$64 Find Cheap Flights from Dallas/Fort Worth Airport to Caribbean Islands

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Dallas/Fort Worth to Caribbean Islands departing on 1/20. 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
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These are the airlines KAYAK users have selected most often from within our search results in flight searches from Dallas to Caribbean Islands.
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Dallas to Caribbean Islands.
In the last 7 days travelers have searched 41,299,237 times on KAYAK, and here is why:

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Best Caribbean Islands Flight Deals from Dallas/Fort Worth

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours

Punta Cana
Punta Cana1 stop$209
Santo Domingo
Santo Domingo1 stop$229
Montego Bay
Montego Bay1 stop$278
Oranjestad
Oranjestad1 stop$312
Nassau
Nassau1 stop$423
Simpson Bay
Simpson Bay2 stops$334
Kingston
Kingston1 stop$324
Providenciales
Providencialesnonstop$608
Bridgetown
Bridgetown3 stops$637
Port of Spain
Port of Spain1 stop$452
George Town
George Town1 stop$496
Willemstad
Willemstad2 stops$529
Castries
Castries3 stops$1,457
Puerto Plata
Puerto Plata1 stop$543
St. John's
St. John's1 stop$664
Aguadilla
Aguadilla1 stop$145

Good to know

Low season

September

High season

July

Cheapest flight

$64
Best time to beat the crowds with an average 12% drop in price.
Most popular time to fly with an average 11% increase in price.
Flight from Dallas/Fort Worth Airport to San Juan Airport

FAQs - booking Caribbean Islands flights

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

    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 Dallas/Fort Worth Airport to Caribbean Islands.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Dallas/Fort Worth Airport to 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 Dallas/Fort Worth Airport to Caribbean Islands?

    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 from Dallas/Fort Worth Airport to Caribbean Islands with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Dallas/Fort Worth Airport to Caribbean Islands?

    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 from Dallas/Fort Worth Airport to Caribbean Islands up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Top tips for finding cheap flights to Caribbean Islands

  • Book at least 1 week before departure in order to get a below-average price.
  • High season is considered to be January, November and December. The cheapest month to fly from Dallas is February.

Top 5 airlines serving from Dallas/Fort Worth to Caribbean Islands

 
See real verified KAYAK customer reviews for airlines flying from Dallas to Caribbean Islands. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Dallas/Fort Worth to Caribbean Islands? 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
DeltaOverall score based on 8601 reviews
7.3Food
7.9Entertainment
8.6Crew
8.2Boarding
8.0Comfort
Airline reviews

I was with one of the last zones to board. It was kind of annoying to finally get called to board and my whole section was already on the plane. Clearly they boarded with previous zones. So by the time I got on board, there were no spaces for my luggage above my head. I had to put my luggage 4+ rows behind me, which meant that I had to wait even longer to get off the plane, since I had to wait for those rows to clear the aisle before I could retrieve my luggage and exit the plane. This also held up the plane cleaners, as they couldn't service my row until I cleared it, so they were all standing there waiting for me, while I'm standing there waiting for the other passengers to clear the aisle. Anyways, I wasn't in a rush this time, so I just waited, but I could see that being a problem in the future. Now, I could have checked my luggage, of course, but coincidentally, a friend of mine on the same flight got their luggage damaged (wheel completely knocked off) and was told by the Baggage Attendant in the airport that Delta doesn't "cover wheel damage" on luggage. This was disappointing to hear. I'm glad I didn't check mine through. If it were my luggage, I'd be highly frustrated to hear that. It makes me not want to check my luggage in the future.

8.0 ExcellentMelodii, Dec 2024ATL - MSY
Read more Delta reviews

I was with one of the last zones to board. It was kind of annoying to finally get called to board and my whole section was already on the plane. Clearly they boarded with previous zones. So by the time I got on board, there were no spaces for my luggage above my head. I had to put my luggage 4+ rows behind me, which meant that I had to wait even longer to get off the plane, since I had to wait for those rows to clear the aisle before I could retrieve my luggage and exit the plane. This also held up the plane cleaners, as they couldn't service my row until I cleared it, so they were all standing there waiting for me, while I'm standing there waiting for the other passengers to clear the aisle. Anyways, I wasn't in a rush this time, so I just waited, but I could see that being a problem in the future. Now, I could have checked my luggage, of course, but coincidentally, a friend of mine on the same flight got their luggage damaged (wheel completely knocked off) and was told by the Baggage Attendant in the airport that Delta doesn't "cover wheel damage" on luggage. This was disappointing to hear. I'm glad I didn't check mine through. If it were my luggage, I'd be highly frustrated to hear that. It makes me not want to check my luggage in the future.

The dear was very limited in space. I could put my water bottle in seat basket. Also, there was no inflight entertainment in the delta app?

Typically I give delta excellent reviews. Our flight was delayed 2hrs, I was one of the fortunate ones who were able to get to my connecting flight. Also, annoying that on the connecting flight boarding personnel make me put away a small bag into my carryon. It small enough to put in back pocket seat, why hold me and the line up to just push it into my carryon.

Logan airport construction meant that boarding was chaotic crowded and delayed

Everything was great. Great service, excellent communication, and early arrival

We were forced to wait nearly 50 additional minutes before leaving the terminal.

Free Wi-Fi is good. That’s all - food mediocre, unfriendly crew, poor communication after trying to file a claim for my lost bag, which Delta didn’t even know was lost until I told them.

Delta flight attendants poorly managed the boarding process and overhead storage. My bag was checked last minute and no claim ticket was provided. My bag is now lost. Complete incompetence by all flight crew involved.

Inexpensive, got an exit row aisle aeat with no middle passenger, bought a great breakfast sandwich, flight comfortable & arrived ahead of schedule.

Customer service at the gate in the flight was exceptional. On time. Aircraft and seat was decent. Thanks Delta. 💗

A thousand choices for movies and nothing to watch. I avoid 'R' rated shows and others with violence and sexual content, which results in a handful of flicks to view and I have them already.

Two issues. The plane was old and dirty. The armrest looked like an old car that had the vinyl rubbed off. The Seats in these aircraft are about as hard and uncomfortable. I want to tour Italy for a month and I want to buy a one-way ticket to Thailand but I will not sit in the seats these planes have. It is seriously stupid how hard they are.

The meals were mediocre and the alcohol selection was poor.

The gate changed over 6 times in the 4 hours before this flight having us walking all over and back again. The agent told me that the American app and the airport monitors are not reliable and I should Google the flight number for accurate flight information! Shocking tip but the gate still kept changing anyway and then the flight was delayed an hour because of another maintenance issue. Not a great experience.

Promised lounge access, gate agent didn't allow us entry.

I was in a wheelchair and went from international to domestic. I was transferred to several different modes of transport and expected to give a tip at each transfer. I was, although, grateful to get to the gate in time for my flight.

The flight was good. The only reason I did not say “excellent” was the delay

The flight was great, and I have never ridden in first class previously so I don't have any practical knowledge of the norm. The flight out to DFW was delayed and I sat in economy which was as expected, not nearly as spoiled as I was in first class which had more general room but that is par for the course. I have no complaints and will wait until I fly American again before I can make a valid improvement. I will fly American again in the future.

It was okay. I opted to pay for an upgrade to an exit row, but this might’ve been the worst exit row experience I’ve ever had. - The fold out table was janky and didn’t fold out properly. - The seats felt squished together as I was the aisle seat in the group of three, but the guy in the middle felt like he was constantly leaning on me. - Everyone who walked by brushed up against me, or knocked my entertainment screen, to include the food and drink carts. Didn’t get one apology or excuse me. - The community flight tracker screen was right in front of me and was sooooooo bright I could barely catch any sleep on my 13hr flight from Seoul to DFW. Not the best experience at all…

Packed commercial flight was as comfortable as can be expected

I had paid for a seat assignment at the time of reservation but when I checked in the night before it wasn’t there. Had to purchase another seat.

So unprofessional. They changed my connecting flight to a time that made it literally impossible to make the flight with no way to contact them or reject the changes. When I missed the flight as expected, there was no one to be found at their ticketing counter and the phone support put me on hold for an indefinite time. Since they didn't have another flight that day, all sun country air personell had left the airport (this was at 7pm) and my only options were to get a hotel for the night and come back the next afternoon to hopefully get rescheduled or buy a flight with another airline.

I purchased an aisle seat but was put in the middle seat surrounded by families with small sick children (3). That can happen anytime and I was prepared. The ticket agent questioned why I hadn’t paid for my luggage and had to explain that 2 pieces were included with my ticket. I hate that nickel and diming attitude. Please inform your staff better.

I know the airline has been open for 40 years and the flight crew looked just as old. The flight attendants were not friendly and rude. They should think of retiring this crew.

The crew was friendly, but I only got a drink, no food.

Flight was late, boarding was a mess, families separated so they could make extra profit.

Great! A delay in taking off but that’s it

Terrible boarding experience at sea tac. Displayed on time departure despite being about an hour behind in boarding time. Boarded a bus to go to the tarmac to then board onto the plane.

Hidden fees everywhere while we aware of the fees but it quickly added up to a premium airline. From 12+ dollars to pick your set to $55 dollars a checked bag. No counter at the Portland Airport until 2 hrs before the flight made it so we couldn't get anything to eat before the flight. Pre checking your bags wasn't working on-line or at the kiosk, so we had to pay extra 5 dollars per bag for counter checking. So after everything was said and done, we ended up paying an extra $200. Plane was nice and clean plane staff was nice and attentive.

Excellent. Except seat C2 starting to be worned down. Very uncomfortable.

I did not fly Spirit. Connie fraudulently used my email to book her flight. I do not know Connie!

Boarding attendant was rude. Crew on the plan were more interested in talking amongst themselves and did not ask parentage if they needed anything or even walk down the isles.

Flight was ok with exception of the multiple delays. As with all Spirit flights, the sights are extremely uncomfortable and lack leg space. However, the price savings is the plus.

Okay for the most part but Good boarding and on time

The gate employees and the flight crew were friendly and professional. Afterboarding we waited 20 minutes for another flight; a complimentary beverage would have ben appreciated for the inconvenience.

Quick flight. But crew was late so boarding was delayed. No food or entertainment as flight was an hour so no possible eating there…flight was also delayed but I think that was the fault of SAN airport not spirit…

Everyone on the plane was wonderful. I can't say that the trip of flying was wonderful because I hadn't done that since I was 13 years old. Honestly I was terrified. What would make it better is if they didn't drive so fast but I know they have to. And if they could go up slowly and land slowly. But none of that they can control.

Horrible experience, they cancelled the flight , and we had to lose money on car rentals and hotels and tickets for extraction

Awful. My flight was three hours late leaving DFW and we just arrived at LAX three hours late and stuck on the runway. I heard the Spirit workers at the desk in DFW say that we were waiting on a crew. I am extremely disappointed in Spirit.

My flight was cancelled an hour before take off time.

Delayed each time on a round trip with no significant weather interference. Updates to flight times came after the fact. 30 min behind in boarding and board and phone still show an on time departure. Some mysterious extra 300 miles that came so surprising they had to fuel while we were already on board?

A lady asked to stop the flight after the tunnel pulled away and we began to depart a flight that was already hours late. The attendance respectfully stopped the the plane and had the tunnel return. After the tunnel returned the passenger claimed to have changed her mind . The tunnel was then put in reverse and the passenger remained on the plane .. They should have sent the sick passenger off the plane like initially replaced. They existed a couple off the plane prior to that situation.. So.. all and all.. it was a long and flight.. .

terrible cascading delays and unhelpful customer service. uncomfortable plane. crew was great, however!

I ended up paying $70+ dollars to for a carryon because the website is confusing and misleading. I now realize I did not need to pay that. I request a refund. I will pay extra to other airlines and not fly Frontier again.

With frontier you get what you pay for. The flight was two hours late. It’s a tight fit for the number of people they bring but you get to where you’re going cheap. Sometimes that’s more important than a nifty drink and cool TV..

Charges unexpected. For seat that didnt recline. Please reverse extra seat and carryon charge. Bad business that is a bait and switch.

Although we received an email from Kayak AND the airline, turns out we were not on Frontier’s manifest for the flight. We had to purchase tickets at the gate. Not sure where this transaction fell apart, but it did. We are now disputing the charges for the SLC to PDX flight originally booked through Kayak.

We had an awful experience getting our bags checked in. Frontier’s check in on the app manipulated us into buying the business package because that was the only option available for a checked bag which included two checked bags per person which we did not need. Upon arriving to the airport, we stood in line for what seemed like forever at the baggage check in and there was no one available at the counter. We were first in line and we were afraid we were going to miss our flight due to the baggage attendant being late. After realizing there were a lot of other people waiting at the baggage check in and no one available. I reached out to Frontier and could not get any customer service so I had to call the airport to page the baggage attendant to send someone to the counter to check in our bags before we were able to go through security , I finally spoke to the attendant at the counter and explained to her that we had to pay for two checked bags person a total of six bags when we only had a total of three bags between three people she said to reach out to Frontier and they would issue a refund for the three bags that we paid for and did not need. I reached out to Frontier which I was not able to reach anybody by phone so I had to go through their automated chat feature, which sent me around in circles until I finally reached a representative to assist me. I explained to them what happened and they explained that they were not able to assist me. I continued to push the issue with them as this was very frustrating and they finally put in a customer service ticket where we were issued a flight credit and we were so disappointed because after this experience, we NEVER want to fly Frontier again, and we do not want a credit that we will not use. Frontier charged us almost $500 for us to check three bags which is absolutely absurd! The customer service agents were not able to offer anything else other than a flight credit and I do not feel like my frustrations were truly heard , we will never use Frontier Airlines again ! Truly Theft by Manipulation! They should be ashamed!

I couldn’t check in because the app didn’t work. It took 3 Frontier employees at the counter to get me checked in. Flight left 3 hours after departure time

One crew member was rude about our bags. Be nice about it. We don’t fly a lot. And the fact that you have to pay for a carry on is ridiculous

Book cheap flights from Dallas to Caribbean Islands

Recent round-trip flight deals

 
These are the cheapest round-trip flights from Dallas to Caribbean Islands found on KAYAK in the last 72 hours.
1/13Mon
1 stopFrontier
7h 20mDFW-SJU
1/23Thu
1 stopFrontier
9h 49mSJU-DFW
$126
1/20Mon
1 stopFrontier
7h 21mDFW-SJU
1/25Sat
1 stopFrontier
11h 45mSJU-DFW
$128
1/22Wed
nonstopSpirit Airlines
4h 31mDFW-SJU
1/29Wed
nonstopSpirit Airlines
5h 36mSJU-DFW
$156
2/17Mon
nonstopSpirit Airlines
4h 35mDFW-SJU
2/27Thu
nonstopSpirit Airlines
5h 47mSJU-DFW
$167
1/29Wed
1 stopUnited Airlines
9h 33mDFW-SJU
2/5Wed
2 stopsUnited Airlines
13h 20mSJU-DFW
$224
1/12Sun
1 stopUnited Airlines
8h 07mDFW-SJU
1/17Fri
1 stopUnited Airlines
9h 37mSJU-DFW
$249
1/13Mon
1 stopAmerican Airlines
6h 25mDFW-STX
1/22Wed
1 stopAmerican Airlines
16h 09mSTX-DFW
$257
1/22Wed
1 stopAmerican Airlines
7h 53mDFW-STX
1/30Thu
1 stopAmerican Airlines
16h 09mSTX-DFW
$297
3/20Thu
1 stopDelta
6h 28mDFW-STX
3/27Thu
1 stopDelta
10h 52mSTX-DFW
$322
1/14Tue
1 stopDelta
6h 53mDFW-STX
1/21Tue
1 stopDelta
10h 32mSTX-DFW
$400

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Recent one-way flight deals

 
Only flying one-way? Below are some of the best one-way flight deals from Dallas to Caribbean Islands found on KAYAK in the last 72 hours.
1/20Mon
1 stopFrontier
7h 21mDFW-SJU
$64
1/9Thu
1 stopFrontier
15h 26mDFW-SJU
$68
1/18Sat
nonstopSpirit Airlines
4h 31mDFW-SJU
$78
1/20Mon
nonstopSpirit Airlines
4h 31mDFW-SJU
$80
3/20Thu
nonstopAmerican Airlines
4h 41mDFW-SJU
$198
3/30Sun
1 stopAmerican Airlines
6h 40mDFW-STX
$237
6/18Wed
1 stopDelta
11h 41mDFW-SJU
$243
1/20Mon
1 stopDelta
8h 18mDFW-STT
$247
6/17Tue
nonstopSun Country Air
4h 47mDFW-PUJ
$302
6/16Mon
nonstopSun Country Air
4h 47mDFW-PUJ
$363

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Last minute flights from Dallas/Fort Worth to Caribbean Islands

Last minute flight, train and bus deals

 
These last-minute flight deals are the cheapest flights found on KAYAK in the last 72 hours for flights from Dallas to Caribbean Islands that are departing in the next 10 days.
12/23Mon
nonstop
4h 31mDFW-SJU
12/29Sun
nonstop
5h 46mSJU-DFW
$317
12/23Mon
nonstopFrontier
4h 31mDFW-SJU
12/27Fri
nonstopFrontier
5h 30mSJU-DFW
$332
12/23Mon
multi-stopSpirit Airlines
15h 12mDFW-SJU
12/27Fri
nonstopSpirit Airlines
5h 45mSJU-DFW
$401
12/20Fri
nonstopSpirit Airlines
4h 29mDFW-SJU
12/26Thu
nonstopSpirit Airlines
5h 46mSJU-DFW
$412
12/23Mon
multi-stopAmerican Airlines
13h 10mDFW-SJU
12/30Mon
multi-stopAmerican Airlines
8h 52mSJU-DFW
$534
12/23Mon
multi-stopAmerican Airlines
15h 46mDFW-SDQ
1/16Thu
multi-stopAmerican Airlines
16h 45mSDQ-DFW
$683
12/24Tue
multi-stopDelta
6h 35mDFW-STT
12/28Sat
multi-stopDelta
10h 12mSTT-DFW
$773
12/24Tue
multi-stopDelta
6h 40mDFW-SDQ
12/26Thu
multi-stopDelta
10h 05mSDQ-DFW
$888
12/24Tue
multi-stopUnited Airlines
5h 33mDFW-NAS
12/28Sat
multi-stopUnited Airlines
10h 54mNAS-DFW
$1,003
12/24Tue
multi-stopUnited Airlines
17h 49mDFW-SDQ
12/29Sun
multi-stopUnited Airlines
21h 05mSDQ-DFW
$1,006

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Everything you need to know for your flight to Caribbean Islands

Information on your arrival and departure airports

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