$74 Find Cheap Flights from Washington, D.C. to Caribbean - Compare and Save
Cheap Flights from Washington, D.C. to Caribbean
Cheapest round-trip prices found by our users on KAYAK in the last 5 daysBook Cheap Washington, D.C. to Caribbean Plane Tickets
Cheap flights from Washington, D.C. to Caribbean with top airlines, updated regularly. Compare round-trip, one-way, direct and last-minute deals.
KAYAK's insights & trends for Washington, D.C. to Caribbean flights
Get data-powered insights and trends into flights from Washington, D.C. to Caribbean to help you find the cheapest flights, the best time to fly and much more.
What is the cheapest Washington, D.C. to Caribbean flight route?
The cheapest ticket to Caribbean from Washington, D.C. found in the last 5 days was to San Juan, at $235 round-trip. The most popular route is from Washington, D.C. Dulles Intl Airport (IAD) 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 $280.
What is the cheapest time of day to fly to Caribbean?
The cheapest time of day to fly to Caribbean is generally at night, when round-trip flights cost $334 on average. Morning departures are around 3% more expensive than evening flights, on average. The most expensive time of day to fly to Caribbean is generally in the morning, which is peak travel time and where the average cost of a ticket is $497.
Can I save money by flying with a layover from Washington, D.C. to Caribbean?
No, with an average price for the route of $643, prices are generally cheapest when you fly direct.
What is the cheapest month to fly from Washington, D.C. to Caribbean?
The cheapest month for flights from Washington, D.C. to Caribbean is January, when tickets cost $471 (return) on average. On the other hand, the most expensive months are December and July, when the average cost of round-trip tickets is $600 and $599 respectively.
What’s the cheapest day of the week to fly from Washington, D.C. to Caribbean?
If you are looking for a flight deal from Washington, D.C. to Caribbean, look for departures on Mondays and avoid leaving on a Thursday, as it's usually the priciest day. When flying back from Caribbean, Thursday is the cheapest day to fly and Sunday is the most expensive.
How far in advance should I book a flight from Washington, D.C. to Caribbean?
To get a below average price on the flight from Washington, D.C. to Caribbean, you should book around 1 week before departure. For the absolute cheapest price, our data suggests you should book 5 weeks before departure.
Which airlines fly non-stop between Washington, D.C. and Caribbean?
There are 5 airlines that fly nonstop from Washington, D.C. to Caribbean. They are: American Airlines, Frontier, JetBlue, Southwest and United Airlines. The cheapest price of all airlines flying this route was found with Frontier at $88 for a round-trip flight to San Juan Luis Munoz Marin Intl Airport (SJU). On average, Frontier offers the best prices for nonstop flights between Washington, D.C. and Caribbean.
Which airlines fly most frequently between Washington, D.C. and Caribbean?
Washington, D.C. and Caribbean are connected by different airlines. The airlines that fly that route the most regularly are United Airlines (17 flights per week), JetBlue (13 flights per week), and Air Canada (7 flights per week).
How long does a flight from Washington, D.C. to Caribbean take?
The duration of a flight to Caribbean depends on your arrival airport. The shortest routes to Caribbean from Washington, D.C. are to Nassau, which takes 2h 52m, San Juan, which takes 3h 45m, and Montego Bay, which takes 4h 13m.
Which cabin class options are there for flights between Washington, D.C. and Caribbean?
There are 4 cabin class options for the route. These are First, Business, Economy and Prem Economy. Perform a search on KAYAK to find the latest prices and availability for all cabin fares, which differ across airlines.
What’s the earliest departure time from Washington, D.C. to Caribbean?
The earliest flight from Washington, D.C. to Caribbean departs at 8:22 am, landing in San Juan at 12:15 pm.
What’s the latest departure time from Washington, D.C. to Caribbean?
If you prefer to fly at night, the latest flight from Washington, D.C. to Caribbean jets off at 5:29 pm and lands in San Juan at 9:22 pm.
Good to know
Low season | September |
|---|---|
High season | December |
Cheapest flight | $74 |
FAQs - booking Caribbean flights
Top tips for finding cheap flights to Caribbean
Reviews of the top 5 airlines serving from Washington, D.C. to Caribbean
They did not fix the wifi that they knew was an issue on an earlier flight. The flight was filled with business people that were clearly frustrated not being able to work. That can’t happen on a 3 1/2 hour flight. Would rather have been delayed a bit.
They did not fix the wifi that they knew was an issue on an earlier flight. The flight was filled with business people that were clearly frustrated not being able to work. That can’t happen on a 3 1/2 hour flight. Would rather have been delayed a bit.
The WiFi did not work three hours of productivity lost. 15 people from the firm were on the flight. Loss of revenue
Very rude stewardess; there was a senior citizen woman next to me who asked the stewardess for help getting her purse out of the overhead bin, and it was as though she asked the stewardess for $1M . . . . I was shocked how rude that stewardess was. The stewardess also refused to get the senior citizen woman a drink about half way thru the flight, telling her that we were almost landing . . . . that stewardess made my flight (and in particular the flight of the senior citizen next to me) very uncomfortable
Overall good experience...exception: very cold temp in teh cabin.
It's a shame that SW was previously my preferred carrier until they started imposing all these fees (luggage, seats,etc) and pulling back on other perks. I only flew with them this time due to time frame I needed to be at destination. Wasn't provided gate info during check-in, Gate info wasn't displayed at airport until last minute, gate info didn't match what SW personnel announced at fate. Kind of a mess.
Haven’t flown on SW in years. Flight was on time departing and arriving. Served vegan butter onion flavored pretzels which were bad. Coke served was in a tiny paper cup. Crew was not engaging. Felt like they were going through the motions. Old plane, tight seats and no leg room.
No delays and arrived to destination 30 min early. Staff was super friendly.
Pretty standard flight. We left late, but arrived early. The wifi entertainment is always nice. The free snacks and beverages are simple, but appreciated. I'm tall and the seats are an issue. I can deal with a short flight, but any longer, I have to find another airline where I know beforehand I have extra legroom.
Awesome experience. No in-flight video or meal. Still do not like the boarding process.
On time, good crew, easy flight. Just like the old days!
Flight delayed over an hour with plane on runway because of weather in an area of the country we were not in or flying to.
Flight attendant incredibly rude. Stuck her finger in my drink and didn’t even have the courtesy to apologize.
The very best airline service I have experienced. Better than domestic airlines first class and I flew Economy Plus!
The food was horrible. There was no. Wifi, and it was just terrible from bangkok to d. C
Boarding was 2 hours late and then we were delayed another 5 hours on the tarmac. I'm sure the crew were also tired, but some of them were rather snappy. The special dinner I ordered was not served, and they only served a tapas box on takeoff and breakfast before landing. That was disappointing in premium economy. However United was good at rebooking my connecting flight.
It was pretty good, they give a small blanket, neck pillow and earphones. The only bad thing was not big enough leg room for your bag and feet. They gave us a snack, dinner, and breakfast on flight and food was good considering it was on a plane
The crew was great. The food was typical, but decent. Everything else - mediocre to poor. The flight was late arriving - happily for us and our 49 minute connection (what idiot came up with that?)- in another concourse - that concourse changed before we arrived (ticket and app was showing the incorrect gate - when we boarded at the correct gate - known by the airport person pushing my assistance cart). Had I walked and read the screens or United app I would have missed the flight! May other people arrived late to the correct gate, having been victims of a last minute gate change, were also relieved the flight arrived late. The aircraft (Boeing 757) was a sardine-can due to an uncomfortable seat pitch distance. The material or seat was beyond not comfortable, but I'm sure they made a lot of money with that aircraft type. I spent a lot of time standing in the back (in the middle of the night/morning to rest my back). I learned my lesson - any trans-oceanic fight - avoid United or American Airlines - and look for Airbus or Boeing 737, 767, 777. Also, pay for business class or premium coach seating.
Crew was great. Seats are cramped and uncomfortable and I’m a small person.
A little more friendliness from that crew of the day.
Staff didn't seem confident about the ingredients in my lactose intolerance meal
Good experience with this flight. Boarding was smooth with no issues. The short flight was good with quick drink & snack service. Nice easy way to get back from DC.
Flight is delayed by more than an hour without any reason, the jet blue gates kept changing every 20 mins and there is no proper communication. No ear phones provided in flight, there is a screen with entertainment but what is the use, I have earphones but the console has outdated audio connections, no usb C or bluetooth, they are living 15 years behind
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.
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.
JetBlue worker, Blythe, was so amazing at the DCA counter. If it wasn’t for her, I’m not sure we would’ve made it through. Please thank her!
On time, friendly attendants, quick wheelchair assistance and help checking in bags. Also appreciated change in seats, more forward to make it easier for my 97 year old mother to board and exit the plane. Thank you, JetBlue!
Flight was on time and smooth. Customer service was decent
They forced me to check my hand luggage at the gate.
Still hasn’t left. Why are you asking how it was?
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.
Flight was delayed which isn’t the airline’s fault, but the communication around it was terrible. I left the lounge to show up at the gate to board at the time in my app, and the flight in front of mine was still boarding and the inbound plane hadn’t even taken off yet. Delays were slow to show up in my app. Improved communication could have let me have a more pleasant experience in the lounge vs waiting 1.5 hours at the gate.
Wifi was good on the flight from DCA to Dallas and terrible on the flight from Dallas to Tucson. The forward head in the flight from Dallas to Tucson was putrid smelling entirely urine soaked. The flight from DCA to Dallas was delayed by almost 30 min with a plane change.
Sat on tarmac at arrival at DFw for more than 30 min waiting for a gate.
Business Class layout was excellent. The seats were not nearly as comfortable as UA, Delta or Air New Zealand (the best). Nor were the controls as flexible. Food was okay but not great. Breakfast pancakes were like cardboard.
I am Plstinum Pro snd was standby on earlier flight. They gave seats to people that asked rather than follow standby order. When realized what was happening was too late to get on as no seats left. My scheduled flight was late. Then filled the seat beside me Ruth rude person that they had to move from her original seat
I have yet to come across an AA agent or flight attendant that is friendly. They really inhibit a good experience.
the flight is delayed, which is not uncommon but the communication was still getting hopes on reaching on time which didn't happen. When I boarded the flight it was so like unimaginably filthy. My seat belt had some sticky stuff to it like food or something from before and the space below the arm rest is accumulated dust and waste like from few months i have the pictures. Cheery on top, the airhostess was an old lady who was so bossy and mad for no reason and bossing around everyone!! worst experience ever!!
Flight was good, little delayed because of busy plane traffic
Flight was delayed multiple times and rerouted to different concourses in the airport because of all of American's delays. App/boarding pass would not update with changed gate information.
Did not know that they didn’t have screens for entertainment. I didn’t have headphones so I couldn’t watch anything on my phone.
My experience with Frontier was terrible. We were delayed for 2 hours. At one point during the wait at the gate I left to go get a sandwich - I was gone probably 15 minutes. In my absence, they decided to move our flight up, boarded and left. When I came back the two attendants were very rude and I unavoidably had to purchase another ticket on the next flight. During this whole time, the Frontier app did not update the departure time, so I was SOL.
Flight delayed 9 hours. On tarmac for over an hour after arrival. Will never book with Frontier under any circumstances ever again.
More inflight connection. And leg space is horrible. And the paying for baggage I'd ridiculous!!!
Frontier Airlines was AWFUL. I was an hour early for my flight and the lady refused to check me in. I had to purchase a whole new ticket with a different airline.
I missed a flight because of a delay. I had to buy a new ticket through Southwest.
Bag should not be so much money. This is how Frontier takes advantage of customers
Frontier is definitely a good option for people traveling light or on a budget - just remember to bring your own entertainment and your own headphones if you need them.
Never offer anything to drink ☹️ Flight delayed gate moved poor communication
It’s a cheap airline. I wish they had better seats.
Seats are cramped and very uncomfortable. You have to pay for everything and it is too expensive.