$139 Find Cheap Flights from Caribbean Islands to Houston - Compare and Save

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to Houston 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, 0 bags

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Cheap Flights from Caribbean Islands to Houston

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

Wed, Aug 5 - Sun, Aug 23
Frontier Logo
6:00 am - 3:05 pm
SJU
-
IAH
10h 05m
1 stop
Frontier Logo
8:29 am - 3:58 pm
IAH
-
SJU
30h 29m
1 stop
$292Frontier
Thu, Aug 6 - Mon, Aug 10
JetBlue Logo
9:42 am - 3:47 pm
SJU
-
IAH
7h 05m
1 stop
JetBlue Logo
7:24 am - 3:21 pm
IAH
-
SJU
6h 57m
1 stop
$295JetBlue
Thu, Aug 20 - Sun, Aug 23
American Airlines Logo
3:44 pm - 11:56 pm
SJU
-
HOU
9h 12m
1 stop
American Airlines Logo
5:41 am - 2:54 pm
HOU
-
SJU
8h 13m
1 stop
$466American Airlines
Sat, Jul 4 - Tue, Jul 14
Southwest Logo
6:00 am - 6:55 pm
SJU
-
HOU
13h 55m
1 stop
Southwest Logo
7:20 pm - 12:50 am
HOU
-
SJU
4h 30mnonstop
$472Southwest
Thu, Jul 9 - Sun, Jul 12
Southwest Logo
8:15 pm - 8:25 am
SJU
-
HOU
13h 10m
1 stop
Southwest Logo
8:40 pm - 9:00 am
HOU
-
SJU
11h 20m
1 stop
$476Southwest
Thu, Sep 10 - Thu, Sep 24
Multiple Airlines Logo
9:10 am - 8:45 am
POS
-
IAH
24h 35m
1 stop
Multiple Airlines Logo
7:53 pm - 6:55 pm
IAH
-
POS
22h 02m
1 stop
$487Multiple Airlines
Thu, Sep 3 - Sun, Sep 13
Multiple Airlines Logo
9:10 am - 11:34 am
POS
-
IAH
27h 24m
1 stop
Multiple Airlines Logo
1:35 pm - 8:00 pm
IAH
-
POS
29h 25m
2 stops
$517Multiple Airlines
Thu, Sep 24 - Mon, Sep 28
Delta Logo
2:56 pm - 10:35 pm
SDQ
-
HOU
8h 39m
1 stop
Delta Logo
6:00 am - 6:25 pm
HOU
-
SDQ
11h 25m
2 stops
$665Delta
Tue, Sep 1 - Sun, Oct 18
American Airlines Logo
4:18 pm - 9:02 am
PUJ
-
HOU
17h 44m
2 stops
American Airlines Logo
6:00 am - 4:00 pm
HOU
-
PUJ
9h 00m
1 stop
$676American Airlines
Mon, Aug 17 - Mon, Aug 31
Delta Logo
2:53 pm - 10:05 pm
SDQ
-
HOU
8h 12m
1 stop
Delta Logo
6:00 am - 1:28 pm
HOU
-
SDQ
6h 28m
1 stop
$688Delta
Useful Info

Good to know

Cheapest flight$139
Flight from San Juan to Houston George Bush Airport

FAQs for booking flights from Caribbean Islands to Houston

  • How does KAYAK find such low prices on flights from Caribbean Islands to Houston?

    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 Caribbean Islands to Houston.

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

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

    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 to Houston with an airline and back to Caribbean Islands with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Caribbean Islands to Houston?

    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 to Houston from Caribbean Islands up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top 5 airlines serving from Caribbean Islands to Houston

 
Need help choosing which airline to fly with from Caribbean Islands to Houston? 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 4234 reviews
7.5Entertainment
8.6Crew
7.0Food
8.1Boarding
8.0Comfort
Airline reviews

One major problem that was very unprofessional and uncalled for. Plane landed and we had to wait 20 minutes to get off the plane since they were waiting for someone to come to the gate to drive the jetway. Southwest couldn't have someone available and waiting for the plane to land? Is there only one person in Hobby airport who knows to drive the jetway? Was he at lunch? In the bar? Uncomfortable and uncalled for!

4.0 OkayAnonymous, May 2026
MSY - HOU
Read more Southwest reviews

One major problem that was very unprofessional and uncalled for. Plane landed and we had to wait 20 minutes to get off the plane since they were waiting for someone to come to the gate to drive the jetway. Southwest couldn't have someone available and waiting for the plane to land? Is there only one person in Hobby airport who knows to drive the jetway? Was he at lunch? In the bar? Uncomfortable and uncalled for!

Southwest is kind of a slum airline. It’s gotten more expensive over the years for less and less service. I am a Southwest Chase Visa card holder and was forced to choose a seat in the 26th row in the middle seat. However my wife who is a rewards member but doesn’t hold a card or anything else, gets randomly assigned a normally paid seat in row 6! How does that work?

The seat was not comfortable. 1D. My back was sore all night and the next day.

One of the best airlines for fast boarding, on time arrivals, and top notch service!

I elected to pay for the upgrades and found very little difference

The new seating arrangement is so over priced for what you get.

Snacks are always pretzels. Why can't you also offer peanuts ?

Flight was hours late, unable to sit next to spouse, I have had so much better experiences. Substantially better, only saving grace was that it was a short flight.

An entire day of delays. Cost lots of money. Meals and a hotel.

Only downside was the legroom and seat width, which is always a problem unless I spend more for a premium seat.

Only beverages were offered to first class and I thought the flight attendant could have also served the Delta Comfort as well instead of sitting down and staring at her phone and walking past all of us to the back of the plane to charge her phone more. There was a complete lack of turbulence and was safe enough for flights attendant to walk around in the front of the plane, collect trash and serve a few people water and turn off the seat belt light. Also didn’t enforce people putting their seats into the upright position and allowed two passengers to remain reclined during landing. They seemed out to lunch completely. Usually my experience on Delta is much better.

The seats were really comfortable. Flight crew were friendly with passengers. Overall was a great flight.

Arrived early, comfortable seats (Comfort+). Mediocre food, poor wifi (intermittent).

Long story short, it was one of the better flight experiences I've had in some time when compared with other airlines.

Flight was great! This flight from Atlanta was even better than when I paid for Comfort from SNA to Atlanta.

Great crew, flight on time, luggage pick up a breeze

Was on time, normal boarding. The worst flight attendents and service I ever seen,, can't believe Delta can have such service. Bathroom was dirty and no toilet paper, paper towels and used toilet paper all over the floor, when I tried to tell flight attendant she didn't even let me to finish and turn around. Very rude. Wi fi didn't work.

Connection flights should be spaced out farther because too close I missed my connection.

Definitely a southern flavor. Cordiality was evident even though no drinks or snacks were served.

On time! There were plenty of airport employees who were able to keep us moving in the right direction. The crew on the plane were professional.

The flight was delayed, they didn’t even have water for the toilets or for drinks

Even through the flight was delayed due to storms near IAH The flight was great! The crew was so hospitable and professional

The flight had a delay but I made it to my connection. Flight was smooth overall

The flight to Houston the agents were not very helpful

Horrible, absolutely horrible. The airline overbooked the flight, did NOT assign seats and boarding was a hot mess with lots of confused passengers. There was no "large plane" gate for us, the 500+ passengers were squeezed in a small hold room area, and multiple busses had to shuttle us to the other side of the airfield, where boarding of the plane, that was parked on the ramp, took place in rain. The old plane had a broken seat, that the technicians tried to fix - with no success - resulting in a 50min delay. The flight attendant with heart shaped earnings with German flag was screaming on the passengers without a reason, was extremely rude and entitled the entire flight. The food was junk. I hope I don't have to fly United ever again.

No screens or meal options. Freezing cold. Dirty seats. Left late.

It was terrible. sat on airplane 2 hours then flight was canceled. made to pick up bags and go through Panama immagration to rebook another flight. worst experice ever at a airport.

Good but airlines getting smaller. I didn't like the meal but the service was fine. Flight was fine and luggage arrived. So good.

Lounges are packed and very poor, food is really bad, for business class in an airline is well below expectations

First time flying with UA and it was a great experience. Thank you

I’ve got 31F seat and window seat . My 2 co passengers was AA crew members and they were very rude attitude and when I was going to use bathroom their gestures was very different and awkward and the guy beside me completely occupied the hand rest and I was really uncomfortable

The gate experience at LAX was abysmal (same for the arrival experience two days prior). Despite the LAX -> SAT schedule of two flights daily, our departure gate was at a smaller hub that we had to be bussed to from Terminal 4. Fortunately, I arrived at LAX extra early and had time to spare, but if I had not known, I might have missed my flight. I looked at the LAX airport map in the AA app and there was no indication of the additional boarding process. Lastly the gate area we were bussed to was crowded with limited food and beverage options. On flight, the fight attendant was hospitable and attentive, the flight was smooth, and AA's free (and working) wifi for AA members were all on the positive side.

The flight back to Dallas was delayed, which has happened to me several times with American Airlines. There was no announcement, no update sent out, no compensation offered for the inconvenience.

As always, most AA flights that we fly are almost ALWAYS delayed and that too multiple times. Very frustrating

Boarding was smooth and seamless and the flight was without incident.

Food is what you expect on a plane. Nothing gluten free. But that is expected. Drinks, apple juice, was fine. Seat, what I expected. Fine.

The flight took off an hour late which made the connection concerning

The flight from Dallas to Tokyo was not on Japan Airlines. It was on American Airlines. Very disappointed that we did not fly on Japan Airlines. Will not be using you liars again. I’ll just book direct from the airline next time. Wish you could make this right and has us fly on Japan Air when heading back home to the US.

They made nearly everyone check their bag because the overhead bins are way too small. Extremely inconvenient

The overhead bins are too small, They served one meal and two snack for a 10hr flight. My meal was missing the butter, cheese and salad dressing everyone else got. The crew were nice and the plane was clean

The airline did not allow enough time for the Columbia checkpoint

Seats are absolutely not comfortable and large enough. There’s a limit and you stepped over it. I understand that there’s a business class, however for the price it costs, it’s just plain stupid for a 50 minute flight.

This was my first time flying with you guys and my very last! This was the most horrible experience!!! There was not even tv in the plane! How cheap can this airline be!!! I paid so much for my suitcase!!! I would never fly with this airline again! The crew are very rude!

I had bad experiences before now was excellent I am glad they have business class again

Horrible experience with Avianca, they delayed their flight and when we arrived to NYC, AVIANCA took 1 hr y 30 mins to park the airplane and all passenger get off the plane, it made me lost all my trains to get back home and I came back to my place at 3 am instead of 12 am. On the top of that their plane seat are so uncomfortable and is not enough space and killed my legs and knees, Avianca used to be good when it was a Colombian company, now after Brasilian company bought them, their service quality is bad and their flights are delayed and oversold.

I upgraded to businesses class. Because of that the flight was comfortable.

The flight attendant smashed her beverage cart into my knee, causing significant amount of pain. The seats were extremely uncomfortable. No food or drink is offered unless you want to pay the ridiculous prices for it. The schedule of flying in the overnight hours is also very uncomfortable.

I handed in my suitcase in perfect condition at SAL Airport. And in MIA Airport I received it with one corner broken and the wheels bent.

I like the crew members they're very friendly. Clean plane. The flight was on time. I dont like the comfort my car seat its better that the plane seats. They charge for everything. This airline was very good. Now it's a low cost airline

I couldnt recline the seat. Other than that crew was very attentive and helpful. Thsnk you

Everything you need to know for your flight to Houston

Cabin class types available on flights to Caribbean Islands

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