$142 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 1/20. 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$554
Santo Domingo
Santo Domingo2 stops$562
Montego Bay
Montego Bay1 stop$527
Oranjestad
Oranjestad2 stops$544
Nassau
Nassau1 stop$471
Simpson Bay
Simpson Bay1 stop$663
Providenciales
Providenciales1 stop$487
George Town
George Town2 stops$413
Punta Cana
Punta Cana1 stop$554
Santo Domingo
Santo Domingo2 stops$562
Montego Bay
Montego Bay1 stop$527
Oranjestad
Oranjestad2 stops$544
Nassau
Nassau1 stop$471
Simpson Bay
Simpson Bay1 stop$663
Providenciales
Providenciales1 stop$487
George Town
George Town2 stops$413

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, Dec 9 - Fri, Dec 12
Southwest Logo
11:45 am - 11:20 pmDAL-SJU
9h 35m2 stops
Southwest Logo
11:55 am - 8:10 pmSJU-DAL
10h 15m2 stops
$237Southwest
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Tue, Dec 9 - Fri, Dec 12
Southwest Logo
11:45 am - 11:20 pmDAL-SJU
9h 35m2 stops
Southwest Logo
6:10 am - 5:40 pmSJU-DAL
13h 30m1 stop
$252Southwest
Find Deal
Mon, Nov 10 - Thu, Nov 13
Southwest Logo
10:45 am - 1:25 amDAL-SJU
12h 40m1 stop
Southwest Logo
6:40 am - 6:30 pmSJU-DAL
13h 50m1 stop
$259Southwest
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Mon, Nov 10 - Fri, Nov 14
Southwest Logo
12:55 pm - 10:00 pmDAL-SJU
7h 05m1 stop
Southwest Logo
6:10 am - 3:15 pmSJU-DAL
11h 05m1 stop
$274Southwest
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Sun, Nov 16 - Tue, Nov 18
Delta Logo
7:09 am - 5:26 pmDAL-SJU
8h 17m1 stop
Delta Logo
6:36 pm - 11:52 pmSJU-DAL
7h 16m1 stop
$335Delta
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Wed, Dec 24 - Tue, Dec 30
Delta Logo
6:05 am - 9:44 pmDAL-NAS
14h 39m1 stop
Delta Logo
8:10 am - 8:42 pmNAS-DAL
13h 32m1 stop
$525Delta
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Thu, Dec 4 - Mon, Dec 8
Delta Logo
6:05 am - 1:30 pmDAL-NAS
6h 25m1 stop
Delta Logo
1:06 pm - 9:30 amNAS-DAL
21h 24m2 stops
$529Delta
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Sun, Jan 11 - Fri, Jan 16
WestJet Logo
3:45 pm - 3:33 pmDAL-KIN
22h 48m2 stops
WestJet Logo
4:30 pm - 5:55 pmKIN-DAL
26h 25m2 stops
$3,865WestJet
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Wed, Dec 3 - Tue, Dec 9
WestJet Logo
2:00 pm - 2:50 pmDAL-UVF
22h 50m2 stops
WestJet Logo
3:40 pm - 11:56 pmUVF-DAL
34h 16m2 stops
$3,920WestJet
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Wed, Dec 3 - Tue, Dec 9
WestJet Logo
2:00 pm - 2:50 pmDAL-UVF
22h 50m2 stops
WestJet Logo
3:40 pm - 5:52 pmUVF-DAL
28h 12m2 stops
$3,923WestJet
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 $800 and $666 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$142
Best time to beat the crowds but there is an average 5% increase in price.
Most popular time to fly and prices are also 7% 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 4237 reviews
8.6Crew
7.5Entertainment
7.0Food
8.1Boarding
8.0Comfort
Airline reviews

Sacrament staff are always polite and helpful. Airport is easy to maneuver and boarding is straightforward.

10.0 ExcellentStacy, Oct 2025SMF - DEN
Read more Southwest reviews

Sacrament staff are always polite and helpful. Airport is easy to maneuver and boarding is straightforward.

Great flight. Outstanding Service. Southwest was able to put us on a direct flight to Denver when the connection could have been affected by a later arrival to Baltimore. The direct flight was less expensive that the flight with the connection in Baltimore.

Delays delays delays. Late taking off, late landing, wait for a gate, etc.

Boarded on time but once we were ready for take off, the crew determined that, although every seat was taken, somehow someone was on the wrong flight. Delay, delay delay, announcements and ended up with one person checking EVERY ID against their passenger Manifest only to figure out it was a "clerical error." We departed 54 minutes late causing me to run in the St. Louis Airport to make my connection and lose the priority boarding spot I had paid for. Unnecessary delay.

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.

Flight was delayed due to plane not passing inspection And one of the crew had to time out and we had to wait for another one A 3 hour delay

mandatory demand customer to check their carry on because not enough people check bags.

Connecting flight is on time and boarding was a breeze!

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

southwest just starting charging for luggage. hadnt realized it until it was too late. now out $70 when i couldve bought a carry on if i wouldve known. free bags was one of the only reasons i chose southwest over another airline (the other being no assigned seats, which is apparently also being changed). stupid business decision. wont be flying southwest anymore.

The aircraft interior is old and tired on this aircraft. The entertainment system never worked despite the crews attempt to reset the system.

The flight used a B767 with a very old interior from before 2014. The entertainment system did not work at all during the flight despite attempts to reset the system. It was like they flew this route just to be competitive.

Old plane and old configuration/seats but still comfortable for a morning flight

They changed planes and the new plane couldn’t carry enough fuel to fly across the country so we had to stop in Kansas City to refuel. Flight was delayed .

Flight was too crowded and seats are too small, especially since passengrs are getting larger. Having a middle seat is ALWAYS tough! Woman on my left was large & kept creeping in to my space. Flight personnel were great! Have more savory rather than sweet snacks please.

Flight was crowded and the woman sitting on my left was large & kept crouching in to my space. You need bigger seats or smaller passengers to fit into the seats you DO have! Snack were OK. Would appreciate if airlines had more savory rather than sweet snacks, thank you!

Delayed flight (1hour) plus a long layover after an overnight flight with no backup plane available.

We were delayed, which I think had to do with air traffic control. Otherwise, everything was great.

The boarding process needs to be refined. Sometimes the gate crew calls out the zones and then flip to showing the.zones boarding on the gate monitor display. So, unless you are huddled around the gate lanes watching the monitor, you could miss your boarding zone. Suggest the zones be announced each time a new zone is allowed to board.

The boarding process needs to be refined. Sometimes the gate crew call out the boarding zone, and then flip to the monitor to show which zones are boarding. So unless everyone is gathered around to see the monitor there is usually confusion as wi which zones are boarding.

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.

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

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