$60 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 3/24. 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.
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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.
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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$210
Santo Domingo
Santo Domingo1 stop$247
Montego Bay
Montego Bay1 stop$290
Oranjestad
Oranjestad1 stop$328
Nassau
Nassau1 stop$379
Kingston
Kingston1 stop$311
Simpson Bay
Simpson Bay1 stop$322
Providenciales
Providencialesnonstop$619
Bridgetown
Bridgetown2 stops$535
Port of Spain
Port of Spain1 stop$407
George Town
George Town1 stop$459
Willemstad
Willemstad1 stop$588
Castries
Castries2 stops$823
St. John's
St. John's1 stop$675
Puerto Plata
Puerto Plata1 stop$553
Aguadilla
Aguadilla1 stop$171

Good to know

Low season

January

High season

June

Cheapest flight

$60
Best time to beat the crowds with an average 3% drop in price.
Most popular time to fly with an average 9% 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 April.

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 8220 reviews
8.5Crew
8.0Comfort
7.9Entertainment
8.2Boarding
7.3Food
Airline reviews

Boarding is, as it always is… horrible. Gate lice. Slow moving zones. Too many people with carry ons

10.0 ExcellentStephen, Feb 2025SFO - JFK
Read more Delta reviews

Boarding is, as it always is… horrible. Gate lice. Slow moving zones. Too many people with carry ons

I loved having a most black flight crew during Black History Month; rather by design or accident I appreciated the representation. ❤️

This was the second flight this week with flight attendant Marcus I’m not sure if his last name is Lane or Lang but this guy is awesome. He funny, attentive and his service is 5 stars. Marcus makes business travel more enjoyable !

Although the flight left late, we arrived early. It was one of the quickest boarding and off boarding experiences I’ve had. It was kind of annoying the only drinks they had were water, coffee, and tea. The flight was very smooth, temperature was just right, and flight attendants were friendly.

Rode in a smaller plane and short trip meant no snacks, no free wifi or tv. It was only 30min flight so honestly wasn’t a big deal to lack these items.

Lower number on this flight so spaced out passengers. Able to enjoy more room to relax during flight. It was lovely.

Kind staff. Snacks are small but that’s the new normal.

Overall, terrible. Flight from SFO was delayed due to “air traffic control issues”, and we were all mislead about connecting flights. Told “you have 20 minutes to catch your connection”. Reality was 5. We got to watch the plane sit at the bridge. Won’t fly Delta with a connection again.

The young man who was our flight attendant in first class was lazy and did not do his job well at all. Never offered drinks upon boarding - actually I take that back... said "are you okay with water" as if I do not want to get you anything else, only passed the snacks around once, got my drink order wrong and then never offered a second round of drinks. He was the worst I have ever seen on Delta and we fly a lot.

Great service. Great staff. Boarding was a little slow, but I think there was a service dog slowing things down.

Everything was on time, we arrived early, everything worked well.

Angela was the best fa ever. She made that 8 hour flight a breeze

This was a pleasant, short flight and the crew was friendly.

The service and food needs to improve to catch up with other international flights

Small plane, so no entertainment. Hour delay! Nobody explained wht the delay was all about.

Same problems with delays in Dallas. This was weather related and due to the incoming flight being delayed. This was the flight that was delayed due to a missing flashlight which turned out not to be missing.

We boarded after several delays due to mechanical failure and a gate change. The seat cushion in the exit row was very compressed and offered no cushion, making the four-hour journey reasonably uncomfortable. The WiFi worked for a few people, but for most, it did not, and you cannot get entertainment unless you can connect—American Airlines flights do not have seatback screens, and you must use your mobile phone.

Only thing that I liked it that I got to my destination safely, otherwise American Airlines stinks.

Improvements in communication and empathy are absolutely necessary for American Airlines staff (top down). It’s like they are numb to the needs of their customers.

Good communication at the gate and very nice crew in the flight

Flight was delayed in phoenix by 1 hour. When Kenny got to minneapolis st paul, Kenny missed his connecting flight to Duluth on Sun country air. Sun country customer service did nothing to help Kenny get home to Duluth. We will not fly with sun country ever again.

When we landed in Minneapolis from Providence, the ground crew was unable to move the jet bridge to meet our plane because the wheels were frozen. We waited patiently on the plane for about 45 minutes while they tried to solve this problem. It was mind boggling that this would not be more quickly resolved, or anticipated, in a place where sever winter weather is the norm. We stressed about meeting our connecting flight to Portland, which we assumed would be our only option for that day. Fortunately, when we finally raced from our gate to the next one, that Sun Country flight had been delayed so we didn't miss it. We decided not to take anything but direct flights from now on, no matter how much cheaper.

No line to check my bag. Reasonable overweight fee. When the connection was late due to weather, the gate agent opened the door and let me on the second flight. The plane waited for my luggage transfer. My bag arrived on time at my final destination:)

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

They changed our departure time 6 times before I even reached the airport. Delayed, Ontime, Delayed Back on time, Then Delayed. We finally boarded the plane and then we had to sit on the runway for over an hour only to be told they were taking us back to the gate for an additional 2 hour delay. Lack of communication and a complete waste of time! Never again!

Very difficult. Flew out on Dec 24th and it was a mess. They know it is going to be the busiest time of the year and they had no organization. Finally they called for people going on certiam flights so they could get them thru thw line then we had to rush to our gate to get in li e to board.We missed our flight do to being stuck at the border of Mexico. They would not work with us to make an affordable price so we had to wait a day with no where to go and pay 280 more for our flights. I would think that a complimentary drink would be nice. But we had to pay 4.49 for a coke. Not an overall good experience

I couldn't understand the crew when they announced it was a new plane and there was therefore no wifi, huh? Seriously lame for 2025!

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.

The check in process was a mess for no reason. I spent an hour waiting in line trying to get them to print my boarding pass and as a result I missed my flight.

The airline used deceptive tactics to charge us more for our trip. Search Frontier Class Action Lawsuit to find out more or read the hundreds of reviews that have nearly identical stories.. don't fly this airline.. you've been warned.

Check in at Philadelphia international was absolutely terrible! I fly 2 to 3 times a month and avoid frontier at all cost and will never fly Frontier again! The night before travel, I tried checking in however, the app was giving me an error, so I went to the desktop, which instructed you that you need to use the app. The next day I presented at the check-in gate after trying at least a half dozen times prior to getting into the airport and continuing to getting the error in the app. I actually had rebooted my phone numerous times and reinstall the app just in case. My phone is only one generation older than the current model. It has no problems completing a frontier flight purchase or any other app issues. There was only three frontier employees working at check-in and a huge line while I was in line I continued to try and check in via the app. As I approach the desk, I was dreading dealing with the agent. He was extremely unprofessional, anti-semantic & very ignorant, and mean to the people in front of me, as well as the people who ended up being behind me. He literally told people “Man I don’t care bout y’all” in his native dialect! Maintaining my composure I approached and explained the situation. To which he replied, you’re gonna have to pay then! I don’t understand. It’s an issue with their app not allowing me to check in! Not my issue! He told me if I pay cash it would be $15, $25 if I pay credit card. I don’t understand a $10 difference for paying with a credit card? I am completely cashless so I continued to try using the app to avoid the $25 fee, Which I still don’t believe that I should be responsible for since it was Frontier’s technical issue!!! I continued to check in via the app a couple more times after he verified I was doing everything right he proceeded to continue to belittle the people behind me. Yelling at them saying I don’t care about you people! I cannot believe that this is the way that businesses would treat its customers! Unfortunately, the black mail with dreadlocks did not have a name tag all he had was a frontier sweater on! For the $25 fee that I ended up getting charged on my credit card. I should’ve just booked originally with Spirit or any other carrier! I have no problem paying fees that I should be responsible for, but when it’s due to a technical failure of a company, the customer should not be responsible for it! I cannot believe that it’s not frontier going out of business!

they delayed my flight which ended up, causing my layover flight to leave without me, resulting in me missing a flight and having to stay overnight in Houston international. I got no compensation other than a flight to my original location only a day later. i’ve never experienced such a unprofessional situation

The flight left over two hours late. They charged me $180 to bring a carry on. There was an error with the spelling of my name and Frontair agent lied that I would need to pay $200 for her to fix the spelling, and pressured me that if I don't do it quick I would lose the flight. I called back and another agent said it costs $75 to fix. All in all, this company is a complete scam.

Very easy with the app to board and staff skills

I took my first and last flight with FRONTIER. The seats are not able to be reclined so it’s not a very comfortable experience when you take a flight of 3 hours or longer. You must pay for your luggage either carry on or check in, so taking all this in consideration at the end what you think you’re saving your paying in services that should be included. Not a beverage in sight. . You’re seriously better off getting on a proper airline such as Delta, AA, United, etc.

After waiting several minutes to be acknowledged by 3 employees on their phones, was told we had missed our flight because the doors were closed at that literal moment. Had they given any actual service or help while we were standing there we would have been on with time to spare. More than 10 people were turned away in this fashion claiming there was no way they could let us on the plane, even though it was still sitting connected to the terminal. After the desk agents let us know they didn't care about the situation we were forced to pay more than twice the price of our original tickets as no credits were given for the price of the "missed" flight. And the icing on the cake was after being treated poorly, fleeced for another few hundred dollars for new tickets? We waited on the next plane for 25 minutes passed the "doors closed" time, letting almost an extra dozen passengers on board. You're company has lazy, disinterested employees and your lack of any real help will ensure this was the first and last time we fly Frontier. Awful.

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

I loked walking out on the tarmac to board and no first class. I didn't like that they have no snacks or onboard wifi to bide your time.

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.
3/11Tue
1 stopSpirit Airlines
16h 36mDFW-SJU
3/18Tue
1 stopSpirit Airlines
14h 02mSJU-DFW
$123
4/8Tue
1 stop
6h 43mDFW-SJU
5/1Thu
1 stop
14h 15mSJU-DFW
$128
3/10Mon
1 stop
9h 40mDFW-SJU
3/18Tue
1 stop
14h 02mSJU-DFW
$129
3/11Tue
1 stopFrontier
12h 03mDFW-SJU
3/18Tue
1 stopFrontier
12h 33mSJU-DFW
$130
3/6Thu
1 stopFrontier
17h 08mDFW-SJU
3/10Mon
1 stopFrontier
7h 42mSJU-DFW
$131
5/20Tue
1 stopDelta
11h 34mDFW-SJU
5/23Fri
1 stopDelta
7h 36mSJU-DFW
$247
8/15Fri
1 stopAmerican Airlines
7h 50mDFW-STT
8/18Mon
1 stopAmerican Airlines
16h 42mSTT-DFW
$439
5/4Sun
1 stopDelta
7h 05mDFW-STT
5/11Sun
1 stopDelta
10h 28mSTT-DFW
$464
6/18Wed
nonstopAmerican Airlines
4h 55mDFW-STT
6/26Thu
nonstopAmerican Airlines
5h 30mSTT-DFW
$500
3/7Fri
1 stopSun Country Air
21h 09mDFW-PLS
3/15Sat
1 stopSun Country Air
25h 34mPLS-DFW
$712

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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.
3/24Mon
1 stopFrontier
9h 40mDFW-SJU
$60
3/25Tue
1 stopSpirit Airlines
6h 43mDFW-SJU
$62
6/22Sun
nonstopAmerican Airlines
4h 40mDFW-SJU
$198
3/25Tue
2 stopsUnited Airlines
11h 45mDFW-SJU
$205
8/17Sun
nonstopAmerican Airlines
5h 10mDFW-SJU
$239
5/18Sun
1 stopDelta
6h 47mDFW-STT
$248
8/17Sun
2 stopsUnited Airlines
13h 07mDFW-SJU
$248
7/25Fri
nonstopSun Country Air
4h 47mDFW-PUJ
$260
3/20Thu
1 stopDelta
8h 26mDFW-STT
$273
6/9Mon
nonstopSun Country Air
4h 47mDFW-PUJ
$287

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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.
2/25Tue
nonstopSpirit Airlines
4h 35mDFW-SJU
3/1Sat
nonstopSpirit Airlines
5h 47mSJU-DFW
$158
2/25Tue
nonstopSpirit Airlines
4h 35mDFW-SJU
2/27Thu
nonstopSpirit Airlines
5h 47mSJU-DFW
$181
2/25Tue
multi-stopFrontier
9h 36mDFW-SJU
3/26Wed
multi-stopFrontier
18h 55mSJU-DFW
$212
2/22Sat
multi-stopFrontier
9h 36mDFW-SJU
3/5Wed
multi-stopFrontier
25h 28mSJU-DFW
$217
2/25Tue
nonstopAmerican Airlines
4h 35mDFW-SJU
3/3Mon
nonstopAmerican Airlines
5h 35mSJU-DFW
$551
2/22Sat
multi-stopUnited Airlines
8h 04mDFW-SJU
2/25Tue
multi-stopUnited Airlines
15h 55mSJU-DFW
$560
2/23Sun
multi-stopUnited Airlines
7h 31mDFW-SJU
2/24Mon
multi-stopUnited Airlines
15h 55mSJU-DFW
$565
2/22Sat
nonstopAmerican Airlines
5h 00mDFW-STT
3/7Fri
multi-stopAmerican Airlines
18h 18mSTT-DFW
$720
2/22Sat
multi-stopDelta
10h 36mDFW-SDQ
2/28Fri
multi-stopDelta
10h 35mSDQ-DFW
$735
2/22Sat
multi-stopDelta
7h 48mDFW-AUA
2/28Fri
multi-stopDelta
9h 22mAUA-DFW
$1,100

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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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