$196 Find Cheap Flights from Caribbean to Dallas Love Field

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to Love Field departing on 1/27. 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

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Everything you should know

Cheapest round-trip
$411
Overall average: $388
Southwest
Wed 1/14Wed 1/21
SJU - DAL • 2 stops
Cheapest one-way
$196
Southwest
Tue 1/27
SJU - DAL • 1 stop
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We hope you love your trip to Love Field!
Flight Deals
Useful Info
Flight Deals

Cheap Flights from Caribbean to Love Field

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Caribbean to Love Field 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 Caribbean to Love Field

Wed, Jan 14 - Wed, Jan 21
Southwest Logo
2:35 pm - 9:40 pm
SJU
-
DAL
9h 05m2 stops
Southwest Logo
4:00 pm - 12:35 am
DAL
-
SJU
6h 35m1 stop
$411Southwest
Fri, Feb 27 - Tue, Mar 3
Southwest Logo
2:10 pm - 8:35 pm
SJU
-
DAL
8h 25m1 stop
Southwest Logo
1:45 pm - 12:35 am
DAL
-
SJU
8h 50m2 stops
$413Southwest
Fri, Feb 27 - Wed, Mar 4
Delta Logo
6:15 am - 3:10 pm
SJU
-
DAL
10h 55m1 stop
Delta Logo
6:00 am - 2:32 pm
DAL
-
SJU
6h 32m1 stop
$415Delta
Wed, Jan 14 - Sun, Jan 18
Southwest Logo
6:10 am - 4:55 pm
SJU
-
DAL
12h 45m1 stop
Southwest Logo
9:00 am - 11:10 pm
DAL
-
SJU
12h 10m1 stop
$433Southwest
Fri, Jan 16 - Mon, Jan 19
Southwest Logo
5:35 am - 1:40 pm
SJU
-
DAL
10h 05m2 stops
Southwest Logo
2:30 pm - 12:40 am
DAL
-
SJU
8h 10m2 stops
$434Southwest
Tue, Jan 13 - Mon, Jan 19
Delta Logo
2:15 pm - 10:29 pm
SJU
-
DAL
10h 14m1 stop
Delta Logo
6:00 am - 2:31 pm
DAL
-
SJU
6h 31m1 stop
$455Delta
Wed, Jan 7 - Mon, Jan 12
Delta Logo
1:52 pm - 10:29 pm
STT
-
DAL
10h 37m1 stop
Delta Logo
6:00 am - 4:10 pm
DAL
-
STT
8h 10m1 stop
$479Delta
Fri, Feb 6 - Mon, Feb 9
WestJet Logo
4:30 pm - 5:47 pm
KIN
-
DAL
26h 17m2 stops
WestJet Logo
11:57 am - 3:30 pm
DAL
-
KIN
26h 33m2 stops
$1,652WestJet
Fri, Feb 6 - Mon, Feb 9
WestJet Logo
4:30 pm - 5:47 pm
KIN
-
DAL
26h 17m2 stops
WestJet Logo
10:32 am - 3:30 pm
DAL
-
KIN
27h 58m2 stops
$1,680WestJet
Wed, Feb 18 - Sat, Feb 21
WestJet Logo
4:30 pm - 11:11 am
KIN
-
DAL
43h 41m2 stops
WestJet Logo
2:27 pm - 3:30 pm
DAL
-
KIN
48h 03m2 stops
$1,722WestJet
Useful Info

Good to know

Low seasonJanuary
Cheapest flight$196
Best time to beat the crowds with an average 14% drop in price.
Most popular time to fly and prices are also 30% lower on average.
Flight from San Juan to Dallas Love Field

FAQs for booking Caribbean to Dallas Love Field flights

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

    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 Caribbean to Dallas Love Field.

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

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

    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 to Dallas Love Field with an airline and back to Caribbean with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Caribbean to Dallas Love Field?

    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 to Dallas Love Field from Caribbean up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top airline flying from Caribbean to Love Field

 
Need help choosing which airline to fly with from Caribbean to Love Field? 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 4250 reviews
8.6Crew
8.0Comfort
8.1Boarding
7.5Entertainment
7.0Food
Airline reviews

They sent a notice that they were boarding an hour early. We had to leave the club and run to the gate. They said sorry, that came from corporate and was a mistake. They did not have enough seating because the flight before it had not taken off on time. They moved our gate and delayed it for an hour.

2.0 MediocreRobert, Dec 2025
LAS - TPA
Read more Southwest reviews

They sent a notice that they were boarding an hour early. We had to leave the club and run to the gate. They said sorry, that came from corporate and was a mistake. They did not have enough seating because the flight before it had not taken off on time. They moved our gate and delayed it for an hour.

The boarding and seat assignment system no longer works for me, but I know it is being replaced. Otherwise, I am good with the overall experience.

The lead steward kept singing about "San Francisco" and hotel California---more annoying than humorous....needs work. Flight was smooth and on time.

Still a fan of open seating. Flight was on schedule and arrived on time. The 737 MAX is very comfortable.

Airline travel is always too cramped to really be pleasant, but the cabin crew on this flight did a pretty good job of making up for it by putting on some music during boarding and sprinkling a few funny remarks into the safety briefing and announcements, and just generally being friendly and helpful. It definitely reminded me of why I prefer the in-flight experience on Southwest!

No delays and arrived to destination 30 min early. Staff was super friendly.

Everything a cheap airline should be at normal airline rates.

Full cans of soda would be nice. A choice between two snacks would be appreciated.

Tried watching free movie and it kept freezing so I couldn’t finish.

I was re-booked onto another flight because my original flight was delayed and I would have missed my connector. I ended up in the “C” group after paying extra to be in the “A “ group on the original flight. At least if you’re going to re-book people, re-book them into the same group.

Everything you need to know for your flight to Love Field

Information on your arrival and departure airports

Dallas Love Field (DAL)