$97 Find Cheap Flights from Caribbean 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 2/14. 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

KAYAK searches hundreds of travel sites at once for deals on flights to Washington, D.C. Dulles Intl Airport

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Everything you should know

Cheapest round-trip
$97
Typical prices: $130-$371
Frontier
Sat 2/14Fri 2/20
SJU - IAD • Non-stop
Cheapest one-way
$102
Typical prices: $528-$867
United Airlines
Wed 2/18
STT - IAD • 1 stop
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Flight Deals
Useful Info
Flight Deals

Cheap Flights from Caribbean 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 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 to Dulles Intl

Sat, Feb 14 - Fri, Feb 20
Frontier Logo
4:17 pm - 7:25 pm
SJU
-
IAD
4h 08mnonstop
Frontier Logo
8:20 pm - 1:05 am
IAD
-
SJU
3h 45mnonstop
$97Frontier
Fri, Feb 13 - Mon, Feb 16
Frontier Logo
4:17 pm - 7:25 pm
SJU
-
IAD
4h 08mnonstop
Frontier Logo
8:20 pm - 1:05 am
IAD
-
SJU
3h 45mnonstop
$113Frontier
Thu, Mar 19 - Tue, Mar 24
United Airlines Logo
2:35 pm - 11:51 pm
STT
-
IAD
9h 16m
1 stop
United Airlines Logo
8:59 am - 12:56 pm
IAD
-
STT
3h 57mnonstop
$196United Airlines
Thu, Feb 12 - Mon, Feb 16
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
$217United Airlines
Wed, Mar 18 - Wed, Mar 25
Delta Logo
12:49 pm - 8:46 pm
STT
-
IAD
7h 57m
1 stop
Delta Logo
6:01 am - 2:45 pm
IAD
-
STT
8h 44m
1 stop
$220Delta
Thu, Feb 12 - Mon, Feb 16
Delta Logo
1:50 pm - 8:45 pm
STT
-
IAD
7h 55m
1 stop
Delta Logo
7:15 am - 3:04 pm
IAD
-
STT
6h 49m
1 stop
$231Delta
Thu, Feb 12 - Mon, Feb 16
American Airlines Logo
5:42 pm - 8:48 am
STT
-
IAD
16h 06m
1 stop
American Airlines Logo
5:00 am - 3:53 pm
IAD
-
STT
9h 53m
1 stop
$267American Airlines
Thu, Feb 19 - Mon, Feb 23
American Airlines Logo
2:58 pm - 8:30 pm
NAS
-
IAD
5h 32m
1 stop
American Airlines Logo
5:00 am - 1:58 pm
IAD
-
NAS
8h 58m
1 stop
$341American Airlines
Thu, Mar 12 - Wed, Mar 18
Copa Airlines Logo
1:15 pm - 4:15 am
AUA
-
IAD
15h 00m
1 stop
Copa Airlines Logo
9:29 am - 9:59 pm
IAD
-
AUA
12h 30m
1 stop
$347Copa Airlines
Wed, Feb 25 - Tue, Mar 3
Copa Airlines Logo
3:00 pm - 11:32 pm
KIN
-
IAD
8h 32m
1 stop
Copa Airlines Logo
1:18 am - 1:51 pm
IAD
-
KIN
12h 33m
1 stop
$370Copa Airlines
Useful Info

Good to know

Low seasonSeptember
Cheapest flight$97
Best time to beat the crowds but there is an average 14% increase in price.
Most popular time to fly and prices are also 13% lower on average.
Flight from San Juan to Washington Dulles Airport

FAQs for booking Caribbean to Washington Dulles Airport flights

  • How does KAYAK find such low prices on flights from Caribbean 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 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 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 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 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 with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Caribbean 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 up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top 5 airlines serving from Caribbean to Dulles Intl

 
Need help choosing which airline to fly with from Caribbean 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 8125 reviews
7.9Comfort
8.5Crew
7.2Food
8.1Boarding
7.8Entertainment
Airline reviews

Timing, quality of service, promptness and courtesy of the staff

10.0 ExcellentAjai, Jan 2026
DFW - ATL
Read more Delta reviews

Timing, quality of service, promptness and courtesy of the staff

It was last minute due to weather - considering - it was amazing! Good smiles, friendly staff and they were making sure we knew what was going on when and where.

delta last minute gave me a boarding pass for a different flight with no confirmation that they were changing it

The service from the flight attendants were of supreme quality. They greeted and treated everyone with a wide smile. This is totally absent nowadays. Kudos to them!!!!

Excellent flight and got us around tough weather. Only issue was seat TV did not work and crew tried to reboot.

Very large passenger too space from my own seat. Arm board couldn’t be lowered because of his size. It wads very uncomfortable trip, as the flight was full couldn’t move anywhere having back pain because of the position in which I was the entire flight.

was sitting in the jet bridge for 10 minutes in -20 degree weather waiting for my bag

Very convenient considering that is a non-stop flight, but the Aeromexico still has old model planes, so the entertainment was very poor and the space for carry-on luggage was very limited.

Flight taking off must have been behind, because there was no pre-departure drink for first class like normal. Also, person in front of mine’s seat got stuck in the as far back as it normally goes position for the whole flight even during landing, flight attendant unable to fix it. Gate was not empty when we arrived, but that is MSP’s fault since was overdue for push back, not Delta’s, so had to sit on tarmac for a while and international flight so then still had to go through customs. Flight crew was excellent throughout though!

Flight from MEX to ATL had to divert to Tampa. When we got off the plane, there were non directions on what to do. Nearly 30 minutes just standing around. Finally told to go through security with no boarding passes, and turned away. Then told to to go back. Took forever to leave Tampa for ATL. Missed my connection to Harrisburg.

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

Very happy with my flight. I would definitely recommend it.

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.

Miserable. They moved my seat, but canceled the next leg of my flight. I resolved the issue at my transfer, but that resulted in lost luggage that has taken days off my schedule with no resolution. Worse, they fail to interface effectively with Lufthansa, forcing me to bounce between two equally useless help desks. The apps are unable to handle the situation, the bag dropped off the tracker, and while the call centers are polite, they do not provide written information to assist with cross-airline communication.

l really enjoy very much the flight was very pleasant

The flight was delayed for 1:30 hours for maintenance issues. They should give more information about connecting flights. For a Business Cabin the Crew was mediocre.

The food is terrible. The same pasta or chicken with bad taste and presentation

Crew was helpful and cheerful especially when they had no refreshments to work with. The plane was never serviced and had nothing but limited water and coffee onboard. For the price point, a concern of services.

Flight was smooth, quick and felt safe. The 2 delays not happening would have been better but I guess that happens in the airline industry

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

Very well recently! Frontier is improving and less harrassing customer on luggages! Positive!

Good for a budget airline! It was easy to get on, staff was really nice. Can’t say anything about the food or entertainment because it wasn’t available, which is fine.

I am writing to express my disappointment with my recent Frontier Airlines flight. I was charged $99 at the gate because my bag was said to be too large, yet once onboard there was no available overhead bin space, and I was required to place the bag under the seat in front of me anyway. This made the charge feel unnecessary and unfair. Additionally, before the flight even took off, I was asked to move from the seat I paid for into a middle seat so another passenger and her cat could have my seat to themselves. I was not offered compensation or an explanation for being moved from a paid seat. Between the unexpected bag fee and being forced to give up my seat, this experience fell well below acceptable customer service standards. I would appreciate a review of this situation and appropriate compensation.

It was costly and difficult to check in. $85 to take a small suitcase with me, carry on or checked and $75 on the return trip, Plus $25 if I didn't check my self in check in $25, because I couldn't do it on the kiosk. Small very uncomfortable seats, waited on the runway for near an hour each way. It was my worst flight to date.

It was ok. It was expensive to check 2 bags ($75.00 per bag), and then it took a long time to wait for shuttle to take us from one terminal to the terminal where the plane was taking off at LAX. And all of this for a flight where we had to pay for any food or drink that was not water.

It didn’t happen. I booked it and then was told it wasn’t available and then forced to pay far higher prices for a worse option

A 630departure flight Delayed 6hours! They changed my gate, I moved to the new gate. Had our flight on the screen for 12noon departure. I go get above to eat, check screen again and the flight was gone, no notice no announcement, nothing!! They sent my bag on the flight I wasn’t on, got it back to me 3days later. Thank goodness they did refund my money but I will NEVER fly them again.

Due to weather, my flight was delayed, further delayed, then canceled. I eventually got through to a support person who helped me find a different route out of MSP, but to get to DIA, they didn't want to, but eventually did help with the connection ticket purchase. But even this replacement flight was delayed time and time again, and I would have missed my connecting flights and I didn't want to get stuck in a layover city, so after 12 hours at the airport with two young boys who were very tired, we just cancelled our plans and spent the week at home, instead of Nana's.

Plane and crew on board were fine. Everything else was terrible.

The third party booking with cheapflightsfares was awful. Kayak should NOT partner with them. They sold me a bundle including seat selection and carry-on, but did not book the carry-ons with Frontier, so I’m out of pocket for $414 more while I await resolution.

Traveling to a place near Dulles Intl?

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Everything you need to know for your flight to Dulles Intl

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