$83 Find Cheap Flights from Caribbean Islands to Washington Dulles Airport

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to Dulles Intl departing on 6/17. 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
1 adult, Economy

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Cheap Flights from Caribbean Islands to Dulles Intl

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Caribbean Islands to Dulles Intl 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.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Caribbean Islands to Dulles Intl

Mon, Jul 14 - Sun, Jul 20
Frontier Logo
5:14 pm - 11:56 amSTT-IAD
18h 42m1 stop
Frontier Logo
12:24 pm - 4:29 pmIAD-STT
28h 05m1 stop
$172Frontier
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Sun, Sep 21 - Thu, Sep 25
Frontier Logo
9:07 am - 7:21 pmSJU-IAD
10h 14m1 stop
Frontier Logo
8:06 pm - 2:34 amIAD-SJU
6h 28m1 stop
$176Frontier
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Tue, Nov 11 - Tue, Nov 18
American Airlines Logo
4:50 pm - 11:57 pmSJU-IAD
8h 07m1 stop
American Airlines Logo
5:03 am - 11:45 amIAD-SJU
5h 42m1 stop
$327American Airlines
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Thu, Nov 6 - Mon, Nov 10
American Airlines Logo
8:14 am - 10:18 pmSJU-IAD
15h 04m1 stop
American Airlines Logo
5:03 am - 3:35 pmIAD-SJU
9h 32m1 stop
$333American Airlines
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Thu, Jul 24 - Mon, Jul 28
Delta Logo
7:30 am - 4:25 pmSJU-IAD
8h 55m1 stop
Delta Logo
6:00 am - 4:35 pmIAD-SJU
10h 35m1 stop
$340Delta
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Tue, Jun 24 - Sun, Jun 29
United Airlines Logo
1:05 am - 7:19 amSJU-IAD
6h 14m1 stop
United Airlines Logo
5:28 pm - 9:24 pmIAD-SJU
3h 56mnonstop
$346United Airlines
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Thu, Aug 21 - Tue, Sep 9
Delta Logo
12:50 pm - 12:21 amSJU-IAD
11h 31m1 stop
Delta Logo
7:22 am - 1:30 pmIAD-SJU
6h 08m1 stop
$365Delta
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Thu, Aug 14 - Mon, Aug 18
United Airlines Logo
4:55 pm - 8:54 pmSJU-IAD
3h 59mnonstop
United Airlines Logo
8:40 am - 12:34 pmIAD-SJU
3h 54mnonstop
$366United Airlines
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Fri, Oct 17 - Fri, Oct 31
Copa Airlines Logo
2:39 pm - 12:31 amPOS-IAD
9h 52m1 stop
Copa Airlines Logo
2:18 am - 1:16 pmIAD-POS
10h 58m1 stop
$390Copa Airlines
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Wed, Oct 1 - Thu, Oct 30
Copa Airlines Logo
12:14 pm - 4:22 amMBJ-IAD
15h 08m1 stop
Copa Airlines Logo
2:18 am - 11:15 amIAD-MBJ
9h 57m1 stop
$419Copa Airlines
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Good to know

Low seasonSeptember
High seasonDecember
Cheapest flight$83
Best time to beat the crowds with an average 19% drop in price.
Most popular time to fly and prices are also 2% lower on average.
Flight from San Juan to Washington Dulles Airport

FAQs for booking Caribbean Islands to Washington Dulles Airport flights

  • How does KAYAK find such low prices on flights from Caribbean Islands to Washington Dulles Airport?

    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 Washington Dulles Airport.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Caribbean Islands to Washington Dulles Airport?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Washington Dulles Airport from Caribbean Islands 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 Washington Dulles Airport?

    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 Dulles Airport with an airline and back to Caribbean Islands with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Caribbean Islands to Washington Dulles Airport?

    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 Dulles Airport from Caribbean Islands up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Top 4 airlines serving from Caribbean Islands to Dulles Intl

 
Need help choosing which airline to fly with from Caribbean Islands to Dulles Intl? 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 7950 reviews
8.2Boarding
7.3Food
8.5Crew
7.9Comfort
7.9Entertainment
Airline reviews

Great service. Flight was delayed while we sat on the runway for a couple of hours. Weather related. Staff made is very bearable. The steward servicing the first class cabin was exceptional. Thank you! 💗

10.0 ExcellentHartaj, Jun 2025EWR - RDU
Read more Delta reviews

Great service. Flight was delayed while we sat on the runway for a couple of hours. Weather related. Staff made is very bearable. The steward servicing the first class cabin was exceptional. Thank you! 💗

5 hours of delay that could've been much shorter if Delta had taken the 1 hour delay they imposed on the flight before boarding to run any of the plane checks required for flight to find the hydraulic issue that required nearly 3 hours to fix. $24 of meal credit buys a sandwich and a soft drink. Poor communication within the terminal about what gate we'd be re-boarding from and when we'd be re-boarding.

Amazing flight! I have never noticed the uniforms of the attendants before in twenty years of flying except today when one female had the most amazing dress on. It was beautifully designed and showed she was in charge. I never dreamed I would google who designed Delta uniforms . The ultimate compliment is when another woman admires your outfit. . I hope your designer puts it on the market

It would be nice if was given wires ear buds. Overall was a good experience was able to sleep on the plane

My flight was 6 pm 6/6. Every hour they delayed it again - air condition issues then no pilot then the crew had worked too many hours and cancelled the flight at 11 pm. Sent customers to NJ a 45 minutes uber ride to a hotel. Had to be back by 5 am for a 7 am flight and again no pilot etc with another three hours of delays.

The entertainment and wifi mostly didn't work on this flight.

Boarding was tough as we had to take a bus out to the plane and walk up a lot of stairs. Difficult with heavy carry-ons that said I got an entire empty row of seats, which was excellent for an international flight. Food was very mediocre but happy with the comfort so not complaining.

Terrible entertainment system - kept freezing and audio kept cutting out. Snacks were mediocre at best for a 5 hour flight.

The check in and bag drop off for Sky Priority members is slow. The Clear security was also slow - a TSA issue.

Delta is better for short flights and very low need for customer service. Avoid for longer flights

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.

Enforce the boarding process by group numbers. Tell people to stay seated during the meal/drink distribution. It took forever to get food and drinks because people would not stay out the isle and let the crew do their jobs. Everyone wanted to go to the bathroom forcing the crew to enter and leave the isle constantly so people can pass. Tell people to keep their electronics off speaker mode. No one wants to hear phone conversations and music playing.

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.

The flight was delayed twice and I could not speak with anyone at the airport about checking in. The phone number to Copa - the customer service agents were polite. They are just limited at helping because they are not at the airport

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....

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.

The flight was delayed about 4 hours without any explanation. No wifi or entertainment at all on planes. Had to pay for checked bags I was allowed according to reservations.

Great from check in all the way to the end. Very happy with Copa

Copa stranded us ans then tried to charge us thousands to leave Panama.

Well the airline was fine. The only thing is I was charged for a checked in luggage. But when I reserved the ticket it showed a check in bag allowed. Who can I get in contact with for reimbursement.? The airline said I had to speak to whoever I booked ticket with.

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.

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.

It was one of my worst flight ever. First they were changing the gate for at least 4 times, changing from gate D7 to D12 to D44. Considering the size of the Miami Airport, we are talking about long distance and the train at the airport was not working. Then the flight was delayed around one hour. Then finally we boarded into the plane and when everybody was seated, there was an announcement that there is an issue with one of the tire of the plane, so we all had to get out of the plane with our belongings, to replace the tire. So we had around 2.5-hour delay

Most miserable flight ever. We waited almost 2 hours on the runway because the flight was oversold. American offered $1200 credit. Then there was some nonsense about weight distribution. Ridiculous. No food for 8 plus hours on the flight. I will be writing a letter.

Honestly, I haven’t flown American in years, probably due to the pandemic and my being unable to travel for certain periods in the last two years, but it was a good experience to dig out or obtain a new American Airlines account after many years of traveling for business with American in the past.

The plane was probably full boarding was easy. We were able to check our carry-on luggage for free. It was a return flight through Philly to LA. Never saw a stewardess do a demonstration of emergency Procedures. I think my flight was pretty full

Plane, flight, crew, captain were all great. The first flight had a Chipotle box lunch...delicious.

Plane, flight, crew, captain were all great. The first flight had a Chipotle box lunch...delicious. this return flight not as tasty, but filling.

The flight was 2 hour delayed, otherwise everything was excellent. The delay was due to the hourly limit requirement so given that as a reason, I'm happy with the flight!

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

The pilots are always hauling in the sky. No issues with boarding only problem was layover was shortened too much by weather but luckily the next flight was still boarding and did not missit

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.

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