$100 Find Cheap Flights from Caribbean Islands to Washington Dulles Airport

This is the cheapest round-trip flight price found by a KAYAK user in the last 72 hours by searching for a flight to Dulles Intl departing on 2/27. 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, 0 bags

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Everything you should know

Cheapest round-trip
$100
Overall average: $161
Frontier
Fri 2/27Mon 3/2
SJU - IAD • Non-stop
Cheapest one-way
$103
Typical prices: $386-$423
United Airlines
Mon 3/16
STT - IAD • Non-stop
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Flight Deals
Useful Info
Flight Deals

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

Fri, Feb 27 - Mon, Mar 2
Frontier Logo
4:17 pm - 7:25 pm
SJU
-
IAD
4h 08mnonstop
Frontier Logo
8:20 pm - 1:05 am
IAD
-
SJU
3h 45mnonstop
$100Frontier
Fri, Feb 20 - Mon, Feb 23
Frontier Logo
4:17 pm - 7:25 pm
SJU
-
IAD
4h 08mnonstop
Frontier Logo
8:20 pm - 1:05 am
IAD
-
SJU
3h 45mnonstop
$103Frontier
Thu, Feb 26 - Sun, Mar 1
United Airlines Logo
5:25 pm - 11:21 pm
STT
-
IAD
6h 56m
1 stop
United Airlines Logo
8:59 am - 1:56 pm
IAD
-
STT
3h 57mnonstop
$248United Airlines
Thu, Feb 26 - Sun, Mar 1
Delta Logo
3:10 pm - 12:21 am
STT
-
IAD
10h 11m
1 stop
Delta Logo
6:00 am - 4:22 pm
IAD
-
STT
9h 22m
1 stop
$252Delta
Tue, Mar 24 - Thu, Mar 26
United Airlines Logo
12:02 pm - 4:25 pm
STT
-
IAD
4h 23mnonstop
United Airlines Logo
6:15 am - 3:18 pm
IAD
-
STT
9h 03m
1 stop
$271United Airlines
Tue, May 5 - Wed, May 13
Delta Logo
2:09 pm - 12:42 am
MBJ
-
IAD
9h 33m
1 stop
Delta Logo
6:08 am - 11:37 am
IAD
-
MBJ
6h 29m
1 stop
$297Delta
Thu, Apr 23 - Tue, Apr 28
American Airlines Logo
6:03 pm - 11:59 pm
NAS
-
IAD
5h 56m
1 stop
American Airlines Logo
10:32 am - 4:28 pm
IAD
-
NAS
5h 56m
1 stop
$322American Airlines
Thu, Apr 23 - Tue, Apr 28
American Airlines Logo
5:26 pm - 8:49 am
NAS
-
IAD
15h 23m
2 stops
American Airlines Logo
7:26 pm - 10:59 am
IAD
-
NAS
15h 33m
2 stops
$326American Airlines
Sun, Apr 26 - Sat, May 9
Copa Airlines Logo
12:08 pm - 4:22 am
SDQ
-
IAD
16h 14m
1 stop
Copa Airlines Logo
4:38 pm - 2:25 am
IAD
-
SDQ
9h 47m
1 stop
$378Copa Airlines
Wed, Mar 18 - Wed, Apr 15
Copa Airlines Logo
3:00 pm - 4:15 am
KIN
-
IAD
12h 15m
1 stop
Copa Airlines Logo
2:21 am - 1:52 pm
IAD
-
KIN
12h 31m
1 stop
$392Copa Airlines
Useful Info

Good to know

Low seasonSeptember
Cheapest flight$100
Best time to beat the crowds but there is an average 13% increase in price.
Most popular time to fly and prices are also 14% 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.

Reviews of the 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.
7.9
DeltaOverall score based on 8204 reviews
8.5Crew
7.2Food
7.9Comfort
7.8Entertainment
8.1Boarding
Airline reviews

Boarding was efficient and smooth. Departure time was on time. Arrival to Detroit was early. Average food . Average crew service Very average cabin comfort. Nothing spectacular one way ir another, except for the excellent on time performance.

8.0 ExcellentAnonymous, Feb 2026
AMS - DTW
Read more Delta reviews

Boarding was efficient and smooth. Departure time was on time. Arrival to Detroit was early. Average food . Average crew service Very average cabin comfort. Nothing spectacular one way ir another, except for the excellent on time performance.

Everything I mentioned earlier - the airbus was more comfortable indeed and the experience was further enhanced.

Delta continues to set the benchmark for traveler-friendly service with minimal disruption and clear communication within the mainland US (coast to coast). I am consistently pleased to be a Delta customer, and this experience once again met my expectations. There was a brief delay departing from MIA due to a technical issue that required the aircraft to return to the gate. However, the situation was handled professionally and transparently. Fortunately, my planned layover allowed ample buffer time, so the adjustment caused no stress. Overall, another smooth and reassuring experience.

Good experience and the flight landed early. There was no food I had or entertainment.

Flight was delayed and no reasons provided. After the passengers were boarded, the crew made announcement that the captain has jot arrived and he would take another 15 mins. All passengers patiently sat until the captain came and started. Terrible experience!

Flight was delayed. No information on why it was delayed. After we boarded the flight, , the crew made announcement that the captain hs not arrived and he will take 15 mins more to arrive. Passengers were just sitting patiently for the captain to arrive and start, Terrible experience.

Awful - both legs. The check in was awful, getting on the plane required walking down a spiral staircase (dangerous), then taking a bus about 5 miles out from the terminal. The seat was broken (I was in business), there was no internet during the flight (both legs). The aircraft was very old. I saw rust in some place, tape holding things up in the bathroom. This was an unacceptable experience for such a long haul flight.

Totally worth the miles to upgrade to Delta Comfort. Plenty of legroom.

This was my first time flying Delta ever and I had a great experience!

Smallest leg room I've ever had on a plane.

Copa staff at PTY and one particular crew member were unhelpful & rude.

A lot things happened in this trip.The fly should be less stress.

I always enjoy flying Copa. There are very few airlines where I can enjoy a comfortable sleep in-flight. The snacks weren't the best, but they sufficed. The in-flight entertainment was fantastic, and I crossed another movie off my watch list.

Some of the Air hostesses are not that friendly. Need improvement

They were super friendly bumped me up to exit row free of charge, All flight legs were on time

As always, Copa Airlines is great to fly on. The flights are always on time, the staff are pleasant and helpful and it's always a wonderful flying experience.

We had a great flight just wished they had a tv so we can see a movie that would of made my trip excellent.

horrible service, food was an embarrassment, no charging for cellphones, stay away

the food served was an embarrassment. No connection for charging the cellphone... What a crappy airline.

Great experience with a crew always thinking in the passenger

Crew was great. 2 1/2 hour delay was due to staff needing "rest" was avoidable and self inflicted as United not willing to hire enough crew to keep flight on time.. Ridiculous. The crew and the passengers both suffered due to this.

Fine not above and beyond as I had a connection that was delayed due to maintenance

Bad food, bad service, cold cabin with no additional blankets when asked for (they told me they don’t provide additional blankets). I’m a frequent traveler and this is one of the worst companies I traveled with (by the way I thought that I booked my ticket with Lufthansa but I didn’t see that the flights were handled by United).

Great other than a couple very drunk guys that for a while kept bumping my seat from behind. The staff did their best to control them. Even refused serving them alcohol and allowed the gal sitting next to them to move.

Good crew. Boarding delays. Almost two hours wait for the bags in DC.

Unfortunately weather delayed our flight waiting for our plane to arrive and due to a little snow time was needed to deice the plane so departure was very delayed and I missed the connecting flight

It was great. There were some issues prior to takeoff. The weather was poor so we had to go through deicing, and we were delayed a bit by the pilots' concern about one of the engines, but that's aviation. The pilots handled everything with aplomb, and kept us apprised

The seats were comfortable and we had leg room. Great entertainment.

The flight crew where really good. Better then the crew from BNE to SFO

Safe made to destination. Late to start at GVA for icy reasons but we fought our next fly.

The flight was on time/early, attentive crew, and everything overall went smoothly. Disappointed that WIFI was not working for the flight.

Concern Regarding Significant Gate Delay and Jet Bridge Issue Dear Customer Relations Team, I am writing to express my disappointment with the experience I had on my recent flight AA 2414 on Sunday January 18, 2026. What should have been a routine departure turned into a frustrating and avoidable delay due to an issue with the jet bridge at the gate. As a result, the flight was delayed by approximately 90 minutes while multiple gate changes were attempted. The lack of clear communication during this period made the situation even more challenging. Passengers were left uncertain about the cause of the delay, the expected timeline, and the next steps. This not only disrupted travel plans but also created unnecessary stress for everyone on board. I understand that operational issues can arise, but a malfunctioning jet bridge and the resulting extended delay suggest an area where procedures or equipment maintenance may need attention. I hope you will review this incident to prevent similar disruptions in the future. I would appreciate acknowledgment of this concern and consideration of appropriate compensation for the inconvenience and lost time caused by this delay. Thank you for taking the time to review my experience. I look forward to hearing from you. Sincerely, Dion Dillard

I got sick nothing contagious but distressing enough and the care I received on the flight was astounding.

Horrible. Both legs of my flight were delayed more than 6 hours. No compensation, no screens on the plane, and the plane was not clean.

After we'd boarded , they canceled the flight. The crew didn't even know , we just all received text messages. Then after they deplaned us , AA was just like "too bad, go F your self, we sure ain't gonna help you"

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.

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.

Traveling to a place near Dulles Intl?

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