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Low season

February

Cheapest flight

$93
Best time to beat the crowds with an average 16% drop in price.
Most popular time to fly and prices are also 8% 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 
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 (921 flights per week), Qatar Airways (629 flights per week), and American Airlines (551 flights per week).

  • How many airports are there in the United States?

    There are 580 airports in the United States. The busiest airport is Hartsfield-Jackson Atlanta Airport (ATL), with 8% 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 Raleigh-Durham Airport (RDU), with an average flight price of $217.

  • 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 $281. On the other hand, the most expensive day to fly is Sunday, where round-trip prices are $416 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 $280 on average. Morning departures are around 1% 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 $482.

  • 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 $132 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 $155.

  • 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 $240 (return) on average. On the other hand, the most expensive months are August and January, when the average cost of round-trip tickets is $402 and $352 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 5 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 1,592 direct flights each week.

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

    There are around 629 direct flights from within Caribbean Islands to the United States every day. Most flights (52%) depart in the afternoon.

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

    Each week there are around 4,397 direct flights from within Caribbean Islands to the United States. The most common day for departures is Saturday, with 16% 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 20m, covering a distance of 1508 miles. The shortest route is Montego Bay (MBJ) to Fort Lauderdale (FLL) with an average flight time of 1h 43m.

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

    Each week, there are 1,307 medium-haul flights (3-6 hour flight duration) and 3,090 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 Miami (14%) and Fort Lauderdale (14%). 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 8529 reviews
8.5Crew
8.1Boarding
7.2Food
7.8Entertainment
7.8Comfort
Airline reviews

Delta was great because the flight was almost 5 hours so I had access to tons of movies news, etc. so it helped past the time by no other plane WestJet did not have movies so Delta was the best

10.0 ExcellentAnonymous, Aug 2026
Read more Delta reviews

Delta was great because the flight was almost 5 hours so I had access to tons of movies news, etc. so it helped past the time by no other plane WestJet did not have movies so Delta was the best

Noting this only because it’s so unusual for delta: this was just an uncomfortable flight. The jet ridge was too hot and the plane wasn’t any better. By the time we got off the ground the AC was on but for such a short flight it was almost too late.

1) It was extremely hot in the cabin. All the passengers were sweating and it almost became suffocating 2) It was a 50 min flight but there was no service. How can a 50 minute flight not have any drink/snack service?

Very bad multiple confusion and miscommunication which i ended up missing my flight.

There was no food, so :( to that one. The flight was delayed by 3 hours. Not Delta's fault. Not the crew's fault. Considering how tired all us passengers were, everything went surprisingly well. The flight crew were very helpful, friendly, and professional. I always fly Delta.

Delta is a perfect partner, offering the gold standard across the board.

Our flight from Detroit to LaGuardia on Thursday 8/20 was delayed from 555 to 910 due to storms and a ground stop at LGA. It’s never fun to be stuck at the airport but I thought the desk crew and captain handled it well and kept us informed. I especially liked how they referred to us as their “LaGuardia family.” I am a loyal delta customer and this is one of the reasons why.

Terrible. Waited on runway for 1+ hour after landing and then was brought to wrong terminal

The flights were on time; all went as expected which is a big positive! No delays! There was no food or drink service in any legs, which I understand due to the short flight time.

They announced a mechanical issue prior to boarding Said it was fixed, we boarded Waited Then learned it was not fixed Had to deplane and go to new gate Bought wifi on plane and it never worked

First time flying business class. Very comfortable for our long flight to Europe.

Not a United thing, but late afternoon departures from Denver with thunderstorms is always prone to delays.

Kayak booked this flight with only 1h 20min layover in Chicago. This made it impossible for me and several other passengers to reach this flight. Moreover, the gate closed boarding in spite of several passengers still on their way without waiting even one more minute. However, the plane departed with 20min (!) delay, i.e., there would have been at least 15 min time to let the delayed passengers board without causing any delays. I complained and as a "thank you" the attendent booked us on the last (!) flight to Indianapolis ~7h later! Thankfully, I caught the spitefulness and the United customer line rebooked the flight to an earlier flight. Although I can't grade this particular flight since I never had a chance to take it, Kayak made the mistake of a too short layover and the crew at the gate was awful.

Sitting in coach even in the larger leg space is extremely uncomfortable and the staff pay no attention.

Really delayed, no effort to support customers other than “sometimes we run late.”

It was serviceable, nothing special but nothing awful on this leg.

On boarding crew at the airport called in the boarding numbers too early meaning before the previous line was completed resulting in later numbers getting to board ahead. Also she asked those who boarded from number 3 to have the tags in their carry-on bags and leave it in the jet bridge. Most of the overhead bins were empty though. This is more work for the ground staff in addition to more inconvenience for passengers waiting to get their carry-ons from the jet bridge.

Boarding time was delayed in more than two hours. Then another hour on the ground before take off. Wi-fi was not working throughout the flight. Business class in even rows by the window are not so comfortable. And space for feet always feel tight. Had a meeting in New York early the following day with multiple people and had to request a delayed start.

The flight was excellent. Their was no service as we boarded, the flight attendants spent about 30 minutes just taking and not really caring that the cabin was about 80 degrees and did not offered any beverage to first class passengers or any passenger. The flight from DEN to ONT is not long but not under an hour, we received one drink and bag of chips if you were lucky. I was in first class…. I did leave my hat on the plane and it only took less than five minutes for a United rep to locate and bring it to me.

Bad check in experience. Dirty ancient aircraft. Truly awful food and this in Business/ First class.

DCA-LAX No screen on a 5 hour flight (almost) no food for sale on a 5 hour flight (practically) no wifi coverage or speed on a 5 hour flight I should have gotten my money back, shame on American

Delayed flight led to missed connection which led to new flight with 3 hours of delay so our family of 5 went from a 7pm arrival time to 1am Absolutely terrible yet again.

Flight was good, little delayed because of busy plane traffic

I had ridiculously long body search because I have knee and hip replacements

My luggage is missing. I haven’t received it. No one seems to know how I can find it

Flight was delayed because of mechanical. Could not get landing space which caused me to miss my connection. Messy and not organized.

Old plane. Nowhere as compared to non US airlines like JAL.

Flight was on time. Boarding was smooth and orderly. Flight attendants were friendly and professional. Bags came out soon after arrival.

Plane had mechanical issues. We had to de plane and board a different plane and were an hour late

Nothing with the flight. It was good. Crew as very helpful especially fist class flight attendant.

The series of delays were very unfortunately - first the captain timed out, then the new captain didn't show up when we were told he would, then the first officer timed out. Those delays were compounded by after boarding, weather came in - obviously that's out of JB's control but it was frustrating after all of the other delays that seemed avoidable.

3 hours late JetBlue flight made me miss my connecting flight to Nairobi Kenya, they did not even offer me hotel accommodation, I paid out of my pocket, they did not know where my luggage was, let say my experience with JetBlue was nightmare.

JFK is the worst airport and JetBlue is the worst airline

Crew at first tried to SELL snack boxes (for an hour-long flight?!?), and it was the only leg of four on which I was charged for a hard seltzer. 😕 Spent extra to select seats in Row 8 for quicker disembarking only to be seated in Row 25. Someone owes me $38 for that!

From Edinburgh to Boston was pretty good, actually! From Boston to DCA? Not so much. More food offerings for those w/gluten issues please! I don’t do well w/wheat OR legumes so neither the pasta nor the lentils would have been good for me (or pleasant for those around me on a 6+ hour flight!). Staff on the Boston to DCA leg were brusque compared to those on the other 3 legs of my trip. Also, I paid $19/seat to select 2 seats on the Boston to DC leg and we didn’t get those Row 8 seats but were sat in ROW TWENTY-FIVE😕 Someone owes me $38!

My screen didn’t work, my seat didn’t recline, the flight attendant was rude and completely dismissive, the airplane was freezing, the seats are way old, slanted and uncomfortable. I payed for a full ticket and got a horrific experience, with a flight attendant who dismissed me even though I was calm respectful and polite.

Check in and passport control were seamless and efficient. Plenty of room in overhead bins. Our original seats were separate but crew at the gate put us together in finer seats. I also had left my phone on board and the Jet Blue staff were so helpful in retrieving it after I had left the baggage area

Very poor help no one answering a question regarding seating. Very rude staff. They don’t care, as if it’s not part of their job. Flight was delayed for no good reason and no apologies given.

It was my worse flying experience. It was my first time and last time flying with Jet Blue.

The wifi didn't work and I needed to do some work. This was a business trip.

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.

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

Cabin class types available on flights to Caribbean Islands