$168 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 8/6. 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

Thu, Sep 3 - Tue, Sep 8
Southwest Logo
6:30 am - 2:40 pm
SJU
-
DCA
8h 10m
2 stops
Southwest Logo
6:00 am - 12:20 pm
DCA
-
SJU
6h 20m
1 stop
$281Southwest
Thu, Sep 3 - Mon, Sep 7
Southwest Logo
6:30 am - 3:30 pm
SJU
-
DCA
9h 00m
1 stop
Southwest Logo
2:50 pm - 11:05 pm
DCA
-
SJU
8h 15m
1 stop
$286Southwest
Tue, Aug 25 - Sat, Aug 29
Southwest Logo
5:15 am - 4:05 pm
SJU
-
DCA
10h 50m
1 stop
Southwest Logo
8:15 am - 6:05 pm
DCA
-
SJU
9h 50m
2 stops
$306Southwest
Tue, Sep 1 - Tue, Sep 8
American Airlines Logo
3:28 pm - 12:57 am
SJU
-
DCA
9h 29m
1 stop
American Airlines Logo
6:00 am - 12:40 pm
DCA
-
SJU
6h 40m
1 stop
$308American Airlines
Sat, Aug 22 - Mon, Aug 24
American Airlines Logo
7:05 am - 6:14 pm
SJU
-
DCA
11h 09m
1 stop
American Airlines Logo
5:00 am - 12:40 pm
DCA
-
SJU
7h 40m
1 stop
$317American Airlines
Wed, Nov 4 - Tue, Nov 10
JetBlue Logo
3:39 pm - 11:34 pm
AUA
-
DCA
8h 55m
1 stop
JetBlue Logo
6:00 am - 2:33 pm
DCA
-
AUA
7h 33m
1 stop
$367JetBlue
Fri, Sep 18 - Sun, Sep 20
JetBlue Logo
3:54 pm - 9:07 pm
NAS
-
DCA
5h 13m
1 stop
JetBlue Logo
6:14 am - 4:00 pm
DCA
-
NAS
9h 46m
1 stop
$381JetBlue
Sat, Sep 5 - Sat, Sep 12
Delta Logo
9:13 am - 5:30 pm
KIN
-
DCA
7h 17m
1 stop
Delta Logo
9:00 am - 7:30 pm
DCA
-
KIN
11h 30m
1 stop
$381Delta
Thu, Jun 25 - Thu, Sep 17
Delta Logo
9:00 am - 10:47 pm
KIN
-
DCA
12h 47m
1 stop
Delta Logo
6:00 am - 7:30 pm
DCA
-
KIN
14h 30m
1 stop
$396Delta
Wed, Aug 5 - Sun, Aug 16
United Airlines Logo
2:00 am - 12:23 pm
POS
-
DCA
10h 23m
1 stop
United Airlines Logo
1:01 pm - 12:50 am
DCA
-
POS
11h 49m
1 stop
$636United Airlines
Useful Info

Good to know

Low seasonFebruary
Cheapest flight$168
Best time to beat the crowds with an average 7% drop in price.
Most popular time to fly with an average 16% 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.
7.9
SouthwestOverall score based on 4235 reviews
8.0Comfort
7.5Entertainment
8.1Boarding
8.6Crew
7.0Food
Airline reviews

Flight was delayed over 3 hours. Planes were dirty. Staff indifferent. And they serve vegan pretzels as snacks.

2.0 MediocreMatthew, Jun 2026
CVG - MDW
Read more Southwest reviews

Flight was delayed over 3 hours. Planes were dirty. Staff indifferent. And they serve vegan pretzels as snacks.

It was great. The gate staff were very helpful in Portland when my son forgot his rolling bag and had to go back to get it just in time to make it on the plane. We really appreciate that. Great job!

Airline is not very senior friendly. Flights are late, forcing us to run to the connecting flight. Food is awful. Wish they would go back to pretzels and peanuts. During flight, pressurization isn’t quite right and all of our ears get plugged. Everything is nickel and dime, charging for boarding, seat selection and legroom. While a screen at the desk in the gate area says check your roll on bag now for free due to space limitation, the employee at the desk will not check the bag without a $100 fee. Insane.

Kayak could’ve posted the correct gate number. Almost missed my flight.

Slow boarding, limited food and drink portions. Bad delays and turbulence

there were two flight attendants that were up front...that were the best! They get KUDOs for making my trip only fantastic. Tell them Jeff said that!

OKay. I sat in the back of the plane and it was really loud between babies and little kids, and adults who.like to talk a lot and loudly most of the flight.

Flight coming out of Buffalo was delayed, so we had to be rescheduled on another flight from Baltimore to Phoenix which means we had a long layover and got home 3.5 hours late. Shuttle to parking stopped at 10pm, so we had to pay for an Uber to the parking lot and got charged an extra day of parking since it was after midnight. Not the best experience. Long day!

Was fine, delayed and feels like southwest is always late

I don't know why flying out of Sarasota requires two plane changes.

Should never have had to go to Detroit from Orlando back to Tennessee!

Got rerouted from a straight flight from Orlando to Atlanta to Knoxville to a flight from Orlando to Detroit to Knoxville! Seriously!! Flight delay out of Detroit! Long day for what should have been a pretty easy travel day!

Two delays on two separate planes with parts they could not easily find and replace.

I like the lane and orderliness and timely everything was executed. Amazing

If you cant travel Delta One, Comfort Class is the next best thing!

Checkin was good, fllight ws good. Onlly complaint is lack of foot on 6 hour flight from Seattle to Boston. Snacks were flimsy - chips and cookies. could have offered something more substantial for such a long flight. I know you can buy food in airport but for the price you pay for a ticket, they should step up for the passengers.

Only beverages were offered to first class and I thought the flight attendant could have also served the Delta Comfort as well instead of sitting down and staring at her phone and walking past all of us to the back of the plane to charge her phone more. There was a complete lack of turbulence and was safe enough for flights attendant to walk around in the front of the plane, collect trash and serve a few people water and turn off the seat belt light. Also didn’t enforce people putting their seats into the upright position and allowed two passengers to remain reclined during landing. They seemed out to lunch completely. Usually my experience on Delta is much better.

The seats were really comfortable. Flight crew were friendly with passengers. Overall was a great flight.

Arrived early, comfortable seats (Comfort+). Mediocre food, poor wifi (intermittent).

Long story short, it was one of the better flight experiences I've had in some time when compared with other airlines.

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

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.

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.

JetBlue worker, Blythe, was so amazing at the DCA counter. If it wasn’t for her, I’m not sure we would’ve made it through. Please thank her!

They lost my luggage and refuse to help. Terrible airline. I've never experienced worse customer service in my life. Pretty much just told me too bad that I lost all my luggage, not caring that I am stuck in Europe for 2 weeks with absolutely nothing.

You should have had Wifi to make it much enjoyable.

The flight out was delayed from 3:40pm to 5pm and again to 8pm. We boarded after 5pm, had to disembark because they could not get the Engine started, then we switched gates and got a new plane and did not board until after 8pm.

The flight was delayed after already taxiing from the gate due to a malfunction. After 3 hours we were told the flight was canceled. The next flight available was Sunday. My daughter and I stayed overnight in the airport due to this issue. I was given a $12 meal voucher. Unacceptable

Whole experience was poor. Delayed 2 hours. Lied about the delays. Was all jet blues fault and tried to blame on air traffic control. Sent out other let trips and wouldn't allow people to switch aircraft.

My bag was not loaded on my flight. it was not communicated to me until i was waiting for my bag at my destination. there was no confirmation of when my bag was arriving and no way to track it.

Nice plane, clean, wifi available and movies. All the flight attendants were courteous.

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

The flight was delayed for more than 3 hours the flight attendant was so angry, it was my first flight with JetBlue but i don’t think I flight with them again.

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
Ellicott City
Camp Springs
Pikesville
Colonial Beach
Hunt Valley
Lutherville Timonium
Chesapeake Beach
Westminster
Stevensville
Hyattsville

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

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