$78 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 4/20. 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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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$472
Santo Domingo
Santo Domingo1 stop$609
Montego Bay
Montego Bay1 stop$292
Oranjestad
Oranjestad1 stop$581
Nassau
Nassau1 stop$257
Simpson Bay
Simpson Bay1 stop$310
Providenciales
Providenciales1 stop$255
George Town
George Town1 stop$502
Punta Cana
Punta Cana1 stop$472
Santo Domingo
Santo Domingo1 stop$609
Montego Bay
Montego Bay1 stop$292
Oranjestad
Oranjestad1 stop$581
Nassau
Nassau1 stop$257
Simpson Bay
Simpson Bay1 stop$310
Providenciales
Providenciales1 stop$255
George Town
George Town1 stop$502

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

Wed, May 6 - Thu, May 14
Delta Logo
6:05 am - 2:10 pm
DAL
-
PLS
7h 05m
1 stop
Delta Logo
2:05 pm - 11:56 pm
PLS
-
DAL
10h 51m
1 stop
$255Delta
Sun, Apr 19 - Tue, Apr 28
Delta Logo
6:05 am - 2:03 pm
DAL
-
NAS
6h 58m
1 stop
Delta Logo
1:13 pm - 5:50 pm
NAS
-
DAL
5h 37m
1 stop
$257Delta
Sun, May 3 - Thu, May 7
Delta Logo
6:05 am - 2:10 pm
DAL
-
PLS
7h 05m
1 stop
Delta Logo
2:05 pm - 9:10 pm
PLS
-
DAL
8h 05m
1 stop
$265Delta
Sat, May 9 - Wed, May 13
Southwest Logo
6:00 am - 1:40 pm
DAL
-
SXM
6h 40m
1 stop
Southwest Logo
2:35 pm - 8:30 am
SXM
-
DAL
18h 55m
2 stops
$310Southwest
Mon, May 11 - Sat, May 16
Southwest Logo
6:00 am - 1:40 pm
DAL
-
SXM
6h 40m
1 stop
Southwest Logo
2:35 pm - 11:20 pm
SXM
-
DAL
9h 45m
1 stop
$370Southwest
Sun, May 3 - Wed, May 6
Southwest Logo
8:30 pm - 1:40 pm
DAL
-
SXM
16h 10m
2 stops
Southwest Logo
2:35 pm - 8:45 am
SXM
-
DAL
19h 10m
2 stops
$385Southwest
Tue, Apr 21 - Tue, Apr 28
Southwest Logo
6:00 am - 2:50 pm
DAL
-
SJU
7h 50m
1 stop
Southwest Logo
5:35 am - 2:55 pm
SJU
-
DAL
10h 20m
2 stops
$412Southwest
Sat, May 30 - Thu, Jun 4
WestJet Logo
6:00 am - 1:40 pm
DAL
-
UVF
30h 40m
2 stops
WestJet Logo
2:30 pm - 5:59 pm
UVF
-
DAL
28h 29m
2 stops
$3,667WestJet
Sat, May 30 - Thu, Jun 4
WestJet Logo
6:00 am - 1:40 pm
DAL
-
UVF
30h 40m
2 stops
WestJet Logo
2:30 pm - 5:59 pm
UVF
-
DAL
28h 29m
2 stops
$3,670WestJet
Sat, May 30 - Thu, Jun 4
WestJet Logo
6:00 am - 1:40 pm
DAL
-
UVF
30h 40m
2 stops
WestJet Logo
2:30 pm - 5:59 pm
UVF
-
DAL
28h 29m
2 stops
$3,673WestJet
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 May, when the average cost of round-trip tickets is $795 and $657 respectively.

Good to know

Low seasonJanuary
Cheapest flight$78
Best time to beat the crowds with an average 28% drop in price.
Most popular time to fly and prices are also 8% lower on average.
Flight from Dallas Love Field to George Town

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 4301 reviews
7.0Food
8.1Boarding
7.5Entertainment
8.0Comfort
8.6Crew
Airline reviews

It was canceled. Supposedly weather. But there was no snow in Baltimore. At least we found out before driving to airport

2.0 MediocreAnonymous, Feb 2026
BWI - PBI
Read more Southwest reviews

It was canceled. Supposedly weather. But there was no snow in Baltimore. At least we found out before driving to airport

I have not flown Southwest in awhile and had a very pleasant experience. From ticketing to boarding to the flight. The flight left on time and landed ahead of schedule. It won't be so long next time!!

The Southwest experience has definitely taken a dive from its early days. You can no longer deferentiate from other airlines. Air travel is too expensive. Southwest is no longer budget friendly. They have lost me as a loyal customer.

Flight was hours late, unable to sit next to spouse, I have had so much better experiences. Substantially better, only saving grace was that it was a short flight.

An entire day of delays. Cost lots of money. Meals and a hotel.

The WiFi and crew on the plane were good, however, the boarding experience was awful. I paid for the Choice Preferred and was boarded in group 5 so all overhead storage was full. They found room for our luggage, but further back making getting off the plane a nightmare. Also, we were in row 6 and the seats were extremely uncomfortable. Both my daughter and I had no leg room and couldn’t wait to get off the plane.

The charges were ridiculous for an hour flight and the turbulence was very scary.

Still need to work out the kinks on the new assigned seating boarding process. Otherwise, a very good flight.

WiFi did not work. Boarding with the new seating assignments took too long. The temperature in the terminal was obnoxious. +/- 80°

The seats are now more narrow. I paid for front row the seats in the front are even more narrow than before.

Everything was good except wifi and a leaking drink chiller. The floor was all wet and my bag was soaked. Did not notice until debarking. Have not heard back from Delta. Even though this was leg one of an international flight in first class, they denied access to their Sky Club - very disappointing!

The staff was fine. The plane was extremely tight, and I paid for the wifi and it did not work at all. I was actually going to ask for a refund.

two hour delay and the Delta representative on the PA system was unable to understand

An awesome flight crew. FC seat cushion just doesn’t cut it for a 3+ hour flight.

2+hrs delay without any reason provided and a cramped flight

We waited an hour on the runway to get a gate in Orlando

Flight was delayed by 3-hours and their fix was… complimentary pretzels.

Flight was delayed due to crew being not on time

Flight crew issues delayed my flight by 2 1/2 hours. Causing me to miss my connection.

The staff on board and gate was nice - a welcome change from the usual. We also arrived early, which was a great benefit, given that it takes 30 minutes plus to get bags at SRQ.

Everything you need to know for your flight to Caribbean

Information on your arrival and departure airports