$171 Find Cheap Flights from Caribbean to Dallas Love Field - Compare and Save

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Cheap Flights from Caribbean to Love Field

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

Recent round-trip flight deals from Caribbean to Love Field

Mon, Nov 2 - Mon, Nov 9
Southwest Logo
9:40 pm - 8:25 amSJU  San Juan Luis Munoz Marin Intl-DAL Dallas Love Field
12h 45m1 stop Orlando
Southwest Logo
2:30 pm - 1:00 amDAL  Dallas Love Field-SJU San Juan Luis Munoz Marin Intl
8h 30m2 stops Houston Hobby Orlando
$370Southwest
Tue, Nov 3 - Tue, Nov 10
Southwest Logo
12:30 pm - 7:35 pmSJU  San Juan Luis Munoz Marin Intl-DAL Dallas Love Field
9h 05m1 stop Orlando
Southwest Logo
7:10 pm - 9:55 amDAL  Dallas Love Field-SJU San Juan Luis Munoz Marin Intl
12h 45m1 stop Orlando
$370Southwest
Wed, Oct 28 - Sun, Nov 15
Southwest Logo
2:25 pm - 10:10 pmSJU  San Juan Luis Munoz Marin Intl-DAL Dallas Love Field
8h 45m2 stops Tampa Houston Hobby
Southwest Logo
9:45 pm - 9:55 amDAL  Dallas Love Field-SJU San Juan Luis Munoz Marin Intl
10h 10m1 stop Orlando
$370Southwest
Wed, Oct 28 - Tue, Nov 10
Southwest Logo
5:50 am - 4:05 pmSJU  San Juan Luis Munoz Marin Intl-DAL Dallas Love Field
11h 15m2 stops Baltimore/Washington Charleston
Southwest Logo
7:10 pm - 9:55 amDAL  Dallas Love Field-SJU San Juan Luis Munoz Marin Intl
12h 45m1 stop Orlando
$370Southwest
Tue, Nov 3 - Tue, Nov 10
Southwest Logo
12:30 pm - 5:40 pmSJU  San Juan Luis Munoz Marin Intl-DAL Dallas Love Field
7h 10m1 stop Orlando
Southwest Logo
12:10 pm - 11:25 pmDAL  Dallas Love Field-SJU San Juan Luis Munoz Marin Intl
9h 15m2 stops Birmingham Baltimore/Washington
$370Southwest
Tue, Nov 3 - Tue, Nov 10
Southwest Logo
10:45 am - 6:05 pmSJU  San Juan Luis Munoz Marin Intl-DAL Dallas Love Field
9h 20m2 stops Orlando Atlanta Hartsfield-Jackson
Southwest Logo
10:25 am - 11:25 pmDAL  Dallas Love Field-SJU San Juan Luis Munoz Marin Intl
11h 00m2 stops Indianapolis Baltimore/Washington
$370Southwest
Wed, Oct 28 - Tue, Nov 10
Southwest Logo
2:25 pm - 10:10 pmSJU  San Juan Luis Munoz Marin Intl-DAL Dallas Love Field
8h 45m2 stops Tampa Houston Hobby
Southwest Logo
12:10 pm - 11:25 pmDAL  Dallas Love Field-SJU San Juan Luis Munoz Marin Intl
9h 15m2 stops Birmingham Baltimore/Washington
$370Southwest
Wed, Oct 28 - Sun, Nov 15
Southwest Logo
5:50 am - 2:45 pmSJU  San Juan Luis Munoz Marin Intl-DAL Dallas Love Field
9h 55m1 stop Baltimore/Washington
Southwest Logo
8:55 pm - 1:30 pmDAL  Dallas Love Field-SJU San Juan Luis Munoz Marin Intl
14h 35m1 stop Baltimore/Washington
$370Southwest
Mon, Dec 28 - Mon, Jan 4
Delta Logo
5:29 pm - 10:47 pmNAS  Nassau Intl-DAL Dallas Love Field
6h 18m1 stop Atlanta Hartsfield-Jackson
Delta Logo
6:00 am - 4:45 pmDAL  Dallas Love Field-NAS Nassau Intl
9h 45m1 stop Atlanta Hartsfield-Jackson
$557Delta
Thu, Mar 25 - Tue, Apr 20
Delta Logo
6:15 am - 3:00 pmSJU  San Juan Luis Munoz Marin Intl-DAL Dallas Love Field
9h 45m1 stop Atlanta Hartsfield-Jackson
Delta Logo
6:00 am - 1:25 pmDAL  Dallas Love Field-SJU San Juan Luis Munoz Marin Intl
6h 25m1 stop Atlanta Hartsfield-Jackson
$595Delta
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Good to know

Low season

January
Best time to beat the crowds with an average 19% drop in price.
Most popular time to fly and prices are also 24% 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 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 4228 reviews
8.0Comfort
7.0Food
8.1Boarding
8.6Crew
7.4Entertainment
Airline reviews

One, we were met with more than six hours of delays with no information flowing from the airline to the passenger. I had to continually refresh for updates to departure time - which changed multiple times throughout the day. Updates were never pushed to me nor was an explanation provided for the delay until this morning. Two, while they claim that "due to the short flight" no beverage service would be provided. Our flight was mostly empty. I'd think given the massive inconvenience, SW could have shared a Diet Coke and some peanuts. And BTW, SW used to always make these available on this flight back in the day. Let's be honest, this is cost savings at the customer's expense.

2.0 MediocreAron, Oct 2026
Read more Southwest reviews

One, we were met with more than six hours of delays with no information flowing from the airline to the passenger. I had to continually refresh for updates to departure time - which changed multiple times throughout the day. Updates were never pushed to me nor was an explanation provided for the delay until this morning. Two, while they claim that "due to the short flight" no beverage service would be provided. Our flight was mostly empty. I'd think given the massive inconvenience, SW could have shared a Diet Coke and some peanuts. And BTW, SW used to always make these available on this flight back in the day. Let's be honest, this is cost savings at the customer's expense.

I like the staff members they were super nice and helpful very sweet people :)

It's a shame that SW was previously my preferred carrier until they started imposing all these fees (luggage, seats,etc) and pulling back on other perks. I only flew with them this time due to time frame I needed to be at destination. Wasn't provided gate info during check-in, Gate info wasn't displayed at airport until last minute, gate info didn't match what SW personnel announced at fate. Kind of a mess.

Delayed and once landed waited very long for the luggage

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.

There was an issue with engine, flight delayed for several hours, lost a connection

Fliy was late missed my connection ,. I had to find altery transportation.

Flight was delayed due to maintenance issue. Missed my connecting flight. Got rebooked in a middle seat when I had a first class ticket.

First no airplane at the gate because the previous flight was canceled (and they didn't know?) Then we board and there's a maintenance issue. Then we're told the technician doesnt have the right certification and they need to call another. Then FINALLY we are taxiing. But wait! Flight plans expire after 3 hours and we were not granted permission to take off. So taxi was halted while a new flight plan was filed. Then....no beverage service. Never flying American Airlines again. If they mess up operations this much, how good can their maintenance or training possibly be?

There is was everything terrible all my flights was delayed so I missed my connection flights

Unfortunately the flight was delayed by almost 2 hours, so I missed an appointment arriving into DFW

Comfy and timely flight thanks to Cathay to all crew and the captain for our smooth landing.. above all thank You Lord for our Safe flight ❤️🙌🙏🏽

I love having an opportunity to choose different the dietary restriction. Crew was very nice. I was watching movies & TV shows entire flight.

Our flight attendant in business class was wonderful. I was in 4L. The amenities kit that AA is now providing is pretty disappointing. I didn't use any of it and left it behind.

The food service was very poor, I did not appreciate the food services it was very low class airline specially food services.

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