$157 Find Cheap Flights from Caribbean to Reagan Washington National 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 Reagan-National departing on 9/9. 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 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

Thu, Aug 27 - Tue, Sep 1
JetBlue Logo
5:39 pm - 9:31 pm
SJU
-
DCA
3h 52mnonstop
JetBlue Logo
8:00 am - 11:59 am
DCA
-
SJU
3h 59mnonstop
$302JetBlue
Fri, Aug 28 - Mon, Aug 31
JetBlue Logo
5:39 pm - 9:31 pm
SJU
-
DCA
3h 52mnonstop
JetBlue Logo
8:00 am - 11:59 am
DCA
-
SJU
3h 59mnonstop
$304JetBlue
Wed, Sep 2 - Sat, Sep 5
Southwest Logo
1:20 pm - 11:05 pm
SJU
-
DCA
9h 45m
2 stops
Southwest Logo
11:55 am - 6:10 pm
DCA
-
SJU
6h 15m
1 stop
$306Southwest
Thu, Aug 27 - Wed, Sep 2
Southwest Logo
6:30 am - 3:30 pm
SJU
-
DCA
9h 00m
1 stop
Southwest Logo
6:55 am - 7:00 pm
DCA
-
SJU
12h 05m
1 stop
$311Southwest
Fri, Aug 28 - Mon, Aug 31
American Airlines Logo
7:30 am - 6:14 pm
SJU
-
DCA
10h 44m
1 stop
American Airlines Logo
8:32 am - 2:51 pm
DCA
-
SJU
6h 19m
1 stop
$313American Airlines
Thu, Oct 1 - Sun, Oct 4
American Airlines Logo
1:54 pm - 11:13 pm
MBJ
-
DCA
8h 19m
1 stop
American Airlines Logo
8:20 am - 12:53 pm
DCA
-
MBJ
5h 33m
1 stop
$316American Airlines
Fri, Oct 9 - Tue, Oct 13
Air Canada Logo
6:30 pm - 12:00 pm
NAS
-
DCA
17h 30m
2 stops
Air Canada Logo
12:40 pm - 1:35 pm
DCA
-
NAS
24h 55m
2 stops
$369Air Canada
Wed, Aug 26 - Sat, Aug 29
Air Canada Logo
2:35 pm - 10:18 am
NAS
-
DCA
19h 43m
1 stop
Air Canada Logo
4:20 pm - 1:35 pm
DCA
-
NAS
21h 15m
1 stop
$373Air Canada
Wed, Aug 19 - Sun, Aug 30
Delta Logo
3:22 pm - 10:44 pm
NAS
-
DCA
7h 22m
1 stop
Delta Logo
7:00 am - 1:57 pm
DCA
-
NAS
6h 57m
1 stop
$383Delta
Sat, Sep 12 - Mon, Sep 21
Delta Logo
3:18 pm - 11:44 pm
SXM
-
DCA
8h 26m
1 stop
Delta Logo
6:59 am - 1:53 pm
DCA
-
SXM
6h 54m
1 stop
$396Delta
Useful Info

Good to know

Low season

February

Cheapest flight

$157
Best time to beat the crowds with an average 6% drop in price.
Most popular time to fly with an average 14% increase in price.
Flight from San Juan 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 4234 reviews
8.6Crew
7.5Entertainment
7.0Food
8.1Boarding
8.0Comfort
Airline reviews

The flight was fine. Seats were very comfortable. Attendants were very friendly -

10.0 ExcellentMaggie, Jul 2026
SJO - BWI
Read more Southwest reviews

The flight was fine. Seats were very comfortable. Attendants were very friendly -

Friendly crew kept coming by to make sure all was ok, provide additional refreshments, etc.

It was good. Last flight was delayed but I always say that is in God's plan

Red eye from San Diego. Temperature of the cabin was way too warm and the air duct flowed very little air.

Overall good, just screaming kids in the area the whole flight.

My experience will Southwest was good. I wish there was more entertainment and the boarding process was slow at time but other than that my experience was great definitely will be flying with SouthWest again.

Flight was delayed by 2 hours, meaning that a flight to Dwnver which should have arrived at 11pm came into the airport at 1 am. Made for a very long day.

The flight was delayed about 20 minutes, but this was an evening flight, so it comes as no surprise. This flight came a good 1.5 days ahead of hurricane Helene which was still far out in the gulf. However, the flight never removed the seated buckle light. The staff announced from the beginning that due to the bad weather (I suppose the hurricane a day and a half away) they would have to do an abbreviated service with water and a snack. I am fine with their water and snack offering, but this was one of the smoothest flights I've had in years. If Southwest believes a flight like this requires everyone to remain seated, then all of their flights should remain buckled for the entire flight. I cannot help but wonder if things like this are a sneaky way to cut back on expenses since the airline is currently under a lot of pressure to reduce costs.

Although the flight was delayed, but the crew was amazing. They did the best they could to make the time enjoyable.

My experience was find with Southwest. The only issue I have is...at the exact time for me to check in...I don't understand how I always end up in C.

Flight was delayed multiple time and for more than 1 hr. My onward flight from BOS to MCI was also delayed. These delays have caused me so much inconvenience and Delta does nothing to ensure flights take off on time. No one knew why the inbound flight was delayed and what was the issue.

The second half of terminal C at Hartsfield was 80 something degrees. I was sweating just sitting at the gate.

Boarding was quick and i made my connection early due to early arrival time

First The flight got delayed because one of the crew members was late and we couldn’t board until she arrived. Then we all boarded and got held in the tarmac for another 30 min.

Flight delayed due to ground hold. Republic airways did a great job.

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.

Our flight gor canceled and there was no one to help us but told us to scan the qr code and fill the forms on-line. Very poor service especially we are tourists traveling to Washington DC for the 1st time.

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

We were delayed for about an hour from taking off due to traffic control procedures at the destination airport. But once in the air, the flight went well. The crew members were great and provided cabin service despite moderate turbulence during much of the flight.

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

Plane left & arrived early- 5 Crew great. Wi fi - paid for 2, only 1 worked - so so. Waste of $. Coolie was good

The entertainment wasn’t playing in the app or online.

Crew and agents misguiding on tight connections, and lack of connecting crew looking for inbound planes. A very avoidable missed connection as a result.

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.

We were several hours delayed due to confusion during boarding. Evidently the crew could not match the manifest with the boarded customers. After significant time trying to find individuals on board, a crew member walked through the entire plane re-scanning each of our boarding passes. Then we had to wait for a new slot to depart, and when we landed, our gate was not ready. It was a complete goat rodeo from start to finish.

My checked in luggage cost was $59, almost ticket price. The first 13 rows were empty, but fly attendant did not alow women with little boy change her middle sit, sweet boy was crying, I am so sorry for mother and passengers. At the end of the flight the cabin became impossible cold. Only good was timing of departure and early landing, but it suppose to be normal.

The gate attendant in Boston had a high raspy voice and spoke much too fast to be understood. Not pleasant.

Flight was quick, less time than expected, and the attendants all friendly and helpful. We had paid extra for more leg room and were very comfortable. Haven't flown JetBlue in quite a while. Glad to be back!

I specifically choose not to check bags to ensure I can proceed directly to ground transportation upon arrival. However, due to a recurring lack of cabin space, I was again forced to gate-check my rolling luggage after going through my luggage to take out electronics and batteries. This practice unilaterally changes the service agreement made at the time of purchase. JetBlue needs to find a better way to manage overhead space that honors the carry-on baggage allowance.

Both flights were significantly delayed. The flight experience itself was great.

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.

The free wi-fi was great. But, the flight delay was not sustainable. It definitely impacted people schedules and JetBlue didn’t do anything to compensate clients for it

My tv was broken on the flight which is disappointing when you pay for a seat and expect a service

Old plane. No outlets for laptop or phone. Seats worn out. Area around seat dirty.

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
Edgewood
Camp Springs
Ellicott City
Chesapeake Beach
Pikesville
Colonial Beach
Hunt Valley
Lutherville Timonium
Westminster
Stevensville
Capitol Heights

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

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