$136 Find Cheap Flights from Caribbean 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 8/11. 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 Dallas

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

Tue, Sep 22 - Wed, Sep 30
JetBlue Logo
4:30 pm - 10:20 pm
SJU
-
DFW
6h 50m
1 stop
JetBlue Logo
6:00 am - 3:23 pm
DFW
-
SJU
8h 23m
1 stop
$275JetBlue
Mon, Jul 20 - Thu, Aug 13
JetBlue Logo
11:00 am - 10:38 am
SJU
-
DFW
24h 38m
1 stop
JetBlue Logo
4:10 pm - 8:41 pm
DFW
-
SJU
27h 31m
1 stop
$279JetBlue
Fri, Aug 14 - Tue, Aug 18
Frontier Logo
7:10 am - 9:07 am
SJU
-
DFW
26h 57m
1 stop
Frontier Logo
9:01 am - 3:58 pm
DFW
-
SJU
29h 57m
1 stop
$288Frontier
Thu, Aug 27 - Tue, Sep 1
Frontier Logo
6:41 pm - 8:24 am
SJU
-
DFW
14h 43m
1 stop
Frontier Logo
9:01 am - 3:58 pm
DFW
-
SJU
29h 57m
1 stop
$293Frontier
Thu, Aug 27 - Tue, Sep 1
Southwest Logo
6:00 am - 11:15 am
SJU
-
DAL
6h 15m
1 stop
Southwest Logo
11:35 am - 10:00 pm
DAL
-
SJU
9h 25m
1 stop
$376Southwest
Tue, Aug 18 - Tue, Aug 25
Southwest Logo
1:45 pm - 7:20 pm
SJU
-
DAL
6h 35m
1 stop
Southwest Logo
8:40 am - 6:10 pm
DAL
-
SJU
8h 30m
2 stops
$390Southwest
Wed, Jun 24 - Tue, Jul 14
American Airlines Logo
12:42 pm - 7:55 pm
KIN
-
DFW
7h 13m
1 stop
American Airlines Logo
10:32 am - 8:12 pm
DFW
-
KIN
9h 40m
1 stop
$420American Airlines
Sat, Aug 1 - Mon, Aug 10
American Airlines Logo
4:50 pm - 7:35 am
STX
-
DFW
15h 45m
1 stop
American Airlines Logo
7:10 am - 8:43 pm
DFW
-
STX
12h 33m
1 stop
$551American Airlines
Tue, Jul 14 - Tue, Jul 21
United Airlines Logo
4:30 pm - 1:12 pm
AUA
-
DFW
21h 42m
2 stops
United Airlines Logo
9:46 am - 12:40 pm
DFW
-
AUA
25h 54m
2 stops
$554United Airlines
Thu, Jul 16 - Wed, Jul 22
United Airlines Logo
3:10 pm - 9:25 pm
AUA
-
DFW
7h 15m
1 stop
United Airlines Logo
11:59 am - 12:40 pm
DFW
-
AUA
23h 41m
2 stops
$669United Airlines
Useful Info

Good to know

Cheapest flight$136
Flight from San Juan Airport to Dallas/Fort Worth Airport

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

Insights shared by verified travelers who flew the route from Caribbean 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 to Dallas

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

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Dallas 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 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 with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Caribbean 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 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 Dallas

 
Need help choosing which airline to fly with from Caribbean 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.
7.9
SouthwestOverall score based on 4233 reviews
8.6Crew
7.5Entertainment
8.1Boarding
8.0Comfort
7.0Food
Airline reviews

One major problem that was very unprofessional and uncalled for. Plane landed and we had to wait 20 minutes to get off the plane since they were waiting for someone to come to the gate to drive the jetway. Southwest couldn't have someone available and waiting for the plane to land? Is there only one person in Hobby airport who knows to drive the jetway? Was he at lunch? In the bar? Uncomfortable and uncalled for!

4.0 OkayAnonymous, May 2026
MSY - HOU
Read more Southwest reviews

One major problem that was very unprofessional and uncalled for. Plane landed and we had to wait 20 minutes to get off the plane since they were waiting for someone to come to the gate to drive the jetway. Southwest couldn't have someone available and waiting for the plane to land? Is there only one person in Hobby airport who knows to drive the jetway? Was he at lunch? In the bar? Uncomfortable and uncalled for!

Southwest is kind of a slum airline. It’s gotten more expensive over the years for less and less service. I am a Southwest Chase Visa card holder and was forced to choose a seat in the 26th row in the middle seat. However my wife who is a rewards member but doesn’t hold a card or anything else, gets randomly assigned a normally paid seat in row 6! How does that work?

The seat was not comfortable. 1D. My back was sore all night and the next day.

One of the best airlines for fast boarding, on time arrivals, and top notch service!

I elected to pay for the upgrades and found very little difference

The new seating arrangement is so over priced for what you get.

Snacks are always pretzels. Why can't you also offer peanuts ?

Flight was hours late, unable to sit next to spouse, I have had so much better experiences. Substantially better, only saving grace was that it was a short flight.

An entire day of delays. Cost lots of money. Meals and a hotel.

Only downside was the legroom and seat width, which is always a problem unless I spend more for a premium seat.

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.

Lounges are packed and very poor, food is really bad, for business class in an airline is well below expectations

First time flying with UA and it was a great experience. Thank you

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.

The overhead bins are too small, They served one meal and two snack for a 10hr flight. My meal was missing the butter, cheese and salad dressing everyone else got. The crew were nice and the plane was clean

The passport line was so long that many of us were concerned about missing our flight and some did. It would've helped if a AA representative had gone to the passport check-in sooner to advise that boarding was closing and those flying that were stuck back in the line, needed to come forward with apologies to others. An AA representative did do that but only after boarding had already closed. (They delayed take-off so that more who were running with carry-ons could get to the gate - especially stressful for older people!) Then to be crammed into a seat with barely enough leg room for a thin woman, 5'7", like me, much less for a taller, bigger person was not comfortable, especially if the person in front decided to lean back. Crew was fine, food and entertainment also.

It was what i expected. I like the movies you can access from your phone. It would be nice if there was a gluten free snack offered. But I did bring my own snack knowing there would not be a gluten free option

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.

Since we started at syr the service, crews, and flights were just excellent

It was fine for what it was. It’s not luxury travel but it was efficient, for the most part. Having my carry-on transferred into luggage however, was unwelcome.

Jet blue is always good - the one weird thing was that they started boarding about 20-30 minutes before the official boarding time on the app. Just something to be aware of!

We had better-than-average leg room and I loved the access to shows and movies. During boarding, we could not hear the agent even though we were close to the boarding door, which was kind of scary when we realized that half of the passengers had already boarded. Also, the entertainment was awesome, but I could not hear the movie as well as I would have liked, because my headphones were crappy. It would have been better if I could connect my own ear buds via Bluetooth or if JetBlue provided headphones.

On time, friendly attendants, quick wheelchair assistance and help checking in bags. Also appreciated change in seats, more forward to make it easier for my 97 year old mother to board and exit the plane. Thank you, JetBlue!

Flight did not have onboard charging and TV screen flickering.

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

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.