$122 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 8/29. 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 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

Tue, Aug 4 - Wed, Aug 5
American Airlines Logo
12:55 am - 9:16 am
SJU
-
DCA
8h 21m
1 stop
American Airlines Logo
11:54 am - 6:34 pm
DCA
-
SJU
6h 40m
1 stop
$240American Airlines
Tue, Aug 4 - Wed, Aug 5
American Airlines Logo
12:55 am - 10:59 am
SJU
-
DCA
10h 04m
1 stop
American Airlines Logo
5:35 pm - 11:59 pm
DCA
-
SJU
6h 24m
1 stop
$241American Airlines
Wed, Aug 19 - Sun, Aug 23
American Airlines Logo
7:30 am - 6:14 pm
SJU
-
DCA
10h 44m
1 stop
American Airlines Logo
5:35 pm - 12:15 am
DCA
-
SJU
6h 40m
1 stop
$276American Airlines
Thu, Sep 3 - Mon, Sep 7
Delta Logo
2:49 pm - 11:48 pm
STT
-
DCA
8h 59m
1 stop
Delta Logo
6:00 am - 1:34 pm
DCA
-
STT
7h 34m
1 stop
$311Delta
Thu, Sep 10 - Sun, Sep 13
JetBlue Logo
3:10 pm - 11:40 pm
MBJ
-
DCA
7h 30m
1 stop
JetBlue Logo
6:00 am - 1:51 pm
DCA
-
MBJ
8h 51m
1 stop
$315JetBlue
Tue, Sep 1 - Sun, Sep 6
JetBlue Logo
6:24 pm - 10:59 pm
NAS
-
DCA
4h 35m
1 stop
JetBlue Logo
8:25 am - 5:14 pm
DCA
-
NAS
8h 49m
1 stop
$316JetBlue
Tue, Aug 18 - Sun, Aug 23
Southwest Logo
8:20 am - 6:25 pm
SJU
-
DCA
10h 05m
2 stops
Southwest Logo
6:35 pm - 12:30 am
DCA
-
SJU
5h 55m
1 stop
$320Southwest
Thu, Sep 3 - Mon, Sep 7
Delta Logo
2:49 pm - 11:48 pm
STT
-
DCA
8h 59m
1 stop
Delta Logo
6:00 am - 1:34 pm
DCA
-
STT
7h 34m
1 stop
$332Delta
Tue, Jun 23 - Mon, Jun 29
United Airlines Logo
4:45 pm - 10:23 am
AUA
-
DCA
17h 38m
1 stop
United Airlines Logo
8:25 pm - 2:00 pm
DCA
-
AUA
17h 35m
1 stop
$432United Airlines
Thu, Sep 3 - Mon, Sep 7
Southwest Logo
2:35 pm - 8:30 am
STT
-
DCA
17h 55m
2 stops
Southwest Logo
6:00 am - 1:50 pm
DCA
-
STT
7h 50m
1 stop
$490Southwest
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Good to know

Low seasonFebruary
Cheapest flight$122
Best time to beat the crowds with an average 6% drop in price.
Most popular time to fly with an average 10% increase in price.
Flight from Saint Thomas Island to Reagan Washington National Airport

FAQs for booking Caribbean to Reagan Washington National Airport flights

  • How does KAYAK find such low prices on flights from Caribbean 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 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 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 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 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 with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Caribbean 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 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 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 4264 reviews
8.0Comfort
7.5Entertainment
8.6Crew
8.1Boarding
7.0Food
Airline reviews

The first time I flew in the extra legroom section. It was difficult to notice a difference. I had bad luck with my neighbors. The crew was okay. Southwest has reduced the live TV options.

4.0 OkayAnonymous, May 2026
MDW - LAX
Read more Southwest reviews

The first time I flew in the extra legroom section. It was difficult to notice a difference. I had bad luck with my neighbors. The crew was okay. Southwest has reduced the live TV options.

The flight was smooth. The Southwest experience has degraded overall, but this one was okay.

No gluten free snacks. Seats felt worn or bare bones even though it was a new 737 MAX 8.

One major problem that was very unprofessional and uncalled for. Plane landed and we had to wait 20 minutes to get off the plane since they were waiting for someone to come to the gate to drive the jetway. Southwest couldn't have someone available and waiting for the plane to land? Is there only one person in Hobby airport who knows to drive the jetway? Was he at lunch? In the bar? Uncomfortable and uncalled for!

The checking experience in Orlando was terrible, almost missed the flight. Too many travelers and Southwest completely understaffed.

I'm glad it wasn't only 75% full because I could get a good seat

if I was good. Not happy that I have to pay extra money to get the seat I need for lake room, but I guess that’s a sign of the times.

Seats were very comfortable. They tilted back. Drinks and snacks were free and served 3 times. Attendants were awesome.

Plane was clean and comfortable. Flight attendants and gate staff were professional, friendly and efficient. Boarding and deplaning were orderly and efficient. All in all, the typical excellent Southwest experience.

Truly terrible. Will never willingly fly southwest again. Seats are worse than before they switched to assigned seating. One flight attendant was the opposite of helpful (rude, unhelpful, dismissive, and as my stranger seatmate said unprompted: a total prick). This caused me, 15 minutes into the flight, to book an alternate return flight home on a competing airline (first class 1.2k purchase instead of my existing planned flight) just so I would not have to ever be on that aircraft, with that terrible service person, with those horrific seats ever again.

No service flight that took 5 hrs and a stop at an unscheduled airport. Crew and pilots did their jobs

Clean planes and not take my comfort class seat away.

Weather caused a long delay, but the efficiency and updates from the pilot were helpful. We were able to make our connection fortunately.

Flight was delayed. Then eventually cancelled. The female staff that was announcing overhead was unprofessional. She was telling everyone that the company is not going to give any money for taxi, hotel etc. then eventually the flight was cancelled.

My service light was on 15 minutes before I had to get up and find a glass of ice. And I was in business class. The meals were not for either my wife and I. She did not eat the entire 10 hour flight and I managed a bowl of soup. I was expecting much more from business with what we paid.

Planes were clean, no water or snacks on either flight.

Free & relatively fast Wi-Fi. Would've liked a wider drink selection.

I continue to be satisfied with Delta’s excellent service out of LGA. The digit id works well and gets me through security in no time. Whenever possible, I choose Delta.

Was revoked with Jet Blue due to delay from Kenya Air

Enjoyed it very much. Especially liked the free WiFi that Delta offers.

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

Our flight to Rome, Italy was cancelled the day of and we were never informed. We only found out because I was trying to get into my husbands account and called to get his account number. Had to pay more for worse seating on another airline.

The economy seat was much less comfortable for an international flight in terms of recline and moving space when food tray is expanded. Per entertainment, it would be amazing if I could connect my Bluetooth headset or ear phones to the entertainment screen. Or provide in-flight wifi to connect directly from my own device.

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

It was fine for what it was. It’s not luxury travel but it was efficient, for the most part. Having my carry-on transferred into luggage however, was unwelcome.

Jet blue is always good - the one weird thing was that they started boarding about 20-30 minutes before the official boarding time on the app. Just something to be aware of!

We had better-than-average leg room and I loved the access to shows and movies. During boarding, we could not hear the agent even though we were close to the boarding door, which was kind of scary when we realized that half of the passengers had already boarded. Also, the entertainment was awesome, but I could not hear the movie as well as I would have liked, because my headphones were crappy. It would have been better if I could connect my own ear buds via Bluetooth or if JetBlue provided headphones.

On time, friendly attendants, quick wheelchair assistance and help checking in bags. Also appreciated change in seats, more forward to make it easier for my 97 year old mother to board and exit the plane. Thank you, JetBlue!

Flight did not have onboard charging and TV screen flickering.

I was seated next to an autistic child who was out of control and had a child behind me kicking my seat for most of the trip. I will never fly JetBlue again. Ever. I don't care how cheap it is. It's terrible.

Boarding process was terrible. No assigned seat until the gate, then a long line to get seat assignment.

This was the first flight I've taken since pre-pandemic. I was pleased with how orderly the boarding and disembarking went. The seats were comfortable. I loved that there was no "first class'. The attendants and passengers I met were all very friendly and welcoming.

Boarding was easy. Provided drinks and snacks. Good aircraft and staff

Not very happy because of the long delaying which causes our luggages were not on the connection flight and nearly missed our connection flight.

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.

Traveling to a place near Reagan-National?

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

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