$103 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 6/27. 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

KAYAK searches hundreds of travel sites at once for deals on flights to Caribbean

Travelers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

Save 24% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Free to useThere are no hidden charges or fees.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Flight Deals
Booking Insights
Flight Deals

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$491
Santo Domingo
Santo Domingo1 stop$348
Montego Bay
Montego Bay1 stop$348
Oranjestad
Oranjestad1 stop$385
Nassau
Nassau1 stop$314
Simpson Bay
Simpson Bay1 stop$336
Providenciales
Providenciales2 stops$588
George Town
George Town1 stop$409
Punta Cana
Punta Cana1 stop$491
Santo Domingo
Santo Domingo1 stop$348
Montego Bay
Montego Bay1 stop$348
Oranjestad
Oranjestad1 stop$385
Nassau
Nassau1 stop$314
Simpson Bay
Simpson Bay1 stop$336
Providenciales
Providenciales2 stops$588
George Town
George Town1 stop$409

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

Thu, May 14 - Sat, May 16
Multiple Airlines Logo
5:30 am - 11:57 pm
DFW
-
SJU
17h 27m
1 stop
Multiple Airlines Logo
2:37 pm - 6:53 pm
SJU
-
DFW
5h 16mnonstop
$215Multiple Airlines
Sat, May 23 - Fri, May 29
Frontier Logo
12:10 pm - 5:12 pm
DFW
-
SJU
28h 02m
1 stop
Frontier Logo
8:32 am - 9:14 pm
SJU
-
DFW
13h 42m
1 stop
$216Frontier
Sun, Sep 6 - Tue, Sep 8
JetBlue Logo
11:35 am - 5:14 pm
DFW
-
NAS
4h 39m
1 stop
JetBlue Logo
3:02 pm - 11:14 pm
NAS
-
DFW
9h 12m
1 stop
$314JetBlue
Sat, Jul 25 - Sat, Aug 1
JetBlue Logo
7:00 am - 5:14 pm
DFW
-
NAS
9h 14m
1 stop
JetBlue Logo
3:02 pm - 11:14 pm
NAS
-
DFW
9h 12m
1 stop
$345JetBlue
Tue, May 12 - Fri, May 15
Delta Logo
12:22 pm - 8:30 pm
DAL
-
SJU
7h 08m
1 stop
Delta Logo
5:43 pm - 11:56 pm
SJU
-
DAL
7h 13m
1 stop
$356Delta
Mon, May 11 - Fri, May 15
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
$357Spirit Airlines
Mon, May 11 - Fri, May 15
Delta Logo
12:22 pm - 10:17 pm
DAL
-
SJU
8h 55m
1 stop
Delta Logo
5:43 pm - 11:56 pm
SJU
-
DAL
7h 13m
1 stop
$358Delta
Sun, May 10 - Tue, May 19
Spirit Airlines Logo
5:30 am - 12:31 pm
DFW
-
MBJ
7h 01m
1 stop
Spirit Airlines Logo
1:36 pm - 11:48 pm
MBJ
-
DFW
10h 12m
1 stop
$365Spirit Airlines
Wed, Aug 5 - Tue, Aug 11
Southwest Logo
12:25 pm - 10:00 pm
DAL
-
SJU
8h 35m
2 stops
Southwest Logo
1:45 pm - 8:30 pm
SJU
-
DAL
7h 45m
1 stop
$413Southwest
Thu, Aug 13 - Mon, Aug 17
Southwest Logo
11:40 am - 10:15 pm
DAL
-
SJU
9h 35m
2 stops
Southwest Logo
6:30 am - 2:40 pm
SJU
-
DAL
9h 10m
2 stops
$426Southwest
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 $204 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 $204.

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

The average price for all round-trip flights from Dallas 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 $293 on average. Morning departures are around 9% 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 $461.

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 April, when tickets cost $412 (return) on average. On the other hand, the most expensive months are May and July, when the average cost of round-trip tickets is $656 and $583 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 Monday 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 2 weeks before departure, which saves you about 9% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 4 weeks before departure.

Good to know

Cheapest flight$109
Flight from Dallas/Fort Worth Airport to San Juan Airport

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.

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 4314 reviews
8.6Crew
7.0Food
8.0Comfort
7.5Entertainment
8.1Boarding
Airline reviews

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

10.0 Excellentlarry, Apr 2026
LGB - PHX
Read more Southwest reviews

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?

For the first time in a long time, the Wi-Fi actually worked the entire flight! The flight crew was amazing as usual.

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.

Flight was delayed, we could have been notified earlier and in a consistent manner. App was not refreshing for another passenger to get the latest flight status. We could have stayed and waited at the hotel instead of waiting at the airport had we known the flight was going to delayed for more than 5 hours. The toilet is too tight, and needs to be cleaned more frequently (every hour). The entertainment screen froze, the touch screen not responding to touch. We were upgraded to comfort, it is more comfortable than regular economy seats.

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.

I was able to get the AA customer Service desk to put me on an earlier flight without any issues.

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

Horrendous and unprofessional staff and will never fly spirit again

When I arrived at the airport at 4:00 in the morning, I was notified that I "hadn't paid" for my ticket (I had paid and had a boarding pass). Then I was told that while I had paid, the ticket was $600 more than it actually was, and that I needed to pay that so I could board. None of this was true, of course, but it took 20 minutes, two crew members behind the desk, and one on the phone to clear up.

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!!!

My flight was originally from SAT to MCO connecting from MCO to ORD. We got diverted to ATL and than Frontier staff there was sooo un helpful first they said they couldn’t give us any accommodation since our flight first got delayed that cancelled and now it’s 221am and I am still in ATL since they said they need to create a new flight my final destination is ORD and I have been delayed twice and cancelled. With no real help the frontier app didn’t work no email updates over all such a horrible experience

There's no seats that lean back with little leg space i wad uncomfortable the entire flight. Your charges for extra baggage is despicable and costly!!

Remind customers of the need to have passport or new ID for boarding.

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.