$126 Find Cheap Flights from Dallas/Fort Worth Airport to Caribbean Islands - Compare and Save

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Cheap Flights from Dallas/Fort Worth to Caribbean Islands

Cheapest round-trip prices found by our users on KAYAK in the last 5 days
Sort by: Cheapest
San Juan
4h 34mNonstop
from $309per person
Montego Bay
3h 41mNonstop
from $316per person
Punta Cana
4h 30mNonstop
from $380per person
Nassau
3h 10mNonstop
from $396per person
Simpson Bay
6h 58m2 stops
from $398per person
Oranjestad
4h 50mNonstop
from $402per person
George Town
3h 12mNonstop
from $407per person
Bridgetown
7h 35m2 stops
from $412per person
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Booking Insights

KAYAK's insights & trends for Dallas/Fort Worth to Caribbean Islands flights

Get data-powered insights and trends into flights from Dallas/Fort Worth to Caribbean Islands to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest Dallas/Fort Worth Airport to Caribbean Islands flight route?

The cheapest ticket to Caribbean Islands from Dallas/Fort Worth Airport found in the last 5 days was to San Juan, at $407 round-trip. The most popular route is from Dallas/Fort Worth Airport (DFW) to San Juan Luis Munoz Marin Intl Airport (SJU), and the cheapest round-trip airline ticket found on this route in the last 5 days was $407.

What is the cheapest time of day to fly to Caribbean Islands?

The cheapest time of day to fly to Caribbean Islands is generally at night, when round-trip flights cost $476 on average. On average, there is no price difference when choosing to fly in the morning or the evening on this flight route. The most expensive time of day to fly to Caribbean Islands is generally in the morning, which is peak travel time and where the average cost of a ticket is $572.

Can I save money by flying with a layover from Dallas/Fort Worth Airport to Caribbean Islands?

No, with an average price for the route of $584, prices are generally cheapest when you fly direct.

What is the cheapest month to fly from Dallas/Fort Worth Airport to Caribbean Islands?

The cheapest month for flights from Dallas/Fort Worth Airport to Caribbean Islands is February, when tickets cost $577 (return) on average. On the other hand, the most expensive months are December and June, when the average cost of round-trip tickets is $758 and $745 respectively.

What’s the cheapest day of the week to fly from Dallas/Fort Worth Airport to Caribbean Islands?

Your flight ticket price will generally be cheaper if you fly to Caribbean Islands on a Sunday and more expensive on a Saturday. On your return trip to Dallas/Fort Worth Airport, you should consider flying back on a Thursday, and avoid Sundays for better deals.

How far in advance should I book a flight from Dallas/Fort Worth Airport to Caribbean Islands?

To get a below average price on the flight from Dallas/Fort Worth Airport to Caribbean Islands, you should book around 3 weeks before departure, which saves you about 23% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 9 weeks before departure.

Good to know

Low season

January

Cheapest flight

$126
Best time to beat the crowds with an average 14% drop in price.
Most popular time to fly with an average 6% increase in price.
Flight from Dallas/Fort Worth Airport to Montego Bay

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.

  • How many flights are there between Dallas/Fort Worth Airport and Caribbean Islands per day?

    Each day, there are 2 nonstop flights that take off from Dallas/Fort Worth Airport and land in Caribbean Islands, with an average flight time of 4h 11m. The most common departure time is 9:00 am and most flights take off in the morning. Each week, there are 10 flights and there are the same amount of flights each day (2).

Reviews of the top 5 airlines serving from Dallas/Fort Worth to Caribbean Islands

 
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
SouthwestOverall score based on 4190 reviews
8.6Crew
8.0Comfort
8.1Boarding
7.0Food
7.5Entertainment
Airline reviews

Flight was constantly delayed with significant changes in time, it was supposed to get to Colorado Springs at 8:30 PM but it got there after midnight.

2.0 MediocreMarcela, Jun 2026
Read more Southwest reviews

Flight was constantly delayed with significant changes in time, it was supposed to get to Colorado Springs at 8:30 PM but it got there after midnight.

I don't know why flying out of Sarasota requires two plane changes.

Plane was late. Zero service for 2+ hour flight and it was not that bumpy.

Great flight. Good snacks and drinks. Grateful it was free. The flight from Nashville to louisville, i think her name was Tracy (not sure that's right) super awesome, nice and cheerful. She really enjoyed being at work today! She was the person who scanned the boarding pass on flight wn941. She should be recommended for a raise !

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

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.

I was assigned seat 7E, yet my boarding was Group 5, which caused me to have to put my luggage in the back of the plance above `19 or 20 aisle, as passengers who had boarded earlier took the overhead bins in the front. SW needs to monitor bin space and ensure that bin space above the seat are aligned to those sitting near their seats. Also the seating assignments needs to align with group number. Maybe board those last first and so on? Having said the ALL the passengers on the plane were gracious enough to allow me and other passengers in this dilema to retrieve our luggage and helped us along the way. I always love the flight staff, as always their fantastic and I can't rave about them enough!

The flight crew was extremely rude and especially not helpful when our flight was delayed.

Check-in, Boarding and flight were smooth. All the employees and crew was very nice and funny. They gave the kids crayons and workbooks to keep them occupied which was a big win. I’ve flown Southwest many times and that’s the first time I’ve seen that and it is a great addition.

Still a fan of open seating. Flight was on schedule and arrived on time. The 737 MAX is very comfortable.

Delta has joint the nickel and diming airlines. The experience is getting worst by the day. 1,000,000 miles for a trip to Asia in Business Class where I got the same thing for just under 90,000 miles through an Asian airline. Where is Richard Anderson? Please come back!

I had an extensive delay on my previous flight and we had another delay due to the crew not being there. We were scheduled to have a late arrival but due to the delay it was even longer.

The WiFi was not working. That made for a long flight.

Flight was delayed due to crew being not on time

Flight was delayed. No information on why it was delayed. After we boarded the flight, , the crew made announcement that the captain hs not arrived and he will take 15 mins more to arrive. Passengers were just sitting patiently for the captain to arrive and start, Terrible experience.

Timing, quality of service, promptness and courtesy of the staff

It would have been better if the flight wasn't delayed by 2.5 hours

Delta flight Delay for ,more that two hours i.e original flight was 6.30 PM and it starts at 8.45 PM, When we connect Delta team for meal vouchers as it is late arrival in designation,But we did not get it as per delta policy , which is not good for mid night arrival,

On my way home I had a layover. The flight from ATL to CLT was amended 5x while I was waiting. I could have driven home sooner. Overall from Dallas, Tx to Charlotte, NC I started my trip at 4:30pm, I didn’t get home until past midnight. I know things happen, but 5x to make me run back and forth in an airport from different terminals is excessive. I also upgraded to comfort + , I didn’t feel it was worth it. There was no benefit

I didn’t like that I could not select my seat and was assigned a seat when I checked in at LAX

It was terribly delayed with zero support from united airlines. I reached at 1 am in the night. They did not provide any option to change the flights.

Flight cancelled instead of leaving Friday am now, maybe, leaving Sunday

one of the flight attendants on the Dallas to frankfurt leg was somewhat rude..

Friendliest Flight Attendant I’ve seen since I flew on Southwest Airlines. The whole trip was outstanding…and arrived Early!

A little bit more leg room in premium economy. I am 6’4”.

Sucks ! All three flights I was on this trip were delayed.

When I got our tickets, my husband and I were easily able to get seats together (including a window seat). When we checked in at the airport all the seats were reset and we had to pick new ones, so we couldn’t sit together because there were only middle seats! Ugh that’s the worst. We were back so far we had to check our carry ons which was annoying because I bring an expensive camera that I don’t/cant check so I had to reorganize my items. Once we were seated on the plane we had to wait an hour to take off and they said there was some weather/air traffic in Denver but it was unclear. The lady I sat next to complained that our seats didn’t go back and we both got free complimentary snack boxes which were quite good. I wasn’t going to say anything about the seats, they were the typical uncomfortable kind. It would have been fine if the 2 hr flight hadn’t turned into 3 hrs. Not the best flight but also not the worst.

Food wasn’t very good, old business seating configuration on an old A340

Crew is way too many times on the intercom re explaining the same thing

Nothing. I flew business class. I always try to avoid air Canada because it’s the worst airline and it’s proven on international level. Sad and embarrassing…

Every time I fly American they end up delaying the flight significantly and claim it’s due to weather, however, it was a beautiful clear sunny day in Dallas today. Unfortunately, these significant delays occur more often than not which I don’t experience on any other airlines. Yet American Airlines consistently faults the weather and never holds itself accountable for the poor and unorganized service. I will keep my business with Delta, United, and JetBlue going forward. American Airlines should not be part of the “Big 3” considering United and Delta are light years ahead. JetBlue is also much ahead of American. American needs to step up big time

Seems like the ac wasn’t working. It was super hot

American Airlines didn't allow us on the flight as there were delays for a ground stop that couldn't get our flight from Baltimore to the gate. When we needed help rebooking there wasn't a gate agent available to help us either.

The flight was delayed and was not forthright on the time that it was likely to depart where Flight Radar 24 was reflecting a later time that ended up being accurate for the takeoff. The plane was filthy with food smashed into the carpet and crumbs were piled under the seat where I was to put my backpack. It looked like a full sized Lotus Biscoff cookie was pulverized under the seats in my section. The seats were so uncomfortable especially when the person in front reclined his seat completely to where it was smashed against my knees and I am only 5'2". The fruit and cheese box for $13 was lackluster with no flavor and not satiating at all. The plus side is that I did get one full can of ginger ale. The flight attendants looked miserable and tired, probably due to the last minute need for a new flight attendant to fill in since the original one assigned could not continue on to service this flight. Improve the flight experience for customers and maybe the irritability and stress of flying in today's environment will not negatively impact the joy and stress of the employees/flight crew. This is why I prefer to fly non-US carriers whenever given the chance.

The big challenge here was that the inbound flight was delayed, THEN, the aircraft was deemed in need of service, so we had to deplane after being a few minutes away from departure, THEN we had to switch terminals, where another plane in our gate had maintenance issues so we had to change gates again. I am a regular flyer (not on American) so I understand these things happen. The crew was great. The pilot in particular was gracious and understanding and stayed with the passengers the whole time to answer questions and give updates - that was impressive. But the flight was massively delayed as a result, and today I really wanted to be home in time. Sigh The flight was otherwise great.

My original flight kept getting postponed multiple times, I would have missed my international flight if I waited. It was postponed through the next day. I ended up having to drive 3 hours away to get my next flight.

DFW notification of changing the gate notice was an inconvenience.

Mechanical issues and delays. I get it but bad experience. Turned my 3 hour airport experience into a 9 hours

The flight was delayed multiple times due to the inbound flight arriving late, which is not a major issue. That being said, the boarding process was awful. The gate agent(s) didn't allow sufficient time for the pre-boarding passengers to get settled in and then called the four priority groups at the same time - i.e., called Group 1 and then called Groups 2-4 all at the same time. This approach had all four priority groups standing on the jet bridge from the airplane door to the gate end of the jetway for 10+ minutes in the heat (i.e., it was 96F outside and uncomfortably warm). This approach also made the actual boarding process a mess. There were multiple points of failure with the boarding process that turned a late departure into more of an issue.

Worst experience ever, extremely disorganized airline with super rude crew for first class passengers. I have submitted feedback to AA customer care online that this was my worst experience traveling in over 30 years

Very good flight that left on time and arrived earlier than anticipated, which was a plus! The crew members were very welcoming and helpful. However, the temperature on the flight was very cold - almost to the point of extreme discomfort. Additionally, requiring passengers to pay $8 for headphones to access the JetBlue entertainment was disappointing. Those earbud jacks are not used with most technology and would not be able to be used. There was no option to use Bluetooth for my own earbuds. Beyond those inconveniences, the flight was good.

My original flight was cancelled. My replacement flight was delayed over 2 hours. I lost my whole day in NY

Delays were crazy long (over an hour) both for boarding and baggage claim

awful expereince. boarding was a mess and not communicated, then we sat on a hot plane and were at risk of getting kicked off

2 hour delay and a lack of air conditioning on the plane. Not a good combination

Fabulous! This was the first time we've flown with JetBlue and the entire experience was flawless!

First time flying JetBlue and my perception changed. Love it.

Poor, had a 5+ hours delay. Kept sitting in the aircraft with three kids. It was terrible

The wifi didn't work and I needed to do some work. This was a business trip.

Jet blue just had great service overall! Only a little turbulence heading out of Austin, otherwise the jet stream helped the speed of the trip!

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