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Cheap Flights from Caribbean to Dulles Intl

 
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Caribbean to Dulles Intl

Thu, Oct 1 - Sun, Oct 4
Frontier Logo
3:42 pm - 12:10 amMBJ  Montego Bay Sangster Intl-IAD Washington, D.C. Dulles Intl
7h 28m1 stop Atlanta Hartsfield-Jackson
Frontier Logo
7:50 am - 2:27 pmIAD  Washington, D.C. Dulles Intl-MBJ Montego Bay Sangster Intl
7h 37m1 stop Atlanta Hartsfield-Jackson
$279Frontier
Thu, Oct 15 - Mon, Oct 19
Multiple Airlines Logo
7:00 am - 8:11 pmSJU  San Juan Luis Munoz Marin Intl-IAD Washington, D.C. Dulles Intl
13h 11m1 stop Fort Lauderdale
Multiple Airlines Logo
6:36 pm - 9:18 amIAD  Washington, D.C. Dulles Intl-SJU San Juan Luis Munoz Marin Intl
14h 42m2 stops Blountville Tri Cities TN/VA Orlando
$287Multiple Airlines
Tue, Oct 27 - Sun, Nov 8
Frontier Logo
8:45 am - 8:11 pmSJU  San Juan Luis Munoz Marin Intl-IAD Washington, D.C. Dulles Intl
11h 26m1 stop Fort Lauderdale
Frontier Logo
7:40 am - 12:59 amIAD  Washington, D.C. Dulles Intl-SJU San Juan Luis Munoz Marin Intl
16h 19m1 stop Atlanta Hartsfield-Jackson
$288Frontier
Thu, Oct 8 - Mon, Oct 12
Multiple Airlines Logo
7:00 am - 8:11 pmSJU  San Juan Luis Munoz Marin Intl-IAD Washington, D.C. Dulles Intl
13h 11m1 stop Fort Lauderdale
Multiple Airlines Logo
6:36 pm - 2:36 pmIAD  Washington, D.C. Dulles Intl-SJU San Juan Luis Munoz Marin Intl
20h 00m2 stops Blountville Tri Cities TN/VA Orlando
$297Multiple Airlines
Wed, Nov 18 - Mon, Nov 30
United Airlines Logo
8:05 am - 11:09 amSJU  San Juan Luis Munoz Marin Intl-IAD Washington, D.C. Dulles Intl
4h 04mnonstop
United Airlines Logo
5:29 pm - 10:22 pmIAD  Washington, D.C. Dulles Intl-SJU San Juan Luis Munoz Marin Intl
3h 53mnonstop
$324United Airlines
Thu, Nov 19 - Mon, Nov 23
United Airlines Logo
5:50 pm - 8:56 pmSJU  San Juan Luis Munoz Marin Intl-IAD Washington, D.C. Dulles Intl
4h 06mnonstop
United Airlines Logo
8:22 am - 1:15 pmIAD  Washington, D.C. Dulles Intl-SJU San Juan Luis Munoz Marin Intl
3h 53mnonstop
$325United Airlines
Wed, Nov 25 - Mon, Nov 30
American Airlines Logo
3:00 pm - 10:01 pmSXM  Simpson Bay Princess Juliana-IAD Washington, D.C. Dulles Intl
8h 01m1 stop Charlotte Douglas
American Airlines Logo
6:00 am - 1:57 pmIAD  Washington, D.C. Dulles Intl-SXM Simpson Bay Princess Juliana
6h 57m1 stop Charlotte Douglas
$335American Airlines
Wed, Nov 25 - Mon, Nov 30
American Airlines Logo
3:00 pm - 10:01 pmSXM  Simpson Bay Princess Juliana-IAD Washington, D.C. Dulles Intl
8h 01m1 stop Charlotte Douglas
American Airlines Logo
6:00 am - 1:57 pmIAD  Washington, D.C. Dulles Intl-SXM Simpson Bay Princess Juliana
6h 57m1 stop Charlotte Douglas
$355American Airlines
Wed, Oct 14 - Sun, Oct 18
Copa Airlines Logo
12:32 pm - 12:32 amSXM  Simpson Bay Princess Juliana-IAD Washington, D.C. Dulles Intl
12h 00m1 stop Panama City Tocumen Intl
Copa Airlines Logo
2:25 am - 11:33 amIAD  Washington, D.C. Dulles Intl-SXM Simpson Bay Princess Juliana
9h 08m1 stop Panama City Tocumen Intl
$406Copa Airlines
Fri, Oct 9 - Sat, Oct 17
Copa Airlines Logo
12:32 pm - 12:32 amSXM  Simpson Bay Princess Juliana-IAD Washington, D.C. Dulles Intl
12h 00m1 stop Panama City Tocumen Intl
Copa Airlines Logo
2:25 am - 11:33 amIAD  Washington, D.C. Dulles Intl-SXM Simpson Bay Princess Juliana
9h 08m1 stop Panama City Tocumen Intl
$415Copa Airlines
Useful Info

Good to know

Low season

September

Cheapest flight

$143
Best time to beat the crowds with an average 6% drop in price.
Most popular time to fly and prices are also 16% lower on average.
Flight from San Juan to Washington Dulles Airport

FAQs for booking Caribbean to Washington, D.C. flights

  • How does KAYAK find such low prices on flights from Caribbean to Washington, D.C.?

    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, D.C..

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Caribbean to Washington, D.C.?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Washington, D.C. 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, D.C.?

    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, D.C. 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, D.C.?

    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, D.C. 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 4 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.
7.6
Copa AirlinesOverall score based on 1546 reviews
8.1Crew
6.9Entertainment
7.4Comfort
7.8Boarding
6.9Food
Airline reviews

Flight Crew Review The crew was absolutely amazing from start to finish! They were friendly, professional, attentive, and genuinely made the flight feel comfortable and enjoyable. Every interaction was pleasant, and they went above and beyond to make sure passengers were taken care of. You could really tell that they cared about providing great service. I truly appreciate their kindness and professionalism and would be happy to fly with this crew again!

10.0 ExcellentAnonymous, Aug 2026
Read more Copa Airlines reviews

Flight Crew Review The crew was absolutely amazing from start to finish! They were friendly, professional, attentive, and genuinely made the flight feel comfortable and enjoyable. Every interaction was pleasant, and they went above and beyond to make sure passengers were taken care of. You could really tell that they cared about providing great service. I truly appreciate their kindness and professionalism and would be happy to fly with this crew again!

stood in line to check in luggage for nearly an hour. very poor service and not excusable

Same as the previous flight as far as comfort and food. Entertainment didn’t have a watchable screen so everything would need to be watched on your own device in which they didn’t have a charging port that accommodated my iPhone. Seats were very uncomfortable. Staff was very friendly.

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

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

Great experience with a crew always thinking in the passenger

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.

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 loved my experience. Very safe, Very informative and very friendly.

Copa crew is almost never great in terms of service.

Did not like the check in guy quibbling over a couple pounds at the luggage weigh in

Just having a little bit more legroom would've been nice.

This is related to my second leg of the flight, from Washington DC to SFO. I understand things happen, but I got home at 3 am for a 12:59 am landing. I live 10 min from the airport. Bridge breaks when a few rows of the plane are off? Maintenance didn’t catch that?

Great Brasilia aircraft - not a Boeing 757 like the next part of the flight. Flight from MCI to IAD was great, on-time, comfortable, did I mention that? The flight from IAD to EDI was painful. One of the reasons I won't fly United again? Boeing 757, with a seat pitch and material that was horrendous. Worst aircraft ever, made worse by United sardine-can tight seating. Oh, and the connection window, 45 minutes, really? At IAD, in different concourses? What idiot came up with that flight scenario? Happily, (for me and my travel insurance people) the flight was late (reminiscent of American Airlines). The crew was professional and courteous.

great starting with the business Class that's was Amazing . thank you United Airlines and brussels Airlines

Best flight in years. Pre-boarding because of my mobility issues. Good food and beverage from beginning to end. Excellent choice of films. Good service by stewardesses. Comfortable seats. I could lie down!

No drink service but there was no N/A as an option to choose. Seats were extremely tight. I am under 5.5 and I bumped my knees have no idea how taller people could manage.

Bad check in experience. Dirty ancient aircraft. Truly awful food and this in Business/ First class.

I truely appreciate all services. I was highly impressed and will not hesitate to recommend United Airlines to friends and family. The AVML was perfect.

Very kind Lufthansa agent somehow gave us all no charge extra business class seats and helped us get home rested and happy.

My flight was delayed close to 10 times over the course of the evening. I was originally scheduled to depart at 7:03 PM but did not leave until 12:33 AM, resulting in over 9 hours spent waiting at the airport. The only explanation provided was that the aircraft kept being swapped, with no clear reasoning as to why. Weather conditions at both DCA and Tampa were clear, so that was not a factor. The only accommodation offered was a $12 food voucher, which was entirely insufficient given the length of the delay. Overall, I was completely unsatisfied with this experience. A delay of this magnitude with no meaningful communication or accommodations is unacceptable, and I would have expected much more from American Airlines in terms of customer care.

if it's a mobile only entertainment experience, please provide a place to hold the device in the back of the seat.

My flight attendant was miserable. Bathroom filthy and the water soapy in the tea. I’d choose delta everytime.

DCA-LAX No screen on a 5 hour flight (almost) no food for sale on a 5 hour flight (practically) no wifi coverage or speed on a 5 hour flight I should have gotten my money back, shame on American

I had ridiculously long body search because I have knee and hip replacements

Flight was delayed 2.5 hours at the start. They kept saying mechanical issues and changed gates several times. Then when we landed, they kept us on the tarmac for 1 hr because they didnt have gate staff to pull out a bridge. Its insane that they cannot have 2-3 people to operate a bridge for a flight with 100 people? Then the baggage claim, bags took over 45 minutes to arrive. All in all, I was scheduled to arrive at 6:30 PM local time and I didn't leave the airport till 10:40 PM local time. Its a shame and makes me never want to fly American again.

My wife has a scooter and they where supposed to send from departure to destination and had it go to connecting flight,not good.Nobody has knowledge of the scooters or the battery's.

The flight was over an hour delayed. The problem was they had the wrong aircraft at the gate, Joe in the world does that happen?

On time departure & early arrival. Made a long day much better.

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

Did not get on the flight, they had a gate change and my app never updated me! Trying to get flight credit

Flight was delayed by about an hour, once we arrived at LAX we had to take a shuttle to the baggage claim - it was completely disorganized. The agents at the shuttles were rude and unable to provide any information. Frontier charges extra for everything from bags to drinks - at the end it ends up being more expensive than flying the better airlines

Sat in the airport waiting for my flight for 5 hours. Finally got on the plane only to be thrown off and told that my flight was cancelled. Zero customer service. Nobody spoke to us. Just the worst

When I was boarding my departure from Raleigh to Orlando I was inappropriately scolded by a female dog named Mia because I didn’t pay in advance for my carry on bag ($75). Frontiers website is confusing regarding pre-paying for carryons so it was a simple mistake. I also had paid for “upfront plus” meaning me and my son were seated in the front row with no one in the middle seat ($450 upgrade). When we were boarding Mia said “sir, you didn’t pay for your carryon” in a not so polite tone and told me to get out of line and come back to the counter to pay for my carryon. The way they had the retractable rope left me no room to circle back without making the people behind me move so I just stood there and then she said a second time “sir!! Go pay for your carryon” in an embarrassing tone. I then moved their rope so I could get back to the counter when a second female dog then asked “are you done!?!?” because I had said “do you want me to bulldoze the people behind me?” I then said you do realize I paid over $400 for upfront plus so I was certainly not trying to sneak a carryon bag without paying. Long story short, I am soooo done with discount airlines!!! By the time you pay for all the “extras” you might as well have paid for Delta Southwest or American! Frontier airlines sucks and I was embarrassed by a female dog named Mia!!!

Frontier is good until they cancel your flight. Way too many cancellations.

I know Frontier is a “no-frills” airline. I understand the concept. However, I jumped on some tickets for our family vacation, expecting to play a bit of a game to figure out the family bags and not over spend. In the end, I got the short end of this deal by far. 1. I did not expect them to charge the baggage fee for each direction. It makes the fee look high-ish at a glance, but reasonable. Then when you get to checkout and realize you have to pay it twice to come home with your luggage, it becomes ridiculous. 2. The low checked bag weight limit. I am used to packing a 50lb bag with my preferred airline. Frontier’s artificially low 40lb limit more quickly triggers the extra weight fee, which almost DOUBLES the price of the bag if you go over ($79 for the bag/$75 for the next 10 lbs) 3. The fee for a carry-on bag is the same as a checked bag but with a lower size and weight limit. Make it make sense! 4. The seats are terrible. My 2.5 hour flight almost had me losing my mind. I’m 6’3” and my femurs barely fit in the space provided. My knees had to wiggle just right to jam into the crack next to the armrest of the seat in front of me. The cushioning was thin and inadequate. I am tall but I’m not a freak. These seats are unacceptable. 5. I overheard the woman next to me speaking with the gate agent about being charged a $25 fee for not checking in online - she checked in at the airport counter when she arrived. That’s ridiculous. She was old and in a wheelchair. She had a paper boarding pass, and was obviously not tech savvy. She should not be punished for that. 6. They do not have good placement in the terminals. It was always out on the end or down on a subfloor, and we had to walk out on the tarmac almost every time. In Denver. Their home airport! 7. Every time I loaded a new page on the website while buying my tickets or my bags, it was constantly trying to upsell me on some esoteric bundle. Like, a pop-up every time. Very annoying. 8. No screens in the boarding area (at least where we were) to confirm you’re in the right place. Just static gate number signs. I am sure these are standard practices for Frontier, and I should have read more about them before I purchased tickets, but as a result of this single round trip, I do not plan to ever use this cut-rate airline again. I would rather pay the normal amount for a ticket and be treated like a customer instead of a mark.

Crew was kind of grumpy and there was no beverage service at all. Sodas were $4. Disappointing.

There's no seats that lean back with little leg space i wad uncomfortable the entire flight. Your charges for extra baggage is despicable and costly!!

There was no food and no entertainment, so I'm not sure why these are even in the survey, as my understanding is frontier does not ever offer food without a few, not even a snack, and there are no screens so unless the flight safety talk is our entertainment why ask how we liked it?. One of the flight attendants say in the back of the plane as people filed in to their seats, yelling orders about where to put baggage and telling people to hurry up. It was the least professional experience I've ever had on a flight.

The worst. We never made our connection and they did absolutely nothing to help us at the airport.

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