$202 Find Cheap Flights from Caribbean to Dallas Love Field - Compare and Save

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Cheap Flights from Caribbean to Dallas

 
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Caribbean to Dallas

Tue, Nov 3 - Mon, Nov 16
Southwest Logo
5:40 am - 11:20 amSJU  San Juan Luis Munoz Marin Intl-DAL Dallas Love Field
7h 40m1 stop Orlando
Southwest Logo
3:25 pm - 12:45 amDAL  Dallas Love Field-SJU San Juan Luis Munoz Marin Intl
7h 20m1 stop Orlando
$330Southwest
Thu, Sep 24 - Mon, Sep 28
Southwest Logo
2:35 pm - 10:15 pmSJU  San Juan Luis Munoz Marin Intl-DAL Dallas Love Field
8h 40m1 stop Orlando
Southwest Logo
3:45 pm - 11:10 pmDAL  Dallas Love Field-SJU San Juan Luis Munoz Marin Intl
6h 25m1 stop Tampa
$330Southwest
Thu, Oct 1 - Mon, Oct 5
Southwest Logo
10:10 am - 4:40 pmSJU  San Juan Luis Munoz Marin Intl-DAL Dallas Love Field
7h 30m1 stop Orlando
Southwest Logo
6:00 pm - 1:20 amDAL  Dallas Love Field-SJU San Juan Luis Munoz Marin Intl
6h 20m1 stop Orlando
$330Southwest
Tue, Oct 20 - Tue, Nov 3
Southwest Logo
6:35 am - 3:45 pmSJU  San Juan Luis Munoz Marin Intl-DAL Dallas Love Field
10h 10m1 stop Orlando
Southwest Logo
7:10 pm - 9:55 amDAL  Dallas Love Field-SJU San Juan Luis Munoz Marin Intl
12h 45m1 stop Orlando
$330Southwest
Tue, Sep 29 - Fri, Oct 16
Southwest Logo
5:15 am - 1:35 pmSJU  San Juan Luis Munoz Marin Intl-DAL Dallas Love Field
9h 20m2 stops Orlando Houston Hobby
Southwest Logo
2:30 pm - 9:55 pmDAL  Dallas Love Field-SJU San Juan Luis Munoz Marin Intl
6h 25m1 stop Orlando
$330Southwest
Tue, Sep 29 - Fri, Oct 16
Southwest Logo
6:00 am - 1:40 pmSJU  San Juan Luis Munoz Marin Intl-DAL Dallas Love Field
8h 40m1 stop Baltimore/Washington
Southwest Logo
2:30 pm - 9:55 pmDAL  Dallas Love Field-SJU San Juan Luis Munoz Marin Intl
6h 25m1 stop Orlando
$330Southwest
Wed, Sep 16 - Tue, Sep 22
Southwest Logo
7:00 pm - 7:50 amSJU  San Juan Luis Munoz Marin Intl-DAL Dallas Love Field
13h 50m1 stop Orlando
Southwest Logo
11:35 am - 10:05 pmDAL  Dallas Love Field-SJU San Juan Luis Munoz Marin Intl
9h 30m1 stop Baltimore/Washington
$330Southwest
Thu, Nov 5 - Mon, Nov 9
Southwest Logo
7:30 am - 2:25 pmSJU  San Juan Luis Munoz Marin Intl-DAL Dallas Love Field
8h 55m1 stop Orlando
Southwest Logo
11:30 am - 10:55 pmDAL  Dallas Love Field-SJU San Juan Luis Munoz Marin Intl
9h 25m2 stops Houston Hobby Orlando
$330Southwest
Mon, Nov 16 - Mon, Nov 30
JetBlue Logo
5:40 am - 1:20 pmSJU  San Juan Luis Munoz Marin Intl-DAL Dallas Love Field
9h 40m1 stop Orlando
JetBlue Logo
3:30 pm - 12:10 amDAL  Dallas Love Field-SJU San Juan Luis Munoz Marin Intl
6h 40m1 stop Fort Lauderdale
$420JetBlue
Thu, Oct 1 - Sun, Oct 4
Delta Logo
12:55 pm - 9:57 pmSJU  San Juan Luis Munoz Marin Intl-DAL Dallas Love Field
10h 02m1 stop Atlanta Hartsfield-Jackson
Delta Logo
6:30 am - 4:49 pmDAL  Dallas Love Field-SJU San Juan Luis Munoz Marin Intl
9h 19m1 stop Atlanta Hartsfield-Jackson
$556Delta
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Good to know

Low season

January
Best time to beat the crowds with an average 18% drop in price.
Most popular time to fly and prices are also 23% lower on average.

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 airlines flying from Caribbean to Dallas

 
Need help choosing which airline to fly with from Caribbean to Dallas? 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 4208 reviews
8.0Comfort
8.6Crew
7.0Food
8.1Boarding
7.5Entertainment
Airline reviews

SW can't get their wifi right. I upgrade to insure wifi service but the last two trips had intermittent service. Not worth the extra costs.

6.0 GoodAnonymous, Jun 2026
Read more Southwest reviews

SW can't get their wifi right. I upgrade to insure wifi service but the last two trips had intermittent service. Not worth the extra costs.

Southwest is kind of a slum airline. It’s gotten more expensive over the years for less and less service. I am a Southwest Chase Visa card holder and was forced to choose a seat in the 26th row in the middle seat. However my wife who is a rewards member but doesn’t hold a card or anything else, gets randomly assigned a normally paid seat in row 6! How does that work?

The seat was not comfortable. 1D. My back was sore all night and the next day.

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

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

Only downside was the legroom and seat width, which is always a problem unless I spend more for a premium seat.

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

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

Everything a cheap airline should be at normal airline rates.

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.

Plane had mechanical issues. We had to de plane and board a different plane and were an hour late

More space for economy, and the bathroom size is only for people with size XS

If the service crew didn't make difference between people and they change my seat without asking me if is okay or not with me

Great for a small Commuter. Quiet and relaxing. Seats were better than most.

The boarding process, airplane, entertainment, beverages and crew were very good. But the food left a lot to be desired, especially for business class. I had a chicken breast that was tough and rubbery, with little flavor. It wasn't even up to the proverbial "banquet chicken" standards. Very disappointing. There was only one offering of bread, OK, not a huge deal, but it's a nice touch to be offered more. Similarly, other airlines' crews come by to offer more drinks, though the crew responded when asked. Good flight overall, but the food just wasn't up to the standards you'd expect.

We enjoy the professionalism and cleanliness of the staff and aircraft. We are grateful to the experiences pilots and flight crew

They have no employees/gate agents in Huntsville. Only one gate is operational

APU on the aircraft was not working. No AC while boarding. Plane was extremely hot and uncomfortable. Ground AC failed. Miserable experience. Arrival at DFW, no gate available. Not sure why that keeps happening at DFW.

Delayed because of waiting for some passengers who were delayed from their original time, they never made it to our flight. Late arrival causing logistic issues. Terrible all cause by waiting for someone who was not on time when waiting only benefits the airline

I had 1 hour to connect flights. Boarded the first plane with a broken restroom and captain decided that the 1.25 hour flight couldn’t leave until fixed. Needless to say, I missed my connecting flight and will arrive at my final destination 6 hours late.

Everything you need to know for your flight to Dallas

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