$171 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 7/16. 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

Fri, Aug 28 - Sun, Aug 30
American Airlines Logo
7:30 am - 6:14 pm
SJU
-
DCA
10h 44m
1 stop
American Airlines Logo
5:00 am - 12:40 pm
DCA
-
SJU
7h 40m
1 stop
$296American Airlines
Tue, Aug 11 - Tue, Aug 18
JetBlue Logo
6:27 pm - 11:32 pm
NAS
-
DCA
5h 05m
1 stop
JetBlue Logo
7:38 am - 5:22 pm
DCA
-
NAS
9h 44m
1 stop
$313JetBlue
Tue, Aug 25 - Mon, Aug 31
Southwest Logo
5:15 am - 12:35 pm
SJU
-
DCA
7h 20m
1 stop
Southwest Logo
12:15 pm - 10:10 pm
DCA
-
SJU
9h 55m
2 stops
$316Southwest
Tue, Sep 1 - Tue, Sep 8
American Airlines Logo
6:00 am - 12:38 pm
SJU
-
DCA
6h 38m
1 stop
American Airlines Logo
8:27 am - 4:11 pm
DCA
-
SJU
7h 44m
1 stop
$317American Airlines
Sun, Aug 30 - Thu, Sep 3
Southwest Logo
6:00 am - 6:50 pm
SJU
-
DCA
12h 50m
1 stop
Southwest Logo
2:50 pm - 11:05 pm
DCA
-
SJU
8h 15m
1 stop
$321Southwest
Wed, Aug 12 - Tue, Aug 18
JetBlue Logo
12:20 pm - 11:32 pm
NAS
-
DCA
11h 12m
1 stop
JetBlue Logo
7:50 am - 1:42 pm
DCA
-
NAS
5h 52m
1 stop
$322JetBlue
Thu, Sep 10 - Mon, Sep 14
United Airlines Logo
2:35 pm - 11:59 am
NAS
-
DCA
21h 24m
1 stop
United Airlines Logo
2:59 pm - 1:33 pm
DCA
-
NAS
22h 34m
1 stop
$373United Airlines
Sat, Sep 5 - Sat, Sep 12
Delta Logo
9:13 am - 7:34 pm
KIN
-
DCA
9h 21m
1 stop
Delta Logo
12:26 pm - 8:10 pm
DCA
-
KIN
8h 44m
1 stop
$389Delta
Thu, Jul 23 - Mon, Jul 27
United Airlines Logo
12:15 am - 7:46 am
BQN
-
DCA
7h 31m
1 stop
United Airlines Logo
3:10 pm - 11:09 pm
DCA
-
BQN
7h 59m
1 stop
$390United Airlines
Sat, Sep 5 - Sat, Sep 12
Delta Logo
9:13 am - 7:34 pm
KIN
-
DCA
9h 21m
1 stop
Delta Logo
12:26 pm - 8:10 pm
DCA
-
KIN
8h 44m
1 stop
$391Delta
Useful Info

Good to know

Low seasonFebruary
Cheapest flight$171
Best time to beat the crowds with an average 5% drop in price.
Most popular time to fly with an average 19% increase in price.
Flight from Aguadilla 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.
7.9
SouthwestOverall score based on 4246 reviews
8.6Crew
7.0Food
8.1Boarding
7.5Entertainment
8.0Comfort
Airline reviews

SW can't get their wifi right. I upgrade to insure wifi service but the last two trips had intermittent service. Not worth the extra costs.

6.0 GoodAnonymous, Jun 2026
TPA - DAL
Read more Southwest reviews

SW can't get their wifi right. I upgrade to insure wifi service but the last two trips had intermittent service. Not worth the extra costs.

The flight was late. The crew was rude. There was no food. Cramped and uncomfortable. Nothing about this flight was good.

Crew was rude, flight was late, wifi didn't work, no food, basically nothing about this flight was good.

It was just okay, no frills, basic transportation with no luxury. No screens on the seats, no water or drinks on a short flight. Full flight but at least it was on time.

Flight was constantly delayed with significant changes in time, it was supposed to get to Colorado Springs at 8:30 PM but it got there after midnight.

Over a 3 hour flight. The turbulence was almost imperceptible except for 2 short periods which were not bad and over quickly. The attendants claimed "Safety first" and sat looking at their phones for 3 hours with no drink or snack service. This isn't the first time with Southwest. I thinkit may be there new plan of operation. Oh, and it was June 18, Southwest's Birthday which offered free drinks. NOT.

Flight was delayed, full flight and I had to change gates. Southwest flights are always late later in the 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.

The internet that was free was terrible, the turbulence was pretty bad - uncontrollable I know.

It was as good as it could be. Flying is not a pleasant experience these days.

The plane was old and thus the seats were not good. No cushion left whatsoever, and it all was a bit worn out.

I was in Comfort and we didn’t get any drinks, chips or anything! First Class got full service on the flight and Comfort got nothing. Seat was horrible and uncomfortable

My flight was delayed by 4 hours in 30 minute increments. The gate agents were amazing but the communication was not. We were told that there was a maintenance issue but they didn't know what it was. That didn't inspire confidence. Then they said they found it and it was fixed and the pilot just needed to sign off. Then the pilot needed to talk to the other pilot from the arriving flight and we'd be fine. Then we were waiting for the pilot to call back. Then the maintenance issue wasn't fixed. Then they decided we were getting a new plane (why didn't they decide this earlier??). Fine. But then they announced we were changing gates AND terminals. And we were boarding in 20 minutes. So we all had to run to the new terminal gate. We could have taken off at that time, but we then had to wait for all the people who rebooked on a different flight to book this flight again. That took 30+ minutes because there was only one gate agent. When everyone ditched this flight, I saw it as an opportunity to upgrade to comfort. Delta, the greedy jerks they are, charged me $121. After their delay, their fault, their issues, couldn't even discount an upgrade. They only handed out $12 meal vouchers for the delay. I can't even get a snack from starbucks for that.

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.

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

Flight attendants were great. Food mediocre. Bamboo utensils not Great especially if you have to cut something. Seating a bit crowded.

The crew was the worst ive ever had in my life flying with United Airlines, letting another person move my bag without asking and then the staff saying would the floor be better after I kept begging saying dont move my bag it has fragile things inside. This incident truly makes me they favor other customers more and I dont want to worry about being on the tail end. Especially if they dont listen any input, no care for what I asked but accommodated those who are reckless and disturb others more...

Our flight was delayed 2.5 hours from Lisbon to DC so we missed our connection to Seattle that would have arrived at about 9 PM. The agent initially said we had to stay overnight in DC and there were no other options to put us on to get us to Seattle. While on board I discovered a flight via American he could have put us in but by the time we arrived in DC that was sold out. We were then put on a flight to San Francisco that was also delayed then arrived in San Francisco and our flight to Seattle was also delayed so we ended up not arriving until 2:15 am. Our son could not pick us up so we ended up having to pay over $100 to Uber home. This is the second trip with United that the flight has been delayed causing us to miss an evening in Las Vegas and we were given nothing.

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

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.

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.

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

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.

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

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
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Springfield
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Ellicott City
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Pikesville
Colonial Beach
Hunt Valley
Lutherville Timonium
Chesapeake Beach
Westminster
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