$111 Find Cheap Flights from Dallas/Fort Worth Airport to Caribbean

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 departing on 5/19. 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
1 adult, Economy, 0 bags

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Cheap Flights from Dallas/Fort Worth to Caribbean

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Punta Cana
Punta Cana1 stop$494
Santo Domingo
Santo Domingo1 stop$348
Montego Bay
Montego Bay1 stop$410
Oranjestad
Oranjestad1 stop$385
Nassau
Nassau1 stop$427
Kingston
Kingston1 stop$427
Simpson Bay
Simpson Bay1 stop$357
Providenciales
Providenciales1 stop$607
Port of Spain
Port of Spain1 stop$533
Bridgetown
Bridgetown1 stop$429
George Town
George Town1 stop$475
Willemstad
Willemstad1 stop$562
Castries
Castries2 stops$941
Aguadilla
Aguadilla1 stop$243
Puerto Plata
Puerto Plata1 stop$720
St. John's
St. John's1 stop$772
Punta Cana
Punta Cana1 stop$494
Santo Domingo
Santo Domingo1 stop$348
Montego Bay
Montego Bay1 stop$410
Oranjestad
Oranjestad1 stop$385
Nassau
Nassau1 stop$427
Kingston
Kingston1 stop$427
Simpson Bay
Simpson Bay1 stop$357
Providenciales
Providenciales1 stop$607
Port of Spain
Port of Spain1 stop$533
Bridgetown
Bridgetown1 stop$429
George Town
George Town1 stop$475
Willemstad
Willemstad1 stop$562
Castries
Castries2 stops$941
Aguadilla
Aguadilla1 stop$243
Puerto Plata
Puerto Plata1 stop$720
St. John's
St. John's1 stop$772

Book Cheap Dallas/Fort Worth to Caribbean Plane Tickets

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Dallas/Fort Worth to Caribbean that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Dallas/Fort Worth to Caribbean

Sat, May 16 - Sat, May 23
Frontier Logo
7:35 am - 11:59 pm
DFW
-
SJU
15h 24m
1 stop
Frontier Logo
6:00 am - 9:31 pm
SJU
-
DFW
16h 31m
1 stop
$221Frontier
Tue, May 19 - Tue, Jun 9
Frontier Logo
9:58 am - 3:59 pm
DFW
-
SJU
29h 01m
1 stop
Frontier Logo
7:30 am - 9:19 am
SJU
-
DFW
26h 49m
1 stop
$222Frontier
Sat, May 16 - Mon, Jun 1
Multiple Airlines Logo
7:53 am - 1:32 pm
DFW
-
SJU
4h 39mnonstop
Multiple Airlines Logo
6:41 pm - 8:28 am
SJU
-
DFW
14h 47m
1 stop
$226Multiple Airlines
Wed, Aug 19 - Tue, Aug 25
Spirit Airlines Logo
11:02 pm - 4:52 am
DFW
-
SJU
4h 50mnonstop
Spirit Airlines Logo
6:10 am - 10:08 am
SJU
-
DFW
4h 58mnonstop
$227Spirit Airlines
Sat, May 16 - Fri, May 22
Multiple Airlines Logo
7:53 am - 1:32 pm
DFW
-
SJU
4h 39mnonstop
Multiple Airlines Logo
6:25 am - 10:51 am
SJU
-
DFW
5h 26mnonstop
$230Multiple Airlines
Sun, Sep 6 - Fri, Sep 11
JetBlue Logo
11:35 am - 11:59 pm
DFW
-
SDQ
11h 24m
1 stop
JetBlue Logo
5:01 am - 12:30 pm
SDQ
-
DFW
8h 29m
1 stop
$348JetBlue
Sat, Sep 19 - Sat, Sep 26
JetBlue Logo
6:55 am - 3:16 pm
DFW
-
SDQ
7h 21m
1 stop
JetBlue Logo
4:36 pm - 11:06 pm
SDQ
-
DFW
7h 30m
1 stop
$350JetBlue
Sat, May 16 - Thu, May 21
Spirit Airlines Logo
6:20 am - 2:16 pm
DFW
-
STT
6h 56m
1 stop
Spirit Airlines Logo
1:52 pm - 11:48 pm
STT
-
DFW
10h 56m
1 stop
$376Spirit Airlines
Sat, Sep 19 - Wed, Sep 30
Air Canada Logo
12:30 pm - 3:25 pm
DFW
-
BGI
25h 55m
1 stop
Air Canada Logo
4:20 pm - 11:37 am
BGI
-
DFW
20h 17m
1 stop
$429Air Canada
Sat, Sep 19 - Wed, Sep 30
Air Canada Logo
12:25 pm - 3:25 pm
DFW
-
BGI
26h 00m
2 stops
Air Canada Logo
4:20 pm - 11:37 am
BGI
-
DFW
20h 17m
1 stop
$431Air Canada
Booking Insights

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

Get data-powered insights and trends into flights from Dallas/Fort Worth to Caribbean 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 flight route?

Data is based on round-trip flight searches on KAYAK over the past month.

The cheapest ticket to Caribbean from Dallas/Fort Worth Airport found in the last 72 hours was to San Juan, at $207 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 72 hours was $207.

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

The average price for all round-trip flights from Dallas/Fort Worth Airport to Caribbean depending on the time of departure, clicked by users on KAYAK in the last 2 weeks.

The cheapest time of day to fly to Caribbean is generally in the afternoon, when round-trip flights cost $305 on average. Morning departures are around 11% cheaper than evening flights, on average. The most expensive time of day to fly to Caribbean is generally at night, which is peak travel time and where the average cost of a ticket is $458.

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

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

Yes, flying with a layover may cost you more time, but you can also save money on the route, with a 3 stops layover the cheapest option at $574 on average.

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Dallas/Fort Worth Airport to Caribbean, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Dallas/Fort Worth Airport to Caribbean is April, when tickets cost $413 (return) on average. On the other hand, the most expensive months are May and July, when the average cost of round-trip tickets is $659 and $587 respectively.

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

The average price of all round-trip flights from Dallas/Fort Worth Airport to Caribbean clicked on KAYAK for each day over the last 12 months.

When flying from Dallas/Fort Worth Airport to Caribbean, you should consider leaving on a Monday and avoid Fridays if you are looking for the best rates. For your return to Dallas/Fort Worth Airport, you’ll find the best rates on Thursdays and the most expensive ones on Sundays.

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

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Dallas/Fort Worth Airport to Caribbean, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from Dallas/Fort Worth Airport to Caribbean, you should book around 2 weeks before departure, which saves you about 11% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 4 weeks before departure.

Good to know

Low seasonJanuary
Cheapest flight$111
Best time to beat the crowds with an average 9% drop in price.
Most popular time to fly with an average 2% increase in price.
Flight from Dallas/Fort Worth Airport to San Juan Airport

FAQs - booking Caribbean flights

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

    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.

  • 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?

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

    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 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?

    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 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

 
Need help choosing which airline to fly with from Dallas/Fort Worth to Caribbean? 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 4307 reviews
8.6Crew
8.0Comfort
7.5Entertainment
7.0Food
8.1Boarding
Airline reviews

Not having a five hour delay with little notice! The crew was very kind, though, and just as tired as we passengers were. The flight didn't depart until nearly 1 am...and no reason was ever given.

2.0 MediocreAnonymous, May 2026
SEA - SMF
Read more Southwest reviews

Not having a five hour delay with little notice! The crew was very kind, though, and just as tired as we passengers were. The flight didn't depart until nearly 1 am...and no reason was ever given.

The entire experience from boarding to landing was amazing! The crew were very friendly. Will definitely be back.

no service at all due to turbulence. they should've at least given us snacks, there were only 10 people on the entire flight.

First time I've had to use the disabled accommodations. And I could not have had a better experience with Southwest, i was having trouble getting from one terminal to another due to my heart failure. And the next thing I know a Southwest agent had made sure. I had a wheelchair at all my flights. Can't thank them enough.

Delayed flight, lack of information, boarding process is a mess as is the carryon luggage causing issues when leaving the plane….just a poor experience.

Comfortable. Easy. No problems. Just wish they had gf options for snacks.

The crew was very kind and made going to Hawaii relaxing and fun to look forward to! Thank you Southwest for a pleasant flight!

This leg was much better, but we did have to have a 3 hour lay o er after coming from a very exhausting hiccup with our flight from BNA to Den

We waited in the airplane for over 45 min for a southwest employee to make the flight. This cause over half the plane to miss their connecting flight in Denver. When we confronted the desk upon arrival, they told us the only flight they had was the next day leaving at 8:50 pm!!! Or they offered to get us to Burbank or LA, but after that we were on our own to get back to Santa Barbara. I paid for a flight from sba to bna bna to sba. My re entry into mom mode has been 💯 rough because of southwest mistake with my flight. And now I’m leaving to Reno tomorrow for a vballl tournament and just discovered that my leg in Vegas has me and my 3 kids on a stand by flight even though I had booked these ticket last year November!! Do better southwest!

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?

Seats in Delta Main are unbelievably close to the seat in front of. Hard to get a backpack under the seat.

The flight was operated by Latam. The aircraft had a technical issue and the flight was delayed for the next day. They grounded other passengers to get their airplane assigned to my flight. Most of he ground staff don't speak English (Orlando Airport), but were very polite.The crew on the other hand could speak English and Portuguese. On board service was good.

The agent at check in and at the gate were less than thrilled to be at work. I'm not a fan of Kayak's placement on the plane. I got put in the middle seat and none of my preferences were used.

In ATL they have two sets of departure screens. Follow what is on your airline's departure board - the ATL Airport Authority departure board had completely incorrect details about the gate assignment for my flight, which would have made me miss boarding.

Flight was delayed it was hot while sitting on the plane, one engine was working on the plane until they had to do some jimmy rigging down the runway in order for the other engine to charge up. It was ridiculous

The flight was very good and the staff was very friendly and helpful!

The only thing I would say is we tried to get on a standby earlier flight, but with our fair we couldn’t. That seems senseless to leave with open seats..

Very easy to use and convenient, you can perform any action within the same portal

In a world of delays, Delta was on time both ways! Boarding was fast and efficient. Staff was friendly. AND wifi worked.

WiFi didn’t work. Flight delayed 3 hours Crew members were illiterate Seat lean back did not work.

Cancelled BOYH legs of our flight home 30 min before initial boarding

The flight was delayed about an hour for a maintenance specialist to approve the maintenance repair

This flight was delayed but it worked in my favor because my Atlanta to Dallas flight was delayed.

The staff was nice. I appreciated that I was able to take an earlier flight, even though it was last minute. The boarding process felt rather chaotic.

My flight got delayed a total of five times. And the boarding gate changed four times. most of the time the platform was not up-to-date with the changes taking place. The most discouraging part of the entire trip by far.

Returned home with a blood clot from flight homes and the uncomfortable aircraft I was on.

The crew was very kind, but no in-flight entertainment monitors and a 2 hour and 30 minute delay was extremely frustrating.

Everything was delayed and the staff sent me to the wrong gate, causing me to miss one of my flights. I arrived at my destination 6 hours later than I was supposed to.

It was good, the staff was great, and the food, was as usual, tea and biscuit. Bathroom was clean, and the plane was clean as well.

It was really a terrific experience both going and returning on AA. Staff and crew were professional.

Shut down without prior notice End up with spending lots of extra $$$

The company went out of business and now I'm stuck in Ft. Lauderdale. Would not recommend.

The repeated flight delays—this time nearly three hours without any weather-related cause—are unacceptable. Yet, passengers are penalized heavily even for being a minute late. It is unreasonable that there is no compensation for such significant delays, nor even basic provisions like water during the wait or in flight. This imbalance in accountability is deeply frustrating and needs to be addressed.

They didn’t put my luggage on my transfer so I had to spend the night in Detroit. They said my luggage would be here in the morning and they’re still searching for it. It did not arrive apparently.

Great just wish they always had WiFi on every flight couldn’t even purchase it

They keep delaying and cancel at last moment and height was for you to get refund need to be in chat line for two hours. I complained to DOT. Never recommend this airline on Kayak please

We had to take a bus to the plane with a old woman and carry on bags, and at landing at the airport we have to wait one hour seating on the plane waiting for a gate. We came back from Australia Bussines class Quantas 16 hours traveling, then wait in Dallas 7 hours for connection...honestly waiting 1 hour more at the plane was the worst part.

Flight delayed twice (not Spirit fault) No food served* No entertainment * *in response to my choices in the rating. None was provided so couldn’t rate properly

The flight was a big joke very uncomfortable I had a horrible experience and I will never fly with them again everything about the flight was bogus and I’m not happy with it at all this experience makes me not want to fly ever again

Pricing, boarding time communication, over priced baggage and overall service is lacking, seating unconfortable

Frontier scheduled a 40 minute connection in DEN. What they failed to mention was that they “close the doors” 20 mins prior to departure, which means you only have 20 mins. Not enough time. Possibly against DOT regulations. Filing complaint.

Flight was scheduled at 9:40pm. Got delayed to 10 am, the next day. crazy

The bag check, flight check-in, and onboard experience convinced my wife and me that we will actively go out of our way to avoid flying Frontier Airlines in the future. At bag check, we were informed that check-in could only be completed via the Frontier mobile app. Unfortunately, the app was extremely frustrating—sending us through repetitive, confusing loops that repeatedly forced us to decline add-on services with nearly every click. While most airline apps upsell, this one felt intentionally exhausting. As the process dragged on, we became genuinely concerned that my phone battery would die before check-in could be completed. We approached the bag check staff—who were standing together talking—and explained both our frustration and our predicament. They laughed. Later, my wife described the interaction as “gaslighting,” which felt accurate. We were then informed it would cost $25 per person simply to have our boarding passes printed. From that point forward, the tone of the experience was consistently hostile. The bag check employees were condescending and combative, behaving more like bullies than customer service staff. Unfortunately, that same attitude continued onboard. One flight attendant argued with me when I attempted to stow my backpack in the overhead bin. I explained that we had each paid $75 to check our bags specifically so we would not need to use carry-on space and could have adequate legroom. She demanded to see my ticket, pointed out that it said “no carry-on”—which I acknowledged—and I reiterated that this was precisely why we paid to check our bags. Her response was, “I don’t make the rules.” She then walked away, but not before asking if I “truly wanted to fly back to Chicago today?”—an unnecessary and unmistakable threat. It is also worth noting that despite booking our tickets together in the same transaction, we were not seated together. Upon our return to Chicago—where we could once again sit together—we compared onboard experiences. We both remarked on how unhappy the flight attendants appeared and how each of us was separately asked whether we would like to purchase a beverage. We declined. At no point was water mentioned as an option, leaving us with the clear impression that even water came at a cost—or that complimentary water, if available at all, was deliberately left unmentioned. Overall, the experience was shocking and deeply disappointing, but it was also a profound learning experience—one we will not forget and will not repeat. -Steve

Plane was hot and miserable and the crew was rude!

12 hour delay required getting on and off plane 3 times - would have at least liked to have been offered a snack or drink

They didn’t offer a water, even after I asked

They switched our terminal 3 times and we were delayed for four plus hours!!!

It was an early flight and most people napped/slept and the crew let us which was nice.

The crew acted like they had never done this and kept barking passive aggressive orders at people. + the security line + the delay + sitting on the tarmac for 2 hours + none of the apps or signage updating with correct times

More inflight connection. And leg space is horrible. And the paying for baggage I'd ridiculous!!!

Everything you need to know for your flight to Caribbean

Information on your arrival and departure airports