$102 Find Cheap Flights from Caribbean 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 2/11. 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

KAYAK searches hundreds of travel sites at once for deals on flights to Washington, D.C. Reagan-National Airport

Travelers love KAYAK
41.299.237 searches in the past 7 days on KAYAK

Save 23% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Bundle and saveSave money when you bundle your flight + hotel.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Everything you should know

Cheapest round-trip
$200
Typical prices: $469-$659
JetBlue
mié. 5/13mar. 5/19
STT - DCA • 1 stop
Cheapest non-stop
$227
Typical prices: $254-$348
JetBlue
jue. 2/19dom. 2/22
SJU - DCA • Non-stop
Start a new search
KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Reagan-National!
Flight Deals
Useful Info
Flight Deals

Cheap Flights from Caribbean 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 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 to Reagan-National

mié., may. 13 - mar., may. 19
JetBlue Logo
2:45 pm - 9:55 pm
STT
-
DCA
7h 10m
1 stop
JetBlue Logo
8:00 am - 1:48 pm
DCA
-
STT
5h 48m
1 stop
$200JetBlue
mié., may. 13 - lun., may. 18
JetBlue Logo
2:45 pm - 9:55 pm
STT
-
DCA
7h 10m
1 stop
JetBlue Logo
8:00 am - 1:48 pm
DCA
-
STT
5h 48m
1 stop
$210JetBlue
mié., ene. 28 - mié., feb. 4
American Airlines Logo
3:46 pm - 10:03 pm
STT
-
DCA
7h 17m
1 stop
American Airlines Logo
6:10 am - 2:36 pm
DCA
-
STT
7h 26m
1 stop
$221American Airlines
mié., feb. 11 - lun., feb. 16
American Airlines Logo
6:39 pm - 10:35 am
STT
-
DCA
16h 56m
1 stop
American Airlines Logo
6:41 am - 3:53 pm
DCA
-
STT
8h 12m
1 stop
$225American Airlines
vie., feb. 6 - mar., feb. 10
Southwest Logo
2:20 pm - 10:50 pm
SJU
-
DCA
9h 30m
1 stop
Southwest Logo
11:45 am - 8:55 pm
DCA
-
SJU
8h 10m
1 stop
$252Southwest
mié., feb. 25 - lun., mar. 2
United Airlines Logo
1:09 am - 1:07 pm
BQN
-
DCA
12h 58m
2 stops
United Airlines Logo
10:30 am - 11:57 pm
DCA
-
BQN
12h 27m
2 stops
$362United Airlines
mar., ene. 27 - dom., feb. 1
United Airlines Logo
3:35 pm - 10:56 am
NAS
-
DCA
19h 21m
1 stop
United Airlines Logo
9:07 am - 2:32 pm
DCA
-
NAS
5h 25m
1 stop
$365United Airlines
vie., ene. 30 - lun., feb. 2
Delta Logo
9:00 am - 11:32 pm
KIN
-
DCA
14h 32m
1 stop
Delta Logo
1:40 pm - 8:00 pm
DCA
-
KIN
6h 20m
1 stop
$373Delta
jue., ene. 29 - mié., feb. 25
Delta Logo
9:00 am - 6:29 pm
KIN
-
DCA
9h 29m
1 stop
Delta Logo
10:15 am - 8:00 pm
DCA
-
KIN
9h 45m
1 stop
$376Delta
mar., jun. 9 - mar., jun. 16
Southwest Logo
3:00 pm - 8:25 am
SXM
-
DCA
17h 25m
2 stops
Southwest Logo
6:00 am - 2:00 pm
DCA
-
SXM
8h 00m
1 stop
$715Southwest
Useful Info

Good to know

Low seasonJanuary
Cheapest flight$102
Best time to beat the crowds with an average 2% drop in price.
Most popular time to fly with an average 7% increase in price.
Flight from Saint Thomas Island to Reagan Washington National Airport

Reviews of the top 5 airlines serving from Caribbean to Reagan-National

 
Need help choosing which airline to fly with from Caribbean 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.
8.0
SouthwestOverall score based on 4258 reviews
7.5Entertainment
8.0Comfort
8.6Crew
8.1Boarding
7.0Food
Airline reviews

3 hour delay. Had to change plans and was still delayed.

2.0 MediocreAnonymous, Jan 2026
SFO - SAN
Read more Southwest reviews

3 hour delay. Had to change plans and was still delayed.

The staff was very friendly, professional, and courteous. The overall flight was a great experience.

The crew canceled the complementary snack and drink in anticipation of turbulence that never materialized. I was counting on the drink (water) to take the the doses of medication - prescribed for my heart condition - that were due during the flight. Since no snack or meal was served on this flight, I cannot rate the food quality. Otherwise, this flight was excellent.

Departure was delayed more than 1/2 hour while we waited for luggage (only) transfer from another flight/plane. Once approved for takeoff, the flight was excellent.

We got exit row seats both flights. Everything was running on time

Never went on board this flight. Kayak uses Underpricer (which is a scam business) as it's "customer service provider". This customer service is a classic bait and switch "service". I Got caught in the UnderPricer Bait and switch scam. 14 hours on the phone with people from India with heavy accents and upselling me to useless products. The original sell was a flight on spirit. Then they contact me later, an say after they have my money that the flight is no good as is is only one seat for a party of two. I am still in dispute to get my money back. Went to Spirit direct and had a beautiful vacation. I should never have used Kayak and their rip off artists UnderPricer.

The flight crew was extremely rude and especially not helpful when our flight was delayed.

Pretty seamless, just a tad bit late in taking off and landing.

Flight was fine other than there was a gate change that I was not notified of. By chance I happened to check my phone and saw the change, otherwise, we would have missed our connecting flight.

Haven’t flown on SW in years. Flight was on time departing and arriving. Served vegan butter onion flavored pretzels which were bad. Coke served was in a tiny paper cup. Crew was not engaging. Felt like they were going through the motions. Old plane, tight seats and no leg room.

It was good because we traveled without luggage, carry on only.

We departed late, and we arrived to Atlanta late for our connecting flight to Quito. I asked the flight attendant before landing to please make an announcement and let us go out of the plane first she agreed but never did the announcement. We run and arrived 3 minutes late and they closed the gate of the plane. We ended up staying one day in Atlanta for the next flight to Quito. When we arrived to Quito 2 of our 50lbs bags arrived completely broken and destroyed. I made the complaint and so far nobody in Delta wants to help.

I usually get upgraded so my experience is usually amazing. I did not get upgraded this time - which was fine - but the wifi had issues, the monitors were going in & out, & (though not Delta's fault) one of the gentlemen next to me desperately needed a shower.

The entertainment screens were not working and there was no air condition the entire flight. Very uncomfortable.

I have diamond medallion status and usually we are in comfort plus . We were in main this time ( which was fine ) and my husband wanted wine . I have at least 10 vouchers for drinks that are good for this year and next! The attendant would not take the picture of the voucher as proof and never came back to check as She asked me to pull it up on delta Wi-Fi. Instead my husband just used his Amex to buy the wine . Disappointing!!!

Food is basically Sun Chips, cookies or Cheezits. I had an exit row seat so I had plenty of room. The crew was very nice and efficient. Pilot kept us informed. Pretty good flight.

Air travel sucks. It continues to be awful for all airlines. No shame on delta alone.

It was Delta, but the flight attendants were stressful and disrespectful. I am a diamond member a travel weekly. I have not had a negative thing to share in quite some time. But this was noticeable.

Comfort Plus seat 11E seemed smaller than prior flights. The movie selection is good. Watched most of the most recent Tron movie. I'll watch the remaining part later as my movie is saved in the Delta Seatback Experience.

Flight was late from Newark to Atlanta, I asked flight attendant to please let my family of 3 out first when we landed to Atlanta because we were late for our connecting flight to Quito. She didn't and we were late for 5 minutes we couldn't board the plane and spend hours trying to get another flight with customer service for the next day.

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

It was probably one of the worst flights I’ve been on. The restrooms were never cleaned or stocked. The food was very subpar, and i usually enjoy airline food, so I was disappointed. It was just all around a bad experience. The only saving grace was the flight attendants.

The only downside was my cell phone charger wouldn’t work in the charging port but everyone else’s would work in them all. My cell phone cable works fine in my hotel room in Frankfurt.

Very thoughtful flight attendant offered me water immediately since I had run to make my connection.

Great crew, excellent landing, good food. Over all great experience. Thank you!

One bag is incorrect and not acceptable for an international flight. The food was not just good. I won't fly with them again.

We were upgraded to First Class and it was a great flight

Amazing I love American. I’ll never fly anyone else if I can help it.

I love American. I’ll never fly anyone else if I can help it.

Flight delay and multiple gate changes including a change near boarding time to another terminal, which in DFW is a pain. Pre-boarding delay and also a further delay on the ground after boarding. About an hour and a half total delay.

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.

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.

Very pleasant flight attendants. Gate crew rather loud chatting with each other.

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
Hunt Valley
Lutherville Timonium
Camp Springs
Stevensville
Westminster
Hyattsville
Capitol Heights

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

Information on your arrival and departure airports