$103 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 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 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$491
Santo Domingo
Santo Domingo1 stop$348
Montego Bay
Montego Bay1 stop$348
Oranjestad
Oranjestad1 stop$385
Nassau
Nassau1 stop$314
Kingston
Kingston1 stop$454
Simpson Bay
Simpson Bay1 stop$336
Providenciales
Providenciales1 stop$607
Port of Spain
Port of Spain1 stop$518
Bridgetown
Bridgetown1 stop$448
George Town
George Town1 stop$409
Willemstad
Willemstad1 stop$488
Castries
Castries3 stops$953
Aguadilla
Aguadilla1 stop$236
Puerto Plata
Puerto Plata1 stop$720
St. John's
St. John's1 stop$749
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
Kingston
Kingston1 stop$454
Simpson Bay
Simpson Bay1 stop$336
Providenciales
Providenciales1 stop$607
Port of Spain
Port of Spain1 stop$518
Bridgetown
Bridgetown1 stop$448
George Town
George Town1 stop$409
Willemstad
Willemstad1 stop$488
Castries
Castries3 stops$953
Aguadilla
Aguadilla1 stop$236
Puerto Plata
Puerto Plata1 stop$720
St. John's
St. John's1 stop$749

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

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
Sat, Jun 13 - Sat, Aug 1
Frontier Logo
5:08 pm - 7:55 am
DFW
-
SJU
13h 47m
1 stop
Frontier Logo
5:30 am - 9:07 am
SJU
-
DFW
28h 37m
1 stop
$217Frontier
Mon, May 11 - Wed, May 13
Multiple Airlines Logo
7:53 am - 1:32 pm
DFW
-
SJU
4h 39mnonstop
Multiple Airlines Logo
7:30 am - 7:20 pm
SJU
-
DFW
12h 50m
1 stop
$218Multiple Airlines
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
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
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, Jun 3 - Mon, Jun 8
Air Canada Logo
9:00 pm - 11:25 am
DFW
-
GCM
14h 25m
1 stop
Air Canada Logo
12:25 pm - 11:32 am
GCM
-
DFW
23h 07m
1 stop
$435Air Canada
Thu, May 28 - Thu, Jun 4
Air Canada Logo
9:00 pm - 2:50 pm
DFW
-
CUR
16h 50m
1 stop
Air Canada Logo
4:00 pm - 8:02 pm
CUR
-
DFW
29h 02m
1 stop
$488Air Canada
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 $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 Islands?

The average price for all round-trip flights from Dallas/Fort Worth Airport to Caribbean Islands 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 Islands 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 Islands is generally at night, which is peak travel time and where the average cost of a ticket is $461.

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 $541, 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 September, when tickets cost $85 (return) on average. On the other hand, the most expensive months are December and February, when the average cost of round-trip tickets is $1,084 and $927 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 Monday 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 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

Low seasonJanuary
Cheapest flight$109
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 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

 
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 4315 reviews
8.1Boarding
7.0Food
7.5Entertainment
8.6Crew
8.0Comfort
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.

Purchased through 3rd party vendor which made everything difficult. Unable to check in online. Unable to get flight updates easily, tsa precheck information didn’t carry through, longer time to check in in person. Entertainment looked good but had to purchase conventional headphones to view.

Boarding was fast, easy, and we landed early. The entertainment system was very buggy and kept resetting throughout the flight.

Not having an assigned seat until boarding and then having to check my bag.

Flight emergency landed in Chicago due to “Odor” in back of plane . Had to buy ANOTHER TICKET to get to Boston cash out of my own pocket . Then they would notchange my return flight time without a 400. Charge!!!! Insulting.

I purchased ticket so our daughter ( a minor) can sit next to her mother. No help at gate after kayak insisted that this could be done. She ended sitting by herself

Flight was as expected. But it was delayed an hour. Also, my luggage got damaged. So that sucked especially since the damage made navigating the airport difficult. Walking to get ground transportation is sooo far away now and my checked bag was difficult to carry.

we were an hour delayed after boarding and given no reason. Headsets cost money. Also there were openrows with no one setting in them but we were told we were not allowed to swtich.

Crew was very friendly. Did not like being jammed in the back middle seat. Don’t understand why I can not select an aisle for free based on first come first serve. Also first time I’ve been on a flight which attempted land then circled Detroit airport multiple times.

Terrible. There was a lot of misleading information regarding ticketing, seat upgrades, & boarding group. I also expect my seat will recline. I have back problems & it is very painful for me of the seat doesn’t recline. In addition, when I choose a fare that allows me a carry-on bag, I expect to be able to carry it on. Not be forced to check it. Thos happened on my flight to MCO & back to Boston. Not sure I will ever fly JetBlue again. Further I bought the ticket through hat deal. I will NEVER do that again. They were incapable of providing an accurate record locator # for either leg of the trip. I had to call them before each flight with me VERY stressed about whether I would actually be able to get on my flight. Who does that? Who books flight & then FAILS to give an accurate record locator? Twice!

The flight was delayed 4 hours and the JetBlue people at the counter kept lying to us and telling us it was due to weather however all other flights were going in and out of NY and FL. Then they lied that the plane had to stop to refuel. Then they lied and said the plane needed a tire change. JetBlue is the worst. Then they gave a lot of people meal vouchers however I didn’t know they did that and they didn’t offer anything to me.

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.

Everything you need to know for your flight to Caribbean Islands

Information on your arrival and departure airports