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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
Punta Cana
Punta Cana1 stop$644
Santo Domingo
Santo Domingo2 stops$344
Montego Bay
Montego Bay1 stop$307
Oranjestad
Oranjestad2 stops$413
Nassau
Nassau1 stop$316
Kingston
Kingston2 stops$699
Simpson Bay
Simpson Bay1 stop$461
Providenciales
Providenciales1 stop$457
Port of Spain
Port of Spain1 stop$524
Bridgetown
Bridgetown1 stop$643
George Town
George Town1 stop$445
Willemstad
Willemstad1 stop$533
Aguadilla
Aguadilla1 stop$275
Puerto Plata
Puerto Plata1 stop$599
St. John's
St. John's1 stop$811
Punta Cana
Punta Cana1 stop$644
Santo Domingo
Santo Domingo2 stops$344
Montego Bay
Montego Bay1 stop$307
Oranjestad
Oranjestad2 stops$413
Nassau
Nassau1 stop$316
Kingston
Kingston2 stops$699
Simpson Bay
Simpson Bay1 stop$461
Providenciales
Providenciales1 stop$457
Port of Spain
Port of Spain1 stop$524
Bridgetown
Bridgetown1 stop$643
George Town
George Town1 stop$445
Willemstad
Willemstad1 stop$533
Aguadilla
Aguadilla1 stop$275
Puerto Plata
Puerto Plata1 stop$599
St. John's
St. John's1 stop$811
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 $394 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 $394.

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 $482 on average. Morning departures are around 3% more expensive than evening flights, on average. 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 $595.

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 $624, 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 October and November, when the average cost of round-trip tickets is $800 and $783 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 Monday and more expensive on a Wednesday. 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 20% 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

September
Best time to beat the crowds with an average 3% drop in price.
Most popular time to fly with an average 3% increase in price.

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.

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.
7.9
SouthwestOverall score based on 4219 reviews
8.1Boarding
7.4Entertainment
7.0Food
8.6Crew
8.0Comfort
Airline reviews

I understand the delays caused by the storm, but that doesn’t mean the systems had to be chaotic. The app showed one thing, the screens showed something else, and the gates kept changing every 10 minutes. It was a nightmare trying to figure out where to go.

2.0 MediocreWatimosin, Oct 2026
Read more Southwest reviews

I understand the delays caused by the storm, but that doesn’t mean the systems had to be chaotic. The app showed one thing, the screens showed something else, and the gates kept changing every 10 minutes. It was a nightmare trying to figure out where to go.

Unfortunately, I left my headphone's case in the bag of the front seat. I was seating on 9C. Hopefully the found it and I can get it back. I have not been able to get in contact with Southwest. Other than that, everything went fine.

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.

Everything was great except the fact that catering did not restock the flight from ATL to GRB and we were only offered water.

The WiFi on the plane was out. I also thought movie options were lacking.

My seat was changed without my consent. It wasn’t a major deal but annoying.

It was delayed over an hour and a lot of announcements disrupting movie.

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

Flight was so congested it was disgusting. Hals of the hostesses clearly seemed to be racist. no sanitation maintained in the restrooms.

The WiFi went out an hour before the flight was due to land so I did not get my money's worth.

Bag got checked but I thought one personal item was guaranteed.

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.

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

The crew was not nice this time. I asked for a drink one time and the girl didn’t say anything to me and just got me the hot drink while walking super fast to the back. We were sitting in the back and she wasn’t doing anything except socializing. She was upset I asked for something and she had to do her job. I also didn’t fully have it in my hands when she handed it to me so it was dangerous. She was abrupt and rude. She wouldn’t allow for people to spread out like previous flights we had been on if they were empty, and there were empty rows. It was strange and she enjoyed being angry at us.

The plane was FREEZING COLD. Like I was wishing I'd brought gloves. Is this how JetBlue sells more blankets? Other than that, all fine. Crew just as nice as usual. A flight attendant asked (who? The pilot?) to have the air turned down for a great number of passengers who were as cold as I was. They (again -- who is "they") did not.

Flight was fine, but I was annoyed to have to pay for luggage again. We had paid for our luggage on our first two connecting flights with SATA Azores Airlines, but had to pay for luggage again with JetBlue at JFK airport. For one trip we paid over $500 for two suitcases to travel from Azores to San Francisco.

Everything was great the only issue was lack of Wi-Fi

Left a bit late duee to a technical issue, but got in early

Wonderful aircraft Crew was tired,but great considering On time No complaints

The flight left unexpectedly early. Although I checked in at the gate, the crew made no attempt to contact me to inform me that what had been a delayed flight was now departing before the scheduled departure time. No announcement on the PA, no phone call. When I checked back at the gate for the delay status just before the scheduled departure time, I was told the doors were already locked and the flight had left.

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!

Wheel Chair Access sucked. I had a guy from Bangaldesh drop me off without taking me to the gate

The amount of gate changes and delays is completely unacceptable. This has happened on 3 of 4 trips between Chicago and Dallas in 2026.

extremely tight seats. seating next to a large person makes the space very uncomfortable. The crew is not very friendly either.

The flight was 3 hours and 40 minutes late. The communication around the delays was awful. I fly this route regularly and it is always late. I don't understand it. The flight attendants were not friendly and were generally loud. This was an overall bad look for American Airlines.

Very Good in general. Serving attitude are very good. Just a suggestion: There 2 things can be improved: 1. The flight attendants can lower the voices when they talked in the serving station. Sometimes they talked loud and we could hear clearly what they said about the passengers. 2. Please don’t throw the utensils and plates it’s too loud and noisy. They broke the glasses and plates sometimes at the business class. These all could be done in a gentle way. Just some small observations. Thanks.

Flight was delayed a couple of times. Which is annoying, but manageable.

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.

American eagle and American Airlines are bad, cancelations, delays and no customer service

Three terminal changes in DFW and once again a flight that was delayed. On time departures are rare with American. Not loving my experience lately. I fly every week.

We had bad delays and waited for hours on end, we did receive a 12 dollar coupon to use in the airport though. Oh wait, we got that on the plane so we couldn't even use it. I truly never want to fly American ever again.

More options for your flight to Caribbean Islands

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