$164 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 5/1. 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
$346
Overall average: $470
Southwest
Thu 5/7Tue 5/12
SJU - DAL • 2 stops
Cheapest one-way
$164
Southwest
Fri 5/1
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

Thu, May 7 - Tue, May 12
Southwest Logo
2:00 pm - 10:55 pm
SJU
-
DAL
9h 55m
2 stops
Southwest Logo
8:25 am - 6:10 pm
DAL
-
SJU
8h 45m
2 stops
$346Southwest
Wed, May 13 - Wed, May 20
Southwest Logo
2:00 pm - 11:10 pm
SJU
-
DAL
10h 10m
2 stops
Southwest Logo
8:25 am - 6:10 pm
DAL
-
SJU
8h 45m
2 stops
$353Southwest
Thu, Feb 26 - Tue, Mar 3
Southwest Logo
6:00 am - 12:15 pm
SJU
-
DAL
8h 15m
1 stop
Southwest Logo
9:00 am - 11:10 pm
DAL
-
SJU
12h 10m
1 stop
$364Southwest
Fri, Feb 20 - Mon, Feb 23
Southwest Logo
6:00 am - 1:50 pm
SJU
-
DAL
9h 50m
2 stops
Southwest Logo
7:10 am - 3:20 pm
DAL
-
SJU
6h 10m
1 stop
$368Southwest
Sat, May 2 - Wed, May 6
Southwest Logo
7:55 pm - 8:05 am
SJU
-
DAL
13h 10m
1 stop
Southwest Logo
6:00 am - 2:50 pm
DAL
-
SJU
7h 50m
1 stop
$371Southwest
Fri, May 1 - Tue, May 5
Delta Logo
3:00 pm - 10:33 pm
STT
-
DAL
8h 33m
1 stop
Delta Logo
6:05 am - 1:50 pm
DAL
-
STT
6h 45m
1 stop
$599Delta
Fri, Feb 20 - Sun, Feb 22
Delta Logo
1:54 pm - 10:31 pm
GCM
-
DAL
9h 37m
1 stop
Delta Logo
6:00 am - 12:29 pm
DAL
-
GCM
5h 29m
1 stop
$604Delta
Sat, Feb 14 - Sat, Feb 21
Delta Logo
1:45 pm - 10:31 pm
AUA
-
DAL
10h 46m
1 stop
Delta Logo
6:00 am - 3:20 pm
DAL
-
AUA
7h 20m
1 stop
$623Delta
Wed, Feb 11 - Tue, Feb 17
WestJet Logo
4:30 pm - 5:49 pm
KIN
-
DAL
26h 19m
2 stops
WestJet Logo
2:27 pm - 3:30 pm
DAL
-
KIN
24h 03m
2 stops
$1,646WestJet
Fri, May 1 - Wed, Jun 3
WestJet Logo
3:30 pm - 10:33 pm
KIN
-
DAL
31h 03m
2 stops
WestJet Logo
3:45 pm - 2:30 pm
DAL
-
KIN
46h 45m
2 stops
$1,648WestJet
Useful Info

Good to know

Low seasonJanuary
Cheapest flight$164
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.
8.0
SouthwestOverall score based on 4267 reviews
8.1Boarding
8.0Comfort
8.6Crew
7.0Food
7.5Entertainment
Airline reviews

WIFI was great. My selection for seating is an aisle, but during my trip, I never had an aisle seat. If we can get that corrected, I will be thrilled. No snack or drink on this flight.

10.0 ExcellentJoseph, Jan 2026
BWI - RIC
Read more Southwest reviews

WIFI was great. My selection for seating is an aisle, but during my trip, I never had an aisle seat. If we can get that corrected, I will be thrilled. No snack or drink on this flight.

WIFI was great. My selection for seating is an aisle, but during my trip, I never had an aisle seat. If we can get that corrected, I will be thrilled.

The wifi on the plane is great. The only issue that I have is that I prefer an aisle seat and on my trips this week, I was either in the middle or window. If we can work to secure aisle seating, I will be thrilled. Nice trip.

All good except once again bags took an hour at Midway Airport Happens all the time. Ridiculous

Great flight but super high price. Glad it was a business trip and not personal

On time. Friendly staff. Took to long to pre bord all the specialty groups. Cramped small plane

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.

Everything you need to know for your flight to Love Field

Information on your arrival and departure airports

Dallas Love Field (DAL)