$109 Find Cheap Flights from Caribbean Islands to District of Columbia

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Low seasonSeptember
Cheapest flight$109
Best time to beat the crowds with an average 9% drop in price.
Most popular time to fly and prices are also 1% lower on average.
Flight from San Juan to Washington Dulles Airport

FAQs for booking flights from Caribbean Islands to District of Columbia

  • How does KAYAK find such low prices on flights from Caribbean Islands to District of Columbia?

    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 District of Columbia.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Caribbean Islands to District of Columbia?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Caribbean Islands to District of Columbia 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 District of Columbia?

    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 District of Columbia 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 District of Columbia?

    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 District of Columbia 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 District of Columbia?

    Caribbean Islands and District of Columbia are connected by different airlines. The airlines that fly that route the most regularly are United Airlines (52 flights per week), American Airlines (14 flights per week), and Air Canada (14 flights per week).

  • How many airports are there in District of Columbia?

    There are 2 airports in District of Columbia. The busiest airport is Washington Dulles Airport (IAD), with 55% of all flights arriving there.

  • Which is the cheapest airport to fly into in District of Columbia?

    Prices will differ depending on the departure airport, but generally, the cheapest airport to fly to in District of Columbia is Washington, D.C. Reagan-National Airport (DCA), with an average flight price of $290.

  • What is the cheapest day to fly to District of Columbia?

    Based on KAYAK data, the cheapest day to fly to District of Columbia is Thursday where round-trip tickets can be as cheap as $305. On the other hand, the most expensive day to fly is Monday, where round-trip prices are $592 on average.

  • What is the cheapest time of day to fly to District of Columbia?

    The cheapest time of day to fly to District of Columbia is generally in the evening, when round-trip flights cost $372 on average. Morning departures are around 21% more expensive than evening flights, on average. The most expensive time of day to fly to District of Columbia is generally in the afternoon, which is peak travel time and where the average cost of a ticket is $716.

  • What is the cheapest flight to District of Columbia?

    The cheapest ticket to District of Columbia from Caribbean Islands found in the last 72 hours was to Baltimore, at $91 round-trip. The most popular route is Oranjestad (AUA) to Baltimore (BWI) and the cheapest round-trip airline ticket found on this route in the last 72 hours was $91.

  • What is the cheapest month to fly from Caribbean Islands to District of Columbia?

    The cheapest month for flights from Caribbean Islands to District of Columbia is October, when tickets cost $362 (return) on average. On the other hand, the most expensive months are April and January, when the average cost of round-trip tickets is $505 and $500 respectively.

  • How far in advance should I book a flight from Caribbean Islands to District of Columbia?

    To get a below average price on the flight from Caribbean Islands to District of Columbia, you should book around 2 weeks before departure, which saves you about 22% 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 District of Columbia?

    From Caribbean Islands, there are direct flights to District of Columbia from 9 cities. The city with the most direct flights is San Juan, with 41 direct flights each week.

  • How many direct flights to District of Columbia are there each day?

    There are around 14 direct flights from within Caribbean Islands to District of Columbia every day. Most flights (59%) depart in the afternoon.

  • How many direct flights to District of Columbia are there each week?

    Each week there are around 93 direct flights from within Caribbean Islands to District of Columbia. The most common day for departures is Saturday, with 18% of flights taking off on this day.

  • How long is the flight to District of Columbia?

    An average nonstop flight from Caribbean Islands to District of Columbia takes 10h 55m, covering a distance of 1542 miles. The shortest route is Nassau (NAS) to Washington, D.C. Reagan-National Airport (DCA) with an average flight time of 2h 45m.

  • How many long-haul flights are there to District of Columbia each week?

    Each week, there are 58 medium-haul flights (3-6 hour flight duration) and 35 short-haul flights (up to 3 hour flight duration) to District of Columbia. There aren't any long-haul flights (6-12 hour flight duration).

  • What is the most popular destination in District of Columbia?

    Based on KAYAK flight searches, the most popular destination is Washington, D.C. (100% of total searches to District of Columbia).

Reviews of the top 5 airlines serving from Caribbean Islands to District of Columbia

 
Need help choosing which airline to fly with from Caribbean Islands to District of Columbia? 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
DeltaOverall score based on 8246 reviews
7.2Food
8.1Boarding
7.8Entertainment
7.9Comfort
8.5Crew
Airline reviews

Seat was extremely hard which made even a short 1 hour 20 minute flight fairly uncomfortable.

8.0 ExcellentSharon, Feb 2026
CVG - ATL
Read more Delta reviews

Seat was extremely hard which made even a short 1 hour 20 minute flight fairly uncomfortable.

Improve boarding- the zone assignment and boarding is always a mess- there is not clear instructions of what is going on at the gate. As a meme bet there is no more selection of a good seats when booking. Only offers middle seats to choose or pay extra. There is not more benefit with Amex no benefits at all.

alike schedule and times it’s very good for me, I will stay wad delta for ever

Everything was good except wifi and a leaking drink chiller. The floor was all wet and my bag was soaked. Did not notice until debarking. Have not heard back from Delta. Even though this was leg one of an international flight in first class, they denied access to their Sky Club - very disappointing!

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

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

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

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

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

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

Flight got delayed; had to go through security three times.

Seats were awful. Media should have been included for such a long flight.

A lot things happened in this trip.The fly should be less stress.

There should be a warning regarding the quality of the aircraft on the website as we reserve the tickets. There was no TV or any type of screen onboard. The wifi they offer is good for nothing. Traveling 9 hours straight with kids and no type of entetainment was horrible. I wish I had been informed prior so I could buy a ticket with another airline. The food was a joke too. A very tiny portion per passenger. They also charged $100 per checked bag. With United I used to pay $60. So, fair to say that I wont be flying Copa anymore. Their aircraft was super old, outdated, no entertainment, with nearly no onboard food.

The flight was good overall. Everything went smoothly, although the landing was a bit rough. Still, it was a pleasant experience

Some of the Air hostesses are not that friendly. Need improvement

Simply as follows:- First, there was no vegetarian option for the meal Second, only 2 washrooms for the entire economy class.

Cops Airlines is fantastic! The level of care and professionalism provided by the entire crew was top rate.

We had a great flight just wished they had a tv so we can see a movie that would of made my trip excellent.

horrible service, food was an embarrassment, no charging for cellphones, stay away

When I went to check in at the United counter in Barcelona, Spain I had 2 different menat 2 different times in United uniforms (standing around with a couple other employees) ask me if I was traveling alone. The one man asked me 3 different ways if I was traveling alone. I am, 68 yeaers old and have all my faculties. I thought it was weird and it made me feel very uncomfortable. What difference does it make if I was traveling alone or with someone? What if I was a recent widow? That would have been horrible. They never gave me a reason why they needed to know who I was traveling with. I was hesitant to question them because I needed to be on that flight.

We were delayed for about an hour from taking off due to traffic control procedures at the destination airport. But once in the air, the flight went well. The crew members were great and provided cabin service despite moderate turbulence during much of the flight.

Crew was great. 2 1/2 hour delay was due to staff needing "rest" was avoidable and self inflicted as United not willing to hire enough crew to keep flight on time.. Ridiculous. The crew and the passengers both suffered due to this.

Fine not above and beyond as I had a connection that was delayed due to maintenance

Bad food, bad service, cold cabin with no additional blankets when asked for (they told me they don’t provide additional blankets). I’m a frequent traveler and this is one of the worst companies I traveled with (by the way I thought that I booked my ticket with Lufthansa but I didn’t see that the flights were handled by United).

Great other than a couple very drunk guys that for a while kept bumping my seat from behind. The staff did their best to control them. Even refused serving them alcohol and allowed the gal sitting next to them to move.

Good crew. Boarding delays. Almost two hours wait for the bags in DC.

Unfortunately weather delayed our flight waiting for our plane to arrive and due to a little snow time was needed to deice the plane so departure was very delayed and I missed the connecting flight

It was great. There were some issues prior to takeoff. The weather was poor so we had to go through deicing, and we were delayed a bit by the pilots' concern about one of the engines, but that's aviation. The pilots handled everything with aplomb, and kept us apprised

The seats were comfortable and we had leg room. Great entertainment.

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

Flight was on time and there was an empty seat next to me. That makes for a good flight!

Maintenance took a very long time and then we were in a holding pattern. While a one-off maintenance issue is standard, there were delays on both of my flights for this trip based on maintenance issues with the planes, which delayed both flights over 45 minutes. Thankfully, I didn't have any connections but it wasn't an experience that would make me pick AA if I have other options.

Everything was good. Flight was very full so crew was busy. After we boarded and plane pulled away from the gate, we were delayed about 40 minutes- sitting on the runway - due to weather en route or at the destination. While weather is not the fault of the airline- it’s terrible to sit on a plane and not moving.

The flight was on time/early, attentive crew, and everything overall went smoothly. Disappointed that WIFI was not working for the flight.

Concern Regarding Significant Gate Delay and Jet Bridge Issue Dear Customer Relations Team, I am writing to express my disappointment with the experience I had on my recent flight AA 2414 on Sunday January 18, 2026. What should have been a routine departure turned into a frustrating and avoidable delay due to an issue with the jet bridge at the gate. As a result, the flight was delayed by approximately 90 minutes while multiple gate changes were attempted. The lack of clear communication during this period made the situation even more challenging. Passengers were left uncertain about the cause of the delay, the expected timeline, and the next steps. This not only disrupted travel plans but also created unnecessary stress for everyone on board. I understand that operational issues can arise, but a malfunctioning jet bridge and the resulting extended delay suggest an area where procedures or equipment maintenance may need attention. I hope you will review this incident to prevent similar disruptions in the future. I would appreciate acknowledgment of this concern and consideration of appropriate compensation for the inconvenience and lost time caused by this delay. Thank you for taking the time to review my experience. I look forward to hearing from you. Sincerely, Dion Dillard

I got sick nothing contagious but distressing enough and the care I received on the flight was astounding.

Horrible. Both legs of my flight were delayed more than 6 hours. No compensation, no screens on the plane, and the plane was not clean.

After we'd boarded , they canceled the flight. The crew didn't even know , we just all received text messages. Then after they deplaned us , AA was just like "too bad, go F your self, we sure ain't gonna help you"

Initial flight was cancelled at the time of arrival to the airport, flight alternative requires switching from direct to flight with a layover, and the plane felt like it would split apart, it was so rattle-y.

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

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

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

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

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

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

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

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

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

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

Everything you need to know for your flight to District of Columbia

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.