$122 Find Cheap Flights from Caribbean Islands to Dallas

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 6/10. 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 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 25 - Mon, Aug 31
Frontier Logo
6:41 pm - 8:24 am
SJU
-
DFW
14h 43m
1 stop
Frontier Logo
1:19 pm - 6:26 am
DFW
-
SJU
16h 07m
1 stop
$238Frontier
Thu, Aug 27 - Mon, Aug 31
Frontier Logo
6:41 pm - 8:24 am
SJU
-
DFW
14h 43m
1 stop
Frontier Logo
1:19 pm - 6:26 am
DFW
-
SJU
16h 07m
1 stop
$240Frontier
Wed, Jun 17 - Tue, Jun 23
Frontier Logo
8:50 am - 7:55 am
SJU
-
DFW
24h 05m
1 stop
Frontier Logo
8:21 pm - 12:37 am
DFW
-
SJU
27h 16m
1 stop
$244Frontier
Mon, Aug 17 - Thu, Aug 27
JetBlue Logo
5:01 am - 10:27 am
BQN
-
DFW
6h 26m
1 stop
JetBlue Logo
4:10 pm - 12:33 am
DFW
-
BQN
7h 23m
1 stop
$270JetBlue
Mon, Aug 10 - Mon, Aug 24
JetBlue Logo
5:01 am - 10:27 am
BQN
-
DFW
6h 26m
1 stop
JetBlue Logo
4:10 pm - 12:33 am
DFW
-
BQN
7h 23m
1 stop
$280JetBlue
Fri, Aug 14 - Mon, Aug 24
Southwest Logo
10:00 am - 7:45 pm
SJU
-
DAL
10h 45m
1 stop
Southwest Logo
6:25 am - 4:55 pm
DAL
-
SJU
9h 30m
2 stops
$426Southwest
Fri, Sep 18 - Mon, Sep 28
Southwest Logo
10:00 am - 7:45 pm
SJU
-
DAL
10h 45m
1 stop
Southwest Logo
3:00 pm - 11:50 pm
DAL
-
SJU
7h 50m
2 stops
$436Southwest
Thu, Jun 18 - Mon, Jun 22
United Airlines Logo
1:22 pm - 7:31 pm
STT
-
DFW
7h 09m
1 stop
United Airlines Logo
5:10 am - 3:43 pm
DFW
-
STT
9h 33m
1 stop
$733United Airlines
Mon, Jun 1 - Sun, Jun 14
American Airlines Logo
2:27 pm - 7:14 pm
STT
-
DFW
5h 47mnonstop
American Airlines Logo
10:15 am - 4:17 pm
DFW
-
STT
5h 02mnonstop
$771American Airlines
Mon, Jun 1 - Sun, Jun 14
American Airlines Logo
4:42 pm - 12:21 am
STT
-
DFW
8h 39m
1 stop
American Airlines Logo
10:15 am - 4:17 pm
DFW
-
STT
5h 02mnonstop
$776American Airlines
Useful Info

Good to know

Cheapest flight$122
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.
8.0
SouthwestOverall score based on 4299 reviews
8.0Comfort
7.0Food
8.6Crew
7.5Entertainment
8.1Boarding
Airline reviews

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?

4.0 OkayDavid, Apr 2026
COS - DAL
Read more Southwest reviews

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.

Great flight but super high price. Glad it was a business trip and not personal

TV was broken and could not shut it off. The flicking was bother me and gave me a headache. The WiFi wouldn’t work correctly, I was able to text but not search the web or surf social media. The plane itself had a lot of wear and tear it is due for an update.

JetBlue not only has the most comfortable planes, but also used to have the best customer service. Lorie Wright, the lady at the gate was very rude not only to me, but to other passengers as well. Her colleague, the gentleman was also not very friendly. They both were acting like they were doing passengers a favor. The crew on board was very nice.

Flight was on time and smooth. Customer service was decent

Jetblue provided a very good service during the flight, the plane in a very good condition, the crew is professional, everything was on time. That's it!

The space between seat rows seemed to be larger than other airlines. I didn’t check their food or entertainment since I slept most of the way. They do seem to have a lot of options for purchase though.

Boarding was extremely slow and disorganized. Onboard crew was unfriendly.

Kayak sucked. You gave me a confirmation number that was not useable by the jet blue system. Nor did you send any check in emails. I’ll not be using your site again. Nice work.

Given us a free miles or free flight for waiting for 9 hours I didn’t get home till 5am in the morning and I was supposed to be home at 9:30 touch down.

Easy experience even with the outbound flight being delayed. The seating and space was comfortable and the crew seemed very nice and helpful.

I have always loved JetBlue and had no complaints on my last trip… I will always recommend then. Thank you JetBlue

Seat comfort was poor (no lumbar or lower back support).

The passenger in front of of me reclined their seat back all the way the entire flight. Their headrest was in my face the entire flight! I barely had room for the little plastic cup of water to fit on my tray table; can you make the seats and space between the rows any smaller??? You can’t even get up to use the restroom! Worst flight I’ve had in a very long time!

My Frequent Flyer nber wasn't put on as I was told it was..... This resulted in a last group boarding and no priority tags on My bags.

Cancelled the flight half hour before boarding. Then cancelled the connecting flight too.

Delayed due to weather in Dallas (arriving flight arrived late), then boarded the plane only to deboard immediately afterwards, tire needed to be replaced. Flight supposed to depart at 6:15pm but departed at 9:35pm.

I would like a refund for the extra cost the seat I paid for. An oversized person sat next to me and I couldn’t fit on my seat and had to move to another seat.

This was a hard flight. 3 delays out of OKC (1 on the Tarmac). Delay in Atlanta coming to Dallas. total travel time was the equivalent of driving from OKC to Atlanta.

Flights on time w/o delays. However, my baggage was damaged. Ground crew, throws baggage from plane to the baggage carrier, carelessly.

AA was a very good experience. The employees are wonderful

Business class was very good, one of my best flights

They closed the doors earlier than posted. I missed my flight with a slim 5 minutes bc they closed the doors earlier than earlier. My luggage never made it onto the flight and I had to find a new flight to Dallas bc the only option they could rebook me on was for leaving miami.

They canceled my flight and never told me. There was no follow up email. I had to buy another ticket the day of.

It was a full Spirit experience. Got to witness police officers having to deboard a passenger and cost us about an hour of delay. Front seat was spacious and better than expected.

Bad airline to travel with my flight was delayed for more than 3 hours they act like it’s normal

flight delayed because of poor staffing and organization - confusion from gate agents and flight attendant supervisors scheduling a missing flight attendant. flight delay 1 hr 30 min

My flight was delayed by over an hour and the turbulance was horrible.

This flight cancelled. I am in the airport right now and my kids sleep on the floor. We are waiting for information in the line 4 hours and rude woman from spirit airline offers us flight to Austin on 23 February. No water no food offer. The offer to book hotel and they will refund 150$. The nearest hotel 450$ per night. So I got flight to San Antonio 02/22 at 7am. I hate this company, they are rude and no empathy. So many people with kids were there. And I don’t sleep and it is cold here. I don’t have warm clothes for me and my kids. And I don’t have money for transport from San Antonio to my Austin.

The flight was delayed over an hour which got us into DFW at approximately 2:20 am

Terrible. Spirit cancelled the flight with 3 hours notice and were absolutely no help getting another flight. Had to make my own reservation on another airline and arrived in Dallas 12 hours later.

They cancelled the flight due to crew unavailability. The next day they cancelled the flight again.

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!!!

It was an early flight and most people napped/slept and the crew let us which was nice.

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.