$95 Find Cheap Flights from Caribbean Islands to the United States

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 Islands to the United States departing on 7/29. 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
1 adult, Economy, 0 bags

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Low seasonFebruary
Cheapest flight$95
Best time to beat the crowds with an average 15% drop in price.
Most popular time to fly and prices are also 7% lower on average.
Flight from San Juan Airport to Miami

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 
LarissaFlew with American Airlines
ELH
-
MIA
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
UVF
-
JFK
Jun 2026
Be patient island people are not in a hurry. Avoids hurricane season be sure your luggage is not overweight
Verified travelerFlew with Frontier
SDQ
-
MCO
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
SJU
-
DFW
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
SJU
-
BWI
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
STI
-
JFK
Apr 2026
Be there early to your flight. Flight usually leaving Santiago leave on time or a bit early.
MilagrosFlew with JetBlue
SJU
-
JFK
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
MBJ
-
JFK
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
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 American Airlines (1,203 flights per week), JetBlue (985 flights per week), and Qatar Airways (925 flights per week).

  • How many airports are there in the United States?

    There are 591 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 Tampa Airport (TPA), with an average flight price of $209.

  • 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 $264. On the other hand, the most expensive day to fly is Sunday, where round-trip prices are $391 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 $255 on average. Morning departures are around 6% 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 $475.

  • 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 Atlanta, at $168 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 $178.

  • 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 $239 (return) on average. On the other hand, the most expensive months are January and August, when the average cost of round-trip tickets is $342 and $320 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 12% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 6 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 2,174 direct flights each week.

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

    There are around 932 direct flights from within Caribbean Islands to the United States every day. Most flights (51%) depart in the afternoon.

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

    Each week there are around 6,521 direct flights from within Caribbean Islands to the United States. The most common day for departures is Sunday, 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 3h 54m, covering a distance of 1499 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 2,690 medium-haul flights (3-6 hour flight duration) and 3,831 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 (33% of total searches to the United States). The next most popular destinations are Orlando (23%) and Miami (9%). Searches for flights to Fort Lauderdale (6%), to Chicago (3%) and to Tampa (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.
7.9
Caribbean AirlinesOverall score based on 231 reviews
7.8Comfort
8.3Crew
8.0Boarding
6.7Entertainment
6.8Food
Airline reviews

Delayed for 3 hours- little to no communication about this and staff moves in slow motion

4.0 OkayAnonymous, Mar 2026
POS - JFK
Read more Caribbean Airlines reviews

Delayed for 3 hours- little to no communication about this and staff moves in slow motion

Caribbean airline sucks… they have a promotion to bring 60lbs in your suitcase.. meanwhile when you reached your destination (JFK)… your suitcase didn’t show up. They had too much weight so the suitcase was left in Guyana… like WTF????? Stupid promotion.. just like the uneducated people working with the airline. The representative said there is nothing she can do about it… will not use them again.

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.

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.

Flight ended up being longer than anticipated because we had to reroute to the Bahamas. So a hour and half flight turned into 5 hours. 0/10.

The Flight itself was smooth and uneventful. The crew was polite and caring. I used the Lounge in Piarco and the service was STELLAR

Crew were quite friendly. Food was very poor considering the price of the ticket and the flight time. Could not charge my phone due to USB charger not working..

The food wasn’t good. Need better food. There wasn’t any entertainment.

I enjoyed the smooth flow and well coordinated boarding and the very courteous attitude from the cabin crew We look forward to flying with ya’ll again

The captain was great he made jokes and make thebflight very comfortable. Alerted us about the islands we flew over and Yolandra and her team took great care of us, very personable.

The CRJ-900 was clean but the overhead air vents were broken in our First Class row, making the cabin very hot until about 30 mins into the flight. The flight attendants were both extremely apologetic and accommodating though so that is why I rated the flight as very good. They checked on us many times and truly showed they cared. The snacks for an hour and a half flight could be better. Would be nice if there was a small plated meal over convenient store snacks. WiFi also was not working. And it would be nice if Delta had adjustable headrests on these planes.

New high end luggage ruined/zippers broken, items missing. All happened on return flight from msp to mso. Do better! Not store bought luggage but high end personalized ogio custom embroidered luggage. Total slap in the face ontop of an extra luggage fee that took me 3 hrs on chat to resolve.

The internet that was free was terrible, the turbulence was pretty bad - uncontrollable I know.

It was as good as it could be. Flying is not a pleasant experience these days.

The plane was old and thus the seats were not good. No cushion left whatsoever, and it all was a bit worn out.

I was in Comfort and we didn’t get any drinks, chips or anything! First Class got full service on the flight and Comfort got nothing. Seat was horrible and uncomfortable

My flight was delayed by 4 hours in 30 minute increments. The gate agents were amazing but the communication was not. We were told that there was a maintenance issue but they didn't know what it was. That didn't inspire confidence. Then they said they found it and it was fixed and the pilot just needed to sign off. Then the pilot needed to talk to the other pilot from the arriving flight and we'd be fine. Then we were waiting for the pilot to call back. Then the maintenance issue wasn't fixed. Then they decided we were getting a new plane (why didn't they decide this earlier??). Fine. But then they announced we were changing gates AND terminals. And we were boarding in 20 minutes. So we all had to run to the new terminal gate. We could have taken off at that time, but we then had to wait for all the people who rebooked on a different flight to book this flight again. That took 30+ minutes because there was only one gate agent. When everyone ditched this flight, I saw it as an opportunity to upgrade to comfort. Delta, the greedy jerks they are, charged me $121. After their delay, their fault, their issues, couldn't even discount an upgrade. They only handed out $12 meal vouchers for the delay. I can't even get a snack from starbucks for that.

The crew was very inconsiderate and rude. My flight was scheduled to depart at 6:00am. I received a call from the crew at 5:40am, asking if I was going to make the flight because I was the only one that hasn't boarded yet and boarding ends at 5:50am. I let them know that I will be at the gate in a few minutes, before the 5:50am cutoff. When I arrived at the gate at 5:45am the gate was closed. Departing early on last minute notice without having all passengers on board is inconsiderate and unprofessional.

The flight was late which i understand happens. But we flew Delta one and the Crew was stiff and not that friendly. They didnt offer beverages after they served the lunch. I dont usually do reviews but i felt i must tell you about this crew. They were american not european. We are platinum members and we are usually treated much better

FA was a bit strange and dodgy not very characteristic of Delta

I had a comfortable and enjoyable experience. The entertainment options were plentiful, the food was appetizing, the snacks were tasty, and the staff was friendly, professional, and helpful.

Flight was delayed…once landed at ORD, no gates were available so made us wait for 56 minutes after we landed to let us out of the aircraft!

I cancelled this flight 2 days before departure but I followed your texts and emails and IF you were correct this flight turned into a nightmare.

My flight was delayed twice. The first time because of “plane maintenance” and the second because the previous flight who supposedly “arrived early” took an obnoxiously long time to get off the plane. Total delay was over an hour for no reason. Not to mention your airline repeatedly changed our gate from one end of the terminal to the other. Not very happy about this experience. My previous flights with American haven’t had this many issues.

Very turbulent flight, no drinks, very little service, unorganized boarding, gate changed multiple times

Very efficient boarding and quick flight. Attendants don’t come by often so would often have a lot of trash at seat.

We’ve had a year of delays with American, and this one was another flight to add to that list. It just reduced our vacation by a day! So frustrating. In-flight entertainment (TVs) weren’t working, There was no drinks service due to delivery issues.

The flight was delayed significantly. Communication during the flight was abrupt and caused some panic as we were navigating turbulence. It was also too loud and every announcement felt startling. The flight attendants did not offer any assurances and I felt unsettled most of the flight. The seats, floor and tray table was very dirty. The seat next to me was broken and the passenger sitting there was very uncomfortable. He had a spring in his back and his seat made terrible squeaking noises through the flight.

2 hours delay on my flight causing me to miss my connecting flight. Cause was for maintenance. I understand maintenance is important but maintenance should be done before boarding people!

Better perks for corporate employees whom travel often and spend a lot of money with the airlines. Snacks were terrible chips crackers are ideas. Flight and crew were great comfort was fine entertainment not so great so so called status members means nothing

When I agreed to give up my two seats because of overbooking by the airline, I should have been offered some sort of reward or credit towards a future flight. I was not. It was not until the next day when I mentioned it to a Jet Blue employee that I was advised to call 1-800-JetBlue. So here I am, having done Jet Blue a favor and I had to do the work to find out if I was going to get a credit. Such service

A nightmare. Scheduled flight delayed 2 hours then cancelled because pilot timed out . Unable to find another pilot. Really?! Weather certainly a factor, but JetBlue seemed totally unprepared for the chaos that ensued when flight routes were cancelled. More cancelled flights, finally many of us who had been bumped from other flights were allowed to board a Boston bound plane around 3:00am, delay after delay, sat on tarmac for another half hour while pilot dealt with weight distribution issues (?), arrived in Boston 4:30. Crew were wonderful- same attendants all day and night and they were exhausted. Fortunately for me and my son that Boston was our final destination, not so lucky for many who missed connecting flights.

Complete and total debacle from start to finish. HUGE mistake picking this airline. NEVER again! Rudest staff in the business.

It's not JetBlues fault but there was a smell on the plane (possibly other travelers) and 3 children behind me that never quit whining. Soccor fans that were very loud. Pilot brought the plane down from high altitude quickly, dropping us hu dress of feet at a time. I've never felt that intense of dropping on other airlines (usually fly Southwest Airlines). But I arrived safely and I'm thankful for that.

Seats were great, the staff was great, and the food was about the best I've had on a plane, and is especially the best of any US-based carrier I've flown. Free Wi-Fi was also great.

Good experience. Flight was on time staff was pleasant. One of the airlines I would highly recommend

The flight was delayed 14 hours and communication was very poor. No one seemed to know what was happening and the gate agent was trying to help people for several flights. She was by herself trying to help 100s of people.

Domestic flights are good. Just stay away from international travel

Every time I leave from sti Dominican Republic, there is always a delay with a flight , causing a rush to make it to the next flight considering you have to go threw immigration

Flight left 2 hours late with no explanation as to the delay

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.

No matter how many times I gave a try to this company it’s always a bad experience. Never, never leave on time, the shortest delay it’s an hour, but I had passed more time at Nassau airport than any other airport in the world. Saving a few dollars flying with Bahama air, it’s not worth it.

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.