$115 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 11/18. 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

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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$561
Santo Domingo
Santo Domingo2 stops$562
Montego Bay
Montego Bay1 stop$581
Oranjestad
Oranjestad2 stops$519
Nassau
Nassau1 stop$567
Simpson Bay
Simpson Bay2 stops$638
Providenciales
Providenciales1 stop$450
George Town
George Town2 stops$540
Punta Cana
Punta Cana1 stop$561
Santo Domingo
Santo Domingo2 stops$562
Montego Bay
Montego Bay1 stop$581
Oranjestad
Oranjestad2 stops$519
Nassau
Nassau1 stop$567
Simpson Bay
Simpson Bay2 stops$638
Providenciales
Providenciales1 stop$450
George Town
George Town2 stops$540

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

Tue, Oct 21 - Fri, Oct 24
Delta Logo
11:40 am - 9:59 pmDAL-SJU
9h 19m1 stop
Delta Logo
5:43 pm - 11:55 pmSJU-DAL
7h 12m1 stop
$229Delta
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Mon, Oct 20 - Sat, Oct 25
Southwest Logo
7:40 pm - 9:55 amDAL-SJU
13h 15m1 stop
Southwest Logo
5:45 am - 4:20 pmSJU-DAL
11h 35m2 stops
$254Southwest
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Sat, Oct 18 - Sat, Oct 25
Southwest Logo
1:20 pm - 11:45 pmDAL-SJU
9h 25m2 stops
Southwest Logo
5:45 am - 1:45 pmSJU-DAL
9h 00m1 stop
$279Southwest
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Mon, Oct 20 - Thu, Oct 23
Southwest Logo
7:40 pm - 9:55 amDAL-SJU
13h 15m1 stop
Southwest Logo
5:50 am - 5:40 pmSJU-DAL
12h 50m1 stop
$294Southwest
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Sat, Nov 15 - Tue, Nov 18
Southwest Logo
12:20 pm - 11:15 pmDAL-SJU
8h 55m2 stops
Southwest Logo
6:40 am - 6:15 pmSJU-DAL
13h 35m1 stop
$319Southwest
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Wed, Oct 22 - Mon, Oct 27
Southwest Logo
11:25 am - 10:45 pmDAL-SJU
10h 20m2 stops
Southwest Logo
8:20 pm - 8:05 amSJU-DAL
12h 45m1 stop
$320Southwest
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Mon, Jan 19 - Wed, Jan 28
Delta Logo
3:45 pm - 11:49 pmDAL-SJU
6h 04m1 stop
Delta Logo
7:30 am - 3:05 pmSJU-DAL
9h 35m1 stop
$377Delta
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Sun, Nov 23 - Thu, Nov 27
WestJet Logo
7:09 am - 1:44 pmDAL-GCM
29h 35m2 stops
WestJet Logo
2:50 pm - 5:50 pmGCM-DAL
28h 00m2 stops
$3,513WestJet
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Sat, Nov 22 - Thu, Nov 27
WestJet Logo
3:59 pm - 1:44 pmDAL-GCM
44h 45m2 stops
WestJet Logo
2:50 pm - 5:50 pmGCM-DAL
28h 00m2 stops
$3,525WestJet
Find Deal
Sat, Nov 22 - Thu, Nov 27
WestJet Logo
3:59 pm - 1:44 pmDAL-GCM
44h 45m2 stops
WestJet Logo
2:50 pm - 5:50 pmGCM-DAL
28h 00m2 stops
$3,527WestJet
Find Deal
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 March, when tickets cost $303 (return) on average. On the other hand, the most expensive months are December and November, when the average cost of round-trip tickets is $714 and $684 respectively.

What’s the cheapest day of the week to fly from Dallas Love Field to Caribbean?

The average price of all round-trip flights from Dallas Love Field Airport to Caribbean clicked on KAYAK for each day over the last 12 months.

Your flight ticket price will generally be cheaper if you fly to Caribbean on a Wednesday and more expensive on a Sunday. On your return trip to Dallas Love Field, you should consider flying back on a Thursday, and avoid Tuesdays for better deals.

How far in advance should I book a flight from Dallas Love Field Airport to Caribbean?

To calculate weekly average prices, KAYAK takes all prices for each week before departure 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 average of all the values for each week.

To get a below average price on the flight from Dallas Love Field Airport to Caribbean, you should book around 3 weeks before departure, which saves you about 28% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 5 weeks before departure.

Good to know

Low seasonFebruary
Cheapest flight$115
Best time to beat the crowds with an average 26% drop in price.
Most popular time to fly and prices are also 8% lower on average.
Flight from Dallas Love Field to San Juan

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.

  • What is the cheapest time of day to fly to Caribbean?

    The cheapest time of day to fly to Caribbean is generally at night, when round-trip flights cost $292 on average. Morning departures are around 7% cheaper than evening flights, on average. The most expensive time of day to fly to Caribbean is generally in the evening, which is peak travel time and where the average cost of a ticket is $512.

Reviews of the top 3 airlines serving 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.
8.0
SouthwestOverall score based on 4242 reviews
7.5Entertainment
7.0Food
8.0Comfort
8.6Crew
8.1Boarding
Airline reviews

I wish they had movie screens in the headrests. The seats are much improved, more legroom and recently renovated. Bathroom was clean. Staff was outstanding!!

10.0 ExcellentG, Sep 2025LAS - ATL
Read more Southwest reviews

I wish they had movie screens in the headrests. The seats are much improved, more legroom and recently renovated. Bathroom was clean. Staff was outstanding!!

As always, the entire Southwest experience was wonderful, from online booking to flight to baggage retrieval. Very grateful.

The weather could have been better. There was a 40 minute ATC delay in SFO because of marine fog and a micro cell storm delayed landing and take-off at Nashville. The gate was changed 5 minutes from boarding from gate B3 to gate C23 at Nashville airport.

After being assaulted by a flight attendant I was then brushed off as oh well because he long braids didn’t mean to whip me in the eye. I have filed complaints and will see. But like any other issue I’ve had with kayak involved it’s been trash. Last time I’ll be using your app

AC sub par. WiFi not working correctly. Ac sucked. Seats very narrow.

Near 4 hour flight with only 1 service. Had to use call button to request water. Internet and power not working until into flight. Internet would stop working during flight.

Southwest's seats are the least comfortable I have ever sat in.

The cabin was quiet for the redeye flight. The area was clean. The staff was great. The 787 Max was in good condition. Drawbacks were that the seat widths were tight for some passengers. The seat padding was at best average and for a long flight uncomfortable.

Southwest like most American domestic airlines, is a mediocre airline. But it is among the cheapest. Oh well.

My flight was delayed 50 minutes and we were rushed to board to then sit for 15 minutes until the pilot arrived. Unacceptable since we could have waited to board. Also the delayed flight was updated AFTER we boarded to more than the 10 minutes as originally stated.

Passengers need to check in big baggage instead of bringing on the plane. That cause inconvenience for everyone. Otherwise flight was good.

Perfect flight both ways. On time, courteous staff, plane comfortable and cool. Best domestic flights I’ve had in awhile.

The food was terrible especially for a 15 hour international flight. The crew was unpleasant as well.

Really low quality food especially for an international flight. The crew also was surprisingly unpleasant except couple of ladies. I know we were not in first class but that’s no reason to treat customers as less.

Flight delayed for two and half hours and then canceled altogether due to mechanical issues. No mechanic onsite to fix so had to send one from LAX.

Quick check in. Everything went smooth. I don't know what can be done about airline food.

Crew was good. The reservation got mixed up and they didn't have my TSA number. I am also a Silver Medallion and wasn't able to use Sky Priority.

Delta made it easy, comfortable and timely. The crew was fantastic.

This route with Delta always has delays or is cancelled. Aircrafts seem smaller and older. I fly Delta quite a bit - haven’t had issues with the international flights. But this route has always been the troublesome one

Nothing special. The crew never went out of their way for anything.

Spirit is low fare air line. Food also cost you. No free food.

Everyone was kind for the most part. I did travel with children and paid for seats and even then it was not as suitable. I tried calling their customer service prior to check in and I was told they couldn't help me because I didn't purchase my tickets with them.

I think the staff was nice. They took time to explain safety protocols. Boarding was great. They started early and our flight left a little early which was convenient. Having free games to play would have been better

Just total easy flight experience!! What could you do better..? Hmmm..? There was nothing I can remember. Spirit was a far more comfortable and easy process than American, United & Delta. I'll always look for Spirit and I've told a few people about, since flying this past trip!! I'm a SPIRIT FAN!! Thank You, SPIRIT AIRLINES!! Very, VERY well done, 100%!! See you...SOON!! -Best, Linda R.

The flight was 3.5 hrs delayed. I was not notified prior to arriving to the airport via spirit app. or via boarding pass that I already had loaded on my phone. The agent that i saw at the counter didn’t mention anything about the delay either. I only saw the update after logging in to my email account.

Better than my las vagas experience, but still dissapointed with the airline support service.

Unfortunately, spirits crew had us boarding and parking the plane often, would wait long periods of time before allowing the people attending the flight on the plane to know what was going on this caused for my plane to not only get diverted but then canceled at an airport 2 hours away and basically stranded with charter buses MAYBE being hired. I was left with no choice but to stay overnight and use a comp room in Altantic City to then arrive home the next day. This trip was the first time seeing my partner since he joined the Air Force and this stressful ride caused unwarranted tears on what was supposed to be an east flight home. I understand weather is unpredictable but to have passengers deboard to then reboard an hour later to taxi on the runway for another hour to then basically leave an entire fight stranded. I waited almost 30 minutes at the airport and not one employee could tell me about a charter bus so I had to leave and make accommodations to stay overnight and get a ride home.

Great! We boarded on time! Everything went so smoothly! The flight was so smooth

Seats uncomfortable, hard to check luggage, etc. It was like the last flight out of Hanoi

I will never fly with Spirit again. I was late getting through TSA after dealing with traffic and getting on the wrong shuttle. I got to the gate 2 minutes before the ticket said the gate closes and they agents were gone and doors were closed. They rescheduled my flight for 12 hours later and the agent had the nerve to tell me, “Be on time next time”. I was already upset from nothing going right for me that morning. I booked another flight through Alaska Airlines and they were very accommodating, nerer again Spirit Airlines!!!!

Everything you need to know for your flight to Caribbean

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