$118 Find Cheap Flights from Dallas Love Field 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 Love Field to Caribbean departing on 9/14. 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, 0 bags

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Flight Deals

Cheap Flights from Love Field to Caribbean

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Punta Cana
Punta Cana1 stop$547
Santo Domingo
Santo Domingo1 stop$496
Montego Bay
Montego Bay1 stop$542
Oranjestad
Oranjestad1 stop$612
Nassau
Nassau1 stop$424
Simpson Bay
Simpson Bay1 stop$605
Providenciales
Providenciales2 stops$498
George Town
George Town2 stops$464
Punta Cana
Punta Cana1 stop$547
Santo Domingo
Santo Domingo1 stop$496
Montego Bay
Montego Bay1 stop$542
Oranjestad
Oranjestad1 stop$612
Nassau
Nassau1 stop$424
Simpson Bay
Simpson Bay1 stop$605
Providenciales
Providenciales2 stops$498
George Town
George Town2 stops$464

Book Cheap Love Field 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 Love Field 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 Love Field to Caribbean

Tue, Aug 11 - Wed, Aug 19
Southwest Logo
1:05 pm - 10:00 pm
DAL
-
SJU
7h 55m
1 stop
Southwest Logo
5:15 am - 2:05 pm
SJU
-
DAL
9h 50m
1 stop
$358Southwest
Fri, Sep 11 - Fri, Sep 18
Southwest Logo
4:35 pm - 11:50 pm
DAL
-
SJU
6h 15m
1 stop
Southwest Logo
2:35 pm - 10:10 pm
SJU
-
DAL
8h 35m
1 stop
$383Southwest
Fri, Aug 7 - Thu, Aug 13
Southwest Logo
8:45 am - 8:05 pm
DAL
-
SJU
10h 20m
1 stop
Southwest Logo
8:55 pm - 7:50 am
SJU
-
DAL
11h 55m
1 stop
$387Southwest
Fri, Aug 14 - Tue, Aug 18
Southwest Logo
8:45 am - 8:05 pm
DAL
-
SJU
10h 20m
1 stop
Southwest Logo
6:00 am - 1:40 pm
SJU
-
DAL
8h 40m
1 stop
$392Southwest
Mon, Aug 10 - Sat, Aug 15
Southwest Logo
3:45 pm - 11:05 pm
DAL
-
SJU
6h 20m
1 stop
Southwest Logo
5:55 am - 1:10 pm
SJU
-
DAL
8h 15m
1 stop
$402Southwest
Thu, Sep 10 - Mon, Sep 14
Southwest Logo
6:30 am - 4:55 pm
DAL
-
SJU
9h 25m
2 stops
Southwest Logo
8:55 pm - 8:50 am
SJU
-
DAL
12h 55m
1 stop
$408Southwest
Wed, Aug 5 - Thu, Aug 13
Delta Logo
6:00 am - 1:28 pm
DAL
-
SDQ
6h 28m
1 stop
Delta Logo
2:53 pm - 10:26 pm
SDQ
-
DAL
8h 33m
1 stop
$496Delta
Wed, Aug 5 - Tue, Aug 11
Delta Logo
6:00 am - 1:28 pm
DAL
-
SDQ
6h 28m
1 stop
Delta Logo
7:35 pm - 1:52 pm
SDQ
-
DAL
19h 17m
2 stops
$501Delta
Wed, Aug 26 - Mon, Aug 31
Delta Logo
6:00 am - 1:28 pm
DAL
-
SDQ
6h 28m
1 stop
Delta Logo
2:53 pm - 10:26 pm
SDQ
-
DAL
8h 33m
1 stop
$556Delta
Thu, Aug 6 - Thu, Aug 13
Multiple Airlines Logo
6:00 am - 1:28 pm
DAL
-
SDQ
6h 28m
1 stop
Multiple Airlines Logo
2:53 pm - 10:26 pm
SDQ
-
DAL
8h 33m
1 stop
$652Multiple Airlines
Booking Insights

KAYAK's insights & trends for Love Field to Caribbean flights

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

What is the cheapest month to fly from Dallas Love Field 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 Love Field 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 Love Field Airport to Caribbean is May, when tickets cost $257 (return) on average. On the other hand, the most expensive months are April and June, when the average cost of round-trip tickets is $652 and $526 respectively.

Good to know

Low seasonApril
Cheapest flight$118
Best time to beat the crowds but there is an average 25% increase in price.
Most popular time to fly and prices are also 16% lower on average.
Flight from Dallas Love Field to Nassau

FAQs - booking Caribbean flights

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

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

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

 
Need help choosing which airline to fly with from Love Field 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 4241 reviews
8.0Comfort
8.6Crew
7.5Entertainment
8.1Boarding
7.0Food
Airline reviews

Flight was constantly delayed with significant changes in time, it was supposed to get to Colorado Springs at 8:30 PM but it got there after midnight.

2.0 MediocreMarcela, Jun 2026
DAL - COS
Read more Southwest reviews

Flight was constantly delayed with significant changes in time, it was supposed to get to Colorado Springs at 8:30 PM but it got there after midnight.

Over a 3 hour flight. The turbulence was almost imperceptible except for 2 short periods which were not bad and over quickly. The attendants claimed "Safety first" and sat looking at their phones for 3 hours with no drink or snack service. This isn't the first time with Southwest. I thinkit may be there new plan of operation. Oh, and it was June 18, Southwest's Birthday which offered free drinks. NOT.

Flight was delayed, full flight and I had to change gates. Southwest flights are always late later in the day.

Flight was delayed over 3 hours. Planes were dirty. Staff indifferent. And they serve vegan pretzels as snacks.

It was great. The gate staff were very helpful in Portland when my son forgot his rolling bag and had to go back to get it just in time to make it on the plane. We really appreciate that. Great job!

Airline is not very senior friendly. Flights are late, forcing us to run to the connecting flight. Food is awful. Wish they would go back to pretzels and peanuts. During flight, pressurization isn’t quite right and all of our ears get plugged. Everything is nickel and dime, charging for boarding, seat selection and legroom. While a screen at the desk in the gate area says check your roll on bag now for free due to space limitation, the employee at the desk will not check the bag without a $100 fee. Insane.

Kayak could’ve posted the correct gate number. Almost missed my flight.

Slow boarding, limited food and drink portions. Bad delays and turbulence

there were two flight attendants that were up front...that were the best! They get KUDOs for making my trip only fantastic. Tell them Jeff said that!

OKay. I sat in the back of the plane and it was really loud between babies and little kids, and adults who.like to talk a lot and loudly most of the flight.

Flight got canceled 4 times, missed my connecting flight due to delays, have to wait to go home tomorrow

Third flight in two months where the crew was not there. Comfort seating does not guarantee overhead bin space. Passengers with children are allowed on the plane first - if you are flying to and from Orlando, this means half the plane has boarded before you get on. And somehow all the bin space is taken up. 3 out of 5 flights have had issues with equipment or procedure. Some of these instances caused the flight to be delayed because of a "nuisance" light. One time it was a bag that had been brought on board but did not belong to anyone so we had to return to the gate. Last night we were told the "AC" on the plane doesn't work well and we're 10th for take off- because the crew was late - and that it will get cool when we're in the air. Not sure if this is usual, but I didn't think flight crew could jump seat in first class. Movie and TV selection has not been refreshed for several months- flying one to two round trips each month easily exhausts the list of content.

Great experience nice pilot very soft and easy landing and take off

We sat on the runway for over an hour before departure. That was unwelcome.

Horrible. Faucet in sink not working, wifi not working. Didn’t bring food or snacks

Flight was delayed before take off and at landing. Baggage took 20 minutes. Flight crew would not serve full soft drink and had to ask multiple times before receiving water.

From checking to boarding, it was a seamless experience. The service agents were so helpful. The flight crew was so pleasant.

Gate agent showed up 20 minutes before boarding and was not at all friendly. Had to take this flight due to the one on the day before being cancelled and any later options were already full with long standby lists. Despite having paid for Delta Comfort seats, Delta did not allow me (or anyone) to choose their seat. The agent assigned them for everyone just prior to boarding. Self seat selection was allowed on the original flight. Flight staff was great - very friendly.

Flight attendants were great. Cheerful, upbeat and friendly. Jet, in particular, was fantastic.

I have Precheck. Flew HPN to DEN and return this past weekend. Delta didn't attach my Precheck number to this trip. So it was waiting in general line especially in Denver. Unavailable.

Everything you need to know for your flight to Caribbean

Information on your arrival and departure airports