Find cheap flights from Caribbean Islands to the United States - Compare and Save

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Low season

February
Best time to beat the crowds with an average 18% drop in price.
Most popular time to fly and prices are also 10% lower on average.

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 
ScarlettFlew with Bahamasair-Aug 2026
Bring snack and treats for yourself and kiddos. Ensure you have ample time to get to terminal at least 2 hours to be safe
LarissaFlew with American Airlines-Jun 2026
It's a very small airline terminal and getting there early is imperative because it's very small not everybody gets to go into the boarding lounge at one time so you'll be spending a lot of time standing in the line. Get your coffee and something to eat before you go into the security line they do have snacks and drinks available to buy once you pass security but they're just shelf stable crackers and such.
Verified travelerFlew with JetBlue-Jun 2026
Be patient island people are not in a hurry. Avoids hurricane season be sure your luggage is not overweight
LeahFlew with JetBlue-Jul 2026
The AC in the second gate area (where gate 15 is located) doesn't work—be prepared to wait in the other area or bring a fan.
Verified travelerFlew with Frontier-Apr 2026
Bring food to eat in airport and on plane. There was a delay so it came in handy and eliminated need to buy expensive airport food. However, make sure to eat or discard food like meats and fruits before arriving in USA security.
KierriaFlew with Spirit Airlines-Apr 2026
Pack as many snacks as you can! Also, make sure your phone is fully charged before going to the airport. Plugs and outlets to charge phones and devices are hard to come by.
JoseFlew with Frontier-Apr 2026
San Juan airport is just like any other airport, just remember to do the agricultural inspection thing, but only usually take like an extra 10 minutes.
JoelFlew with JetBlue-Apr 2026
Be there early to your flight. Flight usually leaving Santiago leave on time or a bit early.
MilagrosFlew with JetBlue-Mar 2026
Change policy, let the passengers know that boarding will be done by alfphabets from now on so other passengers do not skip because when they all jump at one time that delays flight departure.. Put cushion on the damn seats 4 hrs sitting is terrible on the buns & backs. Delta does that and it goes so smoothly.
Verified travelerFlew with American Airlines-May 2026
In JFK the bags are taken off the belt be you finish immigration. An announcement should be made to say location instead of wasting time at the baggage belt waiting.
RichardFlew with Spirit Airlines-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-Feb 2026
I would advice passengers to bring their own snack as most items are out of stock
Verified travelerFlew with Spirit Airlines-Jan 2026
Mostly everything in the airport closes at 5pm in Aruba.
Ramon EmmanuelFlew with Spirit Airlines-Sep 2025
Make sure to have long periods between connecting flights
AlexisFlew with Spirit Airlines-Apr 2025
Go early to the airport. Pay for your baggage early to get a discount.
JeffFlew with American Airlines-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-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-Mar 2025
Bring your own snacks because everything on the flight including a can a soda cost money.
slovely08Flew with JetBlue-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-Feb 2025
Arrive early. Pack light if you can. The airport is small and you may not have immediate seating available.
VictoriaFlew with JetBlue-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-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-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-Aug 2024
Arrive early to give yourself time to browse Duty Free etc.
Jose AFlew with American Airlines-Aug 2024
Those flights are always full. Don’t bring to much carry on items
RobFlew with Silver Airways-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-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-May 2024
Well arrive on time because at the SJU airport theres only one TSA area to get in
JeffreyFlew with United Airlines-Mar 2024
Eat before flight; no food provided or sold on board this 3+ hour flight.
ElinicFlew with United Airlines-May 2024
Complete all your documents prior getting to the airport
VictoriaFlew with American Airlines-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-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-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-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-Jan 2024
Go to the airport with time ahead to avoid inconvenience
HervinFlew with Caribbean Airlines-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-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 (844 flights per week), American Airlines (565 flights per week), and Qatar Airways (505 flights per week).

  • How many airports are there in the United States?

    There are 579 airports in the United States. The busiest airport is Hartsfield-Jackson Atlanta Airport (ATL), with 9% 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 Tampa Airport (TPA), with an average flight price of $178.

  • 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 $301. On the other hand, the most expensive day to fly is Sunday, where round-trip prices are $436 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 morning, when round-trip flights cost $297 on average. Morning departures are around 10% 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 $510.

  • What is the cheapest flight to the United States?

    The cheapest ticket to the United States from Caribbean Islands found in the last 5 days was to Miami, at $136 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 5 days was $191.

  • 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 December, when tickets cost $242 (return) on average. On the other hand, the most expensive months are August and September, when the average cost of round-trip tickets is $432 and $383 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 15% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 11 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 1,933 direct flights each week.

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

    There are around 667 direct flights from within Caribbean Islands to the United States every day. Most flights (57%) depart in the afternoon.

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

    Each week there are around 4,664 direct flights from within Caribbean Islands to the United States. The most common day for departures is Sunday, with 18% 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 37m, covering a distance of 1503 miles. The shortest route is Nassau (NAS) to Fort Lauderdale (FLL) with an average flight time of 0h 50m.

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

    Each week, there are 1,097 medium-haul flights (3-6 hour flight duration) and 3,567 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 (48% of total searches to the United States). The next most popular destinations are Fort Lauderdale (12%) and Miami (11%). Searches for flights to Chicago (6%), to Boston (5%) and to Washington, D.C. (3%) 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.
7.8
DeltaOverall score based on 8632 reviews
7.8Comfort
8.5Crew
7.8Entertainment
7.2Food
8.1Boarding
Airline reviews

Gate agent and flight attendants were efficient, but more stern than warm.

8.0 ExcellentConor, Oct 2026
Read more Delta reviews

Gate agent and flight attendants were efficient, but more stern than warm.

The only issue is that the plane was HOT. This was not the case on my first flight so not sure why, but thankfully I had a portable fan with me. Everything else was great!

13 hour delay stuck in Detroit and missed a day of meetings. It was terrible

My flight was so delayed I would’ve missed my connection and had to cancel my trip

Seemingly unnecessary delays were compounded by a lack of communication from the flight crew which turned a four hour delay into an overly stressful experience.

I like Delta. I dislike the volume of announcements from the crew. They are not always easy to hear and typically repetitive.

I think the crew makes way too many announcements that are: 1) hard to hear in some cases and 2) repetitive. This detracts from entertainment and concentration if working or reading.

Great crew. Comfortable seating. Nice overhead bin space. My app didn't allow me to check in for my flight to BOS. When I called Support, they didn't fix it, but just told me to check in at the airport. Seat back entertainment was great. Could be better if the audio could connect to Bluetooth.

It was the hottest flight I’ve been on in a long time. The female flight attendants were not nice.

I'm 6' 2" and even in economy plenty of leg room

Entertainment was great. Seats were good. They did not have my pre-ordered hot food product available but did comp me something cold in place of the item.

Good flight, even though there was a delay, still got back on time

Santa Barbara is a super small and easy airport. Breezed through rental car return, breezed through Security, ordered a coffee and muffin and to my gate in less than 30 minutes. Maybe because it was a small airport we got the oldest plane. Hardly any overhead space and absolutely zero internet. Its NFL Sunday man! That hurt.

We were delay because so many bags needed to be gate checked and it was disappointing not to have outlets in the seats for such a long flight.

There were no vegan options for first class. Even though we were promised the satellite internet for free, we received NO wifi at all. Even though we were promised a 20-min early arrival, we ended up over 30 mins late.

No water or beverage was provided. I had to ask for water. The sole flight attendant had more interest in selling the credit card. In addition when we got to Dulles the plane and gate were misaligned and it took at least 15 minutes to get off the plane.

Raleigh to Chicago was OK. The problem was Chicago to Lincoln. Flight was delayed 4 hours. Give them credit for the updates and reason why it was delayed

Flight delayed over an hour with plane on runway because of weather in an area of the country we were not in or flying to.

Flight was delayed almost an hour because the cleaning crew broke one of the bathroom doors.

Comfortable seats and good crew. There should be some breakfast options in menu for economy class to purchase Wifi was not working in the flight

There was more leg room in what was most likely a basic assigned seat (row 25) then on other airlines I've flown lately.

They lost my luggage and have ruined first day of my vacation. Still don’t have it. I have nothing. I also paid for a seat I did not get. They changed both our seats with no notice. Will never fly this airline again.

My overall experience with JetBlue was pretty poor and disappointing. We originally booked a DIRECT flight home from Boston on 9/28 at 8:00pm even though it cost more than the non direct flights. With no reason other than "unforeseen circumstances", our flight home Monday was cancelled and we were rebooked on a 7:00am flight on 9/29 with a layover in JFK. We were traveling with sick kids coming home from a funeral of a loved one and needed to be at work on Tuesday so paying extra for a flight home Monday was something we had to do. The original direct flights were considerably more expensive than the non direct flights- so I don't understand how Jetblue did absolutely NOTHING to compensate or right their mistake. We will not be booking with them in the future because they are not reliable and they showed no remorse nor did they make any attempt to make things right. The least they could have done was credit the difference in cost of flight because I know our original flights cost more than the one we were rebooked on. Once again- we will not be flying with them in the future and will advise family and friends to be aware of the risk you run when giving them your business. Do better.

The flight attendant was snarky and the flight took off very late. I know it was an issue with air traffic control and the runways in Boston, so not really anyone's fault, but very frustrating, I missed an important meeting because of rgr delay. They didn't offer headphones to watch the TV, but luckily I remembered my own and was able to enjoy watching a movie.

Terrible. We originally booked a direct flight from BOS to MCO on 9/28 at 8:00pm and it was cancelled due to unforeseen circumstances and the flight we were rebooked on was on 9/29 at 7:00am with a layover in JFK. We were traveling with sick kids so leaving at such an early hour was absolutely miserable, and on top of that we all missed work which we couldn’t afford. On top of that- we paid a fortune for our flights to be direct without a layover and the flights with layovers were cheaper so at the very minimum we should have been refunded the difference. With absolutely no explanation or sympathy from JetBlue- we will avoid using them in the future due to the fact they aren’t reliable nor do they correct their mistakes.

Experience with JetBlue was poor. We were originally suppose to fly home on a direct flight on Monday the 28th at 8:00pm and we it was canceled due to “unforeseen circumstances” and we were rebooked on a 7am flight on Tuesday the 29th with a layover in JFK. Traveling with sick kids and waking up at an ungodly hour was miserable, and not only that it caused all of us to miss work. We intentionally flew our Monday on a direct flight and the direct flight was far more than the non direct flights on any given day. There was no compensation provided let alone a reasonable explanation. When you are charging people those type of prices for domestic same coast flights- you should be at least refunding the cost difference of the flights if you are rebooking them on a cheaper flight. I will never fly JetBlue again because they are unreliable and don’t correct their mistakes.

Wasn’t very happy with our flight home due to the fact it was cancelled with absolutely no reason. It was a direct flight at 8:00pm on Monday and they rebooked us for a 7am flight on Tuesday with a layover. Traveling with sick kids, getting up that early was miserable and on top of that we all missed a day of work that we couldn’t afford to with absolutely no apology or compensation from JetBlue. The original cost of the flights were astronomical because we flew out on Monday over Tuesday and also we paid extra for the direct flight then we would have for the flight with a layover. Super disappointed Jetblue truly could have cared less. Will avoid them in the future due to the fact they aren’t reliable nor compassionate for the inconvenience these changes cost their clients.

No WiFi, no power to charge phone, confusing boarding, delays

There is a considerable amount of people that use the wheel chair pre boarding along of large groups of family / friends. This is not right should be limited only to the person in need and the airline assistant. Some of these people use overhead bins that do not belong to them. The aircraft had a non functional wifi . The service was bad.

Flight was delayed 3 hours. No food on plane besides snacks

I was truly shocked at how poor this flight went. The crew was not friendly during the checking process. The asked for people to gate check and were rude about it. They didn't handle my luggage with care. When I got to my seat I noticed a large section of the ceiling vent area was, no joke, TAPED TOGETHER WITH CLEAR PACKING TAPE! To add insult to injury, the back rest button was disabled on my seat and all the seats I could see. The wifi, never connected for me, despite troubleshooting it for a while. I did everything from restarting my wifi/phone to forgetting the network and restarting the app. But that didn't stop the mandatory 2 ads from playing every single time. Even the bags took over 45 mins to arrive at the carousel. Everything about this flight was a flop and I am beginning to notice that some of these events are becoming a trend. Perhaps it's time I switch loyalty programs.

Had to find alternative flights because of AA lateness and bad planning

Fliy was late missed my connection ,. I had to find altery transportation.

Horrible airline, will never buy another ticket with the airline or Kayak. They close the gate 2 hours early in Kenya, I had to buy a new ticket and get a hotel room

When we landed, there was only one gate agent to handle three planes, including retrieval of carry on luggage. I was stuck in the jet way waiting on my carry on for almost 20-30 minutes. NOT GOOD

The flight was overbooked. And the gate agent basically said that the flight will not leave unless two people came forward to give up their seats. Offered money. Raised the $$ too. But we were there for a while and flight was delayed. When passengers approached the gate agent asking what would happen if no one volunteered- the answer was flight would be cancelled! Ridiculous! It’s American’s fault for overbooking. The service level is going from Bad to worse it seems.

AA changes gates constantly at DFW. I got 5 or 6 gate changes. Fortunately the last few were all in the same terminal. I know DFW so it is not a big deal for me but it is a bit disturbing.

It was one hour 15 minutes late taking off so we missed our connecting flight in Philadelphia.

Flight was delayed due to maintenance issue. Missed my connecting flight. Got rebooked in a middle seat when I had a first class ticket.

It would be helpful to be able to download an eticket from either American airlines or Cathay Pacific; not just Cathay Pacific.

They don’t offer food on the flight just water but when arrived on time and landed perfectly

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

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

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.

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!

Very courteous staff at the gate and excellent assistance with my needs as a handicapped person on board. The flight itself was uncomfortable, with tight seating and seats they don’t recline, so be aware. The aircraft itself is old and worn, and it shook a lot and made a lot of noise, especially upon takeoff and at landing. But, hey it’s a short flight and it got me back home to Florida safely, so….

I feel that I was scammed by BahamasAir. Both on flights 202 and 207, to and from Nassau - Fort Lauderdale June 2, June 6. I paid for 2 full size bags and selected seats. On both flights they told me I had not paid for luggage or seats. I was charged $100 extra each way without seat assignment. BahamasAir does not participate in TSA Pre Check. Even if you have it you cannot use it. Instead endure long lines because BahamasAir will not pay their share of PreCheck.

Boarding process was smooth and easy. The crew was friendly and communicable and transparent about the delay at the landing destination.

Flight was delayed 7hours due to multiple planes having mechanical issues.

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