
Cheap Flights to Caribbean Islands
Cheapest round-trip prices found by our users on KAYAK in the last 5 daysKAYAK's insights & trends for flights to Caribbean Islands
Get data-powered insights and trends for flights to Caribbean Islands to help you find the cheapest flights, the best time to fly and much more.
What is the cheapest flight to Caribbean Islands?
The cheapest ticket to Caribbean Islands from the United States found in the last 5 days was to San Juan Luis Munoz Marin Intl Airport, at $133 round-trip. The most popular route is Atlanta (ATL) to San Juan Luis Munoz Marin Intl Airport (SJU) and the cheapest round-trip airline ticket found on this route in the last 5 days was $133.
How much is a flight to Caribbean Islands?
A flight to Caribbean Islands costs $475 on average. The cheapest price found on KAYAK in the last 2 weeks was $63 for the route Philadelphia (PHL) to Oranjestad (AUA). The most popular routes on KAYAK are Philadelphia to Oranjestad which costs $601 on average, and New York to Oranjestad, which costs $631 on average.
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What is the cheapest month to fly from the United States to Caribbean Islands?
The cheapest month for flights from the United States to Caribbean Islands is January, when tickets cost $212 (return) on average. On the other hand, the most expensive months are July and December, when the average cost of round-trip tickets is $310 and $291 respectively.
How far in advance should I book a flight from the United States to Caribbean Islands?
To get a below average price on the flight from the United States to Caribbean Islands, 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 26 weeks before departure.
How many airports are there in Caribbean Islands?
There are 21 airports in Caribbean Islands. The busiest airport is San Juan Airport (SJU), with 28% of all flights arriving there.
How long is the flight to Caribbean Islands?
An average nonstop flight from the United States to Caribbean Islands takes 3h 55m, covering a distance of 1545 miles. The shortest route is Fort Lauderdale (FLL) to Santo Domingo (SDQ) with an average flight time of 2h 09m.
How many direct flights to Caribbean Islands are there each day?
There are around 543 direct flights from within United States to Caribbean Islands every day. Most flights (66%) depart in the morning.
How many direct flights to Caribbean Islands are there each week?
Each week there are around 3,799 direct flights from within United States to Caribbean Islands. The most common day for departures is Sunday, with 18% of flights taking off on this day.
How many long-haul flights are there to Caribbean Islands each week?
Each week, there are 1,169 medium-haul flights (3-6 hour flight duration) and 2,630 short-haul flights (up to 3 hour flight duration) to Caribbean Islands. There aren't any long-haul flights (6-12 hour flight duration).
How many cities have direct flights to Caribbean Islands?
From the United States, there are direct flights to Caribbean Islands from 30 cities. The city with the most direct flights is New York, with 1,034 direct flights each week.
Good to know
Low season | September |
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High season | December |
Flights to Caribbean Islands: the best tips from KAYAK users' own experiences
FAQs - booking Caribbean Islands flights
Top tips for finding cheap flights to Caribbean Islands
Reviews of the top 5 airlines flying to Caribbean Islands
Delta is the best. It was all very easy and on time.
Delta is the best. It was all very easy and on time.
The cabin and bathroom experience was poor as the cabin and bathroom were dirty and showed signs of an older plane that had not been updated for Customer’s, comfort and health. There was gum on my seat when I arrived and dirt spots around the fan and light controls. The flight was almost entirely full, so there was no way I could be moved from my seat. Th bathroom had the peeling paint.
Wifi worked inconsistently; outlet to charge computer did not work.
Gate agent in LAS named Juliett should win an award for excellent customer service.
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.
Quinoa chocolate cookies are my favorite! Would be nice to have internet service like American
Better management of the boarding process. Is there any way you could forward all the window seats first? That's the Way Reno Air used to do it, and they had the fastest boarding in the industry!
Old plane, no amenities. Very abrupt landing. Unnecessarily long taxi time.
The flight was for my mom in wheelchair the staff in Newark wer not friendly took a long time to even get a wheelchair she almost missed her flight because they finally got a chair few minutes before boarding they had to rush her to the gate. They took her carryon and checked it as a bag told her don’t worry free of charge but they charge the credit card anyway. She also told me the seats are not comfortable at all as if they were broken she could feel the bars in the seat SFO staff was much better overall she had the worst experience
Wifi is very frustrating - could not connect and therefore unable to work on the trip
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.
Premium economy was worth it. Great seats and good food.
Food was good. Clean aircraft. But why do the airlines make the seats so narrow?! Your executives should have ride in a seat so restrictive for 11 hours and see how miserable it is! When.we got to MUC they changed my boarding gate 3 times for my next flight!!!!
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.
The crew was friendly and helpful. The entertainment system in my row did not work for movies and TV shows and the Direct TV cut off in parts and stopped showing the baseball playoff game.
Non-stop commercials were frustrating when trying to view direct TV
Forced to check bag, even though plenty of space in overhead bins. Did not appreciate having to wait at baggage claim to retrieve suitcase.
Great. I was in mint class. Security was spectacular. A lot of room on the flight! And the WiFi worked this time- it didn’t work the last time and I am on a business trip so that was a problem.
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.
The crew in the Vegas airport clearly was having a bad day … they moved on and the crew that checked us in for boarding was great, as was the flight crew. I did get the wheel of my carry on stuck in the overhead bin. Amazing team effort to include the flight attendants, the pilot, and another pilot who was on the flight as a passenger. Finally got it unstuck ✅
Staff are polite,and even offer us to tag our baggages upon seeing us from the entry
Internet is much improved, which is very important to me a s a business traveler. The off boarding of the plane was fantastic. Very quick and very orderly. We had to check our carry-ons before we got on the plane and they were retrieved and available to us very quickly. We left on time and arrived early. All very good things
My seat was defective. The suppor was broken under the cushion so I road on metal for 4 hours
There was an issue with engine, flight delayed for several hours, lost a connection
I always looks forward to the Biscoff cookies and they weren’t offered….
I had to buy another ticket and you haven't reimburse me for it.
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.
I got to the airport and the airline told me i did not have a flight. I never got a confirmation email yet I did get charged. Please refund my money asap
Was charged for ticket, unable to check in online, made the line to speak to someone at the counter but was told I did not show up in the system as having a ticket to fly - even though I have the email with confirmation and credit card was charged. I could not purchase another ticket at the counter, only online which was not working. Ended up buying a flight on another airline at the airport. Called customer service to claim the cost of the original ticket, was told I showed up in their system as having a ticket but did not check-in or show up to board the flight. Currently pending review for refund via their customer service team, they were very nice and helpful over the phone despite the many glitches.
Do not book with this airline. Flights delayed over 3 hours and no explanation. They keep changing your itinerary every hour.
Awful. Not water, or chargers or space under the seats, the plane was very old and poor maintenance, seats really dirty, sticky, seats pockets with wires pinching your knees. Connection with no announcements, plane departed 1.30 hour earlier for an extra stop to refueling in Trinidad & Tobago. Even that we had a 3 hrs delay, seated in the plane in the runway.
Really bad. Uncommunicated stop in Trinidad & Tobago for refueling. Extra stop added 3 hours of discomfort without allowing off the seat. Not even water, or chargers or boarding groups.
Horrible service. No communication from the crew as to why a 6 hour delay then cancellation
We waited in an overcrowded bus for over a half hour. It was uncomfortable. It would have been better to have waited in the terminal in a line
The food for sale on board has opportunity for improvement.
I paid extra for a comfortable seat in the second flight, but the plane didn't have those seats, the first one did
My seat was broken and the crew had to find me somewhere else to sit. The crew was extremely courteous about this