$59 Find Cheap Flights from Caribbean to Washington, D.C.

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to Washington, D.C. departing on 6/4. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
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Cheap Flights from Caribbean to Washington, D.C.

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Caribbean to Washington, D.C. that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.

Recent round-trip flight deals from Caribbean to Washington, D.C.

KAYAK's recommended round-trip deals from the most popular airlines that fly from Caribbean to Washington, D.C..
Discover the best prices for you by selecting your travel dates on KAYAK.
Spirit Airlines Logo
1:39 pm - 5:40 pmSJU-BWI
4h 01mnonstop
Spirit Airlines Logo
5:30 pm - 9:17 pmBWI-SJU
3h 47mnonstop
$116Spirit Airlines
Find Deal
Sat, May 24 - Tue, May 27
Spirit Airlines Logo
1:39 pm - 5:40 pmSJU-BWI
4h 01mnonstop
Spirit Airlines Logo
5:30 pm - 9:17 pmBWI-SJU
3h 47mnonstop
$128Spirit Airlines
Find Deal
Sat, May 24 - Tue, May 27
Frontier Logo
7:20 am - 11:15 amSJU-IAD
3h 55mnonstop
Frontier Logo
12:10 pm - 4:02 pmIAD-SJU
3h 52mnonstop
$128Frontier
Find Deal
Thu, May 22 - Sun, May 25
Frontier Logo
7:20 am - 11:15 amSJU-IAD
3h 55mnonstop
Frontier Logo
12:28 pm - 4:18 pmIAD-SJU
3h 50mnonstop
$148Frontier
Find Deal
Thu, May 22 - Sun, Jun 1
American Airlines Logo
6:10 am - 12:22 pmSJU-DCA
6h 12m1 stop
American Airlines Logo
6:33 am - 12:45 pmDCA-SJU
6h 12m1 stop
$236American Airlines
Find Deal
Thu, May 22 - Mon, May 26
American Airlines Logo
6:10 am - 6:49 pmSJU-DCA
12h 39m1 stop
American Airlines Logo
3:54 pm - 10:30 pmDCA-SJU
6h 36m1 stop
$255American Airlines
Find Deal
Thu, May 29 - Mon, Jun 2
United Airlines Logo
1:05 am - 7:19 amSJU-IAD
6h 14m1 stop
United Airlines Logo
8:40 am - 12:34 pmIAD-SJU
3h 54mnonstop
$281United Airlines
Find Deal
Wed, May 21 - Sun, Jun 1
JetBlue Logo
11:30 am - 6:44 pmSJU-DCA
7h 14m1 stop
JetBlue Logo
5:15 pm - 1:45 amDCA-SJU
8h 30m1 stop
$317JetBlue
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Wed, Oct 8 - Sun, Oct 12
United Airlines Logo
7:25 am - 11:24 amSJU-IAD
3h 59mnonstop
United Airlines Logo
12:50 pm - 11:54 pmIAD-SJU
11h 04m2 stops
$325United Airlines
Find Deal
Thu, May 22 - Sun, May 25
JetBlue Logo
11:30 am - 6:44 pmSJU-DCA
7h 14m1 stop
JetBlue Logo
5:15 pm - 1:45 amDCA-SJU
8h 30m1 stop
$327JetBlue
Find Deal
Thu, Oct 9 - Sun, Oct 12
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Good to know

Low seasonFebruary
High seasonJuly
Cheapest flight$59
Best time to beat the crowds with an average 13% drop in price.
Most popular time to fly and prices are also 2% lower on average.
Flight from San Juan Airport to Baltimore

FAQs for booking flights from Caribbean to Washington, D.C.

  • How does KAYAK find such low prices on flights from Caribbean to Washington, D.C.?

    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 Washington, D.C..

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Caribbean to Washington, D.C.?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Washington, D.C. from Caribbean 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 Washington, D.C.?

    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 to Washington, D.C. with an airline and back to Caribbean with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Caribbean to Washington, D.C.?

    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 to Washington, D.C. from Caribbean up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Top 5 airlines serving from Caribbean to Washington, D.C.

Need help choosing which airline to fly with from Caribbean to Washington, D.C.? 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 8696 reviews
7.3Comfort
7.7Boarding
6.6Food
8.1Crew
7.1Entertainment
Airline reviews

Mostly the experience was good except for the flight changes made by UA which meant longer layover in DC

10.0 ExcellentAnonymous, Mar 2025GUA - IAD
Read more United Airlines reviews

Mostly the experience was good except for the flight changes made by UA which meant longer layover in DC

Terrible. First of all we were delayed 4 3/4 hours departing Honolulu. As we had to leave our condo and the rental car had to be returned we had to go to the airport. Even though we had a business class boarding pass to Washington, since we did not have business class to Montreal we could not access the lounge without paying a $59 fee each. This does not make sense to us. Since we could not meet our original connection United booked us to Montreal via New York LaGuardia on Air Canada. In Washington a further delay got us into LaGuardia too late to make our connection to Montreal so we were booked on another Air Canada flight 3 hours later. We were originally scheduled to arrive in Montreal at 10:40 and arrived at 19:55. A totally exhausting day, United did not offer a meal voucher or any type of compensation. Air Canada did give us a digital meal voucher. The food in United business class is poor among all meals offered. The pods look nice but are not that confortable. Overall would not fly on United again.

Change cabin crew assisting business class. Not taking care, ignoring requests and calls. Never had such an experience in business class.

United left one of our bags back in SFO but that’s not my real complaint. The complaint is how it all went down. So we checked in the day before online and were told we could use the quick drop for luggage. So the next day I used baggage quick drop curbside at SFO. The agent mistakenly didn't tag my bag as he put my bag on the conveyor belt untagged. We immediately alerted him he had not tagged the bag. I walked with him to the baggage service office to find my bag and tag it. We waited outside the office for 10 mins. He came out and said everything was ok and the bag was going to be tagged and on my flight. We received a text that one of our bags was on the flight but the other was not. I alerted my first class flight attendant immediately upon boarding the flight. She was helpful and said she’d get it sorted out right away. She called over the gate agent. The gate agent used my bag number and looked over information on her device. She said my bag was on the flight. The flight attendant was standing with her, looking at the device, and also said “yep it’s on the flight”. During the flight the flight attendant made reference to how reassuring it must feel knowing the bag was on the flight. Upon arriving to IAD we received a text that my bag was not on my flight. The text said my bag would arrive to my final destination LIS 24 hrs late. I understand that mistakes happen. I was totally ok with my bag mistakenly not getting tagged at the quick drop. I was fine with walking down to baggage services to tag my bag. But, what I am not ok with is that the United staff said they fixed the mistake two different times, assuring me twice that my bag would be/was on the plane…and it wasn’t. I expected better attention by the employees, for them to do what they said they were going to do. We also spent extra money to upgrade our seats to first class, including the entire return leg from Lisbon to San Francisco because we wanted a smoother and more relaxing travel experience. Our money was not well spent. We will not be using United for travel going forward.

The flight was delayed, it took longer than anticipated because of weather, and they broke my luggage.

Horrifying! And I am almost 2 million miles with United. Late by 3 1/2 hours. Worst: after two hours on the plane waiting, they decided that one of the tires had been damaged and then decided to change it. Another hour and a half to change the tire!!!!! NO EXCUSE FOR THIS. The crew didn't even offer a glass of water until we had been on the plane for FIVE hours. This is the worst airline in the world. I'm simply stuck because they fly on the only routes I need.

Gate got changed about 4 times. Very confusing and very crowded. If you don’t have wifi to help get updates, you can be in deep trouble.

Attendants zipped through cabin so fast hardly anyone got the water they told us we could have in the short flight. Nothing else was offered.

Sucks ! All three flights I was on this trip were delayed.

Plane left & arrived early- 5 Crew great. Wi fi - paid for 2, only 1 worked - so so. Waste of $. Coolie was good

Excellent. Although they used to greet me as a mosaic member and provide a free drink, early boarding helps me to keep coming back to JetBlue.

Great flight. Departed early, arrived early. However they were out of meals for sale. Also, we arrived early and the gate was not available so we sat on the taxiway for quite a while (not JetBlue’s fault).

The gate and ground staff were excellent, friendly, went out of their way to acknowledge my Mosaic status. The plane was an older Airbus, so the seats were a little worn. The in flight attendant was not very nice, and seemed to be annoyed to be at work or be on this flight. Flight was fast and we landed early and pilots kept us informed.

Cancelled flight with no specific instructions to get a boarding pass for another flight. The whole flight of people were in line for an hour because there was only 1 person to help at the desk. This was unusual for JetBlue.

The inflight system with their wifi is a hot mess and doesn't work. Separately they do, but when you try to do theoretically simple things like pair a device for control it all falls apart

It was too hot in the cabin. The AC did not help.

The regular feedback of any changes to our flights. The Jetblue staff were very helpful. Our flights were great. Lots of leg room!

Except for the 28 minute delay leaving and the earlier reschedule to a later takeoff time the flight was good.

Loved the leg room and tvs screens on the seats and free WiFi. Wish the price was lower and could save by rebooking

It took 1-1/2 hours to get our luggage after we landed. That to me is unacceptable

Paid $35 and not able to access the internet at all.

Several delays. Next flight was worse. Did not arrive home until 2am PT

Very helpful ground crew after an earlier flight delay and being rebooked on a different flight.

Everything about the flight was lovely…We left early, arrived early, cabin crew were efficient and helpful. Flight was easy and most pleasant.

First world problems, but still… We were seated in first class and asked for a cocktail on a very short, 50 minute flight. After our drink order was taken, a half hour went by, and we noticed that every other person in the small plane had been served except for us. We got up to ask about it, the drinks finally came, then were taken away three minutes later since the flight was so short. Really strange situation, on the other hand, we were in Utah.

We missed our flight. The boarding pass had the wrong gate and by the time we received the text from Kayak, our flight was already gone. I’ll never use Kayak again and will go direct to the airlines in the future.

Boarding took forever, the plane was cramped and cold, and the seatbelt song came on constantly throughout the red eye flight with a loud pre-recorded message playing each time

Cabin felt crammed Snacks are lame But crew was super efficient getting us out on time despite delay

The boarding crew was incredibly helpful getting me on an earlier flight

Great experience. Flight boarded easily. Departed early. Smooth flight. Great arrival in DC--almost no taxing! Almost direct to gate from runway. Crew was terrific. Same cookies and beverages in main cabin. I did not use the entertainment system on this flight.

I mean, it’s Spirit. But it was frustrating to have our flight canceled, get bumped to a later flight, and then Spirit was unwilling to check our bag until 4 hours before our flight… tell us we could not sit in the waiting area’s chairs… and really negative experience getting checked in and dropping the bag.

Not having it be changed after we bought the flight tickets from a direct flight getting in at a reasonable time to a connecting flight red eye of 9 hours, so that we would lose our 35 dollars in nonrefundable insurance would've been great! Our country really does need low-cost carrier options, but this type of "service" ain't it. Fortunately, had a little better success with them flying to and from San Juan PR last month at least.

All was good expecting the seats need a bit of cushion. Besides that I can’t complain.

You get what you pay for, and the flights went smoothly. There’s no reclining chairs, no screens, And there isn’t always wifi, but the plane was clean and staff was friendly and the takeoff/landing were smooth.

The only positive is that the flight made it both ways. Getting charged for every little thing after the cost of the ticket itself is comical, considering how the plane and services are as bottom-tier as possible. The self check-in kiosks are useless. It’s nice to think that you can print your boarding pass, tag your checked bag, and then just drop it off. But no, they still make you go through the line once you finish- what’s the point of the self check-in then? Any questions for the staff seem like the biggest inconvenience and were met with condescending responses. This was my first and now last time ever flying with Spirit. After all the extra costs, subpar plane and staff, I see no value. I’d rather drive the 13 hours than give Spirit another dime.

The flight was fine however what started as a reasonable priced ticket could have become an overpriced ticket with additional charge for carry on as well as checked bag $79 per bag per person each way. Additional charge for choosing one’s seat, additional charge for beverage and snack, we were on what was described as a new plane yet there were no audio/visual on the jet. A bare bones service but not at a bare bones price. Will think twice before flying Spirit again. 😕

Flight was delayed a bit, but that was expected (and updated), so really not bad at all for the price. Could’ve used one less email asking me to upgrade my seat; otherwise no significant complaints

I love Spirit. New aircraft, great cabin service, the airfares are low cost which helps me visit my hospitalized daughter anytime I can without paying a fortune.

Flight was 2hours late they had no crew or the pilot.

I paid for streaming wifi and the connection was poor.

The reps working at the airport counter were dumber than a second coat of paint.

My costume jewelry was stolen out of my bag. Got to airport and my bag weighed 45 pounds- 5 pounds over cost me $100 Long lines in tier one. No entertainment No WiFi no free drinks or snacks

Not very good. Paid in excess of $400 for assigned seating for my family and that was not provided. I want that money back.

The seats were hard molded plastic covered in plastic vinyl. And the scam to charge people extra to sit together. Don’t they know we can just ask someone to trade seats. And watching the staff separate young children from parents… super classy. We had to guilt them into offering up our seats. This companies policies suck. Don’t give them your money.

The seats were awful, hard plastic covered in sheet vinyl. The airline tries to scam you into paying extra to get seat together when the flight wasn’t full. They were going to separate a family with young children but my wife who had a row to herself gave up her seat so the young mom could be with her young boys. I’m never giving this airline my money again.

It was a short flight so no food or entertainment….

Seats are uncomfortable but price is good. Guess I can put up with misery for four hours.

I’ve never traveled on Frontier before. If you want basic, no frills, friendly service at great prices then give them a fly!

I guess you get what you pay for. The seats are very uncomfortable and very little space. The snacks were pricey.

Cancelled and declined to find alternatives Earlier flight is 2 days later Sent the cancellation notification very late, wish I knew earlier would have stayed to watch the Miami open final game Very disappointing service

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