$124 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 5/13. 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$361
Santo Domingo
Santo Domingo2 stops$679
Montego Bay
Montego Bay1 stop$455
Oranjestad
Oranjestad1 stop$496
Nassau
Nassau1 stop$409
Simpson Bay
Simpson Bay1 stop$345
Providenciales
Providenciales1 stop$471
George Town
George Town1 stop$515
Punta Cana
Punta Cana1 stop$361
Santo Domingo
Santo Domingo2 stops$679
Montego Bay
Montego Bay1 stop$455
Oranjestad
Oranjestad1 stop$496
Nassau
Nassau1 stop$409
Simpson Bay
Simpson Bay1 stop$345
Providenciales
Providenciales1 stop$471
George Town
George Town1 stop$515

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, May 5 - Fri, May 8
Southwest Logo
2:05 pm - 10:40 pm
DAL
-
SJU
7h 35m
1 stop
Southwest Logo
5:35 am - 5:10 pm
SJU
-
DAL
12h 35m
1 stop
$322Southwest
Thu, Sep 10 - Thu, Sep 17
Delta Logo
6:00 am - 1:50 pm
DAL
-
SXM
6h 50m
1 stop
Delta Logo
3:20 pm - 10:27 pm
SXM
-
DAL
8h 07m
1 stop
$345Delta
Fri, May 8 - Thu, May 14
Southwest Logo
11:30 am - 11:25 pm
DAL
-
SJU
10h 55m
1 stop
Southwest Logo
5:05 am - 2:10 pm
SJU
-
DAL
10h 05m
2 stops
$346Southwest
Sat, May 2 - Thu, May 7
Delta Logo
10:17 am - 12:10 pm
DAL
-
SXM
24h 53m
2 stops
Delta Logo
3:20 pm - 11:56 pm
SXM
-
DAL
9h 36m
1 stop
$350Delta
Fri, May 8 - Sat, May 9
Southwest Logo
3:45 pm - 11:25 pm
DAL
-
SJU
6h 40m
1 stop
Southwest Logo
11:15 am - 6:55 pm
SJU
-
DAL
8h 40m
1 stop
$359Southwest
Tue, Apr 28 - Wed, Apr 29
Southwest Logo
6:05 am - 1:05 pm
DAL
-
PUJ
6h 00m
1 stop
Southwest Logo
2:05 pm - 9:00 pm
PUJ
-
DAL
7h 55m
1 stop
$361Southwest
Tue, Apr 28 - Fri, May 1
Southwest Logo
11:55 am - 9:05 pm
DAL
-
SJU
8h 10m
1 stop
Southwest Logo
6:50 am - 4:45 pm
SJU
-
DAL
10h 55m
2 stops
$364Southwest
Fri, May 1 - Tue, May 12
Southwest Logo
9:10 pm - 8:55 am
DAL
-
SJU
10h 45m
1 stop
Southwest Logo
11:25 am - 7:45 pm
SJU
-
DAL
9h 20m
2 stops
$370Southwest
Sun, May 17 - Wed, May 20
Southwest Logo
8:45 pm - 9:10 am
DAL
-
SJU
11h 25m
1 stop
Southwest Logo
8:10 am - 4:10 pm
SJU
-
DAL
9h 00m
1 stop
$371Southwest
Sun, Apr 12 - Fri, Apr 17
Southwest Logo
8:45 pm - 9:10 am
DAL
-
SJU
11h 25m
1 stop
Southwest Logo
6:50 am - 4:45 pm
SJU
-
DAL
10h 55m
1 stop
$376Southwest
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 January, when tickets cost $275 (return) on average. On the other hand, the most expensive months are December and September, when the average cost of round-trip tickets is $795 and $675 respectively.

Good to know

Low seasonJanuary
Cheapest flight$124
Best time to beat the crowds with an average 30% drop in price.
Most popular time to fly and prices are also 10% 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.
8.0
SouthwestOverall score based on 4325 reviews
8.0Comfort
7.0Food
7.5Entertainment
8.1Boarding
8.6Crew
Airline reviews

I flew twice this week on Southwest, was delayed over 2 hours both ways. From Pittsburgh to Chicago it was due to weather but the gate agents, pilot etc were great at updating everyone. Today from Midway to Pittsburgh the plane had come from an international location, kept getting delayed, no information was given until we were delayed for the third time. It was ridiculous, whoever scheduled that plane to fly to Pittsburgh after didn’t consider a lot of things.

2.0 MediocreBeth, Mar 2026
MDW - PIT
Read more Southwest reviews

I flew twice this week on Southwest, was delayed over 2 hours both ways. From Pittsburgh to Chicago it was due to weather but the gate agents, pilot etc were great at updating everyone. Today from Midway to Pittsburgh the plane had come from an international location, kept getting delayed, no information was given until we were delayed for the third time. It was ridiculous, whoever scheduled that plane to fly to Pittsburgh after didn’t consider a lot of things.

Boarding was easy. The seats are small and fairly uncomfortable

I was supposed to be on a later flight. When I showed up at the gate, the woman working there was extremely helpful getting moved up to this earlier flight.

We had a 5 hour delay on the tarmac in Baltimore

Long layover between flights to Long Island from BWI - need better coordination between flights

I elected to pay for the upgrades and found very little difference

The new seating arrangement is so over priced for what you get.

The problem with the seat assignments is that there were a lot of rows in the front that were empty but my row at the back was full. Just not so pleasant.

No food or entertainment, just a quick 40 minute flight. A little bumpy due to Santa Ana winds but pilot has no control over that. Good flight and landing!

Good but I prefer choose your own seat. With the new assigned seats they should board from the back I see no advantage to this new boarding. Just like every other airline

the crew cancel the morning service due to the weather. Then the flight got deverted to Nashville . we were on the ground for over two hours the only gave us water once... no food or any snacks.... the crew should have handled better and offered something to passengers.

My recent experience was excellent on Delta! I flew with Delta Comfort and I was really comfortable in my seat. I enjoyed the in-flight service. The flight attendants were so friendly and hospitable. I love the snack on the flight as well. This was my first time flying on Delta and I will definitely consider flying with them again.

My flight was cencaled due with the bad weather on Sunday the crew was poorly mistaken my luggage supposed depart with my flight instead I didn’t have my luggage for almost 3 days the website is poorly respond to my complain until I have someone to do it my connection smooth their not even respon or email me even the have my luggage

Delta needs to step its game up get a more reliable internet service. Internet service was non-existent for this flight.

Mechanical Delay of over an hour with multiple gate changes. Entertainment system down for rejuvenation.

This was a Latam operated flight. Seats seemed a bit narrow in business class. Older aircraft.

I had a flight cancel and had it rerouted. When the rerouted they put me at a window seat instead of an isle. It was hard sitting by the window because the couple with masks on were making out. I get motion sickness which is why I need to have the isle seat.

NEVER MADE THE FLIGHT BECAUSE DELTA SAID THEY CAN NOT

THEY FAILED ME AND I NEVER GOT ON THE FLIGHT BECAUSE IT WAS SO DELAYED! I ENDED UP HAVING TO PAY OUT OF POCKET FOR A HOTEL AND STAY IN NASHVILLE TO CATCH A FLIGHT FOR THE FOLLOWING DAY. DELTA IS POOR CUSTOMER SERVICE>

8 hours late and the plane smelled like urine, that smell in the morning when your child wet the bed in the night.

Everything you need to know for your flight to Caribbean

Information on your arrival and departure airports