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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

Mon, Nov 23 - Sat, Nov 28
Frontier Logo
8:53 am - 12:10 pmSJU  San Juan Luis Munoz Marin Intl-IAD Washington, D.C. Dulles Intl
4h 17mnonstop
Frontier Logo
1:05 pm - 5:52 pmIAD  Washington, D.C. Dulles Intl-SJU San Juan Luis Munoz Marin Intl
3h 47mnonstop
$246Frontier
Tue, Nov 24 - Mon, Nov 30
Frontier Logo
8:53 am - 12:10 pmSJU  San Juan Luis Munoz Marin Intl-IAD Washington, D.C. Dulles Intl
4h 17mnonstop
Frontier Logo
1:05 pm - 5:52 pmIAD  Washington, D.C. Dulles Intl-SJU San Juan Luis Munoz Marin Intl
3h 47mnonstop
$246Frontier
Tue, Dec 22 - Thu, Dec 31
American Airlines Logo
10:27 am - 11:21 pmSJU  San Juan Luis Munoz Marin Intl-IAD Washington, D.C. Dulles Intl
13h 54m1 stop Miami
American Airlines Logo
6:01 am - 10:10 pmIAD  Washington, D.C. Dulles Intl-SJU San Juan Luis Munoz Marin Intl
15h 09m1 stop Miami
$284American Airlines
Wed, Apr 28 - Sat, May 1
American Airlines Logo
4:30 pm - 11:59 pmSJU  San Juan Luis Munoz Marin Intl-IAD Washington, D.C. Dulles Intl
7h 29m1 stop Charlotte Douglas
American Airlines Logo
8:11 pm - 10:48 amIAD  Washington, D.C. Dulles Intl-SJU San Juan Luis Munoz Marin Intl
14h 37m1 stop Charlotte Douglas
$284American Airlines
Fri, Jan 15 - Mon, Jan 18
United Airlines Logo
3:00 pm - 12:45 amSTT  Saint Thomas Island Cyril E King-IAD Washington, D.C. Dulles Intl
10h 45m1 stop Chicago O'Hare Intl
United Airlines Logo
8:56 am - 1:56 pmIAD  Washington, D.C. Dulles Intl-STT Saint Thomas Island Cyril E King
4h 00mnonstop
$326United Airlines
Sun, Nov 22 - Sun, Nov 29
United Airlines Logo
3:00 pm - 12:30 amSTT  Saint Thomas Island Cyril E King-IAD Washington, D.C. Dulles Intl
10h 30m1 stop Chicago O'Hare Intl
United Airlines Logo
8:56 am - 1:56 pmIAD  Washington, D.C. Dulles Intl-STT Saint Thomas Island Cyril E King
4h 00mnonstop
$327United Airlines
Fri, Jan 15 - Mon, Jan 18
Delta Logo
3:11 pm - 9:17 pmSTT  Saint Thomas Island Cyril E King-IAD Washington, D.C. Dulles Intl
7h 06m1 stop Atlanta Hartsfield-Jackson
Delta Logo
7:17 am - 2:53 pmIAD  Washington, D.C. Dulles Intl-STT Saint Thomas Island Cyril E King
6h 36m1 stop Atlanta Hartsfield-Jackson
$330Delta
Wed, Dec 2 - Mon, Dec 7
Avianca Logo
5:30 pm - 1:10 pmAUA  Oranjestad Reina Beatrix-IAD Washington, D.C. Dulles Intl
20h 40m1 stop Bogotá El Dorado
Avianca Logo
2:30 pm - 10:40 amIAD  Washington, D.C. Dulles Intl-AUA Oranjestad Reina Beatrix
19h 10m1 stop Bogotá El Dorado
$376Avianca
Fri, Nov 20 - Sat, Nov 28
Copa Airlines Logo
3:46 pm - 3:15 amAUA  Oranjestad Reina Beatrix-IAD Washington, D.C. Dulles Intl
12h 29m1 stop Panama City Tocumen Intl
Copa Airlines Logo
1:16 am - 10:05 pmIAD  Washington, D.C. Dulles Intl-AUA Oranjestad Reina Beatrix
19h 49m1 stop Panama City Tocumen Intl
$471Copa Airlines
Fri, Dec 25 - Mon, Jan 4
Copa Airlines Logo
2:22 pm - 11:32 pmPOS  Port of Spain Piarco Intl-IAD Washington, D.C. Dulles Intl
10h 10m1 stop Panama City Tocumen Intl
Copa Airlines Logo
1:13 am - 1:55 amIAD  Washington, D.C. Dulles Intl-POS Port of Spain Piarco Intl
23h 42m1 stop Panama City Tocumen Intl
$692Copa Airlines
Useful Info

Good to know

Low season

September

Cheapest flight

$149
Best time to beat the crowds with an average 6% drop in price.
Most popular time to fly and prices are also 11% 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 1555 reviews
7.8Boarding
7.4Comfort
8.1Crew
7.0Food
6.9Entertainment
Airline reviews

We were made to check our carry-on luggage because it did not fit the measurements. That’s what we were told, but I saw plenty of carry-on luggage on the plane that was the same size as ours

4.0 OkayAnonymous, Sep 2026
Read more Copa Airlines reviews

We were made to check our carry-on luggage because it did not fit the measurements. That’s what we were told, but I saw plenty of carry-on luggage on the plane that was the same size as ours

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

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.

Seats are made for children. An 8 hour flight with tiny seats is more like a cattle car. Lost bags at Rome airport caused a 7 hour delay.

Set on the plane for two hours before pushing off the gate due to the power source issue being fixed which was known before letting people board the plane. On top of that it was very hot as AC was not working properly. Terrible experience and limited communication provided by the crew on the status of the issue. They should let people deplane while issue is addressed instead of frying them and glued to the seats.

Worst boarding experience, flight extremely delayed causing super tight connect and deplaning was a disaster as ppl were pushing and shoving to get off. Then after flying over 8 hours had to get off a job to next flight. Limited beverage service in Business class (water or white wine) no food. The plane was very cold (temperature) so uncomfortable

The business class service was very good. The crew was helpful and the food was enjoyable. Boarding was well organized.

Entertainment was great. Seats were good. They did not have my pre-ordered hot food product available but did comp me something cold in place of the item.

No water or beverage was provided. I had to ask for water. The sole flight attendant had more interest in selling the credit card. In addition when we got to Dulles the plane and gate were misaligned and it took at least 15 minutes to get off the plane.

Flight was delayed almost an hour because the cleaning crew broke one of the bathroom doors.

When we boarded we were treated with care and it never stopped. Got towels before breakfast and after snacks was a lovely touch!

The flight crew was the worst I've experienced. If they worked for me, I would fire them immediately. They never smiled, they seemed angry and avoided passengers as much as possible. The food was not edible, and my luggage was lost. I will never fly United again!!!

Fought with Lufthansa was poor, seats are uncomfortable, food was bad and luggage did not arrive to IA

The old CRJ700's are rough, slightly larger regional jet would have been nice.

It took 1.5 hours for maintenance to sign off on a repair that was completed the night before. When we landed in DC we had to wait 20 mins for a gate. As a result I missed my connection. American seems to be reducing the number of ground ground crew and causing delays. This us not the first time.

The delays were not communicated well at all. I was in the airport for over 9 hours with little knowledge of if I was actually going to reach my destination.

Seats are very comfortable but WAY too small...i'm only 5'11" and 170 lbs but i barely fit in the chair! Food is just abysmal. I don't even bother eating. Staff were very professional, boarding was smooth, and plenty of room in overheads.

As per usual for my flights with American Airlines, One flight was very delayed and caused me to miss my connection and they moved my flight to another day. I called customer support and was moved back to my original day but different flights. My layover flight was delayed by an additional 30 minutes while the flight crew confirmed that the plane was airworthy. Ultimately, it is less hassle to drive 10 hours than to fly 6 hours with American Airlines. I recommend my friends and family to hitch hike over taking this terrible transit.

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.

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.

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

Airport staff was terrible, they made up excusses on how I can get to my terminal, I missed my flight then had to pay for A whole other flight! Worst experience ever, even A employee also loughed and said yea sorry for our poor training.

THE BARE METAL SEATS AT THE FRONTIER GATE IN CLEVELAND HOPKINS AIRPORT ARE DISGUSTING...BUT JUST A LITTLE BETTER THAN THE SEAT MATERIALS ON THE PLANE! THE "COMMERCIAL" ANNOUNCMENT PUSHING THE CREDIT CARD DEAL IS OBNOXIOUS AND UNWELCOME! THE VOLUME OF THE OFFER ANNOUNCMENET BLARES LOUDLY AND IS FILLED WITH A HYPED UP, CANNED SCRIPT. BOTTOM LINE IS THE FLIGHT AND THE CREW WERE VERY GOOD EXCEPT FOR THE ABOVE.

Maximizing profits is one way to a healthy bottom line, the other is repeat business and referrals from satisfied customers. Frontier has clearly chosen the former. One of many examples: Family emergency required me to cut trip short. Headed to the airport to fly standby for the return trip I had already paid for (yes I understand prices vary with demand etc). Was told there is no standby and that I would need to pay for, despite what it's called by the company, what amounts to a new ticket. And surprise surprise, there turned out to be dozens of empty seats on that flight. To say nothing of the sleazy third and fourth party resellers, the flight/ticket insurance I elected and thought I had paid for that mysteriously wasn't there when I needed it before I left, and on and on with third world sleazy management decisions. The inflight coffee (that I had to pay for) was very good though.

You have to be super careful when purchasing as *everything*, a carryon or a sip of soda, has a fee. They relentlessly chip away at you with surcharges and extra costs … and it’s not always clear what you are getting when you buy your ticket. Will not fly them again. And … crew were not friendly until off boarding .. like they don’t like working for Frontier.

Air was off while waiting on the runway and the temperatures became very uncomfortably hot. Flight attendants were very loud and rude the entire flight.

I booked tickets from San Diego to Cincinnati months in advance to attend my sister’s wedding, a wedding where I was serving as the officiant. At 10:00 PM the night before my 6:00 AM flight (just 8 hours before departure), I received an alert that my first leg to Denver was delayed, causing me to miss my connecting flight to Cincinnati. When I called Frontier customer service, they informed me that they couldn't get me on any other flight that would get me there in time for the Saturday wedding, let alone the rehearsal dinner. Because I had a critical role in the wedding, I was forced to buy a last-minute ticket on another airline for three times the original price, costing me well over $1,000 extra. Even with the emergency flight, I still missed the rehearsal dinner entirely. When I spoke with Frontier, they agreed to refund my original ticket, but showed zero care or accountability for the massive financial burden and distress they caused. Their "compensation" for causing me to spend an extra $1,000+ and miss an irreplaceable family event? A $75 Frontier voucher. Frontier completely dropped the ball. Their customer service showed zero empathy, and their reliability is non-existent. I will never fly Frontier again, and no one else should either if they actually need to get where they want to go. Tip for anyone flying from Denver to Cincinnati: Avoid Frontier connecting flights or layovers at all costs, especially for time-sensitive events. Book direct flights with an airline that actually offers reliable customer support and rebooking options when delays occur.

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.

Traveling to a place near Dulles Intl?

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Winchester
Linthicum Heights
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Greenbelt
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