$99 Find Cheap Flights from Dallas 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 to Caribbean 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

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Cheap Flights from Dallas to Caribbean

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
Providenciales
Providenciales1 stop$450
George Town
George Town1 stop$442
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
Providenciales
Providenciales1 stop$450
George Town
George Town1 stop$442

Book Cheap Dallas 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 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 to Caribbean

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 - Fri, Oct 24
Delta Logo
11:40 am - 9:59 pmDAL-SJU
9h 19m1 stop
Delta Logo
5:43 pm - 11:55 pmSJU-DAL
7h 12m1 stop
$229Delta
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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
Mon, Oct 20 - Sat, Oct 25
Southwest Logo
7:40 pm - 9:55 amDAL-SJU
13h 15m1 stop
Southwest Logo
5:45 am - 1:45 pmSJU-DAL
9h 00m1 stop
$254Southwest
Find Deal
Sat, Oct 18 - Sat, Oct 25
Southwest Logo
1:20 pm - 11:45 pmDAL-SJU
9h 25m2 stops
Southwest Logo
5:45 am - 4:20 pmSJU-DAL
11h 35m2 stops
$279Southwest
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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
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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
Booking Insights

KAYAK's insights & trends for Dallas to Caribbean flights

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

What is the cheapest Dallas 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 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.

What is the cheapest month to fly from Dallas to Caribbean?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Dallas 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 to Caribbean 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 to Caribbean?

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

When flying from Dallas to Caribbean, you should consider leaving on a Tuesday and avoid Fridays if you are looking for the best rates. For your return to Dallas, 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 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 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 to Caribbean, 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

Cheapest flight$99
Flight from Dallas/Fort Worth Airport to Montego Bay

FAQs - booking Caribbean flights

  • Which pet-friendly airlines offer flights from Dallas to the Caribbean?

    When traveling with a pet from Dallas to the Caribbean, consider flying Delta, American, and United Airlines, which allow passengers to fly with small pets weighing up to 20 lb to travel in a cabin. American Airlines has a higher carrier dimension limit of 19 x 13 x 9 inches, while Delta Air Lines and United Airlines have a pet carrier dimension limit of 18 x 11 x 11 inches.

  • Does Dallas-Fort Worth International Airport have an airline lounge?

    DFW Airport provides a variety of lounges for passengers to utilize during their waiting time before flights from Dallas to the Caribbean. These include the British Airways lounge in Terminal D, the Delta lounge in Terminal E, the Korean Air lounge in Terminal D, the Lufthansa lounge in Terminal D, and the Qantas business lounge in Terminal D. The lounges offer comfortable seating, complimentary food and drinks, private restrooms, reading materials, and business facilities for a convenient and relaxing experience. Fees or membership may be required for entry.

  • What are the common layover cities for flights from Dallas to the Caribbean?

    Airlines flying from Dallas to the Caribbean offer direct flights or ones with layovers, depending on your destination in the Caribbean. Some of the common layover cities for flights from Dallas to the Caribbean include Miami (MIA) by American Airlines, Fort Lauderdale (FLL) by Southwest Airlines, Atlanta (ATL) by Delta Air Lines, Charlotte (CLT) by American Airlines, and Houston (IAH) by United Airlines.

  • Which airlines offer unaccompanied minor services on flights from Dallas to the Caribbean?

    American Airlines, Delta Air Lines, and United Airlines allow kids between 5 and 14 years old to travel alone for an additional fee. You must accompany the child to DFW for check-in, where you will present your identification details, the passport or birth certificate of the minor, and the identification and contact details of the adult to pick the child up at the destination airport.

  • How does KAYAK find such low prices on flights from Dallas 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 to Caribbean.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Dallas to Caribbean?

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

    The cheapest time of day to fly to Caribbean 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 is generally at night, which is peak travel time and where the average cost of a ticket is $460.

Top tips for finding cheap flights to Caribbean

  • Dallas has two major airports, Dallas Fort Worth International Airport (DFW) and Dallas Love Field Airport (DAL). When taking a flight from Dallas to the Caribbean, you will fly out of DFW, as DAL primarily serves domestic flights. DFW is a hub for American Airlines and a focus city for Spirit and Frontier Airlines. You will have many flight options from DFW when flying to the Caribbean.
  • The famous Caribbean destinations for flights from Dallas include San Juan in Puerto Rico, Cancun in Mexico, Punta Cana in the Dominican Republic, and Montego Bay in Jamaica. Cancun, however, is the most visited destination in the Caribbean from Dallas for American and Southwest Airlines due to its beaches and nightlife.
  • Delta, Southwest, American, Spirit, and United Airlines flights from Dallas to the Caribbean allow passengers to bring food and non-alcoholic beverages on flights. On some of these airlines, you must inform the airline beforehand that you will bring your food. Check with your airline for their specific policies.
  • On American Airlines, Delta Air Lines, and United Airlines flights from Dallas to the Caribbean, you may have class upgrade options. You can upgrade your class of service by purchasing the upgrade at the airport or using your frequent flyer miles.
  • When booking a flight from Dallas to the Caribbean, consider booking online to save time and money. Delta Air Lines, United, and American Airlines charge an extra fee for booking your ticket using your phone.

Reviews of the top 5 airlines serving from Dallas to Caribbean

 
Need help choosing which airline to fly with from Dallas 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.
8.0
SouthwestOverall score based on 4242 reviews
8.6Crew
8.1Boarding
8.0Comfort
7.0Food
7.5Entertainment
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

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!!!!

Seats were new and comfortable. Staff was fine. Missed my connection due to weather -which wasn’t their fault- but got no help at all. Gate staff sent me to customer service, which was and stayed unstaffed. Sign with QR code directed me to call or chat. Chat was useless. Call was returned after an hour. No itinerary offered by Frontier could get me home in less than 30 hours. Rebooked with another airline and got a partial refund that came to about 10 percent of what I paid to get home.

Finally a Frontier on time and efficient. I've had problems before with your airline, but this time everything went fine.

The experience was good. No frills but I got there safe and sound and on time.

Great for the price. No wifi or entertainment, but gate agents and crew were fantastic and we boarded quickly and left on time.

sluggish boarding and arrival procedures, fake nice flight attendants, and lots of delays.

Disaster. They lied every step of the way. We ended up being delayed due to crew and then allegedly abandoned the flight because of a curfew at LGA. No rebooking to LGA at any reasonable time. No hotel. No meal vouchers. Had to sleep in the airport and fly to Newark instead. Will never fly Frontier again.

What I expected, nickeled and dined and a frontier flight attendant loudly complained about her job and lack of communication as she headed to the gate on her cell phone. Not professional.

As every law enforcement agency I could imagine surrounded the plane and we didn’t disembark for 2 hours and then had to stick around for another hour to go get our personal belongings after leaving them behind and being bused away from the plane, it was scary and inconvenient. We were given no information as to why this was happening. Lack of communication with passengers was disappointing.

After boarding and un-boarding twice over 6+hours, the flight was canceled.

Severe turbulence. Captain never came on to reassure passengers after things settled down.

Everything you need to know for your flight to Caribbean

Cabin class types available on flights to Dallas

Cabin classes available on flights to Dallas. Prices are the lowest found on KAYAK over the last 7 days. Price and availability is not guaranteed.

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