$138 Find Cheap Flights from Caribbean to Washington Dulles Airport

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 8/19. 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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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

Tue, Jun 9 - Fri, Jul 17
Multiple Airlines Logo
7:00 am - 11:17 pm
SJU
-
IAD
16h 17m
2 stops
Multiple Airlines Logo
6:46 pm - 2:34 pm
IAD
-
SJU
19h 48m
1 stop
$287Multiple Airlines
Mon, Jun 8 - Wed, Jul 29
Multiple Airlines Logo
7:00 am - 6:01 pm
SJU
-
IAD
11h 01m
1 stop
Multiple Airlines Logo
12:28 pm - 12:41 am
IAD
-
SJU
12h 13m
1 stop
$294Multiple Airlines
Tue, Sep 1 - Tue, Sep 8
Frontier Logo
6:25 am - 6:42 pm
SJU
-
IAD
12h 17m
1 stop
Frontier Logo
1:38 pm - 11:29 pm
IAD
-
SJU
9h 51m
1 stop
$296Frontier
Tue, Jun 9 - Wed, Jun 10
Frontier Logo
6:00 am - 8:02 pm
SJU
-
IAD
14h 02m
1 stop
Frontier Logo
12:32 pm - 12:37 am
IAD
-
SJU
12h 05m
1 stop
$298Frontier
Thu, Aug 6 - Tue, Aug 11
American Airlines Logo
7:05 am - 11:47 pm
SJU
-
IAD
16h 42m
1 stop
American Airlines Logo
7:57 am - 11:59 pm
IAD
-
SJU
16h 02m
1 stop
$301American Airlines
Thu, Jun 4 - Mon, Jun 8
United Airlines Logo
4:40 pm - 9:00 pm
PUJ
-
IAD
28h 20m
1 stop
United Airlines Logo
10:29 pm - 12:15 pm
IAD
-
PUJ
13h 46m
1 stop
$376United Airlines
Wed, Jul 8 - Fri, Jul 24
American Airlines Logo
1:49 pm - 8:49 am
PUJ
-
IAD
19h 00m
2 stops
American Airlines Logo
8:22 pm - 12:49 pm
IAD
-
PUJ
16h 27m
2 stops
$396American Airlines
Thu, Jun 11 - Wed, Jun 24
United Airlines Logo
12:35 pm - 7:22 am
NAS
-
IAD
18h 47m
1 stop
United Airlines Logo
6:10 am - 2:57 pm
IAD
-
NAS
8h 47m
1 stop
$431United Airlines
Thu, Jun 4 - Tue, Jun 9
Copa Airlines Logo
7:10 am - 4:21 am
AUA
-
IAD
21h 11m
1 stop
Copa Airlines Logo
2:21 am - 10:00 pm
IAD
-
AUA
19h 39m
1 stop
$431Copa Airlines
Fri, Oct 2 - Mon, Oct 5
Copa Airlines Logo
1:19 pm - 12:32 am
AUA
-
IAD
11h 13m
1 stop
Copa Airlines Logo
4:34 pm - 12:10 pm
IAD
-
AUA
19h 36m
1 stop
$446Copa Airlines
Useful Info

Good to know

Low seasonSeptember
Cheapest flight$138
Best time to beat the crowds but there is an average 23% increase 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 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 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.
7.5
Copa AirlinesOverall score based on 1579 reviews
7.4Comfort
6.8Food
8.1Crew
7.7Boarding
6.8Entertainment
Airline reviews

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

2.0 MediocreTalicia, Mar 2026
PTY - RDU
Read more Copa Airlines reviews

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

Flight got delayed; had to go through security three times.

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.

Horrible. No TV or any type of entertainment on board. Passwnger listening to/watching stuff on their own phone with no headphones making it noise and uncomfortable for everyone else, little/tiny food portions, old seats, useless wifi (cant access anything). Horrible exlerience especially it was a lomg distance flight with kids.

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

Boarding was quick & efficient; they gave boarding groups due priority; staff & air crew were very cordial and helpful, pleasant flight.

Cops Airlines is fantastic! The level of care and professionalism provided by the entire crew was top rate.

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

We were a little disappointed to not be able to complete check in online without uploading pics of passports. Also we have KTN's and they weren't on our boarding passes when we got to security. Had to trek back to counter to have them fix.

Excellent service in Polaris class IAD to ZRH. Arrived rested and well fed after the overnight flight.

It's a short hop. My carryon was checked at the gate, I didn't have to drag it all over the airport. Excellent wheelchair assist.

Was great in general, try to respect time and excuses when slight changes have been made, appreciated!

Terrific in every way. On time, professional staff, multiple movie options to select, great food and drink.

My bags were misplaced!!! Im in a foreign country with no bags

I liked that it was on time, however, the food was not good.

Offered to check carry on to final destination. This is the most absurd thing in the world. I'm carrying on because I need what is in the carry-on. I'm okay with picking up at next stop but then I will be on much larger plane that can accommodate it. Also, if there is ever a change to your flight. Go to the airport and have the people there fix your ticket. Don't do it over the phone or online with United they screwed us up and ended up with flights for our last leg that took off before our first leg.

United is one airline which regardless of how many separate United tickets in existence, if one flight breaks down, the airline will take care of all the flights.

It was okay, the food was good, but after the landing there was not enough time for luggage and security to catch a connection. It was crowded on board.

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.

Never going to fly your airline again if it can be avoided.

Not to have gotten delayed by 2+ hours for the fourth straight American flight. They're the worst.

Other than nearly three hour delay for maintenance issues, everything went smooth

Snow delayed boarding several times, which I understand happens. Issue I had was that after we did board, pilot told us we were going to roll out to be de-iced, then on our way. We were de-iced once, taxied to the tarmac and then stopped. Sat for another 30 minutes or so, the another de-icing. Then we rolled out to a parking spot, only to sit for another hour due to a traffic stop in DCA, which I'm confident they knew would happen before we boarded. Pilot gave no updates other than we had to hold, attendants did speak to the crew, but when asked, said the pilot would be updating us. We on the ground in the plane waiting for over 2 hours. They did communicate that bathrooms would be open, but no other news until we left. Would have been better to be up front about status.

The staff at the check in counter was so rude. Made you feel Incompetent

Frontier scheduled a 40 minute connection in DEN. What they failed to mention was that they “close the doors” 20 mins prior to departure, which means you only have 20 mins. Not enough time. Possibly against DOT regulations. Filing complaint.

Flight was scheduled at 9:40pm. Got delayed to 10 am, the next day. crazy

The bag check, flight check-in, and onboard experience convinced my wife and me that we will actively go out of our way to avoid flying Frontier Airlines in the future. At bag check, we were informed that check-in could only be completed via the Frontier mobile app. Unfortunately, the app was extremely frustrating—sending us through repetitive, confusing loops that repeatedly forced us to decline add-on services with nearly every click. While most airline apps upsell, this one felt intentionally exhausting. As the process dragged on, we became genuinely concerned that my phone battery would die before check-in could be completed. We approached the bag check staff—who were standing together talking—and explained both our frustration and our predicament. They laughed. Later, my wife described the interaction as “gaslighting,” which felt accurate. We were then informed it would cost $25 per person simply to have our boarding passes printed. From that point forward, the tone of the experience was consistently hostile. The bag check employees were condescending and combative, behaving more like bullies than customer service staff. Unfortunately, that same attitude continued onboard. One flight attendant argued with me when I attempted to stow my backpack in the overhead bin. I explained that we had each paid $75 to check our bags specifically so we would not need to use carry-on space and could have adequate legroom. She demanded to see my ticket, pointed out that it said “no carry-on”—which I acknowledged—and I reiterated that this was precisely why we paid to check our bags. Her response was, “I don’t make the rules.” She then walked away, but not before asking if I “truly wanted to fly back to Chicago today?”—an unnecessary and unmistakable threat. It is also worth noting that despite booking our tickets together in the same transaction, we were not seated together. Upon our return to Chicago—where we could once again sit together—we compared onboard experiences. We both remarked on how unhappy the flight attendants appeared and how each of us was separately asked whether we would like to purchase a beverage. We declined. At no point was water mentioned as an option, leaving us with the clear impression that even water came at a cost—or that complimentary water, if available at all, was deliberately left unmentioned. Overall, the experience was shocking and deeply disappointing, but it was also a profound learning experience—one we will not forget and will not repeat. -Steve

Plane was hot and miserable and the crew was rude!

12 hour delay required getting on and off plane 3 times - would have at least liked to have been offered a snack or drink

They didn’t offer a water, even after I asked

Zero issues with this flight. Crew was outstanding and flight was super. Plane was clean and fine. The seats need more padding and water should be provided without cost. I recognize it's Frontier but there are some things that should still be part of the flight. But still very satisfied with the experience and quality.

They switched our terminal 3 times and we were delayed for four plus hours!!!

It was an early flight and most people napped/slept and the crew let us which was nice.

Traveling to a place near Dulles Intl?

Book flights to Dulles Intl if you plan to visit one of these locations
Winchester
Linthicum Heights
Hanover
Springfield
Gaithersburg
Towson
Oxon Hill
Martinsburg
Owings Mills
Charles Town
Greenbelt
Glen Burnie
Ellicott City
Edgewood
Colonial Beach
Pikesville
Camp Springs
Hunt Valley
Lutherville Timonium
Chesapeake Beach

Everything you need to know for your flight to Dulles Intl

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