$151 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 2/9. 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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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 Cana2 stops$578
Montego Bay
Montego Bay1 stop$581
Oranjestad
Oranjestad1 stop$564
Nassau
Nassau2 stops$498
Simpson Bay
Simpson Bay1 stop$502
Providenciales
Providenciales1 stop$453
George Town
George Town2 stops$411
Punta Cana
Punta Cana2 stops$578
Montego Bay
Montego Bay1 stop$581
Oranjestad
Oranjestad1 stop$564
Nassau
Nassau2 stops$498
Simpson Bay
Simpson Bay1 stop$502
Providenciales
Providenciales1 stop$453
George Town
George Town2 stops$411

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

Wed, May 13 - Thu, May 14
Southwest Logo
9:00 am - 6:10 pm
DAL
-
SJU
8h 10m2 stops
Southwest Logo
5:05 am - 2:10 pm
SJU
-
DAL
10h 05m2 stops
$406Southwest
Thu, Jan 22 - Tue, Jan 27
Southwest Logo
9:00 am - 7:05 pm
DAL
-
SJU
8h 05m2 stops
Southwest Logo
10:20 am - 4:10 pm
SJU
-
DAL
7h 50m1 stop
$411Southwest
Wed, Feb 18 - Mon, Feb 23
Southwest Logo
7:45 pm - 12:55 pm
DAL
-
GCM
16h 10m2 stops
Southwest Logo
1:50 pm - 10:30 pm
GCM
-
DAL
9h 40m1 stop
$411Southwest
Wed, Mar 4 - Sun, Mar 8
Southwest Logo
9:00 am - 11:10 pm
DAL
-
SJU
12h 10m1 stop
Southwest Logo
9:50 pm - 9:40 am
SJU
-
DAL
12h 50m1 stop
$413Southwest
Wed, Feb 18 - Fri, Feb 27
Delta Logo
2:27 pm - 11:58 pm
DAL
-
SJU
7h 31m1 stop
Delta Logo
6:15 am - 3:10 pm
SJU
-
DAL
10h 55m1 stop
$415Delta
Wed, Jan 7 - Wed, Jan 14
Southwest Logo
9:00 am - 11:10 pm
DAL
-
SJU
12h 10m1 stop
Southwest Logo
5:40 am - 1:00 pm
SJU
-
DAL
9h 20m2 stops
$432Southwest
Thu, Jan 29 - Sun, Feb 1
Southwest Logo
2:35 pm - 12:35 am
DAL
-
SJU
8h 00m2 stops
Southwest Logo
5:35 am - 12:35 pm
SJU
-
DAL
9h 00m2 stops
$433Southwest
Wed, Feb 11 - Fri, Feb 13
Southwest Logo
1:45 pm - 12:35 am
DAL
-
SJU
8h 50m2 stops
Southwest Logo
5:30 am - 2:55 pm
SJU
-
DAL
11h 25m1 stop
$434Southwest
Mon, Feb 16 - Thu, Feb 26
Delta Logo
11:58 am - 9:12 pm
DAL
-
SJU
7h 14m1 stop
Delta Logo
7:30 am - 3:10 pm
SJU
-
DAL
9h 40m1 stop
$435Delta
Fri, May 29 - Sat, Jun 6
Southwest Logo
8:35 pm - 10:25 am
DAL
-
SJU
12h 50m1 stop
Southwest Logo
3:35 pm - 9:30 pm
SJU
-
DAL
6h 55m1 stop
$436Southwest
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 $304 (return) on average. On the other hand, the most expensive months are December and May, when the average cost of round-trip tickets is $785 and $625 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.

Good to know

Low seasonOctober
Cheapest flight$151
Best time to beat the crowds but there is an average 2% increase in price.
Most popular time to fly and prices are also 9% lower on average.
Flight from Dallas Love Field to George Town

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.
7.9
SouthwestOverall score based on 4252 reviews
8.0Comfort
8.6Crew
7.5Entertainment
7.0Food
8.1Boarding
Airline reviews

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.

8.0 ExcellentRussell, Dec 2025
SAN - OAK
Read more Southwest reviews

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.

San Diego airport is brand new, spacious, airy and very smooth checkin at SW baggage drop.

It was rough. The staff was unprofessional, the choice of on board drinks terrible, it was cramped in space at every airport, they always ran out of overhead bin space so they pressured people to check bags for free or we couldn’t leave on the plane— so I did check my bag to help, and they nearly lost my bag. My bag did not arrive on the luggage belt, another man on my flight and I had to waste our time going to the baggage office to search for our bags. I would only fly southwest again if it was my last choice. Also, my flights were consistently delayed over and over again— at one point they straight up told us we were waiting for the pilot to arrive.

Crew could have been friendlier, maybe I'm spoiled by SW crews. In flight wifi was good. Would be nice to have more food offerings on a 4 plus hour flight

Had to get off plane from prior flight even though I had to reboard same plane to continue to my final destination.

Everything a cheap airline should be at normal airline rates.

The food is terrible. The staff is wonderful. Comfort is good.

Left on time, a bit delayed due to headwinds most of the trip.

I fly Delta all the time, have Platinum Medallion status. But this route seems to have major problems with delays and seems to never leave on time! Have only taken it twice in the last two weeks, and each time it had delays of more than 1 hour... very disappointed!!!!

Getting to the flight was arduous and lengthy. The flight itself was good but the food option wasn’t a good selection. I need to do a Kosher option on my return. Flight crew were nice

Good seats in Main cabin, excellent service and excellent landing

My flight was cancelled with no explanation after I had already cleared security. I was given 4 options to rebook, only one being non-stop like I had paid for. I grabbed it. It was 4 plus hours later and then took off even later. Biggest complaint is that I booked early and had an aisle seat. They gave me a "window" seat in front of the exit row, so the seat did not decline. I weigh all of 103 #s and it was tight for me! For what I paid, I feel I was kind of ripped off. I think they should have given me the empty comfort seat for the inconvenience. There was no apology nor any explanation as to why the flight was cancelled. My guess is it benefitted Delta in some way.

Very smooth, on-time, and pleasantly uneventful flight. The team at the gate and on board were professional and genuinely courteous. The pilot kept us well updated throughout, and both takeoff and landing were steady and enjoyable without any drama. Just a good, solid flight. Thank you! 💗

Staff was exceptional! Everyone was kind, professional and friendly making the trip very pleasant. Thank you!

No lunch on a x-country flight scheduled for 10:50 am departure, arrived 5+ hrs later. That requires a black box label before you pay for the tickets. Worst, when I checked in online, it's specifically said that lunch was served on his flight for economy Plus passengers.

We had a lot of really rough weather but that was not Delta's fault. Pilot was amazing.

Honestly horrible. The plane on the way back was delayed 6 times with no explanation on why. When I asked for a refund or some money back because I had to miss a day of work because of the desk, they told me no. Because of how poorly it was handled I will most likely never take spirit again

I hope you continue to be one of the great company

I stopped flying spirit as much because they are crooks and thieves. It's not like other airlines where you can at least get credits they just take your money.

Always comes in handy when I want a quick weekend getaway.

The entire staff from check in agents to flight attendants were pleasant and professional. Would suggest a complimentary water.

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.

Everything you need to know for your flight to Caribbean

Information on your arrival and departure airports