$147 Find Cheap Flights from Caribbean Islands to Dallas - 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 Dallas departing on 9/16. 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.
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Cheap Flights from Caribbean Islands to Dallas

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Caribbean Islands to Dallas 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 Dallas

Sat, Sep 5 - Tue, Sep 8
Frontier Logo
12:11 pm - 11:51 pmSJU  San Juan Luis Munoz Marin Intl-DFW Dallas/Fort Worth
12h 40m1 stop Orlando
Frontier Logo
10:02 am - 2:07 amDFW  Dallas/Fort Worth-SJU San Juan Luis Munoz Marin Intl
15h 05m1 stop Miami
$312Frontier
Tue, Sep 8 - Sat, Sep 12
Frontier Logo
7:14 pm - 8:23 amSJU  San Juan Luis Munoz Marin Intl-DFW Dallas/Fort Worth
14h 09m1 stop Chicago O'Hare Intl
Frontier Logo
7:48 pm - 2:13 amDFW  Dallas/Fort Worth-SJU San Juan Luis Munoz Marin Intl
29h 25m2 stops Atlanta Hartsfield-Jackson Miami
$312Frontier
Fri, Sep 4 - Sun, Sep 6
JetBlue Logo
5:01 am - 10:49 amBQN  Aguadilla Borinquen-DFW Dallas/Fort Worth
6h 48m1 stop Fort Lauderdale
JetBlue Logo
4:10 pm - 12:33 amDFW  Dallas/Fort Worth-BQN Aguadilla Borinquen
7h 23m1 stop Fort Lauderdale
$339JetBlue
Sun, Sep 6 - Tue, Sep 8
JetBlue Logo
5:01 am - 10:49 amBQN  Aguadilla Borinquen-DFW Dallas/Fort Worth
6h 48m1 stop Fort Lauderdale
JetBlue Logo
4:10 pm - 12:33 amDFW  Dallas/Fort Worth-BQN Aguadilla Borinquen
7h 23m1 stop Fort Lauderdale
$342JetBlue
Wed, Sep 9 - Tue, Sep 15
Multiple Airlines Logo
10:42 am - 12:22 pmSJU  San Juan Luis Munoz Marin Intl-DFW Dallas/Fort Worth
26h 40m1 stop Orlando
Multiple Airlines Logo
6:00 am - 1:37 pmDFW  Dallas/Fort Worth-SJU San Juan Luis Munoz Marin Intl
6h 37m1 stop Fort Lauderdale
$354Multiple Airlines
Thu, Sep 3 - Tue, Sep 8
Multiple Airlines Logo
6:35 am - 9:03 amSJU  San Juan Luis Munoz Marin Intl-DFW Dallas/Fort Worth
27h 28m2 stops Fort Lauderdale Tampa
Multiple Airlines Logo
10:08 am - 12:56 amDFW  Dallas/Fort Worth-SJU San Juan Luis Munoz Marin Intl
13h 48m1 stop Tampa
$356Multiple Airlines
Fri, Oct 30 - Sun, Nov 1
Delta Logo
4:44 pm - 12:22 amMBJ  Montego Bay Sangster Intl-DFW Dallas/Fort Worth
7h 38m1 stop Atlanta Hartsfield-Jackson
Delta Logo
5:30 am - 12:51 pmDFW  Dallas/Fort Worth-MBJ Montego Bay Sangster Intl
6h 21m1 stop Atlanta Hartsfield-Jackson
$385Delta
Tue, Oct 6 - Tue, Oct 27
Delta Logo
1:16 pm - 12:22 amMBJ  Montego Bay Sangster Intl-DFW Dallas/Fort Worth
11h 06m1 stop Atlanta Hartsfield-Jackson
Delta Logo
5:30 am - 11:51 amDFW  Dallas/Fort Worth-MBJ Montego Bay Sangster Intl
6h 21m1 stop Atlanta Hartsfield-Jackson
$385Delta
Fri, Dec 18 - Sun, Jan 17
American Airlines Logo
2:55 pm - 5:50 pmNAS  Nassau Intl-DFW Dallas/Fort Worth
3h 55mnonstop
American Airlines Logo
6:00 am - 5:54 pmDFW  Dallas/Fort Worth-NAS Nassau Intl
10h 54m1 stop Miami
$396American Airlines
Thu, Oct 22 - Mon, Oct 26
American Airlines Logo
10:27 am - 8:08 pmNAS  Nassau Intl-DFW Dallas/Fort Worth
10h 41m1 stop Miami
American Airlines Logo
5:00 am - 5:36 pmDFW  Dallas/Fort Worth-NAS Nassau Intl
11h 36m1 stop Miami
$406American Airlines
Useful Info

Good to know

Low season

February

Cheapest flight

$142
Best time to beat the crowds with an average 28% drop in price.
Most popular time to fly and prices are also 19% lower on average.
Flight from Aguadilla to Dallas

Flights from Caribbean Islands to Dallas: the best tips from KAYAK users

Insights shared by verified travelers who flew the route from Caribbean Islands to Dallas 
KierriaFlew with Spirit Airlines-Apr 2026
Pack as many snacks as you can! Also, make sure your phone is fully charged before going to the airport. Plugs and outlets to charge phones and devices are hard to come by.
VickieFlew with Spirit Airlines-May 2024
If you have a lengthy vacation Spirit may not be the best since you can only take 40 lbs in your checked bag.

FAQs for booking Caribbean Islands to Dallas flights

  • How does KAYAK find such low prices on flights from Caribbean Islands to Dallas?

    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 Dallas.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Caribbean Islands to Dallas?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Dallas 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 Dallas?

    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 Dallas 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 Dallas?

    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 Dallas 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 Dallas

 
Need help choosing which airline to fly with from Caribbean Islands to Dallas? 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 8502 reviews
8.5Crew
7.8Entertainment
7.2Food
7.8Comfort
8.1Boarding
Airline reviews

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

10.0 ExcellentJulian, Jun 2026
Read more Delta reviews

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

Smaller plane for a longer flight than my first one. Doesn’t make sense.

Delta flights recently are always delayed AND at jfk tney get the gates further away (need To walk 20’ to get to them/all the way at the end of the terminal). Not sure whats happening but price doesnt match experience!

Only freetext wifi was available in flight; browsing WiFi required payment. Since the seats had no in flight entertainment, Delta should revisit this policy on this longer flight.

The entertainment screens were not working and there was no air condition the entire flight. Very uncomfortable.

Luggage delayed and 6 days later I still don't have it.

In thirty years of traveling, mostly with Delta, this was the worst day ever.

Traveling with delta is always a pleasure from the take off to the landing 🛬 🥰

Seats not assigned during check-in and got last non-reclining seats next to rest room :-(

Good breakfast granola bar good crew seamless flight and baggage transfer we’ll done!

Flight was 2.5 late. Maybe not United’s fault but late none the less. We were late as well on the first leg. WiFi quit working with an hour left.

Very stressful to locate United Airline boarding area, delayed flight, changing boarding area again to another location with all tiredness 😩. But flying was fine.

Flight staff and all was fine. Food always sucks on planes so nothing new.

Wonderful flight! The crew was good, check-in was good and orderly and the flight was uneventful and good.

The international portion was good. Food and beverage options were good. The sustainable wooden eatery was less than desirable. Your Star Alliance partner ANA provided real silverware. I'm 6'3" & 198 lbs and felt cramped in the exit row. How can that be? Flight attendant all had a pleasant disposition which is always good.

This planes staff was top tier. Everything went great and had a great flight home.

Fantastic. Smooth boarding with an infant. Never experienced it with any other carriers.

Apparently the WiFi you buy on on one flight doesn't carry on with connecting flights.

This was for the LOS to FRA leg of the flight Checking in and boarding was not good The staff at the gate were not helpful and targeted the customer and delayed the customers boarding unnecessarily The flight was delayed for about two hours and later for a change of boarding gate The waiting area was overcrowded with no seats available for passengers and lots were left standing for a long period of time

Sitting in row 31, you could smell the bathroom during the entire flight. It was pretty disgusting.

The boarding process, airplane, entertainment, beverages and crew were very good. But the food left a lot to be desired, especially for business class. I had a chicken breast that was tough and rubbery, with little flavor. It wasn't even up to the proverbial "banquet chicken" standards. Very disappointing. There was only one offering of bread, OK, not a huge deal, but it's a nice touch to be offered more. Similarly, other airlines' crews come by to offer more drinks, though the crew responded when asked. Good flight overall, but the food just wasn't up to the standards you'd expect.

We enjoy the professionalism and cleanliness of the staff and aircraft. We are grateful to the experiences pilots and flight crew

They have no employees/gate agents in Huntsville. Only one gate is operational

APU on the aircraft was not working. No AC while boarding. Plane was extremely hot and uncomfortable. Ground AC failed. Miserable experience. Arrival at DFW, no gate available. Not sure why that keeps happening at DFW.

Delayed because of waiting for some passengers who were delayed from their original time, they never made it to our flight. Late arrival causing logistic issues. Terrible all cause by waiting for someone who was not on time when waiting only benefits the airline

I had 1 hour to connect flights. Boarded the first plane with a broken restroom and captain decided that the 1.25 hour flight couldn’t leave until fixed. Needless to say, I missed my connecting flight and will arrive at my final destination 6 hours late.

Flying on this airline is nothing short of a full blown circus clown show. On a recent return from my mother’s funeral, my only available choice from IND to PWM was American, which I hesitantly booked as I rarely fly them for many of the following reasons and never will again. I was booked IND-PHL-PWM totaling about six hours. The flight was cancelled due to NE weather. They rebooked me on a two stop flight IND-DFW (Yes DALLAS)-PHL-PWM, still all on the same day. After arriving in DFW, they continually delayed the DFW-PHL flight due to maintenance issues on the arriving flight. Finally it was delayed to the point that my PHL-PWM connection was no longer possible. They then rebooked me thru LGA with the short flight the NEXT DAY to PWM and offered to put me up for the night in NYC (or so I assumed). The flight DFW-LGA was then delayed so much that I asked to be put in an earlier flight with a lessor delay. Throughout this day chats with their AI assistant were useless as were subsequent chats supposedly with a real person(?). Only one customer service agent in DFW was actually helpful and appeared to care. Upon arrival at LGA post midnight, they issued me car and hotel vouchers in Trenton NEW JERSEY at a very old Howard Johnsons ONE HALF HOUR from LGA. The hotel was an $85, 1.5 rated hotel in a very sketchy area of NJ that I would have never voluntarily booked. As I prepared to catch the car back to LGA the next morning I received a text that my flight was cancelled. TWICE IN TWO DAYS. I went to LGA hoping to have AA book me on an earlier Delta flight. The full service line was at least 200 people deep, so I tried to reach a real person agent by phone. After 1/2 hours on hold I gave up and waited for my later LGA-PWM flight. It actually started boarding on-time, but only shortly after announced a maintenance hold. We were told it was nothing serious, just an adjustment to the Captains seat. Only one update was given while we waited 1.5+ hours for a “SEAT ADJUSTMENT”. Can’t forget to mention that on all of these planes the WiFi only worked on two. During that time at least three others flights in my area announced that they were overbooked and were taking volunteers before bumping people. Another flight to ORD announced a gate change and less than five minutes after announced that they were really not changing and announced for everyone to return to that gate. Can’t forget to mention that on all of these planes the WiFi only worked on two.🤡🤡

Smooth flight, on time, got to DFW early, crew was great, I was on row 11 so lots of room. Snacks were OK. We were pleased.

Flying on this airline is nothing short of a full blown circus clown show. It is so mismanaged it should not be in business as there is no way it can be safe as badly as it is managed. It is 100% about money and customers be damned. On a recent return from my mother’s funeral, my only available choice from IND to PWM was American, which I hesitantly booked as I rarely fly them for many of the following reasons and never will again. I was booked IND-PHL-PWM totaling about six hours. The flight was cancelled due to NE weather. They rebooked me on a two stop flight IND-DFW (Yes DALLAS)-PHL-PWM, still all on the same day. After arriving in DFW, they continually delayed the DFW-PHL flight due to maintenance issues on the arriving flight. Finally it was delayed to the point that my PHL-PWM connection was no longer possible. They then rebooked me thru LGA with the short flight the NEXT DAY to PWM and offered to put me up for the night in NYC (or so I assumed). The flight DFW-LGA was then delayed so much that I asked to be put in an earlier flight with a lessor delay. Throughout this day chats with their AI assistant were useless as were subsequent chats supposedly with a real person(?). Only one customer service agent in DFW was actually helpful and appeared to care. Upon arrival at LGA post midnight, they issued me car and hotel vouchers in Trenton NEW JERSEY at a very old Howard Johnsons ONE HALF HOUR from LGA. The hotel was an $85, 1.5 rated hotel in a very sketchy area of NJ that I would have never voluntarily booked. As I prepared to catch the car back to LGA the next morning I received a text that my flight was cancelled. TWICE IN TWO DAYS. I went to LGA hoping to have AA book me on an earlier Delta flight. The full service line was at least 200 people deep, so I tried to reach a real person agent by phone. After 1/2 hours on hold I gave up and waited for my later LGA-PWM flight. It actually started boarding on-time, but only shortly after announced a maintenance hold. We were told it was nothing serious, just an adjustment to the Captains seat. Only one update was given while we waited 1.5+ hours for a “SEAT ADJUSTMENT”. During that time at least three others flights in my area announced that they were overbooked and were taking volunteers before bumping people. Another flight to ORD announced a gate change and less than five minutes after announced that they were really not changing and announced for everyone to return to that gate. Can’t forget to mention that on all of these planes the WiFi only worked on two.🤡🤡

The seats we paid a lot extra for so we could sit together were horrible. The flight attendant even mentioned this to my wife after she was hit multiple times by the cart. She said something like this, “this is the worst seat on the plane and I know you paid extra for it. Sorry.” The entertainment screen needed to be held while using, the food tray was not useful for the meals they served, and constantly being bumped into by passengers and crew. I offered to switch with my wife multiple times, but since I am so much taller, my knee would have been a much easier target.

My screen didn’t work, my seat didn’t recline, the flight attendant was rude and completely dismissive, the airplane was freezing, the seats are way old, slanted and uncomfortable. I payed for a full ticket and got a horrific experience, with a flight attendant who dismissed me even though I was calm respectful and polite.

Check in and passport control were seamless and efficient. Plenty of room in overhead bins. Our original seats were separate but crew at the gate put us together in finer seats. I also had left my phone on board and the Jet Blue staff were so helpful in retrieving it after I had left the baggage area

Very poor help no one answering a question regarding seating. Very rude staff. They don’t care, as if it’s not part of their job. Flight was delayed for no good reason and no apologies given.

It was my worse flying experience. It was my first time and last time flying with Jet Blue.

The wifi didn't work and I needed to do some work. This was a business trip.

It was my first time in Jetblue flight in 10+ years(?) and the experience was horrible. You were better before. There were ATC delays sitting/waiting in the tarmac for 2 hours, I understand that this isn't Jetblue's problem but how the matter was handled poorly is. Cabin was so warm and hot couldn't get it to cool down for the entire waiting period worse, even during cruise flight. Start, the passengers were spoken to and treated like a little children with no respect. Constant/multiple annoying tone/voice PA announcements of mentioning "... only big/large suitcases are for the bin and small ones need to be placed under the seat, etc,..." I see that flight was delayed and crew were trying to get the plane ready to board as soon as they can but the way they presented was lack of better word, condesending and scolding tone to cattle. It was definite unpleasant, unwelcoming flight experience I have ever had with Jetblue. Whatever happen to smiles and fun employees , pleasant/helpful gate agents, flight attendants, crews, where have they gone? It was dissapointing flight experience overall from everyone. Sorry for the direct transparency.

Flight was cancelled as JetBlue could not find a pilot. Communication was poor and they did nothing for stranded passengers. Flight they rebooked us on was 4 days out.

Worst customer service ever experienced on the planet, dirty plane, no communication, and severe delays

Going through JFK’s security is a mess. The TSA security said no shoes on the bins. So, we place our shoes in the belt and they came out all over the belt. Boarding was delayed and Flight as well.

I loved the flight and the crew. It was comfortable and smooth.

baggage clamed had to wait over a hour and half for all people on my flight it was terrible

The confirmation # CK8GNW and my name was not recognized/in Frontier system. I was able to check in on Frintier app so i went to the Frontier ticket agent, at time they told me that my name/ confirmation did not show up as a purchased ticket. I had to purchase a new ticket that cost $289.00 one way.

Worst airline experience. They were rude and kept changing our seats and/or giving our seats away so our family didn’t get to sit with each other. Almost everyone we dealt with at both airports with this airline was rude. The app kept giving us wrong information making things take longer. Dealing with them before TSA can take close to an hour…longer than I’ve ever had to deal with before. Never using this airline again.

It was a short flight so no food or entertainment….

Frontier had yet another flight cancellation. Have never made a complete round trip with this airline without at least one leg getting cancelled. Miserable flights - dirty, uncomfortable planes that apparently always have issues since I've had multiple delays and cancellations with them.

They changed the timing , first delayed by 4 hours then went back to 40 mins late, we had to run back to airport to not miss our flight. This is ridiculous

Early arrival. Great landing. Pilot updates. Too cold in plane.

My experience with the phoenix airport was terrible, the personnel lay the ticket counter charged me for a carry on that fit in the carry on size box, and the two women I spoke with were terribly rude and not willing to help.,,, there was one lady “candy” on the flight crew that was amazing and is the only reason I stayed on the flight at all, because the other stewards helping people to get seated on the plane were terrible

Overall experience good. There was no food and seats were not terribly comfortable.

My first flight was moved 6 hours causing me to miss my meeting. The second was delayed about an hour and a half. Most of the crews apparently dont like their jobs or just working for Frontier. Only one flight attendant wasn"t snappy or rude.

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