$99 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 10/14. 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

KAYAK searches hundreds of travel sites at once for deals on flights 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.
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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Flight Deals

Cheap Flights from Dallas/Fort Worth to Caribbean Islands

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Punta Cana
Punta Cana1 stop$343
Santo Domingo
Santo Domingo1 stop$296
Montego Bay
Montego Bay1 stop$453
Oranjestad
Oranjestad1 stop$366
Nassau
Nassau1 stop$413
Simpson Bay
Simpson Bay1 stop$342
Kingston
Kingston1 stop$377
Providenciales
Providenciales1 stop$528
Port of Spain
Port of Spain2 stops$466
Bridgetown
Bridgetown1 stop$495
George Town
George Town1 stop$442
Willemstad
Willemstad2 stops$510
Castries
Castries2 stops$745
St. John's
St. John's1 stop$571
Puerto Plata
Puerto Plata1 stop$505
Aguadilla
Aguadilla1 stop$284
Punta Cana
Punta Cana1 stop$343
Santo Domingo
Santo Domingo1 stop$296
Montego Bay
Montego Bay1 stop$453
Oranjestad
Oranjestad1 stop$366
Nassau
Nassau1 stop$413
Simpson Bay
Simpson Bay1 stop$342
Kingston
Kingston1 stop$377
Providenciales
Providenciales1 stop$528
Port of Spain
Port of Spain2 stops$466
Bridgetown
Bridgetown1 stop$495
George Town
George Town1 stop$442
Willemstad
Willemstad2 stops$510
Castries
Castries2 stops$745
St. John's
St. John's1 stop$571
Puerto Plata
Puerto Plata1 stop$505
Aguadilla
Aguadilla1 stop$284

Book Cheap Dallas/Fort Worth to Caribbean Islands 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 Islands 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 Islands

Sat, Oct 18 - Sat, Oct 25
Spirit Airlines Logo
8:40 am - 10:56 amDFW-SJU
25h 16m2 stops
Spirit Airlines Logo
5:18 pm - 9:31 pmSJU-DFW
5h 13mnonstop
$224Spirit Airlines
Find Deal
Sat, Oct 11 - Thu, Oct 16
Spirit Airlines Logo
10:41 am - 4:23 pmDFW-SJU
4h 42mnonstop
Spirit Airlines Logo
5:18 pm - 9:31 pmSJU-DFW
5h 13mnonstop
$225Spirit Airlines
Find Deal
Tue, Oct 21 - Wed, Oct 29
Delta Logo
11:28 am - 9:59 pmDFW-SJU
9h 31m1 stop
Delta Logo
7:15 am - 2:59 pmSJU-DFW
8h 44m1 stop
$229Delta
Find Deal
Wed, Nov 19 - Thu, Nov 27
Frontier Logo
8:59 pm - 9:56 amDFW-SJU
10h 57m1 stop
Frontier Logo
11:05 am - 10:57 pmSJU-DFW
13h 52m1 stop
$240Frontier
Find Deal
Wed, Oct 22 - Sat, Oct 25
Frontier Logo
12:15 pm - 12:29 amDFW-SJU
11h 14m1 stop
Frontier Logo
1:59 am - 11:05 amSJU-DFW
10h 06m1 stop
$249Frontier
Find Deal
Tue, Oct 21 - Fri, Oct 24
United Airlines Logo
10:18 am - 11:57 pmDFW-SJU
12h 39m2 stops
United Airlines Logo
1:05 am - 11:25 amSJU-DFW
11h 20m2 stops
$254United Airlines
Find Deal
Sun, Oct 12 - Fri, Oct 17
American Airlines Logo
5:00 am - 12:25 pmDFW-PLS
6h 25m1 stop
American Airlines Logo
1:25 pm - 7:49 pmPLS-DFW
7h 24m1 stop
$528American Airlines
Find Deal
Sun, Oct 26 - Thu, Oct 30
United Airlines Logo
5:15 am - 4:00 pmDFW-PLS
9h 45m2 stops
United Airlines Logo
5:06 pm - 8:51 amPLS-DFW
16h 45m2 stops
$532United Airlines
Find Deal
Tue, Dec 9 - Tue, Dec 16
American Airlines Logo
7:30 am - 2:42 pmDFW-PLS
6h 12m1 stop
American Airlines Logo
1:18 pm - 10:44 pmPLS-DFW
10h 26m2 stops
$540American Airlines
Find Deal
Sun, Nov 16 - Thu, Nov 20
Delta Logo
5:20 am - 3:39 pmDFW-UVF
8h 19m1 stop
Delta Logo
4:59 pm - 12:16 amUVF-DFW
9h 17m1 stop
$623Delta
Find Deal
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?

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

The cheapest ticket to Caribbean Islands from Dallas/Fort Worth Airport found in the last 72 hours was to San Juan, at $224 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 $224.

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

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.

No, with an average price for the route of $466, prices are generally cheapest when you fly direct.

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

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 Islands, 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 Islands is October, when tickets cost $293 (return) on average. On the other hand, the most expensive months are November and December, when the average cost of round-trip tickets is $424 and $396 respectively.

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

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

Your flight ticket price will generally be cheaper if you fly to Caribbean Islands on a Tuesday and more expensive on a Friday. 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 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 Islands, 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 Islands, you should book around 1 week before departure. For the absolute cheapest price, our data suggests you should book 5 weeks before departure.

Good to know

Low seasonJanuary
Cheapest flight$99
Best time to beat the crowds with an average 8% drop in price.
Most popular time to fly with an average 5% 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.

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

    The cheapest time of day to fly to Caribbean Islands is generally in the evening, when round-trip flights cost $320 on average. Morning departures are around 23% more expensive than evening flights, on average. The most expensive time of day to fly to Caribbean Islands is generally at night, which is peak travel time and where the average cost of a ticket is $460.

Reviews of the 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
SouthwestOverall score based on 4242 reviews
8.1Boarding
8.6Crew
7.5Entertainment
7.0Food
8.0Comfort
Airline reviews

I wish they had movie screens in the headrests. The seats are much improved, more legroom and recently renovated. Bathroom was clean. Staff was outstanding!!

10.0 ExcellentG, Sep 2025LAS - ATL
Read more Southwest reviews

I wish they had movie screens in the headrests. The seats are much improved, more legroom and recently renovated. Bathroom was clean. Staff was outstanding!!

As always, the entire Southwest experience was wonderful, from online booking to flight to baggage retrieval. Very grateful.

The weather could have been better. There was a 40 minute ATC delay in SFO because of marine fog and a micro cell storm delayed landing and take-off at Nashville. The gate was changed 5 minutes from boarding from gate B3 to gate C23 at Nashville airport.

After being assaulted by a flight attendant I was then brushed off as oh well because he long braids didn’t mean to whip me in the eye. I have filed complaints and will see. But like any other issue I’ve had with kayak involved it’s been trash. Last time I’ll be using your app

AC sub par. WiFi not working correctly. Ac sucked. Seats very narrow.

Near 4 hour flight with only 1 service. Had to use call button to request water. Internet and power not working until into flight. Internet would stop working during flight.

Southwest's seats are the least comfortable I have ever sat in.

The cabin was quiet for the redeye flight. The area was clean. The staff was great. The 787 Max was in good condition. Drawbacks were that the seat widths were tight for some passengers. The seat padding was at best average and for a long flight uncomfortable.

Southwest like most American domestic airlines, is a mediocre airline. But it is among the cheapest. Oh well.

My flight was delayed 50 minutes and we were rushed to board to then sit for 15 minutes until the pilot arrived. Unacceptable since we could have waited to board. Also the delayed flight was updated AFTER we boarded to more than the 10 minutes as originally stated.

Perfect flight both ways. On time, courteous staff, plane comfortable and cool. Best domestic flights I’ve had in awhile.

The food was terrible especially for a 15 hour international flight. The crew was unpleasant as well.

Really low quality food especially for an international flight. The crew also was surprisingly unpleasant except couple of ladies. I know we were not in first class but that’s no reason to treat customers as less.

Flight delayed for two and half hours and then canceled altogether due to mechanical issues. No mechanic onsite to fix so had to send one from LAX.

Quick check in. Everything went smooth. I don't know what can be done about airline food.

Crew was good. The reservation got mixed up and they didn't have my TSA number. I am also a Silver Medallion and wasn't able to use Sky Priority.

Delta made it easy, comfortable and timely. The crew was fantastic.

This route with Delta always has delays or is cancelled. Aircrafts seem smaller and older. I fly Delta quite a bit - haven’t had issues with the international flights. But this route has always been the troublesome one

Nothing special. The crew never went out of their way for anything.

Three seats in first class were broken and while they were able to still acommodate us it was looking very touch and go and they had others they could not acommodate

American airlines suck they delay the flights all the time made me sleep in an airport because my flight was delayed and I miss my connecting flight

The stewardess hit me with the food kart twice on the head and didn't say I'm sorry once. The same stewardess gave me a warm Apple Juice with No ice. The Flight was delayed for Departure 6 times, starting from 2:36pm, finally taking off 7:50pm. I was late picking up my child from the sitter by 3 hours.

Our bags took a long time to get unloaded once we landed.

My flight was delayed for several hours. Sitting at gate 16 for several hours, I got a text from Kayak the gate changed to 9 before it was announced. Very bad communication at each gate from American Airlines employees. I received 10 notifications of delay from Kayak. My vacation started off horrible! I will write to American Airlines corporate office also.

My Internet did not work for Outlook email or basically anything. I paid for one hour of in-flight usage and it was terrible. I spent a lot of time on different sites and browsers with no luck and a lot of frustration. Other than that, the flight was on time, crew was nice, service was fine. Seat was OK even though I paid for the extra 6 inches. I cannot imagine how tight the seats in the back must be.

Delayed flight that lead to a missed connection and a 5-hour trip became a 12-hour flight 🙄

No issues. They did change our gate FOUR times in about 30 minutes which was mildly annoying but the flight was fine.

Crew should be nicer and emphatic with customers. Same cookies as the past 20 years. Seat are ok and the plane was clean though it was delayed.

Very poor delay in dfw was really bad n long

Because of rescheduling, they had to put me on a flight that didn't go through Dallas

The plane was freezing cold. Asked for a blanket and there were none. Was told twice that the pilots would warm the plane and it never happened Worst experience flying ever

Multiple delays because they screwed up on the crew schedule and had to wait for over an hour for more people to come.

It was good. Basic flight. Drinks only. Pay budget. Get budget and I’m good with that. I want to get where I need to go. Not hard to please. Female First Officer is an absolute bonus for me!

The Wi-Fi was off, the arm rests are hard plastic.

The assistance with the wheel chairs was fabulous. All the people were so very friendly and helpful. I want to thank them all.

We almost missed our return flight. We got to the gate one minute from closing the cabin door, and the agent got us aboard the plane! We are so very grateful!!!!!

I already filled out a survey for this flight. We booked through KAYAK with airfare assist, and airfare assist did not confirm or honor our flight. Therefore, we had to go to a different place with a different travel agency. I tried very hard with airfare assist, They also promoted this on cheapair.com, but it was a bait and switch in both instances.

Boarded flight, issues with the place and had to get off the plane, wait, and then board a different plane at a different gate. This impacted my short trip negatively. A worker died outside of the plane window and we sat there the entire time while they tried to revive him, unsuccessfully, which was traumatic.

The flight there was frustrating but the flight home was very good.

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.

Spirit is low fare air line. Food also cost you. No free food.

Everyone was kind for the most part. I did travel with children and paid for seats and even then it was not as suitable. I tried calling their customer service prior to check in and I was told they couldn't help me because I didn't purchase my tickets with them.

I think the staff was nice. They took time to explain safety protocols. Boarding was great. They started early and our flight left a little early which was convenient. Having free games to play would have been better

Just total easy flight experience!! What could you do better..? Hmmm..? There was nothing I can remember. Spirit was a far more comfortable and easy process than American, United & Delta. I'll always look for Spirit and I've told a few people about, since flying this past trip!! I'm a SPIRIT FAN!! Thank You, SPIRIT AIRLINES!! Very, VERY well done, 100%!! See you...SOON!! -Best, Linda R.

The flight was 3.5 hrs delayed. I was not notified prior to arriving to the airport via spirit app. or via boarding pass that I already had loaded on my phone. The agent that i saw at the counter didn’t mention anything about the delay either. I only saw the update after logging in to my email account.

Better than my las vagas experience, but still dissapointed with the airline support service.

Unfortunately, spirits crew had us boarding and parking the plane often, would wait long periods of time before allowing the people attending the flight on the plane to know what was going on this caused for my plane to not only get diverted but then canceled at an airport 2 hours away and basically stranded with charter buses MAYBE being hired. I was left with no choice but to stay overnight and use a comp room in Altantic City to then arrive home the next day. This trip was the first time seeing my partner since he joined the Air Force and this stressful ride caused unwarranted tears on what was supposed to be an east flight home. I understand weather is unpredictable but to have passengers deboard to then reboard an hour later to taxi on the runway for another hour to then basically leave an entire fight stranded. I waited almost 30 minutes at the airport and not one employee could tell me about a charter bus so I had to leave and make accommodations to stay overnight and get a ride home.

Great! We boarded on time! Everything went so smoothly! The flight was so smooth

Seats uncomfortable, hard to check luggage, etc. It was like the last flight out of Hanoi

I will never fly with Spirit again. I was late getting through TSA after dealing with traffic and getting on the wrong shuttle. I got to the gate 2 minutes before the ticket said the gate closes and they agents were gone and doors were closed. They rescheduled my flight for 12 hours later and the agent had the nerve to tell me, “Be on time next time”. I was already upset from nothing going right for me that morning. I booked another flight through Alaska Airlines and they were very accommodating, nerer again Spirit Airlines!!!!

Everything you need to know for your flight to Caribbean Islands

Information on your arrival and departure airports

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