$108 Find Cheap Flights from Caribbean to Dallas - Compare and Save

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Cheap Flights from Caribbean to Dallas

 
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Caribbean to Dallas

Mon, Nov 30 - Wed, Dec 2
Frontier Logo
3:28 am - 1:33 pmSJU  San Juan Luis Munoz Marin Intl-DFW Dallas/Fort Worth
12h 05m1 stop Miami
Frontier Logo
10:25 am - 11:28 pmDFW  Dallas/Fort Worth-SJU San Juan Luis Munoz Marin Intl
11h 03m1 stop Orlando
$261Frontier
Fri, Dec 25 - Tue, Jan 5
Frontier Logo
6:00 am - 2:34 pmSJU  San Juan Luis Munoz Marin Intl-DFW Dallas/Fort Worth
10h 34m1 stop Fort Lauderdale
Frontier Logo
6:30 am - 2:54 amDFW  Dallas/Fort Worth-SJU San Juan Luis Munoz Marin Intl
18h 24m1 stop Miami
$261Frontier
Fri, Jan 22 - Tue, Jan 26
Multiple Airlines Logo
6:08 pm - 10:00 amSJU  San Juan Luis Munoz Marin Intl-DFW Dallas/Fort Worth
17h 52m1 stop Fort Lauderdale
Multiple Airlines Logo
5:01 am - 2:43 pmDFW  Dallas/Fort Worth-SJU San Juan Luis Munoz Marin Intl
7h 42m1 stop Atlanta Hartsfield-Jackson
$290Multiple Airlines
Fri, Jan 8 - Tue, Jan 12
Multiple Airlines Logo
7:45 am - 10:09 pmNAS  Nassau Intl-DFW Dallas/Fort Worth
15h 24m2 stops Miami Atlanta Hartsfield-Jackson
Multiple Airlines Logo
6:30 am - 8:45 pmDFW  Dallas/Fort Worth-NAS Nassau Intl
13h 15m1 stop Miami
$306Multiple Airlines
Thu, Nov 12 - Mon, Jan 11
Southwest Logo
4:00 pm - 10:55 pmSJU  San Juan Luis Munoz Marin Intl-DAL Dallas Love Field
8h 55m1 stop Orlando
Southwest Logo
11:45 am - 11:30 pmDAL  Dallas Love Field-SJU San Juan Luis Munoz Marin Intl
9h 45m2 stops Louisville Intl Baltimore/Washington
$333Southwest
Fri, Dec 4 - Sun, Dec 6
Southwest Logo
10:45 am - 5:40 pmSJU  San Juan Luis Munoz Marin Intl-DAL Dallas Love Field
8h 55m1 stop Orlando
Southwest Logo
9:45 pm - 11:40 amDAL  Dallas Love Field-SJU San Juan Luis Munoz Marin Intl
11h 55m1 stop Orlando
$333Southwest
Sat, Dec 5 - Sun, Dec 6
American Airlines Logo
3:41 pm - 11:42 pmSJU  San Juan Luis Munoz Marin Intl-DFW Dallas/Fort Worth
10h 01m1 stop Chicago O'Hare Intl
American Airlines Logo
9:30 am - 4:09 pmDFW  Dallas/Fort Worth-SJU San Juan Luis Munoz Marin Intl
4h 39mnonstop
$385American Airlines
Tue, Nov 24 - Sat, Nov 28
JetBlue Logo
10:50 am - 11:13 pmSJU  San Juan Luis Munoz Marin Intl-DFW Dallas/Fort Worth
14h 23m1 stop Fort Lauderdale
JetBlue Logo
7:00 am - 1:32 amDFW  Dallas/Fort Worth-SJU San Juan Luis Munoz Marin Intl
16h 32m1 stop Fort Lauderdale
$389JetBlue
Tue, Nov 17 - Wed, Jan 13
JetBlue Logo
6:25 am - 3:18 pmSJU  San Juan Luis Munoz Marin Intl-DFW Dallas/Fort Worth
10h 53m1 stop Fort Lauderdale
JetBlue Logo
10:50 am - 9:20 pmDFW  Dallas/Fort Worth-SJU San Juan Luis Munoz Marin Intl
8h 30m1 stop Fort Lauderdale
$391JetBlue
Fri, Dec 4 - Mon, Dec 7
American Airlines Logo
4:59 pm - 8:39 pmSJU  San Juan Luis Munoz Marin Intl-DFW Dallas/Fort Worth
5h 40mnonstop
American Airlines Logo
5:34 pm - 12:09 amDFW  Dallas/Fort Worth-SJU San Juan Luis Munoz Marin Intl
4h 35mnonstop
$491American Airlines
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Cheapest flight

$108
Flight from San Juan 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-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 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 4217 reviews
7.4Entertainment
8.1Boarding
7.0Food
8.6Crew
8.0Comfort
Airline reviews

I've taken four flights with Southwest within the last three months and every single flight was delayed.

2.0 MediocreJohn, Oct 2026
Read more Southwest reviews

I've taken four flights with Southwest within the last three months and every single flight was delayed.

Smooth flights, connection, and friendly crew in the air and at the gate.

Overall great! Internet was a little slow but no other issues.

One, we were met with more than six hours of delays with no information flowing from the airline to the passenger. I had to continually refresh for updates to departure time - which changed multiple times throughout the day. Updates were never pushed to me nor was an explanation provided for the delay until this morning. Two, while they claim that "due to the short flight" no beverage service would be provided. Our flight was mostly empty. I'd think given the massive inconvenience, SW could have shared a Diet Coke and some peanuts. And BTW, SW used to always make these available on this flight back in the day. Let's be honest, this is cost savings at the customer's expense.

I like the staff members they were super nice and helpful very sweet people :)

It's a shame that SW was previously my preferred carrier until they started imposing all these fees (luggage, seats,etc) and pulling back on other perks. I only flew with them this time due to time frame I needed to be at destination. Wasn't provided gate info during check-in, Gate info wasn't displayed at airport until last minute, gate info didn't match what SW personnel announced at fate. Kind of a mess.

Delayed and once landed waited very long for the luggage

SW can't get their wifi right. I upgrade to insure wifi service but the last two trips had intermittent service. Not worth the extra costs.

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.

Great flight and crew. Need more legroom and DO NOT allow seats to recline.

I dont like to buy ticket type no carry on because I can have along with me my personal stuff like computer, headphones etc etc

We missed our connection flying back from the Middle Wast because we were misdirected by a United employee. We had purchased first class tickets, but had to need up taking a later flight that got us in to our destination at 1:00am after a long Internatinal flight and we had to sit in the back of the plane in cramped coach seats with little padding.

Not a United thing, but late afternoon departures from Denver with thunderstorms is always prone to delays.

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

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 agent and checked bag agent were both rude. It only takes a second to be kind. However, the flight crew was amazing. I got a turkey sandwich and it wasn't bad---not great but not bad. The internet was my biggest problem. This was a work trip and I REALLY needed the internet to meet a deadline but it didn't work for 80% of the trip. Very disappointing.

I tried to check in beforehand from Ireland. The Jet Blue website sent me to the Aer Lingus website and vice versa. I tried to get a boarding pass at Dublin Airport as well, but they said they couldn't help me either. I had to wait until I arrived at the gate in Boston to secure a boarding pass...it was a bit nerve wracking.

Great flight. Best in years. Very clean craft. Easy boarding. Communicative pilot. Friendly flight attendants. Absolutely smooth take off, in flight and landing. Very comfortable seats. Smoothest flight I've experienced in years. THANK YOU JET BLUE!

I was asked to pony up an additional $239 (over the $735 paid originally) for a one way middle seat, which was very uncomfortable. Where did you expect me to sit?

Jet Blue sevice was good. Just don't understand why they charge for earphones to listen to flight entertainment. Other than that, everything was excellent.

The whole experience at the airport in Istanbul should be made known beforehand. Four passport checks and a huge check-in line as I could not check in online made it a very lengthy and frustrating experience. The flights on Turkish Airlines however were just fine.

Mostly good, flight take off in time and land earlier I can’t ask for more..

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.

Seats were very tight for a 17 hour flight. Baby cried for 15 out of 17 hours.

Our plane was delayed for an hour because they had the wrong tow truck that pulls the plane out of the gate. An hour late just to find the right vehicle that pushes the plane out of the gate area! The delay made us barely make our connecting flight but of course our luggage didn’t make it. So no luggage when we arrived at our destination.

Both departure and return flights had mechanical delays. Their planes are antiquated resulting in a two hour flight taking almost four hours to complete.

This trip on American was the WORST I have ever experienced. The plan was LATE taking off from Tucson due to mechanical issues. It caused me to arrive late in Dallas, so I tried to move flights so I would not miss my dinner meeting. First attempt, that flight was delayed, Second attempt, that flight was also delayed. Got back on original flight, the mechanical issue was NOT fixed, so we de-planed and had to find the new gate. Overall, was which was 4 hours delayed and missed the dinner meeting. Friday return, flight from Orlando was on time and landed early. Then the next flight was delayed due to crew coming in late, and them waiting on other passengers. After 90 minutes of delay, we boarded, and then were informed the Fist Officer could not fly due to time constraints. At 12:15 AM we were offered a hotel for a 4:20 boarding flight. Not happening. DFW was COLD and no place to sleep. Plane delayed again to 6:50, but was late taking off AGAIN. Finally landed in Tucson at around 8AM. Should be refunded 75% of the ticket costs due to negligence, nothing more.

Over a 4.5 hour delay. Another flight took our plane and crew

Multiple delays and made us miss the connecting flight and lost our bags

Im sitting here waiting over an hour for my golf clubs

When there are many passengers who are going to miss a connecting flight, they always say please let them off first. But the flight attendant never manages that part of the process. It would be helpful if they would repeat that and stress that to the other passengers.

There was an issue with engine, flight delayed for several hours, lost a connection

Fliy was late missed my connection ,. I had to find altery transportation.

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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