$127 Find Cheap Flights from Dallas Love Field to Caribbean Islands

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 Islands departing on 5/5. 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.
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KAYAK searches hundreds of travel sites at once for deals on flights to Caribbean Islands

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Dallas to Caribbean Islands, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Dallas to Caribbean Islands, as well as popular online travel agencies
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Flights Deals

Best Caribbean Islands Flight Deals from Love Field

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours

Punta Cana
Punta Cana1 stop$585
Santo Domingo
Santo Domingo1 stop$585
Montego Bay
Montego Bay1 stop$565
Oranjestad
Oranjestad1 stop$448
Nassau
Nassau1 stop$395
Simpson Bay
Simpson Bay1 stop$489
Providenciales
Providenciales1 stop$460
George Town
George Town2 stops$556
Punta Cana
Punta Cana1 stop$585
Santo Domingo
Santo Domingo1 stop$585
Montego Bay
Montego Bay1 stop$565
Oranjestad
Oranjestad1 stop$448
Nassau
Nassau1 stop$395
Simpson Bay
Simpson Bay1 stop$489
Providenciales
Providenciales1 stop$460
George Town
George Town2 stops$556

Cheap Flights from Love Field to Caribbean Islands

 
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 Islands 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.

Recent round-trip flight deals from Love Field to Caribbean Islands

Recommended round-trip deals departing in the coming months from the most popular airlines that fly from Love Field to Caribbean Islands.
Discover the best prices for you by selecting your travel dates on KAYAK.
Delta Logo
7:10 am - 4:50 pmDAL-SJU
8h 40m1 stop
Delta Logo
2:39 pm - 11:38 pmSJU-DAL
9h 59m1 stop
$239Delta
Find Deal
Mon, Sep 1 - Fri, Sep 5
Delta Logo
10:18 am - 10:47 pmDAL-SJU
11h 29m1 stop
Delta Logo
5:43 pm - 11:53 pmSJU-DAL
7h 10m1 stop
$278Delta
Find Deal
Mon, May 12 - Sat, May 24
Delta Logo
5:45 am - 4:36 pmDAL-SJU
9h 51m1 stop
Delta Logo
2:40 pm - 11:44 pmSJU-DAL
10h 04m1 stop
$285Delta
Find Deal
Sun, Jul 20 - Thu, Jul 31
Delta Logo
5:53 am - 4:33 pmDAL-SJU
9h 40m1 stop
Delta Logo
5:43 pm - 11:53 pmSJU-DAL
7h 10m1 stop
$303Delta
Find Deal
Sat, May 17 - Sat, May 24
Southwest Logo
9:05 am - 7:45 pmDAL-SJU
9h 40m1 stop
Southwest Logo
5:00 am - 10:40 amSJU-DAL
6h 40m1 stop
$317Southwest
Find Deal
Tue, Sep 9 - Fri, Sep 19
Southwest Logo
9:05 am - 10:30 pmDAL-SJU
12h 25m1 stop
Southwest Logo
10:25 pm - 7:50 amSJU-DAL
10h 25m1 stop
$342Southwest
Find Deal
Tue, Sep 16 - Sun, Sep 21
LATAM Airlines Logo
12:01 pm - 5:40 pmDAL-AUA
28h 39m2 stops
LATAM Airlines Logo
6:50 pm - 5:50 pmAUA-DAL
24h 00m2 stops
$2,077LATAM Airlines
Find Deal
Tue, Sep 9 - Thu, Sep 18
LATAM Airlines Logo
6:37 pm - 5:40 pmDAL-AUA
22h 03m2 stops
LATAM Airlines Logo
6:50 pm - 5:50 pmAUA-DAL
24h 00m2 stops
$2,143LATAM Airlines
Find Deal
Wed, Sep 10 - Thu, Sep 18
WestJet Logo
3:45 pm - 12:28 pmDAL-MBJ
20h 43m2 stops
WestJet Logo
10:30 am - 11:41 pmMBJ-DAL
13h 11m2 stops
$3,380WestJet
Find Deal
Mon, Sep 8 - Thu, Sep 11
WestJet Logo
10:05 am - 12:33 pmDAL-MBJ
50h 28m2 stops
WestJet Logo
10:30 am - 3:23 pmMBJ-DAL
28h 53m2 stops
$3,399WestJet
Find Deal
Fri, Jun 20 - Wed, Jun 25
Useful Info

KAYAK's insights & trends for Love Field to Caribbean Islands flights

Get data-powered insights and trends into flights from Love Field to Caribbean Islands 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 Islands?

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 Islands, 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 Islands is March, when tickets cost $303 (return) on average. On the other hand, the most expensive months are December and June, when the average cost of round-trip tickets is $954 and $525 respectively.

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

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

When flying from Dallas Love Field to Caribbean Islands, you should consider leaving on a Wednesday and avoid Sundays if you are looking for the best rates. For your return to Dallas Love Field, you’ll find the best rates on Thursdays and the most expensive ones on Tuesdays.


Good to know

Low seasonFebruary
High seasonJune
Cheapest flight$127
Best time to beat the crowds with an average 27% drop in price.
Most popular time to fly with an average 2% increase in price.
Flight from Dallas Love Field to San Juan

FAQs - booking Caribbean Islands flights

  • How does KAYAK find such low prices on flights from Dallas Love Field to Caribbean Islands?

    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 Islands.

  • 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 Islands?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Dallas Love Field to Caribbean Islands 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 Islands?

    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 Islands 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 Islands?

    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 Islands 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 Islands?

    The cheapest time of day to fly to Caribbean Islands 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 Islands is generally in the evening, which is peak travel time and where the average cost of a ticket is $512.

Top airlines flying from Love Field to Caribbean Islands

 
See real verified KAYAK customer reviews for airlines flying from Dallas to Caribbean Islands. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Love Field to Caribbean Islands? 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 4294 reviews
7.6Entertainment
7.1Food
8.6Crew
8.0Comfort
8.2Boarding
Airline reviews

It is southwest seat was ok. Not the most comfortable seat

8.0 ExcellentJohn, Apr 2025PVD - FLL
Read more Southwest reviews

It is southwest seat was ok. Not the most comfortable seat

I’ve always loved Southwest. No issues at all. I was flying standby and the gate agent was extremely friendly and helpful. Boarding was smooth and I was able to get a window seat in the emergency exit row. Crew was fantastic! They were very professional and accommodating. We had to divert from our destination due to weather but the flight crew kept everyone at ease and informed us of all pertinent information. Excellent flight

The price of the tickets isn't matching the flight experience. No matter how long the flight is, you're only getting pretzels. The flight attendants looked unkept and over it.

Plz don't take away free bags and free seating

The seats were a bit cramped and worn, but otherwise okay.

I would have liked to arrive on time - not 5 hours late!

After a 3 hour layover in Denver my flight was delayed over 5 hours! No explanation; no assistance; no offer to provide compensation; no one at Southwest was willing to offer any assistance. 8 hours in the Denver airport - ridiculous!

It was a perfect flight in all aspects! Both legs!

Only one drink pass through the cabin for a 4 hour flight. Quite rough and bumpy landing.

Boarding process, crew were good. But the seats were so uncomfortable that was all I could focus on. I literally had to sit forward so that all 3 of us could fit in row. I will try to avoid Southwest in the future for any flights over 60 minutes.

Our bag was lost so that made unnecessary chaos On our trip

Delta is my preferred airline. I've traveled with them for years. On time in most cases, good communication, easy to use app. Most planes are pretty nice. I was on a CRJ 700/900 however, which was pretty badly aged inside and needed a refresh. No infotainment, unreliable wifi, best to download before boarding or bring a book. Food choices are really just snacks on this flight, nice variety but about what you'd expect. Great staff and prompt in departure and early arrival too. Overall quite satisfied.

Crew was friendly Love the entertainment in the seat head rest.

Delta flight was on time, seats were comfortable, and crew was nice.

This had nothing to do with Delta… The flights were on time and flawless. The service was excellent. We purchased seats in (aisle/middle) comfort plus since this was a cross country flight. Unfortunately, the woman seated at the window was 300+ pounds and, as might be expected, covered up about a third of the middle seat also. there was absolutely nothing that Delta could have done about that… I just don’t know what the answer should be. If you purchase a seat, you should should be able to use the entire seat and not just the portion that someone else is not sitting/oozing in. Disappointing…there should be something that could be done….I'm just not sure what solution could be.

Delayed take-off. Very small plane so very scary with lots of bumps during the flight. Would never fly Delta on short flights in small 80 seaters plane again! Felt relieved when landed.

The worst part was I was NOT allowed in the lounge even though I was holding a first class ticket and have a premium American Express card. I have flown Business or First Class with many airlines. Delta is the ONLY one who does not extend this courtesy to anyone except people who hold the very expensive American Express card. As a result, I won’t fly Delta if I have any other choice.

It was an overnight flight and I desperately needed coffee before we landed, but Delta does only one beverage service, and that is shortly after takeoff, not before landing at 5 am.

A little bumpy ride . No food was being provided due the the turbulence. That was ok it was a short flight to my standards.

Simply outstanding. Their new lounge for Delta One customers is a cut above the rest.

Everything you need to know for your flight to Caribbean Islands

Information on your arrival and departure airports

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