$102 Find Cheap Flights from Caribbean Islands to Reagan Washington National 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 Reagan-National departing on 2/24. 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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Everything you should know

Cheapest round-trip
$200
American Airlines
Tue 2/17Tue 3/31
STT - DCA • 1 stop
Cheapest non-stop
$247
Typical prices: $250-$348
JetBlue
Thu 2/19Mon 2/23
SJU - DCA • Non-stop
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Flight Deals
Useful Info
Flight Deals

Cheap Flights from Caribbean Islands to Reagan-National

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Caribbean Islands to Reagan-National 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 Islands to Reagan-National

Tue, Feb 17 - Tue, Mar 31
American Airlines Logo
4:37 pm - 9:09 am
STT
-
DCA
17h 32m
1 stop
American Airlines Logo
7:59 pm - 11:12 am
DCA
-
STT
15h 13m
1 stop
$200American Airlines
Tue, Feb 17 - Tue, Mar 31
American Airlines Logo
6:25 pm - 9:09 am
STT
-
DCA
15h 44m
1 stop
American Airlines Logo
6:59 am - 4:29 pm
DCA
-
STT
9h 30m
1 stop
$221American Airlines
Tue, Feb 10 - Mon, Mar 9
Delta Logo
3:10 pm - 9:34 pm
STT
-
DCA
7h 24m
1 stop
Delta Logo
7:59 am - 2:45 pm
DCA
-
STT
6h 46m
1 stop
$231Delta
Wed, Feb 18 - Mon, Feb 23
JetBlue Logo
5:15 am - 11:22 am
SJU
-
DCA
7h 07m
1 stop
JetBlue Logo
6:30 pm - 1:59 am
DCA
-
SJU
6h 29m
1 stop
$237JetBlue
Thu, Feb 19 - Mon, Feb 23
JetBlue Logo
6:20 pm - 9:22 pm
SJU
-
DCA
4h 02mnonstop
JetBlue Logo
6:30 pm - 1:59 am
DCA
-
SJU
6h 29m
1 stop
$242JetBlue
Mon, Feb 9 - Wed, Mar 4
Delta Logo
3:10 pm - 10:33 pm
STT
-
DCA
8h 23m
1 stop
Delta Logo
9:00 am - 4:22 pm
DCA
-
STT
6h 22m
1 stop
$242Delta
Tue, Apr 14 - Mon, Apr 20
United Airlines Logo
1:00 am - 10:30 am
SJU
-
DCA
9h 30m
1 stop
United Airlines Logo
11:55 am - 8:34 pm
DCA
-
SJU
8h 39m
1 stop
$252United Airlines
Sat, Feb 14 - Sun, Feb 22
Multiple Airlines Logo
4:05 pm - 10:59 pm
SXM
-
DCA
7h 54m
1 stop
Multiple Airlines Logo
6:50 pm - 4:00 pm
DCA
-
SXM
20h 10m
1 stop
$340Multiple Airlines
Sat, Feb 14 - Mon, Feb 23
Multiple Airlines Logo
4:05 pm - 10:59 pm
SXM
-
DCA
7h 54m
1 stop
Multiple Airlines Logo
6:59 am - 4:00 pm
DCA
-
SXM
8h 01m
1 stop
$341Multiple Airlines
Thu, Feb 19 - Mon, Feb 23
United Airlines Logo
3:35 pm - 8:51 am
NAS
-
DCA
17h 16m
1 stop
United Airlines Logo
7:00 am - 2:32 pm
DCA
-
NAS
7h 32m
1 stop
$361United Airlines
Useful Info

Good to know

Low seasonJanuary
Cheapest flight$102
Best time to beat the crowds with an average 1% drop in price.
Most popular time to fly with an average 6% increase in price.
Flight from Saint Thomas Island to Reagan Washington National Airport

FAQs for booking Caribbean Islands to Reagan Washington National Airport flights

  • How does KAYAK find such low prices on flights from Caribbean Islands to Reagan Washington National 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 Islands to Reagan Washington National Airport.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Caribbean Islands to Reagan Washington National Airport?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Reagan Washington National Airport from Caribbean Islands 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 Islands to Reagan Washington National 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 Reagan Washington National Airport with an airline and back to Caribbean Islands with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Caribbean Islands to Reagan Washington National 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 Reagan Washington National Airport from Caribbean Islands 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 Islands to Reagan-National

 
Need help choosing which airline to fly with from Caribbean Islands to Reagan-National? 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
7.8Entertainment
7.2Food
8.1Boarding
8.5Crew
7.9Comfort
Airline reviews

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.

10.0 ExcellentZebrina, Jan 2026
LGA - CAE
Read more Delta reviews

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.

This long-haul international flight was the most comfortable among any of the same kind of flight operated by an American-headquartered airline - second to none!

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

On time on a day with lots of weather cancellations on other flights. Thank you for getting me home during a winter storm!

Don't change gate multiple times make people run across the airport. Announce delays in a timely manner. Have maintenance crew ready. Don't delay and keep passengers on the plane for 3 hrs. on tarmac.

The plane was experiencing problems with the HVAC system, it was very cold in the front of the plane and very hot in the back.

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.

Terrible. They canceled our early morning flight after midnight on the day of and had no available flights to rebook my family on for the next 72 hours. Yet they still had other flights that were not cancelled from JFK so it couldn’t be based on the weather. It felt like they canceled the flight based on it not being profitable enough for them. I am not interested in traveling with the again. The absolute worse customer service and lack of accountability.

Horribly rude check in at airport, worst in 25 years of flying. All over a simple issue they could have googled to resolve.

First time flying with JetBlue and never again. I went to the counter to request meet and assist because I'm 74 and my wife is 79. I walk with a cane and my wife is handicapped and has her own wheel chair. I told the agent that my wife and luggage was at the entrance door. The ticketing agent said to me that they don't offer meet and assist. I need to bring them our luggage and then go back and get my wife in order to get my boarding pass. As I went back to get my luggage a Southwest agent along with a TSA agent recognized the situation and came over and took my wife and luggage to the JetBlue ticketing counter alongside the line and told the JetBlue agent to issue to take our luggage as soon as they could.

Our flight was delayed 5 hours, very disorganized, bad communication, confusion. Only good thing was the crew.

1) No pilot available for 1 hour 2) no room for most passengers careyon in overhead—-> stowed below 3) when we landed we had to wait 45 min. Before docking at gate as gate was not ready

It was good. I prefer JB over other airlines.I just wish we had headphones for the films, but other than that - good.

we were delayed because of some safety check that wasn't done or available

Qatar Airways only had spicy meals on the menu in economy class. You might want to get food in the airport before boarding.

The ride share experience in JFK is terrible. After traveling on a flight, then you need to take a subway to the last stop to get an uber or lyft. Unacceptable. Bad job JetBlue for permitting JFK and Port Authority to do this to your passengers.

The flight was two hours late due to a computer fault and resulting maintenance. Nothing was offered as compensation beyond bottles of water during the time we were deplaned and waiting in the terminal.

Traveling to a place near Reagan-National?

Book flights to Reagan-National if you plan to visit one of these locations
Linthicum Heights
Hanover
Springfield
Gaithersburg
Towson
Oxon Hill
Owings Mills
Glen Burnie
Greenbelt
Ellicott City
Edgewood
Colonial Beach
Pikesville
Lutherville Timonium
Hunt Valley
Camp Springs
Stevensville
Westminster
Hyattsville
Chesapeake Beach

Everything you need to know for your flight to Reagan-National

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