$173 Find Cheap Flights from Caribbean to Washington Dulles Airport - Compare and Save

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 8/1. 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.
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1 adult, Economy, 0 bags

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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

Thu, Aug 27 - Sun, Aug 30
American Airlines Logo
3:47 pm - 10:55 pm
SJU
-
IAD
7h 08m
1 stop
American Airlines Logo
5:08 am - 2:53 pm
IAD
-
SJU
9h 45m
1 stop
$301American Airlines
Thu, Jul 30 - Mon, Aug 3
American Airlines Logo
5:45 am - 10:52 pm
SJU
-
IAD
17h 07m
1 stop
American Airlines Logo
6:14 am - 11:50 pm
IAD
-
SJU
17h 36m
1 stop
$302American Airlines
Thu, Oct 15 - Sat, Oct 17
Frontier Logo
3:51 pm - 12:28 am
SJU
-
IAD
8h 37m
1 stop
Frontier Logo
6:46 pm - 11:38 pm
IAD
-
SJU
28h 52m
1 stop
$303Frontier
Sun, Aug 9 - Sun, Aug 16
Frontier Logo
6:26 am - 5:14 pm
SJU
-
IAD
34h 48m
2 stops
Frontier Logo
5:40 pm - 4:11 pm
IAD
-
SJU
22h 31m
1 stop
$310Frontier
Wed, Sep 9 - Wed, Sep 16
Delta Logo
9:10 am - 12:40 am
KIN
-
IAD
14h 30m
1 stop
Delta Logo
3:15 pm - 8:10 pm
IAD
-
KIN
5h 55m
1 stop
$391Delta
Thu, Aug 27 - Wed, Sep 9
Delta Logo
9:13 am - 8:55 pm
KIN
-
IAD
10h 42m
1 stop
Delta Logo
10:15 am - 8:10 pm
IAD
-
KIN
10h 55m
1 stop
$411Delta
Mon, Oct 19 - Fri, Oct 23
Copa Airlines Logo
7:09 am - 12:32 am
AUA
-
IAD
17h 23m
1 stop
Copa Airlines Logo
2:25 am - 12:10 pm
IAD
-
AUA
9h 45m
1 stop
$441Copa Airlines
Sat, Sep 5 - Fri, Sep 11
Copa Airlines Logo
2:57 pm - 12:32 am
KIN
-
IAD
8h 35m
1 stop
Copa Airlines Logo
2:25 am - 1:54 pm
IAD
-
KIN
12h 29m
1 stop
$499Copa Airlines
Thu, Sep 24 - Mon, Sep 28
United Airlines Logo
4:23 pm - 7:19 am
STI
-
IAD
14h 56m
1 stop
United Airlines Logo
8:33 am - 3:12 pm
IAD
-
STI
6h 39m
1 stop
$611United Airlines
Thu, Sep 24 - Mon, Sep 28
United Airlines Logo
4:23 pm - 7:19 am
STI
-
IAD
14h 56m
1 stop
United Airlines Logo
8:33 am - 3:12 pm
IAD
-
STI
6h 39m
1 stop
$635United Airlines
Useful Info

Good to know

Low season

September

Cheapest flight

$173
Best time to beat the crowds but there is an average 18% increase in price.
Most popular time to fly and prices are also 15% 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.
7.8
DeltaOverall score based on 8472 reviews
8.5Crew
8.1Boarding
7.8Entertainment
7.2Food
7.8Comfort
Airline reviews

I missed the flight because the Minneapolis flight was 49 minutes LATE, and the Boise flight LEFT 24 minutes EARLY!

2.0 MediocreAnonymous, Jul 2026
MSP - BOI
Read more Delta reviews

I missed the flight because the Minneapolis flight was 49 minutes LATE, and the Boise flight LEFT 24 minutes EARLY!

Our flight was delayed multiple times and then canceled at almost 1 in the morning. We are a family of 7, traveling with 5 young children. When the flight we were supposed to fly on finally arrived after waiting all day after an international flight into JFK we were informed our flight was in need of a copilot and once they located one we would take off. Then our flight was cancelled because the copilot was over his hours and they couldn't locate another. They knew before taking off from the previous location that the copilot would be unable to fly. They could have communicated the cancellation of the flight hours in advance. Once they cancelled and the pilot and copilot got off the flight, they joked about it. While there are understandably limits on flight time for pilots, they can still handle the situation in a professional manner. The late cancellation resulted in angry passengers that required police intervention in the airport. It also occurred so late and included other delta flights that after trying 15 different hotels, we were unable to secure a hotel room, they were all booked. No rental cars were available in the area either. We ended up staying in the airport with the 5 children. We made it home after 54 hours of travel with maybe 2 hours of sleep. Our luggage was lost and had to be claimed at the airport at our final destination. This was the worst trip I have ever taken and the worst airport I have ever spent time in. I met two individuals in the airport that were kind and helpful; Tonya Maingot Williams from the can we hel desk that worked to help get us rebooked and home, as well as provide us with care bags for our extended stay in the airport. The other individual was Danielle from Buffalo Wild Wings that was so very kind when we found a place to take our family we were traveling with to eat, all 11 of us and we were able to sit down together to enjoy a meal during such a stressful time.

My flight home from Knoxville, TN, included a layover in Atlanta. I boarded the aircraft in Zone 5 and although there was limited overhead space, I was able to put my 'backpack' style roller-bag above my seat. Unfortunately, due to continued bad weather, we had to deplane. There were many people who would have missed their connection, so they rebooked. When we were re-boarding, the gate agent welcomed zone 5 and then made an announcement: All roller-bags for zone 5 passengers and higher will need to be gate checked. I promptly pushed the telescoping handle in and held my bag like a backpack. I was able to bring it on board, which was a relief. Upon entering the aircraft it became apparent that there was easily 40% open overhead space. There were audible signs of angry passengers who felt duped into checking their bags when in fact there were noticeably LESS passengers on the aircraft and TONS of overhead space. I'm not sure what kinds of parameters are used to determine when to cut off roller-bags from being brought on board, but it seemed deceptive and underhanded to have so many people get stuck checking their bags when clearly there was ample room for at least one more zone.

Flight was delayed and then "they did not have time to load food". No snack or drink at all for 1.5 how flight. Somebody wasn't prepared.

No Internet, no backseat screen, no nothing. I bought a Delta ticket and ended up on American Airlines. How did that happen?

The flight was smooth, the crew was great but the plane was quite old

Flight was warm for first few hours and quite rough

Flight was delayed several times. At one point, they "pulled back" 15 minutes from the delayed boarding and sent a text saying we would board sooner than previously advised. The flight then was delayed again. And when we boarded, there was an unspecified technical issue which had us waiting in the plane for about an hour.

The Dekta Rep that checked us in was great. She's very personable, pleasant, and can tell she enjoys her job.

1st flight had mechanical issues after we boarded and almost took off. They tried to fix on runway but couldn’t do we went back to the gate. They couldn’t fix it there either. So we had to deplane and board another plane 2 hrs later. All in all our flight was delayed 4 hrs so we had to cancel some business meeting we had in London for the morning since we were supposed to arrive at 7am and did not arrive until 11:45am. Also, the 2nd plane had mechanical issues as well but fortunately they were able to fix on runway.

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.

Do not book it’s a scam! They stole $1200 from me

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.

Our flight was great with an unexpected upgrade. However, four days into our travel we are still without a piece of luggage. The bag tracker has not been accurate, the airline is not communicating with me or the luggage delivery service and no one is willing to take responsibility or guarantee any kind of support or reimbursement. Unfortunately, we do not have the option to easily shop to replace items as we are currently on a cruise. I have been very disappointed by United Airlines response.

The flight was canceled. I couldn't get on another flight. Meal voucher wouldn't work. The whole experience was a clusterfuck.

It was terribly delayed with zero support from united airlines. I reached at 1 am in the night. They did not provide any option to change the flights.

Flight was delayed 14 hours due to DC air show and weather. Missed connection to MUC.

Horrible I am at almost 2,000,000 miles on United. This was probably the worst flight ever. An hour and a half before takeoff I get a message that they’re changing the plane and I no longer have a seat in Polaris business Supposedly, there was a problem with the plane, but then there was no other plane Finally, they decided to bring a plane from Newark to Washington Dulles Of course the original flight was at 10:45 PM so by the time the plane got there it was 12:30 AM. It had not been cleaned. It had not been catered. They don’t really have people available to do those things when it’s not pre-programmed at 1 o’clock in the morning. The crew had to be changed And the new plane held 28 fewer people than the scheduled plane There is no way you can hate United Airlines enough The people at the gate were actually just fine, but it was management who was completely useless And did they send extra help to the people at the gate? Did they send supervisors? Of course not. Just don’t take United find somebody else or buy a boat

Flight attendants were great. Food mediocre. Bamboo utensils not Great especially if you have to cut something. Seating a bit crowded.

The crew was the worst ive ever had in my life flying with United Airlines, letting another person move my bag without asking and then the staff saying would the floor be better after I kept begging saying dont move my bag it has fragile things inside. This incident truly makes me they favor other customers more and I dont want to worry about being on the tail end. Especially if they dont listen any input, no care for what I asked but accommodated those who are reckless and disturb others more...

Our flight was delayed 2.5 hours from Lisbon to DC so we missed our connection to Seattle that would have arrived at about 9 PM. The agent initially said we had to stay overnight in DC and there were no other options to put us on to get us to Seattle. While on board I discovered a flight via American he could have put us in but by the time we arrived in DC that was sold out. We were then put on a flight to San Francisco that was also delayed then arrived in San Francisco and our flight to Seattle was also delayed so we ended up not arriving until 2:15 am. Our son could not pick us up so we ended up having to pay over $100 to Uber home. This is the second trip with United that the flight has been delayed causing us to miss an evening in Las Vegas and we were given nothing.

MY FAMILY'S LUGGAGE WAS LOST FROM ROME TO BARI. I WAS THE ONLY ONE THAT RECEIVED MY LUGGAGE FROM ROME TO BARI. AFTER DEPLANING IN BARI, WE WASTED A LOT OF TIME AT BAG CLAIMS LOST AND FOUND REPORTING THE CLAIM AND PLEADING FOR THE BAGS TO BE DELIVERED THE NEXT DAY. WE WERE TOLD THAT IT TAKES 3 DAYS MINIMUM TO DELIVER. MY DAUGHTER AND MY GIRLFRIEND NEEDED THEIR PERSONAL THINGS AND WE WERE STAYING 3 HOURS AWAY FROM THE BARI AIRPORT. WE HAD TO DRIVE 3 HOURS TO THE AIRPORT TO COLLECT OUR LOST LUGGAGE THE NEXT DAY. WE ARE NOT HAPPY WITH THE EXPERIENCE

There were no facilities in the middle of the aircraft and premium economy was not allowed to use the business class facilities, and had to share the only two toilets at the back with economy. The upgrade to Premium was definitely not worth it

My flight was 4 hours delayed on departure at 6a causing me to miss my connection at DCA. I had to scramble to find a seat home on a later flight and instead of an exit seat, I was in row 30 on a flight getting me home 5 hours later than planned. The AA team on the ground did a fine job. AA continues to run the airline like the passengers are cargo.

American Airlines changed are gate no fewer than four times. Walking back and forth from one concourse to another was exhausting, especially after all the flight delays.

Hydraulic leak caused the flight to be cancelled. Auto system scheduled us on a 3 am flight. Wevhsedvrebook on the app and hit schedules later in the afternoon. Our luggage per gate and ticket agent would be rescanned and put in our new flight. Did not happen. Our luggage stayed in hsv. Baggage claim in wash dc unable to help. We filed a claim. Several emails about our luggage were in conflict with one another. Called as baggage and was on hold 30 minutes. Oscar said one of 2 was out fir delivery then cancelled. About 45 minutes later both pieces were delivered. Their system is suspect

The airplane was an old model, the overhead didn’t have enough room for people’s items and made boarding and boarding disappointing and stressful. Crew allowed passengers to bring more than the permitted baggage sizes.

It was great. Smooth flight, comfortable, left on time and landed on time.

Horrible experience upon landing. Probably more due to DCA utter incompetence than AA.

Easy boarding. Rows are smaller but that may be an older and bigger me now :)

Flight has been delayed every time I've ever taken it. Seats uncomfortable. Children behind me yelling the entire flight. Some of this is out of their control but overall just consistently not a great experience.

Poor communication ahead of time about flight delays and old planes/other equipment.

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

The flight was great . But you only had one vegan item on the whole flight and someone prior to me took it . I was so disappointed cause I came in from the flooded area and couldn’t pick up anything prior to my flight .

I really didn't like anything. Paid for my checked luggage online ($79) and then was told that I would have to paid another $79 for my carry on. Was not allowed to enter the terminal until 3 hours before my flight and when I finally was allowed to check my bag and enter, my flight was delayed 3 times. When I finally landed, we were all instructed to "run off the plane" as they had to do a quick turn around to Las Vegas. Me and several of my flying companions will never fly Frontier again.

I paid for the upgraded bundle. Was worth it! Great experience round trip!

It was awful everything about it terrible I will never ever ever ride it again

It was awful ....my first time flying on it and I will NEVER fly it again ....everything about it was terrible .....most especially the flight attendants

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

There weren't enough employees at check in took awhile to get bags checked. There wasn't a wheel chair for me, I was sent to someone who turns out to work for a different airline, if My flight hadn't been delayed I probably would have missed my flight as it was, by the time I arrived at my gate, they started boarding in about 15 minutes. I don't know who took me to my gate, definitely was not the normal people who take passengers to the gate. I'm guessing she may have been in a management position. I wish I knew her name, she went beyond to help me. With that said everyone was kind, and were doing the best they could. So, I choose to say it was an Adventure, stressful start, but good. In the end went well. The situation was not only difficult for passengers but the employee's.

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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Everything you need to know for your flight to Dulles Intl

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