$105 Find Cheap Flights from Caribbean to District of Columbia

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Low seasonSeptember
Cheapest flight$105
Best time to beat the crowds with an average 11% drop in price.
Most popular time to fly and prices are also 6% lower on average.
Flight from San Juan to Washington Dulles 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 (53 flights per week), Air Canada (14 flights per week), and JetBlue (12 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 58% 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 $173.

  • 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 $316. On the other hand, the most expensive day to fly is Monday, where round-trip prices are $608 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 12% 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 $435.

  • 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 $120 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 $120.

  • 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 June, when tickets cost $368 (return) on average. On the other hand, the most expensive months are April and November, when the average cost of round-trip tickets is $539 and $536 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 9 cities. The city with the most direct flights is San Juan, with 43 direct flights each week.

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

    There are around 13 direct flights from within Caribbean to District of Columbia every day. Most flights (55%) depart in the afternoon.

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

    Each week there are around 89 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 9h 59m, 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 44 medium-haul flights (3-6 hour flight duration) and 45 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 9016 reviews
8.1Crew
7.1Entertainment
7.7Boarding
7.3Comfort
6.6Food
Airline reviews

Great crew, excellent landing, good food. Over all great experience. Thank you!

8.0 ExcellentSemra, Nov 2025GVA - IAD
Read more United Airlines reviews

Great crew, excellent landing, good food. Over all great experience. Thank you!

One bag is incorrect and not acceptable for an international flight. The food was not just good. I won't fly with them again.

Not pleasant trip cross country when the entertainment and WiFi system not working. No entertainment for entirety of route. Staff was rather nonchalant in that they dismissed the problem due to age of plane. It would have been nice to know this up front so I could have come prepared to read or download movies before boarding Coincidentally or not, there was a similar issue with the entertainment system on my previous flight I took on my fist leg of the trip. There are no seat TVs, so you must rely on the app when it works. United can do better. Also, what use it it to pay for boarding group 2 when half of the passengers are in the same line as you?

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.

we landed at cmh ten minutes early but had to sit on tarmac for twenty minutes because a plane was at our gate despite the fact that 3 other gates were open.

flight was good until we arrived at cmh ten minutes early but then sat on tarmac for twenty minutes because a plane was at our gate, so we had to wait despite the pilot tellling us that 3 other gates were open.

The experience with American Airlines was good, although the Philippines Airlines flight was much better (better seats, better food, better entertainment options, overall better). Again, the MIA to LAX flight was fine, but nothing in comparison to the comfort and accommodations of the Philippines Airlines flight from LAX to MNL.

I have a gluten allergy so did have any food

I have a gluten allergy so didn't have any food

Loved the crew . Absolutely no complaints. Except for luggage lost

Everything was good The connects, with no blame to crew. Or pilots. I understand they are short staffed. Everything went well for me. I'll be using you guys again in May if not sooner.

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

It was better than expected. But there were two delays in taking off.

To be Honest they canceled my flight and didn't have other options. Until 4 says later and I have a 2yr old very disappointed.

The whole thing everything was poorly managed poorly handled spirit doent deserve to be in business period.

Nothing. It was delayed three times and then canceled and we had to drive 15 hours to get home and rent a car.

Flight was delayed. (To be excepted because of TSA shortage) I’m super short and still struggled with leg room, there was no screen, and the seat didn’t recline at all.

The pilot would speak it was painfully load a d the crew had to know this! Maybe the were hesitant to tell him. It was just a mediocre experience and I was in Spirit first class!

My flight was cancelled last minute and I had to pay $1600 for flights, when my original flights were $300. It was a terrible experience.

Boarding was easy. I loved that they sat our family together even though we didn't pay for specific seats. I thought $5+ was a lot for pretzels and wish they had a small free snack.

The Hawaiian lady that boarded me was rude and the one help me a the ticket counter was rude

My experience was terrible. They cancelled my flight twice. They kept delaying it and leading me on, acting like the flight was going to go when it never had a chance. I missed out on valuable family time because of spirit and I won’t be flying with them again.

When I wanted to check in 3 hours prior to boarding time, the employees mentioned “a little over an hour delay” so I waited for an hour then I went to go look for food in the terminal and most people from that flight were in the same area looking for food. Finally I decided after food to check to see if it’s anytime closer and now it’s 2 mins until boarding closes?! What are you kidding me? I didn’t receive anything via sms about boarding now nor via email or on the intercom. I luckily made it through, barely, and then there’s no room for my carry on mind you I’m in the very first row so I had to place my purse in one further row back and my carry on sections down. Not sure who pays for better seats to get your stuff placed all over the plane but that was the worst experience I’ve ever had flying with anyone.

Better than expected. Staff were friendly and nice on both flights.

There was no one at the counter to assist with our check in. The app didn’t work, so I arrived at the airport with time to check in and I couldn’t because no employees were there. When I finally got someone on the phone, it was inside the 60min rule and they said I could no longer check in and they could sell me another ticket. We had to scramble and pay an additional $800 for tickets and THEN AFTER (about 60 min from my original convo with customer service and 10min after original departure time) I had boarded my new flight, there was email saying my original flight from Frontier was delayed and leaving 2hr 50min later, but I STILL wouldn’t have been able to check in. Which means customer service should have been able to see it and let me check in because I was well within my check in time. When I call Frontier, they hang up on me. So their app didn’t work and they employees left and they take zero responsibility or assistance with their “customer service”

Terrible. Flight cancelled with no reasoning and no flights to rebook. Employees were useless and did nothing to help. Did not even know where to retrieve luggage from the cancelled flight. Flyers beware.

No fault of Frontier staff: plane was very late, reached Orlando at 1 am, took a while to get luggage. Weather, gov financial shutdown impact on TSA, air controllers seemed to have multiple flights backed up. Frontier staff seemed to cope as gracefully as possible. It did reassure me that I and my new hip could adapt to travel challenges. Food/entertainment were irrelevant to my trip.

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

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

Cabin class types available on flights to Caribbean

Cabin classes available on flights to Caribbean. Prices are the lowest found on KAYAK over the last 7 days. Price and availability is not guaranteed.