$113 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 9/7. 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$537
Santo Domingo
Santo Domingo1 stop$378
Montego Bay
Montego Bay1 stop$540
Oranjestad
Oranjestad2 stops$616
Nassau
Nassau1 stop$424
Simpson Bay
Simpson Bay1 stop$515
Providenciales
Providenciales2 stops$488
George Town
George Town1 stop$479
Punta Cana
Punta Cana1 stop$537
Santo Domingo
Santo Domingo1 stop$378
Montego Bay
Montego Bay1 stop$540
Oranjestad
Oranjestad2 stops$616
Nassau
Nassau1 stop$424
Simpson Bay
Simpson Bay1 stop$515
Providenciales
Providenciales2 stops$488
George Town
George Town1 stop$479

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, Aug 19 - Thu, Aug 27
Southwest Logo
9:25 am - 7:00 pm
DAL
-
SJU
8h 35m
2 stops
Southwest Logo
6:00 am - 11:15 am
SJU
-
DAL
6h 15m
1 stop
$376Southwest
Mon, Aug 24 - Thu, Aug 27
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
$378Delta
Mon, Aug 24 - Thu, Aug 27
Delta Logo
6:33 pm - 6:06 pm
DAL
-
SDQ
22h 33m
2 stops
Delta Logo
2:53 pm - 10:26 pm
SDQ
-
DAL
8h 33m
1 stop
$383Delta
Wed, Sep 2 - Sun, Sep 6
Southwest Logo
8:40 am - 6:10 pm
DAL
-
SJU
8h 30m
2 stops
Southwest Logo
6:00 am - 4:55 pm
SJU
-
DAL
11h 55m
1 stop
$390Southwest
Fri, Aug 21 - Fri, Aug 28
Southwest Logo
4:35 pm - 11:50 pm
DAL
-
SJU
6h 15m
1 stop
Southwest Logo
5:30 am - 5:25 pm
SJU
-
DAL
12h 55m
1 stop
$404Southwest
Sat, Aug 8 - Mon, Aug 17
Southwest Logo
8:15 am - 6:15 pm
DAL
-
SJU
9h 00m
1 stop
Southwest Logo
8:55 pm - 8:50 am
SJU
-
DAL
12h 55m
1 stop
$406Southwest
Sat, Aug 15 - Sun, Aug 16
Southwest Logo
7:45 am - 7:20 pm
DAL
-
SJU
10h 35m
2 stops
Southwest Logo
9:25 pm - 7:50 am
SJU
-
DAL
11h 25m
1 stop
$420Southwest
Mon, Aug 24 - Sat, Aug 29
Southwest Logo
6:00 am - 12:15 pm
DAL
-
NAS
5h 15m
1 stop
Southwest Logo
1:25 pm - 8:40 pm
NAS
-
DAL
8h 15m
1 stop
$424Southwest
Mon, Aug 24 - Mon, Aug 24
Southwest Logo
6:00 am - 1:45 pm
DAL
-
SJU
6h 45m
1 stop
Southwest Logo
8:55 pm - 8:50 am
SJU
-
DAL
12h 55m
1 stop
$431Southwest
Sat, Aug 8 - Sat, Aug 15
Southwest Logo
8:30 am - 6:15 pm
DAL
-
SJU
8h 45m
2 stops
Southwest Logo
5:55 am - 1:10 pm
SJU
-
DAL
8h 15m
1 stop
$436Southwest
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$113
Best time to beat the crowds but there is an average 16% increase in price.
Most popular time to fly and prices are also 9% 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 4235 reviews
7.5Entertainment
8.0Comfort
7.0Food
8.6Crew
8.1Boarding
Airline reviews

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

2.0 MediocreMatthew, Jun 2026
CVG - MDW
Read more Southwest reviews

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 coming out of Buffalo was delayed, so we had to be rescheduled on another flight from Baltimore to Phoenix which means we had a long layover and got home 3.5 hours late. Shuttle to parking stopped at 10pm, so we had to pay for an Uber to the parking lot and got charged an extra day of parking since it was after midnight. Not the best experience. Long day!

Was fine, delayed and feels like southwest is always late

I don't know why flying out of Sarasota requires two plane changes.

Five hour delays every hour, I wish it were all at once

Flight delayed four separate times. I’m now one hour hours late to landing.

worst flight ever from Delta, it got delayed and kept on delaying..

Should never have had to go to Detroit from Orlando back to Tennessee!

Got rerouted from a straight flight from Orlando to Atlanta to Knoxville to a flight from Orlando to Detroit to Knoxville! Seriously!! Flight delay out of Detroit! Long day for what should have been a pretty easy travel day!

Two delays on two separate planes with parts they could not easily find and replace.

Checkin was good, fllight ws good. Onlly complaint is lack of foot on 6 hour flight from Seattle to Boston. Snacks were flimsy - chips and cookies. could have offered something more substantial for such a long flight. I know you can buy food in airport but for the price you pay for a ticket, they should step up for the passengers.

Only beverages were offered to first class and I thought the flight attendant could have also served the Delta Comfort as well instead of sitting down and staring at her phone and walking past all of us to the back of the plane to charge her phone more. There was a complete lack of turbulence and was safe enough for flights attendant to walk around in the front of the plane, collect trash and serve a few people water and turn off the seat belt light. Also didn’t enforce people putting their seats into the upright position and allowed two passengers to remain reclined during landing. They seemed out to lunch completely. Usually my experience on Delta is much better.

Long story short, it was one of the better flight experiences I've had in some time when compared with other airlines.

Flight was great! This flight from Atlanta was even better than when I paid for Comfort from SNA to Atlanta.

Everything you need to know for your flight to Caribbean

Information on your arrival and departure airports