$78 Find Cheap Flights from Dallas 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 Dallas to Caribbean Islands departing on 2/27. 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

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.
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Dallas to Caribbean Islands.
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Flight Deals

Cheap Flights from Dallas to Caribbean Islands

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Punta Cana
Punta Cana1 stop$300
Santo Domingo
Santo Domingo1 stop$250
Montego Bay
Montego Bay1 stop$257
Oranjestad
Oranjestad1 stop$231
Nassau
Nassau1 stop$294
Simpson Bay
Simpson Bay1 stop$204
Providenciales
Providenciales1 stop$291
George Town
George Town1 stop$270
Punta Cana
Punta Cana1 stop$300
Santo Domingo
Santo Domingo1 stop$250
Montego Bay
Montego Bay1 stop$257
Oranjestad
Oranjestad1 stop$231
Nassau
Nassau1 stop$294
Simpson Bay
Simpson Bay1 stop$204
Providenciales
Providenciales1 stop$291
George Town
George Town1 stop$270

Book Cheap Dallas to Caribbean Islands Plane Tickets

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Dallas 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 Dallas to Caribbean Islands

Wed, Feb 18 - Wed, Mar 4
Spirit Airlines Logo
7:18 am - 4:34 pm
DFW
-
STT
7h 16m
1 stop
Spirit Airlines Logo
3:36 pm - 9:20 pm
STT
-
DFW
7h 44m
1 stop
$158Spirit Airlines
Wed, Feb 18 - Wed, Mar 4
Spirit Airlines Logo
7:35 pm - 2:31 pm
DFW
-
STT
16h 56m
2 stops
Spirit Airlines Logo
3:36 pm - 11:17 pm
STT
-
DFW
9h 41m
2 stops
$160Spirit Airlines
Mon, Feb 23 - Sat, Feb 28
Spirit Airlines Logo
5:20 am - 4:34 pm
DFW
-
STT
9h 14m
1 stop
Spirit Airlines Logo
3:36 pm - 10:49 pm
STT
-
DFW
9h 13m
1 stop
$163Spirit Airlines
Tue, May 5 - Tue, May 12
Spirit Airlines Logo
5:25 am - 3:34 pm
DFW
-
STT
9h 09m
1 stop
Spirit Airlines Logo
4:40 pm - 11:22 pm
STT
-
DFW
7h 42m
1 stop
$169Spirit Airlines
Tue, May 12 - Fri, May 15
Southwest Logo
9:00 am - 9:05 pm
DAL
-
SJU
11h 05m
2 stops
Southwest Logo
1:00 pm - 8:35 pm
SJU
-
DAL
8h 35m
1 stop
$328Southwest
Thu, Apr 30 - Tue, May 5
Southwest Logo
9:20 pm - 9:10 am
DAL
-
SJU
10h 50m
1 stop
Southwest Logo
5:05 am - 3:55 pm
SJU
-
DAL
11h 50m
2 stops
$346Southwest
Mon, Feb 16 - Wed, Feb 18
United Airlines Logo
8:58 pm - 4:00 pm
DFW
-
PLS
18h 02m
2 stops
United Airlines Logo
5:06 pm - 11:09 am
PLS
-
DFW
19h 03m
1 stop
$553United Airlines
Mon, Apr 27 - Fri, May 1
American Airlines Logo
7:15 pm - 2:21 pm
DFW
-
UVF
18h 06m
1 stop
American Airlines Logo
2:35 pm - 12:25 am
UVF
-
DFW
10h 50m
1 stop
$644American Airlines
Tue, Mar 17 - Tue, Mar 24
American Airlines Logo
8:00 pm - 2:58 pm
DFW
-
UVF
17h 58m
1 stop
American Airlines Logo
3:58 pm - 9:59 am
UVF
-
DFW
19h 01m
1 stop
$674American Airlines
Wed, Mar 11 - Tue, Mar 24
Delta Logo
5:49 am - 1:58 pm
DFW
-
UVF
7h 09m
1 stop
Delta Logo
3:18 pm - 8:56 am
UVF
-
DFW
18h 38m
1 stop
$704Delta
Booking Insights

KAYAK's insights & trends for Dallas to Caribbean Islands flights

Get data-powered insights and trends into flights from Dallas to Caribbean Islands to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest Dallas to Caribbean Islands flight route?

Data is based on round-trip flight searches on KAYAK over the past month.

The cheapest ticket to Caribbean Islands from Dallas found in the last 72 hours was to San Juan, at $171 round-trip. The most popular route is from Dallas/Fort Worth Airport (DFW) to San Juan Luis Munoz Marin Intl Airport (SJU), and the cheapest round-trip airline ticket found on this route in the last 72 hours was $171.

What is the cheapest month to fly from Dallas 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 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 to Caribbean Islands is April, when tickets cost $299 (return) on average. On the other hand, the most expensive months are December and November, when the average cost of round-trip tickets is $458 and $421 respectively.

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

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

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

How far in advance should I book a flight from Dallas to Caribbean Islands?

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Dallas to Caribbean Islands, 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 to Caribbean Islands, you should book around 2 weeks before departure, which saves you about 17% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 4 weeks before departure.

Good to know

Cheapest flight$78
Flight from Dallas/Fort Worth Airport to Nassau

FAQs - booking Caribbean Islands flights

  • How does KAYAK find such low prices on flights from Dallas 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 to Caribbean Islands.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Dallas to Caribbean Islands?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Dallas 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 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 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 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 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 in the afternoon, when round-trip flights cost $289 on average. Morning departures are around 13% more expensive than evening flights, on average. The most expensive time of day to fly to Caribbean Islands is generally at night, which is peak travel time and where the average cost of a ticket is $484.

Reviews of the top 5 airlines serving from Dallas 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 Dallas 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 4272 reviews
8.1Boarding
7.5Entertainment
7.0Food
8.0Comfort
8.6Crew
Airline reviews

WIFI was great. My selection for seating is an aisle, but during my trip, I never had an aisle seat. If we can get that corrected, I will be thrilled. No snack or drink on this flight.

10.0 ExcellentJoseph, Jan 2026
BWI - RIC
Read more Southwest reviews

WIFI was great. My selection for seating is an aisle, but during my trip, I never had an aisle seat. If we can get that corrected, I will be thrilled. No snack or drink on this flight.

WIFI was great. My selection for seating is an aisle, but during my trip, I never had an aisle seat. If we can get that corrected, I will be thrilled.

The wifi on the plane is great. The only issue that I have is that I prefer an aisle seat and on my trips this week, I was either in the middle or window. If we can work to secure aisle seating, I will be thrilled. Nice trip.

All good except once again bags took an hour at Midway Airport Happens all the time. Ridiculous

Everything went smoothly and we even arrived a little bit early.

Great vacation. Can't wait till next year for another one.

Great flight but super high price. Glad it was a business trip and not personal

On time. Friendly staff. Took to long to pre bord all the specialty groups. Cramped small plane

The seats were comfortable, and the boarding process was pretty smooth.

3 hour delay. Had to change plans and was still delayed.

I didn't take this flight. I changed the flight. Why am I getting surveys and notifications on flights that I change. Seems like a defect with Kayak.

Delta One is extraordinary. I fly business when somebody hires me. I just wonder why there is such a chasm between business class and the insanely inhumane and nonsensical coach. The seats are not large enough to fit even my tiny wife. We fly 10% of what we did because we don’t want to pay 5-10 k but for $400 it’s unbearable. It seems like the accountants took over and made stupid decisions. Screw in 20 extra seats and make it so unbearable that people fly 90% less. Just put the damn price up and put some proper chairs in. But business, yay.

Timing, quality of service, promptness and courtesy of the staff

It was last minute due to weather - considering - it was amazing! Good smiles, friendly staff and they were making sure we knew what was going on when and where.

delta last minute gave me a boarding pass for a different flight with no confirmation that they were changing it

The flight was comfortable and uneventful, which is what I desire

The service from the flight attendants were of supreme quality. They greeted and treated everyone with a wide smile. This is totally absent nowadays. Kudos to them!!!!

Excellent flight and got us around tough weather. Only issue was seat TV did not work and crew tried to reboot.

Very large passenger too space from my own seat. Arm board couldn’t be lowered because of his size. It wads very uncomfortable trip, as the flight was full couldn’t move anywhere having back pain because of the position in which I was the entire flight.

was sitting in the jet bridge for 10 minutes in -20 degree weather waiting for my bag

Update to handle the delay was very bad, crews no smiles or welcome or thanks. Don’t care attitude

No gates avail at DFW so our incoming had to wait 30 mins for a plane to push back because they Had mechanical. We boarded 90 mins delayed and then we had a mechanical. Come on American…do better. Also at my seat the tray table had not been cleaned. Floor had not been cleaned. But captain and flight Att were very picture and apologetic.

Flight was canceled. I asked to be rerouted to OKC and then took an Uber.

I booked an aisle seat and was given a middle. At 6'4" 230lbs, it is not ideal to fly in the middle row for myself and passengers.

Concern Regarding Significant Gate Delay and Jet Bridge Issue Dear Customer Relations Team, I am writing to express my disappointment with the experience I had on my recent flight AA 2414 on Sunday January 18, 2026. What should have been a routine departure turned into a frustrating and avoidable delay due to an issue with the jet bridge at the gate. As a result, the flight was delayed by approximately 90 minutes while multiple gate changes were attempted. The lack of clear communication during this period made the situation even more challenging. Passengers were left uncertain about the cause of the delay, the expected timeline, and the next steps. This not only disrupted travel plans but also created unnecessary stress for everyone on board. I understand that operational issues can arise, but a malfunctioning jet bridge and the resulting extended delay suggest an area where procedures or equipment maintenance may need attention. I hope you will review this incident to prevent similar disruptions in the future. I would appreciate acknowledgment of this concern and consideration of appropriate compensation for the inconvenience and lost time caused by this delay. Thank you for taking the time to review my experience. I look forward to hearing from you. Sincerely, Dion Dillard

The seat cushions were very worn so they were extremely uncomfortable.

Delayed, no updates, had a rewards number but was not working

AA should improve their in air internet & entertainment options. Seems unreasonable to charge $20/hr and should have some form of free connections. The entertainment options are also pretty limited, movies are outdated and the series only show 3-5 episodes.

The professionals have excellent customer service, the seats don´t have enough space.

Flight delay and multiple gate changes including a change near boarding time to another terminal, which in DFW is a pain. Pre-boarding delay and also a further delay on the ground after boarding. About an hour and a half total delay.

3 seperate extremely rude unhelpful staff. Delayed flight. Lost my bag

Sat between 2 big men. I was uncomfortable. Flight was delayed twice. About 2 hours altogether.

It was a good experience. I do wish the seats were roomier. Also, I did not like being charged for my carry on bag

Exceptional take off and landing in snow and wind…thank you to the well skilled pilots!

I liked entertainment system being downloaded on my iPad. The selections were limited but I appreciated being able to use my own screen. The flight was just fine. My only issue was both terminals being far from the main airport. Especially stoning at LAX near midnight and having to wait for a bus to take us to baggage pickup. Very inconvenient.

Just fine but comfort is always an issue since the seats are so close

The Flight was fine, the staff treated me well, the flight got delayed over 5 1/2 hours for maintenance issues....but it worked out OK,, they were very apologetic about it, and it is better to not fly if there is any issue than endanger peoples lives, so in reality that was a good thing, It did cost me extra for parking because I went beyond the time I had purchased for parking at MSP. But all in all, Good flight

I did not take this flight because the reservation made by Kayak was wrong! Kayak owes me a trip from Minneapolis to Duluth.

When I got to the airport in Seattle, they told me the flight "did not exist". Kayak reserved me a seat on a flight that did not exist. This is inexcusable. I was able to change my reservation to a flight that actually did exist, but the flight was later and then I didn't make it in time for the next leg of my trip from Minneapolis to Duluth. Kayak owes me a trip from Minneapolis to Duluth, and a big apology for messing up my reservation.

The plane was freezing cold. Asked for a blanket and there were none. Was told twice that the pilots would warm the plane and it never happened Worst experience flying ever

Spirit was on time. They maintained updates and information. The crew was friendly and professional. Because this is a budget friendly airline, they have dispensed with a lot of frills and part of that comes with a price, for example, the seats are not quite as comfortable as others. I am ok with a pay for beverage and snack service as I prefer my own anyway so this was not a concern. I thought overall, having a great flight crew and on time service was definitely worth losing some of the frills from other carriers.

Sadly there was a crew member very rude with my kid and with me.

They canceled the flight and didn't assist in getting a new flight on any airline. I had to spend 10 hrs in the airport after getting a ticket On Delta for twice as much. I've flown Spirit many times and this was my worst experience I've had.

Late taking off. ATC sent us circling around Chicago for almost an hour, after landing taxied for 40 minutes.

We had too many delays for the crew not the plane

Awful!!! Spirit cancelled my flight just 4 hours before departure- with no alternative flights available. I ended up missing a huge family gathering because I wasn’t able to get out. Such An awful experience. And on top of that, all the buckle and dime-ing for bags. I will never book with Spirit EVER

I'd have like to check my bag and not toss my hair products.sears are very uncomfortable. And that even water isn't free really sucks. The ticket was almost $400

Terrible. They cancelled the flight at the last minute after I had checked in at the airport and then told me they could only put me on a flight after 7 days. Pathetic.

Spirit cancelled the flight very late last night, I was on the way to the airport when I found out

Flight was canceled and instead of rescheduling at the gate we had to go out to the ticket counter. Unruly kids kicking the back of my rows chair with staff to inattentive to say something.

Everything you need to know for your flight to Caribbean Islands

Cabin class types available on flights to Dallas

Cabin classes available on flights to Dallas. Prices are the lowest found on KAYAK over the last 7 days. Price and availability is not guaranteed.