Find flights
When to book
FAQs & Tips
Airlines
Deals

$127 Find cheap flights from Caribbean to District of Columbia

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Caribbean to District of Columbia departing on 6/20. 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.
1 adult
0 bags
Fri 7/12
Fri 7/19

Search hundreds of travel sites at once for deals on flights to District of Columbia

In the last 7 days travelers have searched 44,148,666 times on KAYAK, and here is why:

Save 21% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Bundle and saveSave money when you bundle your flight + hotel.

Good to know

Low season

January

High season

July

Cheapest flight

$127
Best time to beat the crowds but there is an average 48% increase in price.
Most popular time to fly with an average 6% increase in price.
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 to District of Columbia 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 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 to District of Columbia 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 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 to District of Columbia from Caribbean up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Top 4 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.
7.6
JetBlueOverall score based on 4265 reviews
7.5Entertainment
7.1Food
7.8Boarding
8.3Crew
7.8Comfort
Airline reviews

They put me on a chair in between two men, one overweight who was almost falling on top of me, and the other was even uncomfortable because I was half falling because of what the other was pushing me. I stayed with. my feet were swollen from fluid retention and from being unable to accommodate myself. it was very uncomfortable. I asked for help but they told me that the flight was full and they couldn't help me. I got off the plane almost unable to walk due to the inflammation. and then at FLL airport I asked for help because I couldn't go to my next flight, which was a connection.

2.0 Mediocrelidia, Jun 2024LAX - FLL
Read more about JetBlue reviews

They put me on a chair in between two men, one overweight who was almost falling on top of me, and the other was even uncomfortable because I was half falling because of what the other was pushing me. I stayed with. my feet were swollen from fluid retention and from being unable to accommodate myself. it was very uncomfortable. I asked for help but they told me that the flight was full and they couldn't help me. I got off the plane almost unable to walk due to the inflammation. and then at FLL airport I asked for help because I couldn't go to my next flight, which was a connection.

The walk from baggage claim to the taxi is very difficult for older people I will never fly into JFK again. It is physically challenging

Overall fine but both ways for this trip was delayed.

Flight was delayed by almost 5 hours. Suitcase was not loaded despite the flight being near empty (my colleagues’ suitcases did reach JFK, unlike mine). Had to argue on phone to get JetBlue to deliver the case to my hotel. Never again

The flight was excellent. The crew was welcoming and attentive.

Great! I love Jet Blue. My favorite airline! Very efficient, clean and timely.

Run out of snack choices. Why are the seats not padded for your butt? Are we sitting on blocks of wood or metal for $250-300 a pop? This ain’t spirit. Let’s get it together people

We were told that our flight would be delayed for 90+ minutes because of weather, so we went to get something to eat only to have them randomly start boarding 15 minutes after the announcement, with no warning.

Entertainment... No earphones passed out. Many including me couldn't use the TV. Legroom was good. Crew was indifferent and a bit surly. Free wifi was a nice convenience. Check in desk location was unknown. Gate number on the boarding passes was wrong.

Going through JFK’s security is a mess. The TSA security said no shoes on the bins. So, we place our shoes in the belt and they came out all over the belt. Boarding was delayed and Flight as well.

Delay flight more than 8hours waiting and poor customer service!

Plane was extremely small so mind the size of your carry on

Other than lack of snacks, everything else went very well.

They don’t keep you updated on the flight status very well. It was late but nothing said

Pros: "Nothing!!! Horrible airline with horrible staff members."
Cons: "Everything. The staff and crew of Intercaribbean airlines are very unprofessional and not helpful at all. On top of the flight delays all the luggage for that particular flight was left in Kingston. Everybody was rather nonchalant and unapologetic about the situation. I was told I would get the the following day. The next day only two of my three bags showed up. I was not compensated for the inconvenience and was told point blank that they will only deliver one of my bags to my address even though they were the reason I had NONE of my luggage in the first place. They are disgusting!!! I would never recommend this airline to anyone."
Pros: "Nice people"
Cons: "A long walk to the D3 gate, but there were no amenities there I.e. snacks (to be fair a new terminal is under construction)"
Cons: "There was no air. I understand when you are on the ground it can be limited but even after getting to altitude there was no air conditioning."
Cons: "The flight was delayed for over three hours, apparently it is a regular occurence."
Pros: "almost nothing"
Cons: "The plane had a problem that forced us to turn around right after take off and as of this writing we still don’t know what’s going on or how long we are stuck here. Planes are old and apparently maintenance could be better."
Cons: "Was a bit difficult understanding the flight attendant, she had a thick Spanish accent"

Did not realize seats did not recline. Best to travel in an exit row... No question

I strongly dislike Frontier. I find them barebones, the seats not particularly comfortable, the nickel and diming is maddening, the app is TERRIBLE - super confusing to navigate, and the last 4 frontier flights I have flown have been on AVERAGE 2 hours late, one ruining a fancy night out in Vegas with reservations made well in advance, which was nodded to with a measly 5000 miles, which translates to almost nothing. At least credit a free checked bag or something.

When we arrived we lasted 48 minutes to be able to get off the plane without air and the plane turned off more than half of the passengers because after they started to leave they realized that the bridge was defective

8 hr delay. had to buy another ticket with another airline

Four and a half hour delay in total. What frustrates me most is the poor communication and disorganization.

I appreciated the upgrade to free cary-on bag and seat selection at no charge

FRONTIER SUCKS! The agent downstairs tricked me into booking, just to get to the gate. At the gate, they told me they couldn't help. I then called Customer Service. They and the gate attendants kept blaming each other. Neither side was willing to help the customer.

The agent at check-in was strident, unwelcoming, and condescending to customers ahead of me.

Flight was delay 9hrs and nothing was provided at airport, had to go and get a room to sleep in, paid for Uber back and fort with no offers until we landed back home a 1hr later for a $75 voucher for a future flight.

Didn't like anything..entire crew was very rude to everyone on the flight. Plane old and the trays fall down on you the while time you're flying. Charged more for a carry on bag than for the plane ticket itself. Did make it from point a to point b, but worth the extra money to fly with another airline

My flight was cancelled from Gainesville. I was able to get on another flight on Friday. Will see if this one cancels also?

the hospitality was excellent to me and I will return flying with them

I am very disappointed. I booked with kiwi when I got to the airport there was no reservation I had to purchase another ticket after my card was already charged for almost double the cost I payed through kiwi eight days after I went to their office in Tortola and they refuse to give me a receipt so that I can cancel the original payment. They said “ there is no record that you used silver to travel “ I know I did not swim to Puerto Rico . If someone can help me please so that I can cancel the payment the credit card company said I need it, I have less than 14 days or I will loose my money. This is terrible and there is no local number for them.

I booked because of time of the flights. I needed to be at my destination at a specific time, and missed my appointment because of your delays.Get rid of these junk planes. The ATR planes are dated old scary planes. And maybe you could actually be on time. This airlines on time record is horrible. The communications between the gate agents and this company dont exist.. They couldn't give any answers,. When trying to find out when the flight would leave, they get no response when they asked for details on flights, they receivedconflicting information. I felt bad for the gate agents having to deal with Silver's inability to communicate simple information. This is my last choice in air travel. On time flights are everywhere, and both flights I took were delayed. It's a sad company.

The flight itself was good and the flight attendant was very good.

It was awesome until we ran into some bad weather but the pilots did an amazing job getting us to safety and landed

If you take this airline, they WILL change the flight time, and make you miss your connection. It has happened every time I used it. It's so unreliable that I think it shouldn't be offered on Kayak. You will regret it!

In addition to the fact that Silver changed the flight time several days before the trip without offering any choices , I was sick with Covid and unable to go on the trip. I tried to ask Silver for a credit for a flight when I’d recooperated but they don’t do credits, even for illness. I will Never fly on Silver again

I canceled due to a 7 hour delay. Was forced to book another airline last minute , very expensive. Silver Aorways sucks

I spent hours with orbitz to get my tsa # on my ticket. They didn’t have a place to enter. I will never use orbitz again. No customer service. A number in which u press offered options and the message replays instead of getting customer to that area. Silver did not make the promised call back. Finally someone responded to my email and took care of it after I lost hours of my vacation arranging this. Staff on flight barked orders.

Book cheap flights from Caribbean to District of Columbia

Recent round-trip flight deals

9/12Thu
1 stopJetBlue
6h 00mSJU-DCA
9/16Mon
1 stopJetBlue
7h 17mDCA-SJU
$253
8/27Tue
1 stopJetBlue
9h 29mSJU-DCA
9/10Tue
1 stopJetBlue
7h 17mDCA-SJU
$258
9/5Thu
1 stopJetBlue
6h 00mSJU-DCA
9/8Sun
nonstopJetBlue
3h 46mDCA-SJU
$263
9/11Wed
1 stopAmerican Airlines
7h 29mSJU-DCA
9/11Wed
1 stopAmerican Airlines
16h 18mDCA-SJU
$278
7/2Tue
2 stopsAmerican Airlines
16h 09mNAS-IAD
7/9Tue
2 stopsAmerican Airlines
16h 33mIAD-NAS
$288
6/28Fri
2 stopsFrontier
29h 50mSJU-DCA
7/5Fri
2 stopsFrontier
26h 24mDCA-SJU
$365
7/3Wed
2 stopsFrontier
20h 08mSJU-DCA
7/7Sun
2 stopsFrontier
32h 23mDCA-SJU
$367
11/14Thu
1 stopCopa Airlines
15h 07mMBJ-IAD
11/18Mon
1 stopCopa Airlines
10h 01mIAD-MBJ
$383
10/23Wed
1 stopCopa Airlines
13h 49mPOS-IAD
10/28Mon
1 stopCopa Airlines
9h 09mIAD-POS
$432
7/11Thu
2 stopsBritish Airways
14h 03mSDQ-DCA
8/23Fri
2 stopsBritish Airways
13h 15mDCA-SDQ
$721

Search by stops

Search by airline

Search by price

Recent one-way flight deals

6/20Thu
2 stopsFrontier
20h 02mSJU-DCA
$127
8/20Tue
1 stopJetBlue
9h 29mSJU-DCA
$132
7/4Thu
2 stopsFrontier
20h 02mSJU-DCA
$133
11/2Sat
1 stopJetBlue
10h 59mSJU-DCA
$136
7/2Tue
1 stopAmerican Airlines
10h 58mSJU-DCA
$162
10/22Tue
2 stopsAmerican Airlines
17h 01mSJU-DCA
$174
10/27Sun
1 stopCopa Airlines
16h 25mSDQ-IAD
$208
6/18Tue
1 stopCopa Airlines
16h 06mSDQ-IAD
$215
6/18Tue
2 stopsBritish Airways
24h 44mPOS-DCA
$2,353
8/8Thu
1 stopBritish Airways
22h 25mNAS-IAD
$3,357

Search by stops

Search by airline

Search by price

Last minute flights from Caribbean to District of Columbia

Last minute flight, train and bus deals

6/13Thu
nonstopUnited Airlines
2h 43mNAS-IAD
6/24Mon
multi-stopUnited Airlines
15h 41mIAD-NAS
$397
6/13Thu
multi-stopUnited Airlines
9h 06mNAS-IAD
6/24Mon
multi-stopUnited Airlines
15h 41mIAD-NAS
$407
6/16Sun
multi-stopFrontier
20h 08mSJU-DCA
6/18Tue
multi-stopFrontier
19h 52mDCA-SJU
$415
6/14Fri
multi-stopFrontier
19h 58mSJU-DCA
6/15Sat
multi-stopFrontier
19h 52mDCA-SJU
$435
6/14Fri
multi-stopAmerican Airlines
22h 27mSJU-DCA
6/16Sun
multi-stopAmerican Airlines
16h 50mDCA-SJU
$456
6/13Thu
multi-stopAmerican Airlines
8h 41mNAS-IAD
6/24Mon
multi-stopAmerican Airlines
15h 14mIAD-NAS
$458
6/13Thu
multi-stopJetBlue
8h 29mSJU-DCA
7/3Wed
multi-stopJetBlue
10h 21mDCA-SJU
$485
6/13Thu
nonstopJetBlue
4h 02mSJU-DCA
7/3Wed
multi-stopJetBlue
10h 21mDCA-SJU
$492
6/15Sat
multi-stopCopa Airlines
15h 49mSDQ-IAD
6/16Sun
multi-stopCopa Airlines
10h 27mIAD-SDQ
$607
6/14Fri
multi-stopCopa Airlines
12h 28mPUJ-IAD
6/16Sun
multi-stopCopa Airlines
10h 51mIAD-PUJ
$1,304

Search by stops

Search by airline

Search by price