$135 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 8/14. 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

KAYAK searches hundreds of travel sites at once for deals on flights to Dallas

Travelers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

Save 21% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Bundle and saveSave money when you bundle your flight + hotel.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Flight Deals
Useful Info
Flight Deals

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

Tue, Aug 18 - Tue, Aug 25
Frontier Logo
6:41 pm - 8:24 am
SJU
-
DFW
14h 43m
1 stop
Frontier Logo
5:43 pm - 6:26 am
DFW
-
SJU
11h 43m
1 stop
$277Frontier
Thu, Oct 15 - Mon, Oct 19
JetBlue Logo
5:01 am - 12:30 pm
BQN
-
DFW
8h 29m
1 stop
JetBlue Logo
4:10 pm - 12:33 am
DFW
-
BQN
7h 23m
1 stop
$280JetBlue
Tue, Aug 11 - Thu, Aug 13
Frontier Logo
6:00 am - 9:23 pm
SJU
-
DFW
16h 23m
1 stop
Frontier Logo
10:02 am - 12:28 am
DFW
-
SJU
13h 26m
1 stop
$289Frontier
Thu, Sep 3 - Wed, Sep 9
JetBlue Logo
5:01 am - 10:27 am
BQN
-
DFW
6h 26m
1 stop
JetBlue Logo
6:00 am - 1:56 pm
DFW
-
BQN
6h 56m
1 stop
$300JetBlue
Tue, Aug 11 - Tue, Sep 15
Delta Logo
2:53 pm - 11:59 pm
SDQ
-
DFW
10h 06m
1 stop
Delta Logo
5:30 am - 6:25 pm
DFW
-
SDQ
11h 55m
2 stops
$391Delta
Tue, Aug 18 - Wed, Aug 26
American Airlines Logo
4:24 pm - 7:35 am
SDQ
-
DFW
16h 11m
1 stop
American Airlines Logo
10:26 am - 6:44 pm
DFW
-
SDQ
7h 18m
1 stop
$410American Airlines
Tue, Aug 18 - Wed, Aug 26
American Airlines Logo
4:24 pm - 7:35 am
SDQ
-
DFW
16h 11m
1 stop
American Airlines Logo
5:01 am - 3:24 pm
DFW
-
SDQ
9h 23m
2 stops
$415American Airlines
Wed, Aug 12 - Wed, Sep 16
Southwest Logo
1:20 pm - 9:35 pm
SJU
-
DAL
9h 15m
2 stops
Southwest Logo
10:50 am - 7:00 pm
DAL
-
SJU
7h 10m
1 stop
$436Southwest
Tue, Aug 18 - Mon, Aug 31
Southwest Logo
5:15 am - 3:10 pm
SJU
-
DAL
10h 55m
2 stops
Southwest Logo
10:05 am - 8:05 pm
DAL
-
SJU
9h 00m
2 stops
$446Southwest
Sun, Oct 18 - Sun, Oct 25
Delta Logo
9:00 am - 12:13 am
KIN
-
DFW
15h 13m
1 stop
Delta Logo
5:45 am - 7:30 pm
DFW
-
KIN
13h 45m
1 stop
$567Delta
Useful Info

Good to know

Cheapest flight$135
Flight from San Juan Airport to Dallas/Fort Worth Airport

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
SJU
-
DFW
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
SJU
-
DFW
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 flights from Caribbean Islands to Dallas

  • 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 8410 reviews
8.1Boarding
7.2Food
8.5Crew
7.8Entertainment
7.8Comfort
Airline reviews

From checking to boarding, it was a seamless experience. The service agents were so helpful. The flight crew was so pleasant.

10.0 ExcellentPaula, Jun 2026
STL - ATL
Read more Delta reviews

From checking to boarding, it was a seamless experience. The service agents were so helpful. The flight crew was so pleasant.

Gate agent showed up 20 minutes before boarding and was not at all friendly. Had to take this flight due to the one on the day before being cancelled and any later options were already full with long standby lists. Despite having paid for Delta Comfort seats, Delta did not allow me (or anyone) to choose their seat. The agent assigned them for everyone just prior to boarding. Self seat selection was allowed on the original flight. Flight staff was great - very friendly.

Crew helpful. Plenty of food although not great but ok. Good time.

Flight attendants were great. Cheerful, upbeat and friendly. Jet, in particular, was fantastic.

I have Precheck. Flew HPN to DEN and return this past weekend. Delta didn't attach my Precheck number to this trip. So it was waiting in general line especially in Denver. Unavailable.

Original flight was delayed, then cancelled and the gate staff did not expedite rebooking. Also, no instructions were given that a ticket number was needed before being called to facilitate rebooking. This could have been much more organized.

Be on time? When not on time a circling for over an hour offer more than 1 bag of chips to the passengers? It was a 7 hour flight by the time we got done.

Five hour delays every hour, I wish it were all at once

Flight delayed four separate times. I’m now one hour hours late to landing.

worst flight ever from Delta, it got delayed and kept on delaying..

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

The pilot had to extend the flight time from san antonio to Houston to burn off fuel. This caused a lot of unnecessary stress since we had a tight connection to Aruba. And with no other flights going to Aruba we were worried about spending a night in Houston. We had to to run to our connection because of the flight crews mistake. Not happy.

The flight was delayed, they didn’t even have water for the toilets or for drinks

Even through the flight was delayed due to storms near IAH The flight was great! The crew was so hospitable and professional

The flight had a delay but I made it to my connection. Flight was smooth overall

The flight to Houston the agents were not very helpful

Horrible, absolutely horrible. The airline overbooked the flight, did NOT assign seats and boarding was a hot mess with lots of confused passengers. There was no "large plane" gate for us, the 500+ passengers were squeezed in a small hold room area, and multiple busses had to shuttle us to the other side of the airfield, where boarding of the plane, that was parked on the ramp, took place in rain. The old plane had a broken seat, that the technicians tried to fix - with no success - resulting in a 50min delay. The flight attendant with heart shaped earnings with German flag was screaming on the passengers without a reason, was extremely rude and entitled the entire flight. The food was junk. I hope I don't have to fly United ever again.

No screens or meal options. Freezing cold. Dirty seats. Left late.

It was terrible. sat on airplane 2 hours then flight was canceled. made to pick up bags and go through Panama immagration to rebook another flight. worst experice ever at a airport.

Good but airlines getting smaller. I didn't like the meal but the service was fine. Flight was fine and luggage arrived. So good.

Flight had mechanical issues and it was delayed 30 mins - some of us boarded and then had to deplane.

The plane was comfortable but the crew wasn’t friendly.

Awfully rude American worker at door when we started boarding flight. Then, walk into a blazing hot airplane with no air conditioning until twenty minutes into the flight. Free entertainment was non existent! My husband, along with the fellow passenger in our row, and I could not get entertainment to work, no WIFI! Really?? Been flying American a long time. Was very disappointed.

I’ve got 31F seat and window seat . My 2 co passengers was AA crew members and they were very rude attitude and when I was going to use bathroom their gestures was very different and awkward and the guy beside me completely occupied the hand rest and I was really uncomfortable

The flight back to Dallas was delayed, which has happened to me several times with American Airlines. There was no announcement, no update sent out, no compensation offered for the inconvenience.

As always, most AA flights that we fly are almost ALWAYS delayed and that too multiple times. Very frustrating

Boarding was smooth and seamless and the flight was without incident.

Food is what you expect on a plane. Nothing gluten free. But that is expected. Drinks, apple juice, was fine. Seat, what I expected. Fine.

The flight took off an hour late which made the connection concerning

The flight from Dallas to Tokyo was not on Japan Airlines. It was on American Airlines. Very disappointed that we did not fly on Japan Airlines. Will not be using you liars again. I’ll just book direct from the airline next time. Wish you could make this right and has us fly on Japan Air when heading back home to the US.

I tried to book a flight with Jet Blue. Your third party company hijacked my attempt with a website that looked like I was booking with Jet Blue. I realized it when I paid. I tried to cancel and was told by a man in India that there were no refunds. $735 stolen, Thanks Kayak!

It was inexplicably canceled and we are stuck in LA, haven't gotten home and it has been an inconvenience having lost work (on unpaid leave for my husband).

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.

There weren't enough employees at check in took awhile to get bags checked. There wasn't a wheel chair for me, I was sent to someone who turns out to work for a different airline, if My flight hadn't been delayed I probably would have missed my flight as it was, by the time I arrived at my gate, they started boarding in about 15 minutes. I don't know who took me to my gate, definitely was not the normal people who take passengers to the gate. I'm guessing she may have been in a management position. I wish I knew her name, she went beyond to help me. With that said everyone was kind, and were doing the best they could. So, I choose to say it was an Adventure, stressful start, but good. In the end went well. The situation was not only difficult for passengers but the employee's.

The staff at the check in counter was so rude. Made you feel Incompetent

Frontier scheduled a 40 minute connection in DEN. What they failed to mention was that they “close the doors” 20 mins prior to departure, which means you only have 20 mins. Not enough time. Possibly against DOT regulations. Filing complaint.

Flight was scheduled at 9:40pm. Got delayed to 10 am, the next day. crazy

The bag check, flight check-in, and onboard experience convinced my wife and me that we will actively go out of our way to avoid flying Frontier Airlines in the future. At bag check, we were informed that check-in could only be completed via the Frontier mobile app. Unfortunately, the app was extremely frustrating—sending us through repetitive, confusing loops that repeatedly forced us to decline add-on services with nearly every click. While most airline apps upsell, this one felt intentionally exhausting. As the process dragged on, we became genuinely concerned that my phone battery would die before check-in could be completed. We approached the bag check staff—who were standing together talking—and explained both our frustration and our predicament. They laughed. Later, my wife described the interaction as “gaslighting,” which felt accurate. We were then informed it would cost $25 per person simply to have our boarding passes printed. From that point forward, the tone of the experience was consistently hostile. The bag check employees were condescending and combative, behaving more like bullies than customer service staff. Unfortunately, that same attitude continued onboard. One flight attendant argued with me when I attempted to stow my backpack in the overhead bin. I explained that we had each paid $75 to check our bags specifically so we would not need to use carry-on space and could have adequate legroom. She demanded to see my ticket, pointed out that it said “no carry-on”—which I acknowledged—and I reiterated that this was precisely why we paid to check our bags. Her response was, “I don’t make the rules.” She then walked away, but not before asking if I “truly wanted to fly back to Chicago today?”—an unnecessary and unmistakable threat. It is also worth noting that despite booking our tickets together in the same transaction, we were not seated together. Upon our return to Chicago—where we could once again sit together—we compared onboard experiences. We both remarked on how unhappy the flight attendants appeared and how each of us was separately asked whether we would like to purchase a beverage. We declined. At no point was water mentioned as an option, leaving us with the clear impression that even water came at a cost—or that complimentary water, if available at all, was deliberately left unmentioned. Overall, the experience was shocking and deeply disappointing, but it was also a profound learning experience—one we will not forget and will not repeat. -Steve

Plane was hot and miserable and the crew was rude!

12 hour delay required getting on and off plane 3 times - would have at least liked to have been offered a snack or drink

They didn’t offer a water, even after I asked

Zero issues with this flight. Crew was outstanding and flight was super. Plane was clean and fine. The seats need more padding and water should be provided without cost. I recognize it's Frontier but there are some things that should still be part of the flight. But still very satisfied with the experience and quality.

They switched our terminal 3 times and we were delayed for four plus hours!!!

Everything you need to know for your flight to Dallas

Cabin class types available on flights to Caribbean Islands

Cabin classes available on flights to Dallas. Prices are the lowest found on KAYAK over the last 7 days. Price and availability is not guaranteed.