$173 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 8/10. 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

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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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$529
Santo Domingo
Santo Domingo2 stops$635
Montego Bay
Montego Bay1 stop$561
Oranjestad
Oranjestad1 stop$435
Nassau
Nassau1 stop$487
Simpson Bay
Simpson Bay1 stop$623
Providenciales
Providenciales1 stop$486
George Town
George Town1 stop$538
Punta Cana
Punta Cana1 stop$529
Santo Domingo
Santo Domingo2 stops$635
Montego Bay
Montego Bay1 stop$561
Oranjestad
Oranjestad1 stop$435
Nassau
Nassau1 stop$487
Simpson Bay
Simpson Bay1 stop$623
Providenciales
Providenciales1 stop$486
George Town
George Town1 stop$538

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

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

Tue, Sep 16 - Fri, Sep 19
Delta Logo
10:20 am - 10:08 pmDAL-SJU
10h 48m1 stop
Delta Logo
12:55 pm - 11:41 pmSJU-DAL
11h 46m1 stop
$345Delta
Find Deal
Sat, Jul 12 - Wed, Jul 16
Southwest Logo
1:10 pm - 10:00 pmDAL-SJU
7h 50m1 stop
Southwest Logo
5:00 pm - 10:50 pmSJU-DAL
6h 50m1 stop
$370Southwest
Find Deal
Sat, Nov 8 - Sat, Nov 15
Southwest Logo
6:00 am - 5:25 pmDAL-SJU
9h 25m1 stop
Southwest Logo
3:10 pm - 8:25 pmSJU-DAL
7h 15m1 stop
$391Southwest
Find Deal
Mon, Jul 14 - Fri, Jul 18
Southwest Logo
7:35 am - 6:00 pmDAL-SJU
9h 25m2 stops
Southwest Logo
5:00 am - 3:35 pmSJU-DAL
11h 35m1 stop
$395Southwest
Find Deal
Thu, Sep 4 - Sun, Sep 7
Southwest Logo
2:30 pm - 11:50 pmDAL-SJU
8h 20m2 stops
Southwest Logo
6:30 am - 2:25 pmSJU-DAL
8h 55m1 stop
$399Southwest
Find Deal
Sun, Sep 14 - Sun, Sep 21
Delta Logo
8:00 am - 4:08 pmDAL-SJU
7h 08m1 stop
Delta Logo
7:30 am - 3:00 pmSJU-DAL
8h 30m1 stop
$409Delta
Find Deal
Thu, Sep 25 - Sun, Sep 28
LATAM Airlines Logo
12:01 pm - 12:25 pmDAL-PUJ
23h 24m2 stops
LATAM Airlines Logo
2:45 am - 11:41 pmPUJ-DAL
21h 56m2 stops
$1,155LATAM Airlines
Find Deal
Thu, Jun 26 - Sun, Jul 6
LATAM Airlines Logo
4:08 pm - 12:25 pmDAL-PUJ
19h 17m2 stops
LATAM Airlines Logo
2:45 am - 11:44 pmPUJ-DAL
21h 59m2 stops
$1,774LATAM Airlines
Find Deal
Mon, Jul 14 - Tue, Jul 22
WestJet Logo
4:00 pm - 12:45 pmDAL-GCM
20h 45m2 stops
WestJet Logo
1:45 pm - 5:55 pmGCM-DAL
28h 10m2 stops
$3,471WestJet
Find Deal
Fri, Jul 18 - Tue, Jul 22
WestJet Logo
4:00 pm - 12:45 pmDAL-GCM
20h 45m2 stops
WestJet Logo
1:45 pm - 5:55 pmGCM-DAL
28h 10m2 stops
$3,474WestJet
Find Deal
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.

Can I save money by flying with a layover from Dallas Love Field Airport to Caribbean Islands?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

No, with an average price for the route of $345, prices are generally cheapest when you fly direct.

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 November, when the average cost of round-trip tickets is $1,004 and $554 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 seasonNovember
High seasonJuly
Cheapest flight$173
Best time to beat the crowds with an average 8% drop in price.
Most popular time to fly and prices are also 16% lower on average.
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 4287 reviews
8.2Boarding
7.1Food
8.6Crew
8.0Comfort
7.6Entertainment
Airline reviews

Southwest is typically delayed, and it gets wearisome. It is no longer a discount airline and you get way less than you pay for when it comes to comfort and Ce.

6.0 GoodDavid, Jun 2025BWI - COS
Read more Southwest reviews

Southwest is typically delayed, and it gets wearisome. It is no longer a discount airline and you get way less than you pay for when it comes to comfort and Ce.

We sat on the plane on the tarmac for 4 hours.

I'm not a fan of Southwest's model. I don't like the herding style of boarding.

Flight crew and cabin crew were great. I had to rearrange flights because my original flight was 3hrs delayed for weather, the rub is the flight I moved to boarded on time then we sat at the gate for 2 hours because scheduling stole our first officer for another flight, TWICE. Then our actual FO was an hour delayed. To make it worse my original flight went from a 3 hour delay to departing 15min EARLY. Just poor scheduling operations all around.

Bring back peanuts Take our drink orders when were all seated, especially after you switch to assigned seating.

Staff was far less than helpful at all times. Departure and arrival times mean nothing to Southwest. Extremely disappointed, will never fly with them again, and I’ll be sure to share my experience with all.

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

Great service. Flight was delayed while we sat on the runway for a couple of hours. Weather related. Staff made is very bearable. The steward servicing the first class cabin was exceptional. Thank you! 💗

5 hours of delay that could've been much shorter if Delta had taken the 1 hour delay they imposed on the flight before boarding to run any of the plane checks required for flight to find the hydraulic issue that required nearly 3 hours to fix. $24 of meal credit buys a sandwich and a soft drink. Poor communication within the terminal about what gate we'd be re-boarding from and when we'd be re-boarding.

Great flight! Only complaint I had was that I didn’t get breakfast that morning because I don’t eat eggs for breakfast.. I ate an energy bar I bought in the airport which I had never done before. Otherwise, another great Delta flight!

Amazing flight! I have never noticed the uniforms of the attendants before in twenty years of flying except today when one female had the most amazing dress on. It was beautifully designed and showed she was in charge. I never dreamed I would google who designed Delta uniforms . The ultimate compliment is when another woman admires your outfit. . I hope your designer puts it on the market

It would be nice if was given wires ear buds. Overall was a good experience was able to sleep on the plane

My flight was 6 pm 6/6. Every hour they delayed it again - air condition issues then no pilot then the crew had worked too many hours and cancelled the flight at 11 pm. Sent customers to NJ a 45 minutes uber ride to a hotel. Had to be back by 5 am for a 7 am flight and again no pilot etc with another three hours of delays.

The entertainment and wifi mostly didn't work on this flight.

Terrible entertainment system - kept freezing and audio kept cutting out. Snacks were mediocre at best for a 5 hour flight.

The check in and bag drop off for Sky Priority members is slow. The Clear security was also slow - a TSA issue.

I am still upset that my bag was lost on a recent trip to Rome ; we were inconvenienced and out €150 Euros ; delta has refused to reimburse us

Everything you need to know for your flight to Caribbean Islands

Information on your arrival and departure airports

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