$74 Find Cheap Flights from Caribbean Islands to the United States

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Low seasonJanuary
Cheapest flight$74
Best time to beat the crowds with an average 2% drop in price.
Most popular time to fly and prices are also 3% lower on average.
Flight from San Juan Airport to Orlando Airport

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 
RichardFlew with Spirit Airlines
STT
-
MCO
Dec 2025
Make sure you eat before you fly as there are no places to rest anything. Too cramp on the plane. Everything else is fine
JasmaryFlew with Spirit Airlines
SJU
-
BOS
Feb 2026
I would advice passengers to bring their own snack as most items are out of stock
Verified travelerFlew with Spirit Airlines
AUA
-
FLL
Jan 2026
Mostly everything in the airport closes at 5pm in Aruba.
Ramon EmmanuelFlew with Spirit Airlines
SDQ
-
FLL
Sep 2025
Make sure to have long periods between connecting flights
AlexisFlew with Spirit Airlines
SJU
-
BWI
Apr 2025
Go early to the airport. Pay for your baggage early to get a discount.
JeffFlew with American Airlines
ANU
-
MIA
Mar 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 Airlines
BGI
-
MIA
Apr 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
Verified travelerFlew with Frontier
SJU
-
JFK
Mar 2025
Bring your own snacks because everything on the flight including a can a soda cost money.
slovely08Flew with JetBlue
AUA
-
BOS
Dec 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 Delta
STT
-
ATL
Feb 2025
Arrive early. Pack light if you can. The airport is small and you may not have immediate seating available.
VictoriaFlew with JetBlue
GCM
-
JFK
Feb 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 Delta
NAS
-
ATL
Nov 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 Airways
ELH
-
FLL
Jun 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 Airlines
POS
-
JFK
Aug 2024
Arrive early to give yourself time to browse Duty Free etc.
Jose AFlew with American Airlines
SJU
-
MIA
Aug 2024
Those flights are always full. Don’t bring to much carry on items
RobFlew with Silver Airways
MHH
-
FLL
May 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 Airlines
SJU
-
DFW
May 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 Delta
SJU
-
JFK
May 2024
Well arrive on time because at the SJU airport theres only one TSA area to get in
JeffreyFlew with United Airlines
GCM
-
EWR
Mar 2024
Eat before flight; no food provided or sold on board this 3+ hour flight.
ElinicFlew with United Airlines
STI
-
EWR
May 2024
Complete all your documents prior getting to the airport
VictoriaFlew with American Airlines
PLS
-
CLT
Mar 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 Airlines
SJU
-
MCO
Apr 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 Airlines
MBJ
-
MCO
Jan 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 Air
PUJ
-
MSP
Jan 2024
the Wifi never works to watch movies on your own device so be sure to download them to your device before-hand.
KatherineFlew with JetBlue
SDQ
-
MCO
Jan 2024
Go to the airport with time ahead to avoid inconvenience
HervinFlew with Caribbean Airlines
POS
-
JFK
Dec 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 Airlines
SJU
-
MCO
Jan 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 airlines fly most frequently to the United States?

    Caribbean Islands and United States are connected by different airlines. The airlines that fly that route the most regularly are JetBlue (954 flights per week), American Airlines (761 flights per week), and Qatar Airways (749 flights per week).

  • How many airports are there in the United States?

    There are 584 airports in the United States. The busiest airport is Hartsfield-Jackson Atlanta Airport (ATL), with 7% of all flights arriving there.

  • 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 Orlando Airport (MCO), with an average flight price of $187.

  • 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 $234. On the other hand, the most expensive day to fly is Monday, where round-trip prices are $320 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 in the evening, when round-trip flights cost $222 on average. Morning departures are around 9% more expensive 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 $488.

  • 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 Boston, at $100 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 $109.

  • 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 October, when tickets cost $194 (return) on average. On the other hand, the most expensive months are August and December, when the average cost of round-trip tickets is $281 and $276 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, which saves you about 18% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 4 weeks before departure.

  • How many cities have direct flights to the United States?

    From Caribbean Islands, there are direct flights to the United States from 18 cities. The city with the most direct flights is San Juan, with 1,948 direct flights each week.

  • How many direct flights to the United States are there each day?

    There are around 773 direct flights from within Caribbean Islands to the United States every day. Most flights (56%) depart in the afternoon.

  • How many direct flights to the United States are there each week?

    Each week there are around 5,410 direct flights from within Caribbean Islands to the United States. The most common day for departures is Saturday, with 17% of flights taking off on this day.

  • How long is the flight to the United States?

    An average nonstop flight from Caribbean Islands to the United States takes 4h 04m, covering a distance of 1531 miles. The shortest route is Nassau (NAS) to Miami (MIA) with an average flight time of 1h 00m.

  • How many long-haul flights are there to the United States each week?

    Each week, there are 2,914 medium-haul flights (3-6 hour flight duration) and 2,496 short-haul flights (up to 3 hour flight duration) to the United States. There aren't any long-haul flights (6-12 hour flight duration).

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

    Based on KAYAK flight searches, the most popular destination is New York (36% of total searches to the United States). The next most popular destinations are Orlando (20%) and Miami (8%). Searches for flights to Fort Lauderdale (5%), to Atlanta (4%) and to Washington, D.C. (4%) are also popular.

Reviews of the 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.
7.9
Caribbean AirlinesOverall score based on 214 reviews
7.8Comfort
8.3Crew
6.6Entertainment
7.9Boarding
6.7Food
Airline reviews

Boarding the flight was smooth and the flight was not full so i had an extra seat essentially

10.0 ExcellentAnonymous, Jan 2026
MIA - POS
Read more Caribbean Airlines reviews

Boarding the flight was smooth and the flight was not full so i had an extra seat essentially

There was no flight. They canceled the flight with no knowledge to me, and I still haven’t received a refund

Overall, it was good. There was no food or entertainment, which is why I put poor (it wasn't an issue though).

Nothing, they could have made some accommodation for an awful experience. Me and my family were not informed properly we we separated. They took me off the original flight i booked. I booked our flight at one price and called me and told me they were not honoring my rate and they charged me double of what I paid. Me and my family don’t want to ever use your services again.

This flight was great. The plane took off and arrived at the destination an hour early. The crew was pleasant. The food and entertainment options are minimal but adequate for a 1-hour flight. They passed out water and quickly supplied me with a fresh magazine since the previous one had the crossword section filled out.

Better movie and tv selections. Also, the overnight flight to Trinidad from Toronto, the staff were not very attentive. I did not see them for at least half the fight. They were behind their curtain a lot of the time, and they did not check on us before landing to make sure all landing requirements were met.

Little space for luggage and the flight was delayed by an hour.

The flight was delayed over a hour and that was over 15 hours in advance not good

At check in I had to pay for my seat that I already paid for on purchasing my ticket. The flight was over an hour late and the plane smelt gross.

just a child who screamed and threw tantrums the entire flight

The staff was fine. The plane was extremely tight, and I paid for the wifi and it did not work at all. I was actually going to ask for a refund.

two hour delay and the Delta representative on the PA system was unable to understand

An awesome flight crew. FC seat cushion just doesn’t cut it for a 3+ hour flight.

2+hrs delay without any reason provided and a cramped flight

We waited an hour on the runway to get a gate in Orlando

Flight was delayed by 3-hours and their fix was… complimentary pretzels.

Flight was delayed due to crew being not on time

Flight crew issues delayed my flight by 2 1/2 hours. Causing me to miss my connection.

The staff on board and gate was nice - a welcome change from the usual. We also arrived early, which was a great benefit, given that it takes 30 minutes plus to get bags at SRQ.

The staff was frielndly. The plane was terrible, it was too small and should be decommissioned. There were no back seat screens at all. The only beverages we had a choice from was coffee, tea or water. The only bathroom in the back was behind the flight attendant's jump seat and wasn't working. And I literally felt like I was sitting on top of the guy next to me. It was terribly hot in the plane and we had to sit on the tarmac in Chicago for 1/2 hour due to congestion in Mpls. Wouldn't they have know that before they even boarded us so that we could have sat in comfort in the terminal?

Arrived early picked up my bag in a few minutes- great trip - thank you

Flight boarded, departed and landed on time. Excellent service from flight attendant in FIRST

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?

Flight to Tampa was delayed taking off due to plane arriving late but no other issues

There was a delay with the plan which cause the flight to leave later and once arrived in Chicago there was another delay and some passengers missed their connecting flights

Massimo, flight attendant was very authentic, attentive - wonderful. Food/wrap was just okay.

Worst experience ever. Flight could not land in Charlotte for what we were told was a ground stop. Had to be diverted to Raleigh to refuel. Strangely during ground stop, our connecting flight had no issue taking off on time causing us to miss our flight. We were told there were no other flights that day to our final destination and that two days out was the next one. The only flights to get us there were from Chicago the next morning. Completely opposite direction but it was a direct flight. So we get flown to Chicago and have to find a hotel in our own dime. The flight in the morning was also delayed. Thankfully only a short time. The non too of all this, our luggage did not arrive by the time we were there. Communication was terrible, through the entire trip. Complete incompetence. Will never fly American again.

I am an AA flyer for a very long time... AA has yet to disappoint.

Flight was delayed. Not much information on when the flight would take off. Eventually we were told it was maintenance. App was not giving updates.

We were delayed and due to lateness we were traveling from 11pm we were rerouted to FLL and couldnt deplane but stayed on the plane with no extra Service given (extra good options etc$ there Were so many things that could go wrong and did. This was not an enjoyable experience at all thoroughly exhausting

We were made to wait in the airport for six hours for a flight that was ultimately canceled.

It was a pretty smooth flight, I tend to get mini anxiety attacks during flights, however, this time was pretty smooth and I was able to relax. The only thing, I was having issues to connect to the Flyfi internet. I was not able to connect at all, I turned off my phone a couple times and didnt work.

Both flights were significantly delayed. The flight experience itself was great.

My flight got delayed and eventually canceled, then rescheduled. I and several others had a connection from Boston to Paris and asked several times if we would make it. They assured us we would and then rebooked us mid flight without our consent and closed doors early even though they said they communicated we were a bit delayed. We got stranded in Boston and I opted with being rebooked for a different connection to France since they refused to pay for a Hotel. I've now been in Europe for 5 days and still haven't recieved my bags. There was absolutely no urgency for the fact that I'm in a foreign country with absolutely no change of clothes or any of my medication. Such an overwhelming and frustrating experience.

Very smooth flight, good legroom with the "even more room" seats. Entertainment choice was excellent, wifi on board, plane was modern. Pilot got a round of applause for a smooth landing in very blustery conditions. Love flying with them. Check in was OK too. We were too early so we had to wait until groundstaff showed up 3hrs before the flight.

Automated scanning was slow and somewhat haphazard. Too many people were unfamiliar with the tech and were forced to learn on the fly. The hands off approach of the gate staff made it more uncomfortable. This needs work. Overall the flight and cabin crew were excellent.

The crew for the flight was A+ top notch. They were friendly and professional and made the flight a very relaxing and enjoable.

Rude crew member. She seemed annoyed at me without me saying a single word. Also loudly admonished me for having my bag next to my seat instead of tucked away before landing. Just telling me to put it away and guiding me without giving me a lecture would have been enough.

No included food for a 5 hour flight and the entertainment was only accessible if you had wired headphones (not provided). Otherwise though, great and smooth flying and customer service.

They initially informed us that the flight was delayed, but only after waiting an hour for updates. In any event, the flight was canceled, but the way it was handled was really poor and egregious. I feel they handled the situation of informing travelers very irresponsibly. I sat in a wheelchair at the airport for over four hours before finally being told that the flight was canceled.

They could give you a snack or at least something to drink during the flight. The flight was also delayed.

They cut off check in at 1 hr, while we were in line, & sold our seats.

Poor poor, airline people are rude unfriendly and unhelpful, they need to be trained to be customer friendly and gelpful

Delays, changing flight times and screws us up when connecting with another flight . It’s the same ole story. Bahamasair don’t care and no one holds them accountable.

Poor, every time it’s Delays, delayed by 3 hrs to depart and still waiting in airport as another delay with no updates , Bahamasair is the worst and they are not interested in improving.

I love everything about bahamasair. Especially the safety they have for the people. I don't care how long they delay once I reach safe that's all. They made me not afraid to fly anymore

I love bahamasair safety always blown away. They made my fears from travel so much better. Bahamasair #1 Highly recommend We don't just fly here. We live here Pilots and crew keep up the good work.

Going the plane was late and then Bahamas Air chartered another plane to take the passengers to San Salvador.

4 hour delay Noisy passengers Tight seats Missed connecting flight in Ft. Lauderdale

We were scheduled to travel at 12pm. The flight got delayed with no updates until 11:30am. They advised that we will receive an update at 1pm. However, the flight was then delayed until 6pm with no clear indication as to if that was the departure time. It was NOT! They decided to combine two of their scheduled flights into one due to the smaller number of passengers. If you do not wish to be inconvenienced, “STAY AWAY FROM THIS AIRLINE”!!!!!!They do have a track record of this!

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.