible experience. The actual airport experience and flying was fine.

The truck that was refueling the plane drove away with the hose still connected to the plane and ripped part of the plane off with it

Not have to pay for every single item to take a flight. Seating and delays sucked.

Flight was cancelled and I had to spend the night in the airport lugging my suitcase around

If you don’t check in 24 hours in advance, they will charge you $110 to check your bag instead of the $30. I did not get an email with this information and did not check in. In addition, my flight home was cancelled at layover and I had to spend the night in the airport, and then have another layover at another airport before making it home. Will not fly frontier again.

Book cheap flights from Caribbean to the United States

Recent round-trip flight deals

5/8mié.
nonstopSpirit Airlines
2h 48mSJU-MIA
5/11sáb.
nonstopSpirit Airlines
2h 35mMIA-SJU
$67
5/7mar.
nonstopFrontier
3h 21mSJU-MCO
5/15mié.
nonstopFrontier
2h 50mMCO-SJU
$67
9/20vie.
nonstopDelta
4h 04mSJU-JFK
9/29dom.
nonstopDelta
4h 04mJFK-SJU
$165
7/3mié.
nonstopJetBlue
2h 42mSJU-FLL
7/7dom.
nonstopJetBlue
2h 39mFLL-SJU
$187
5/22mié.
nonstopJetBlue
4h 13mSJU-EWR
5/28mar.
nonstopJetBlue
4h 00mEWR-SJU
$197
5/17vie.
1 stopAmerican Airlines
8h 51mSJU-JFK
5/21mar.
1 stopAmerican Airlines
6h 45mJFK-SJU
$227
10/12sáb.
nonstopDelta
4h 04mSJU-JFK
10/15mar.
nonstopDelta
3h 54mJFK-SJU
$229
5/17vie.
1 stopAmerican Airlines
6h 25mSJU-JFK
5/20lun.
1 stopAmerican Airlines
9h 05mJFK-SJU
$232
9/25mié.
nonstopUnited Airlines
4h 10mSJU-EWR
9/29dom.
nonstopUnited Airlines
4h 05mEWR-SJU
$255
9/25mié.
nonstopUnited Airlines
4h 10mSJU-EWR
9/30lun.
1 stopUnited Airlines
6h 55mEWR-SJU
$260

Search by stops

Search by airline

Search by price

Recent one-way flight deals

5/4sáb.
nonstopFrontier
3h 06mSJU-MIA
$37
5/7mar.
nonstopFrontier
3h 21mSJU-MCO
$37
5/15mié.
nonstopSpirit Airlines
2h 49mSJU-FLL
$37
6/5mié.
nonstopSpirit Airlines
2h 47mSJU-MIA
$38
6/27jue.
nonstopJetBlue
2h 45mSJU-FLL
$94
10/10jue.
1 stopDelta
11h 45mSJU-MIA
$122
5/16jue.
1 stopAmerican Airlines
14h 26mSJU-JFK
$126
5/9jue.
nonstopJetBlue
4h 13mSJU-EWR
$127
5/3vie.
1 stopAmerican Airlines
8h 07mSJU-LGA
$128
7/25jue.
nonstopDelta
4h 04mSJU-JFK
$147

Search by stops

Search by airline

Search by price

Last minute flights from Caribbean to the United States

Last minute flight, train and bus deals

5/2jue.
nonstopFrontier
3h 06mSJU-MIA
5/8mié.
nonstopFrontier
2h 44mMIA-SJU
$102
5/2jue.
nonstopFrontier
3h 06mSJU-MIA
5/7mar.
nonstopFrontier
2h 34mMIA-SJU
$103
5/2jue.
nonstopSpirit Airlines
2h 54mSJU-MIA
5/7mar.
nonstopSpirit Airlines
2h 31mMIA-SJU
$111
5/2jue.
nonstopSpirit Airlines
2h 54mSJU-MIA
5/8mié.
nonstopSpirit Airlines
2h 35mMIA-SJU
$112
5/2jue.
multi-stopDelta
7h 20mSJU-MIA
5/8mié.
multi-stopDelta
7h 20mMIA-SJU
$244
5/1mié.
multi-stopAmerican Airlines
15h 35mSJU-JFK
5/13lun.
multi-stopAmerican Airlines
14h 16mJFK-SJU
$252
5/2jue.
multi-stopAmerican Airlines
15h 34mSJU-JFK
5/6lun.
multi-stopAmerican Airlines
12h 15mJFK-SJU
$253
5/2jue.
nonstopJetBlue
3h 56mSJU-JFK
5/13lun.
nonstopJetBlue
4h 02mJFK-SJU
$258
5/2jue.
nonstopJetBlue
4h 11mSJU-EWR
5/6lun.
nonstopJetBlue
3h 54mEWR-SJU
$263
5/2jue.
nonstopDelta
3h 59mSJU-JFK
5/12dom.
nonstopDelta
4h 06mJFK-SJU
$320

Search by stops

Search by airline

Search by price

Flights to the United States

Return flight deals:

United States - Caribbean

Cabin classes:

$317
$459
$495
$60

Browse destinations:

View more