$108 Find Cheap Flights from Caribbean to District of Columbia

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Good to know

Low seasonSeptember
Cheapest flight$108
Best time to beat the crowds with an average 11% drop in price.
Most popular time to fly and prices are also 9% lower on average.
Flight from San Juan to Reagan Washington National Airport

FAQs for booking flights from Caribbean to District of Columbia

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Caribbean 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 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 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 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 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 and District of Columbia are connected by different airlines. The airlines that fly that route the most regularly are United Airlines (91 flights per week), Air Canada (22 flights per week), and JetBlue (8 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 59% 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 $187.

  • 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 $321. On the other hand, the most expensive day to fly is Monday, where round-trip prices are $606 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 afternoon, when round-trip flights cost $267 on average. Morning departures are around 9% more expensive than evening flights, on average. The most expensive time of day to fly to District of Columbia is generally in the morning, which is peak travel time and where the average cost of a ticket is $429.

  • What is the cheapest flight to District of Columbia?

    The cheapest ticket to District of Columbia from Caribbean found in the last 72 hours was to Baltimore, at $119 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 $119.

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

    The cheapest month for flights from Caribbean to District of Columbia is October, when tickets cost $346 (return) on average. On the other hand, the most expensive months are September and June, when the average cost of round-trip tickets is $886 and $813 respectively.

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

    To get a below average price on the flight from Caribbean to District of Columbia, you should book around 2 weeks before departure, which saves you about 24% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 17 weeks before departure.

  • How many cities have direct flights to District of Columbia?

    From Caribbean, there are direct flights to District of Columbia from 10 cities. The city with the most direct flights is San Juan, with 56 direct flights each week.

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

    There are around 19 direct flights from within Caribbean to District of Columbia every day. Most flights (53%) depart in the afternoon.

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

    Each week there are around 132 direct flights from within Caribbean 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 to District of Columbia takes 10h 27m, 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 41m.

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

    Each week, there are 73 medium-haul flights (3-6 hour flight duration) and 59 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 to District of Columbia

 
Need help choosing which airline to fly with from Caribbean 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.
7.4
United AirlinesOverall score based on 8998 reviews
7.3Comfort
7.1Entertainment
8.1Crew
7.7Boarding
6.6Food
Airline reviews

Crew was dismissive. Snacks and refills not offered. Poor business class experience. Bed not comfortable compared to Emirates or BA.

6.0 GoodMr, Oct 2025CPT - IAD
Read more United Airlines reviews

Crew was dismissive. Snacks and refills not offered. Poor business class experience. Bed not comfortable compared to Emirates or BA.

Flight was delayed for 5 hours because crew didn’t have enough time to rest - this seems like it could have been avoided with better scheduling. Food was not good.

IAD with the archaic people movers is just a place to be avoided.

Overall, it was good. I was seating next to a wonderful lady and did not notice how time flew. Thanks

This is the best united airlines flight that I took. The crew was very friendly and the food was tasty!

It is clear that someone knew, and competent, is in charge of food at United Airlines at least for the international flights. I was flying in coach, but the choices of the dinner were excellent. Tasty, and appropriate size. I had the beef, which was a little bit like a shepherds pie, and it was good. Nothing comparable has been served on a United flight in years. It will not be confused with three star food, but it is very good for airline food. Even better was the breakfast choice between a cinnamon roll and a breakfast sandwich. I chose the breakfast sandwich which was absolutely delicious and which I would happily order again at my local Starbucks or Panera. It is clear that someone knew indifferent is in charge of the food and it’s about time.

Had one staff that was not pleasant. Seems they are stressed with too many people to care for.

I would have liked an opportunity to move to a different seat ( even would have checked in my hand luggage)as I had health issues where I didn't have to clamber over the passenger next to me to for toilet use/ movement [ She was a highly unpleasant neighbor to sit next to]. In addition, I found that my European phone plan had run out of data and so I was not receiving emails from yourselves on airport wifi to be able to check in online and verifications difficult as did not accept the ticket number I had. I asked for an extra blanket but was told there was none. Then I saw other passengers receiving them. I couldn't eat the food and asked for snacks : Stewardess said " on the way" but they did not bring. The best bit was the check in process in Lisbon. Very efficient. However, I did not understand why we had to collect our bags at Washington then go through customs again. It was not explained. I also with my leg and health issue had approximately mile walk to the gate ( which then changed) . There appeared to be no moving walkways or help provided.

The attendant were friendly. I suggest you have a medical attendant on board every flight so that in case someone is sick , he/she will help them.

We had a very long diversion and our food voucher didn’t work because the restaurants were closed

The flight attendant, a black woman with curly hair who sat near Row 21, was wonderful and kind.

It was good..clean, comfy seat. Friendly warm welcoming crew. Was able to check my cabin luggage at the gate which I was able to pickup in a decent time from baggage claim. The app gave all updates from delays to baggage claim info. Overall smooth flight.

Nice comfortable flight from Barcelona back to the states. The premium economy offers the extra room we need for my husband. The food was good and our flight attendants were excellent.

Flight was delayed leaving Dallas. Arrived about 2 hours later than scheduled.

Flight delayed and missed connection. Rescheduled flight cancelled after 6 hrs wait. Rerouted thru ORD, flight cancelled, overnight stay in ORD. Still in the air on new flight!

We are too tired and frustrated to comment politely at this point

Terrible. Our luggage was delayed and couldn’t be delivered for several days. We got bad information from the airline agents at baggage claim. We had to pick up our car so we wouldn’t be charged for an extra day. We got lost in the maze of airport parking. The baggage claim agents didn’t offer us any compensation for our extra time and expense. We are tired, hungry and very frustrated.

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.

Weather delay for 2.5 hours followed by half hour crew delay, did not have ginger ale, uncomfortable seats

The flight was two hours late due to a computer fault and resulting maintenance. Nothing was offered as compensation beyond bottles of water during the time we were deplaned and waiting in the terminal.

Very pleasant flight attendants. Gate crew rather loud chatting with each other.

Four plus hour flight delay in New York caused us to take off after 11:30pm. We didn’t arrive at our hotel until five hours after check in. Started the trip off feeling exhausted.

Friendly crew. Poor food service maybe due to full flight. All in all, you get what you pay for.

Plane was in bad shape. TV’s and WiFi didn’t work. Plane need a refresh. Not enough room for bags.

Everything was great. I liked the text updates so that I never miss a gate change & I have all the latest info.

I don’t usually fly budget airlines or airlines in the United States. It was as good as any other airline. The seats are comfortable and the airline attendants are not rude & surly. Very nice flight (s).

They have the most inexperienced / rude flight staff I’ve encountered

very difficult boarding process - aggressive passengers not the friendliest crew

WiFi was not eorkig (again) And the plane was from 1990 with the screens which were.not touch and most didn’t even work and if lucky could tune in tv

the plane was not full so the flight attendant had me move to an empty row which made for a good flight. The software for logging on and booking and confirming the flight is much too cumbersome.

Always comes in handy when I want a quick weekend getaway.

For the price I could have taken a “name brand” airline. No drink no snack and constant emails trying to get addition money for EVERYTHING other airlines include in the price. It looks cheaper but it’s Judy bait and switch and emails non stop!

The gate agents for spirit at EWR wouldn’t give me my ticket to board when I arrived 50 min from the flight, saying that I wouldn’t make my flight. They tried to reschedule me to arrive at my destination 14 hours after the original flight, which included a 10 hr layover in another city. I rebooked with another airline and it took me a total of 5 min to go through security. Then I see a charge on my card for a $100 change fee that I did not approve. Beware of this horrible place and these horrible people

Excessive fees for flight delays. What a Scam. I was not able to attend the wedding I needed to go.

Waited at the airport for over 4 hours to board this flight. Terrible airline

Was supposed to take off 8:00 last night. Got delayed till 8:00 this morning

It was terrible, we had to board and unboard the flight with a hour delay that caused me to miss an appointment and a surprise for my wife

When the flight ticket is expensive and you have to purchase check in luggage and there is no snacks, no entertainment, tight seats stuffed in the back of the plane not such good experience. I would like some to reach out to me . I paid for check luggage when I bought the ticket they made me pay again on the return flight extra $70. Very frustrating.

Excellent experience when I am looking for a budget airline where the main expectation is getting me from point A to point B with no frills.

Terrible. The canceled my entire flight when I requested a refund for a trip frontier canceled trip one way.

Boarding was on time and plane departed as scheduled. There are obviously no amenities (food, drink, entertainment) on Frontier, but there also didn't seem to be any issues with luggage space either.

Inbound plane was on time and flight departed on time with no issues while boarding.

I knew going into this that Frontier, being a low cost carrier, would be pretty bare bones and charge for most extras but this was made up for by the fact that the airplane was a reasonably new Airbus, every employee was great and best of all, Everett Washington is an amazing airport - thanks Frontier for flying there!!!

i was unable to check in the flight. refund requested

It was well done. It was my first time flying with them and I was nervous b/c I have heard of many cancelled and/or delray flights. Everything went smoothly.

Just know that everything, and I mean everything is “ala cart”. 60$ just to put something in the overhead bin. I will never fly Frontier again nor do I recommend them to anyone else.

The single worst check in experience I could imagine. I’ll never do any business with Frontier or any affiliated company

Too many extra fees, uncomfortable, little leg room. Will not recommend this airline.

Everyone seemed to be in zone 1 for boarding. Maybe break it up a little. Otherwise, smooth flight.

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

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