$68 Find Cheap Flights from Caribbean Islands to District of Columbia

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Low seasonFebruary
High seasonJuly
Cheapest flight$68
Best time to beat the crowds with an average 14% drop in price.
Most popular time to fly with an average 1% increase in price.
Flight from San Juan to Reagan Washington National Airport

FAQs for booking flights from Caribbean Islands to District of Columbia

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Caribbean Islands 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 Islands 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 Islands 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 Islands 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 Islands to District of Columbia up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

  • 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 Baltimore/Washington Airport (BWI), with an average flight price of $221.

  • 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 $343. On the other hand, the most expensive day to fly is Monday, where round-trip prices are $590 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 at night, when round-trip flights cost $211 on average. Morning departures are around 10% 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 $450.

  • What is the cheapest flight to District of Columbia?

    The cheapest ticket to District of Columbia from Caribbean Islands found in the last 72 hours was to Baltimore, at $78 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 $78.

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

    The cheapest month for flights from Caribbean Islands to District of Columbia is November, when tickets cost $496 (return) on average. On the other hand, the most expensive months are June and January, when the average cost of round-trip tickets is $607 and $587 respectively.

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

    To get a below average price on the flight from Caribbean Islands to District of Columbia, you should book around 2 weeks before departure. For the absolute cheapest price, our data suggests you should book 16 weeks before departure.

  • How long is the flight to District of Columbia?

    An average nonstop flight from Caribbean Islands to District of Columbia takes 9h 34m, covering a distance of 1542 miles. The shortest route is Nassau (NAS) to Washington, D.C. Dulles Intl Airport (IAD) with an average flight time of 2h 52m.

  • 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 Islands to District of Columbia

 
Need help choosing which airline to fly with from Caribbean Islands 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.
8.0
DeltaOverall score based on 7952 reviews
8.2Boarding
8.5Crew
7.9Entertainment
7.9Comfort
7.3Food
Airline reviews

Very late arrival at PWM. Late jet getting to ATL. Equipment problem with aircraft - could not get enough water onto plane., Another delay getting FAA approval for flight with bottled H2O. Not the crew’s problem.

4.0 OkayJames, Jul 2025MSN - ATL
Read more Delta reviews

Very late arrival at PWM. Late jet getting to ATL. Equipment problem with aircraft - could not get enough water onto plane., Another delay getting FAA approval for flight with bottled H2O. Not the crew’s problem.

Everything was fine except the entertainment was not working for half of the flight.

Easy boarding with an extremely kind attendant. Seats were spacious and we had 3 seats for 2 people so we could stretch out. Comfortable air flow and very attentive and hospital attendants. Bathrooms and food were the only negative. Bathrooms were so small you could hardly get in and close the door. I don’t think an obese person would fit or a person with a movement disability. Food was the trending food for flights, nonexistent. We spent $40 getting sandwich and snack at airport for our 6 hour flught.

At first, we were on the runway for about an hour, literally. The Captain did explain that the Control Tower just had a change shift (sounds like an unrealistic excuse) and then that we had to change a runway. A regular economy seat is made for 12 yo twiggy. I understand Delta wants to push for an upgrade, but after sitting in a Comfort seat and in First class. I would say First class is not worthy of my money. The landing was delayed because of the weather in NYC, I don't hold that against Delta, of course. The Captain did alert us to that upon takeoff in Vegas and again as we reached NY.

No one fussed at me about my pap machine as a 3rd pice on the plane. Boarding was pleasant and smooth. The boarding agent in Anchorage was a fun character- he could be in a movie. :~) The on-board crew were downright pleasant. No militant attitudes on Delta. Like all planes these days the seats are too narrow for standard Americans and at 5’2” there is barely enough leg room. I don’t know how tall people fold themselves into the seats. But that’s nothing specific to Delta

Leaving on time and having my luggage on my connecting flight

My husband upgraded our seats and I don't know if it was due to the type of planet was or if they didn't upgrade our seats. We were supposed to be in I believe comfort seats and they were just as tight as any other seat- no leg room and we are very tall people but at least it wasn't extremely cold. My husband did put in a complaint about our seating because he paid extra and if we would have known that the space and the tightness would have been the same, we just would have gotten the emergency row emergency row seats that we normally get. We love Delta but both our flights coming home we're not good. Oh I forgot to mention that on our flight to Hawaii our luggage wheels got broke and we had to purse new luggage on vacation then we never had this problem so we didn't know protocol and reported it after we got home only for them to tell is we only had 24hrs to report the damage. Not sure what was going on with Delta this vacation trip.

My flight was extremely cold. I had a jacket and a cover was left in each seat. The cover was extremely thin and I have a disability, fibromyalgia and arthrithis and AC air is the worst. I closed my vent and my husbands vent and it still was frigid. I asked the attendant if I could get another cover and she quickly almost dismissively and totally unconcerned stating, (I quote) (one per chair) and walked off so quickly that I didn't get a chance to explain to her that I literally have adisability. I didnt want to make a seen so I set on that flight for over 5 hours in pain, joints locking up and extremely uncomfortable. When my fibromyalgia flares up my joints not only ache but they will lock up also and it takes me days to get back to my regular self even though I take medication for it. I felt like it would not have hurt anyone at all for her to just give me an extra cover because I'm sure they have all types of medical issues in people that fly every day.

After all the weather issues at least they got me to my destination the next day

My flight was canceled after being rescheduled for four days canceling my trip. Kayak and everyone affiliated with it I.e the airlines, and just fly have been excruciating to deal with. My trip to visit family had to be canceled as there was no way to make it. I am furious at all of you.

Did upgrade, travel in business it was great (more room I could sleep)

Had to go through security at the gate again. Had to take off shoes and go through the whole thing again even though we have global entry. They asked us to check in items bought at duty free during our layover and since we checked our luggage at the original departure airport, they forced us to check in a small backpack. None of this ever happened with other airlines. In addition, no vegetarian food option and no snacks during a 7 hr flight. Luggage limits are unusually small. This is unacceptable. Will NEVER fly Copa again and will tell friends and family to avoid this airline.

Seats not reclining, no vegetarian food option, no snacks. 7.5 hr flight should have been more comfortable. Luggage limits are unusually small. Will never fly Copa again and will tell friends and family to avoid this airline.

We paid extra with copa for seats near one another The plane was changed and we lost our seats We were all Separated. We have not received a refund for our seats despite emailing and calling.

Tell people to remain in their seats during the meal/beverage distribution. Enforce boarding by group numbers. No one was checking. Tell people to turn their electronics speakers off. Bigger cups for drinks.

There was no individual at the front check in when I arrived. I waited for at least 15 minutes and walked around asking security/janitors if they could help and they did not have a solution. So I had to take my checked bag through security and they threw away some of my items. I ended up making it to the gate only a few minutes before it closed due to my waiting for an agent at check in.

We were in transit from Lima (flight at 1.10am) and we were in stand by in our flight from Panama to Washington. We wait from 4.30 am to 18.30pm in the Airport. The company give us 2 x 15 dollars for eat during the day and a personnal travel voucher of 400 dollars each. Do they buy food one time something in the Airport ??? And one of us live in France so the voucher is not usable. More than 24 hours travel !! And our place were near the toilets, with 8 children around us. The boy behind my seat stamped his feet on my back all the flight. Really Wonder full ! So we are totally unhappy with our travel. Thanks Copa Airlines....

My flight delayed and i misss the connection they send me to orlando no to tampa i have to pay a uber to my house

It would have been better if they don't separate families in seating. We were seated in the aile row in the middle of a family of four. It would have been better if they they seat the family of four together than separated.

I upgraded myself to Business Class at the last minute so I had a DREAMS window seat. Seeing as I've never flown Business before everything was novel and fun for me and it made the 7 hour flight much more enjoyable for sure.

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

United airlines, mediocre at best. No issues , nothing great . Worked for me

Turbulent taking off & landing to Dulles from Raleigh. Flight from Dulles to Tokyo very good!!

Very nice and clean plane. Transit time between flights was tight though

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.

I especially liked the lead crew officer. His boarding and safety announcements were made with a bit of novelty and humor. The flight also left the gate 10 minutes early and we landed about 20 minutes early… It was a delightful flight…

There were mutliple delays. There was inconsistent, delayed, and poor communication regarding the delays.

Spend hours delayed with no food, water anything sitting on the aieplane with no ability to eat or use the restroom. My entire experience was the absolute worst. I will never fly jet Blue again.

It would have been nice if they had offered more than one set of snacks

Seats were not too comfortable; it was impossible to locate the underseat power outlet.

You get what you pay for with JetBlue. Every little thing costs more, you are nickel and dimed until the end. Entertainment doesn’t function. Flight attendants do the bare minimum.

Ground crew gave me interference about carrying a laptop and a small shoulder bag, even though I told them I traveled with them all the time. I then placed my laptop bag in my carryon and took out a medical device, and ground crew still tried to give interference. I had to remind them that medical devices don't count towards luggage limits. It was quite annoying and unne

The check in and boarding process was a bit of a cluster. Two people at the counter to check in, three random lines that nobody knew which was for what, and people kept getting shuffled from one line to another for no apparent reason because then they’d get shuffled back and end up getting out further back in the line than they were originally. I only had to hand my already checked bag over and it took 45 minutes. I was never assigned a seat so when I tried to board I was pulled out of line again while someone had to try to manually assign me a seat. During the flight I got up to go to the bathroom, and there was an attendant in the aisle offering pillows etc and it was a 30 min wait unbuckled standing by the bathrooms because she said I couldn’t go past her. First and last time flying jet blue to be honest.

Communication since no reason or explanation was given for 3 hrs delay

Flight was delayed several 3 hours - no reason was given and no communication what so ever.

The AA app really sucks ... Every flight & connecting flights were delayed over 30 mins. One connecting flight on American Eagle said it was delayed in its arrival ... when it was actually parked across from the gate for over 1 hr before they pulled it to the gate. Seats in the economy/ main cabin are packed together like sardines ... no leg room.

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.

Amazing food, great staff, with one noticable detail missing ...but no seat entertainment in any of aircraft ...I am not a fan

AA re-routed flight from HNL to LAX due to delay. My group of 3 with reserved seats in row 9 was broken up, with one assigned to a middle seat, another in the last row of the plane. Not happy. No explanation to the delay. No apologies. No compensation. Would have been nice to be offered an Admiral Club admission or a voucher for the extra 3 hours of layover in LAX. Could not hear the boarding gate announcements in LAX. Adjacent gate was boarding at the same time. Loud speakers were competing against each other. Barely made my boarding group.

Boarding gate in Honolulu was staffed with a great clerk with a soothing voice despite the flight delay of over an hour. Flight attendants in the plane were all grumpy, not pleasant looking bunch. Their sour attitude showed throughout the flight. Inly able to get a select few movies started. Most of the movie links in the “free entertainment” did not work.

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

It was nobody’s fault - but the plane came 4-hrs late and we were updated randomly in 20-30 mins increments which left us hostage to sit and wait expectantly. It was very long and got very late. Our plane didn’t land until nearly 1 am! Also the toilet wasn’t working. The hosts were nice enough but were clearly “about to pass out” as one told me. Lastly, there was no snack or even time for it. Just a bad experience overall.

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.

Flight delayed on both ends - have a gate ready at DCA, don't make us sit for 30min after being late to take off as well.

Book cheap flights from Caribbean Islands to District of Columbia

Recent round-trip flight deals

9/11Thu
nonstopJetBlue
3h 51mSJU-DCA
9/15Mon
nonstopJetBlue
3h 45mDCA-SJU
$136
9/26Fri
nonstopUnited Airlines
3h 57mSJU-IAD
10/6Mon
nonstopUnited Airlines
3h 55mIAD-SJU
$136
10/24Fri
1 stopAmerican Airlines
15h 55mSJU-DCA
10/31Fri
1 stopAmerican Airlines
11h 22mDCA-SJU
$147
11/27Thu
nonstopUnited Airlines
4h 05mSJU-IAD
12/2Tue
nonstopUnited Airlines
3h 50mIAD-SJU
$156
8/21Thu
nonstopJetBlue
3h 54mSJU-DCA
9/9Tue
nonstopJetBlue
3h 45mDCA-SJU
$156
9/26Fri
1 stopAmerican Airlines
6h 21mSJU-DCA
9/29Mon
1 stopAmerican Airlines
16h 16mDCA-SJU
$165
9/19Fri
1 stopDelta
6h 32mSJU-IAD
9/21Sun
1 stopDelta
5h 56mIAD-SJU
$215
8/1Fri
1 stopDelta
8h 23mSJU-DCA
8/3Sun
1 stopDelta
7h 15mDCA-SJU
$255
10/17Fri
1 stopCopa Airlines
13h 43mPOS-IAD
10/31Fri
1 stopCopa Airlines
11h 04mIAD-POS
$370
8/25Mon
1 stopCopa Airlines
24h 25mPOS-IAD
9/10Wed
1 stopCopa Airlines
9h 12mIAD-POS
$388

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Recent one-way flight deals

10/11Sat
nonstopJetBlue
3h 51mSJU-DCA
$68
9/13Sat
nonstopUnited Airlines
3h 57mSJU-IAD
$68
8/28Thu
nonstopJetBlue
3h 54mSJU-DCA
$70
10/11Sat
1 stopAmerican Airlines
8h 01mSJU-IAD
$73
10/11Sat
1 stopAmerican Airlines
6h 26mSJU-DCA
$83
10/7Tue
nonstopUnited Airlines
3h 57mSJU-IAD
$87
7/17Thu
1 stopDelta
11h 14mSJU-DCA
$108
11/6Thu
1 stopDelta
10h 31mSJU-IAD
$108
9/30Tue
1 stopCopa Airlines
11h 16mPOS-IAD
$225
9/9Tue
1 stopCopa Airlines
11h 52mNAS-IAD
$240

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Last minute flights from Caribbean Islands to District of Columbia

Last minute flight, train and bus deals

7/14Mon
multi-stopSouthwest
10h 15mSJU-DCA
7/17Thu
multi-stopSouthwest
11h 30mDCA-SJU
$180
7/11Fri
multi-stopAmerican Airlines
11h 23mSJU-IAD
7/15Tue
multi-stopAmerican Airlines
16h 58mIAD-SJU
$200
7/11Fri
nonstopUnited Airlines
3h 59mSJU-IAD
7/13Sun
nonstopUnited Airlines
3h 54mIAD-SJU
$236
7/15Tue
multi-stopDelta
8h 36mSJU-IAD
7/19Sat
multi-stopDelta
8h 13mIAD-SJU
$340
7/15Tue
multi-stopDelta
10h 10mSJU-IAD
7/19Sat
multi-stopDelta
8h 13mIAD-SJU
$364
7/15Tue
multi-stopUnited Airlines
8h 34mSJU-IAD
7/29Tue
nonstopUnited Airlines
3h 54mIAD-SJU
$374
7/11Fri
nonstopJetBlue
3h 54mSJU-DCA
7/13Sun
nonstopJetBlue
3h 59mDCA-SJU
$390
7/15Tue
multi-stopJetBlue
7h 08mSJU-DCA
7/29Tue
nonstopJetBlue
3h 59mDCA-SJU
$399
7/15Tue
multi-stopCopa Airlines
10h 22mSDQ-IAD
7/31Thu
multi-stopCopa Airlines
10h 20mIAD-SDQ
$624
7/11Fri
multi-stopCopa Airlines
11h 16mPOS-IAD
7/13Sun
multi-stopCopa Airlines
10h 56mIAD-POS
$628

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

Cabin class types available on flights to Caribbean Islands

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

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