$161 Find Cheap Flights from Caribbean Islands 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 9/21. 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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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

Mon, Sep 28 - Mon, Oct 5
JetBlue Logo
2:49 pm - 9:03 pm
SJU
-
DCA
6h 14m
1 stop
JetBlue Logo
7:35 am - 1:37 pm
DCA
-
SJU
6h 02m
1 stop
$295JetBlue
Thu, Sep 3 - Sun, Sep 6
JetBlue Logo
5:00 pm - 11:33 pm
SJU
-
DCA
6h 33m
1 stop
JetBlue Logo
11:52 am - 8:08 pm
DCA
-
SJU
8h 16m
1 stop
$295JetBlue
Wed, Aug 26 - Sat, Aug 29
American Airlines Logo
7:03 am - 9:13 pm
SJU
-
DCA
14h 10m
1 stop
American Airlines Logo
1:44 pm - 9:55 pm
DCA
-
SJU
8h 11m
1 stop
$306American Airlines
Fri, Aug 28 - Tue, Sep 1
American Airlines Logo
10:33 am - 8:59 pm
SJU
-
DCA
10h 26m
1 stop
American Airlines Logo
2:54 pm - 9:55 pm
DCA
-
SJU
7h 01m
1 stop
$306American Airlines
Wed, Aug 26 - Wed, Sep 2
Southwest Logo
5:15 am - 4:05 pm
SJU
-
DCA
10h 50m
1 stop
Southwest Logo
6:55 am - 7:00 pm
DCA
-
SJU
12h 05m
1 stop
$306Southwest
Fri, Oct 16 - Mon, Oct 19
Southwest Logo
10:50 pm - 11:05 am
SJU
-
DCA
12h 15m
1 stop
Southwest Logo
5:05 pm - 1:20 am
DCA
-
SJU
8h 15m
2 stops
$306Southwest
Wed, Sep 2 - Mon, Sep 7
United Airlines Logo
2:20 pm - 11:59 pm
SJU
-
DCA
9h 39m
1 stop
United Airlines Logo
6:30 am - 2:44 pm
DCA
-
SJU
8h 14m
1 stop
$316United Airlines
Fri, Sep 4 - Mon, Sep 7
United Airlines Logo
2:20 pm - 11:59 pm
SJU
-
DCA
9h 39m
1 stop
United Airlines Logo
6:30 am - 2:44 pm
DCA
-
SJU
8h 14m
1 stop
$316United Airlines
Tue, Sep 1 - Tue, Sep 8
Delta Logo
2:59 pm - 11:48 pm
SJU
-
DCA
8h 49m
1 stop
Delta Logo
4:00 pm - 10:19 pm
DCA
-
SJU
6h 19m
1 stop
$326Delta
Tue, Sep 1 - Tue, Sep 8
Delta Logo
1:19 pm - 10:59 pm
SJU
-
DCA
9h 40m
1 stop
Delta Logo
4:00 pm - 10:19 pm
DCA
-
SJU
6h 19m
1 stop
$326Delta
Useful Info

Good to know

Low season

February

Cheapest flight

$161
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 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 5 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.
7.8
DeltaOverall score based on 8486 reviews
8.1Boarding
7.8Entertainment
8.5Crew
7.8Comfort
7.2Food
Airline reviews

No tv. No free wifi. They need to ipgrade these planes - especially on a 2 hour flight.

6.0 GoodDavid, Jul 2026
DAL - ATL
Read more Delta reviews

No tv. No free wifi. They need to ipgrade these planes - especially on a 2 hour flight.

Flight was delayed for about an hour but overall good experience

Delta staff was exceptionally helpful and considerate. However, the first two of three flight legs were delayed making connections tentative and stressful.

Chaotic boarding at these gates, multiple gates squeezed in at the very end of a concourse, behind a restaurant. Agents gave up on boarding by individual zones. Flight itself was uneventful, which is all we hope for any more.

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.

What would be infinitely better if for Kayak to not offer this flight as if it was completely different airlines rather than United and then filtering me through some creepy discount site.

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.

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.

On time departure & early arrival. Made a long day much better.

Like all planes recently, entertainment is achieved by giving the patron free WiFi and letting them stream shows via the screen on a phone or tablet.

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 :)

Biggest problem for me is that I am Star Alliance Gold and they were not able to give me access to to Maple Lounge because of some computer glitch . It was management by information system. She could clearly see my status and still would not give me access because the computer woudl not let her. She should have override that be attentive to a customer and figure rhat out later

Flight got canceled last minute and rescheduled 3 days later, as if we do not have jobs and children to return to. 5+ hours on hold with customer support with no answer. We booked a different airline and spent 3x as much to escape Montreal bc of Air Canada. Still haven’t heard from them. Boooo

So we didn't actually go. We were hoping to go for the Inauguration of the first female president. When That Guy got elected, we bailed. Unfortunately, we got basically none of our money back, despite having travel insurance. Would not fly with Air Canada again unless I had to.

This was my first time flying on Air Canada and the experience was good and pleasant enough, great crew members and the price I paid was amazing,

One of the flight attendants was very attentive to a couple traveling with a child under 1 one year old.

It was fine. I wish their planes were newer to allow you to place your phone in seat in front of you to watch movies

It is air Canada so leaving 20 minutes late is very acceptable

I’m 5’3 115 lbs and felt so cramped in this express jet. My carry on actually meets the requirements and still had to be stuffed Into the overhead and barely fit down the aisle. Not a great experience. Air Canada needs to replace these planes.

The 1.5 hr flight was delayed for 2 hrs. And no coordinated

The plane used on this flight didn't have a working air conditioner. It was extraordinarily hot and uncomfortable.

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
Hanover
Springfield
Gaithersburg
Towson
Oxon Hill
Owings Mills
Greenbelt
Glen Burnie
Edgewood
Camp Springs
Ellicott City
Chesapeake Beach
Pikesville
Colonial Beach
Hunt Valley
Lutherville Timonium
Westminster
Capitol Heights
Stevensville

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

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