$177 Find Cheap Flights from Caribbean to Houston Hobby Airport

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 2/11. 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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Everything you should know

Cheapest round-trip
$354
Overall average: $284
American Airlines
목 2/19월 2/23
SJU - HOU • 1 stop
Cheapest non-stop
$375
Typical prices: $217-$434
Southwest
토 4/18토 5/2
SJU - HOU • Non-stop
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Flight Deals
Useful Info
Flight Deals

Cheap Flights from Caribbean to Houston

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

목, 2월 19 - 월, 2월 23
American Airlines Logo
4:01 pm - 11:58 pm
SJU
-
HOU
9h 57m
1 stop
American Airlines Logo
6:00 am - 3:11 pm
HOU
-
SJU
7h 11m
1 stop
$354American Airlines
목, 2월 19 - 월, 2월 23
Southwest Logo
6:10 am - 2:50 pm
SJU
-
HOU
10h 40m
2 stops
Southwest Logo
11:00 am - 10:25 pm
HOU
-
SJU
9h 25m
2 stops
$364Southwest
토, 4월 25 - 월, 4월 27
Delta Logo
6:15 am - 4:25 pm
SJU
-
HOU
11h 10m
1 stop
Delta Logo
10:35 am - 8:06 pm
HOU
-
SJU
8h 31m
1 stop
$374Delta
토, 4월 18 - 토, 5월 2
Southwest Logo
3:30 pm - 7:35 pm
SJU
-
HOU
5h 05mnonstop
Southwest Logo
10:25 am - 3:35 pm
HOU
-
SJU
4h 10mnonstop
$375Southwest
목, 2월 12 - 월, 2월 16
American Airlines Logo
7:33 am - 7:46 pm
SJU
-
HOU
14h 13m
1 stop
American Airlines Logo
6:00 am - 11:31 pm
HOU
-
SJU
15h 31m
1 stop
$379American Airlines
토, 4월 18 - 토, 5월 2
Southwest Logo
3:30 pm - 7:35 pm
SJU
-
HOU
5h 05mnonstop
Southwest Logo
7:10 am - 5:35 pm
HOU
-
SJU
9h 25m
1 stop
$380Southwest
금, 2월 6 - 월, 2월 9
Delta Logo
12:38 pm - 10:33 pm
MBJ
-
HOU
10h 55m
1 stop
Delta Logo
5:45 am - 12:54 pm
HOU
-
MBJ
6h 09m
1 stop
$567Delta
금, 2월 6 - 월, 2월 9
JetBlue Logo
4:55 pm - 10:33 pm
PUJ
-
HOU
7h 38m
1 stop
JetBlue Logo
5:45 am - 2:20 pm
HOU
-
PUJ
6h 35m
1 stop
$611JetBlue
일, 3월 15 - 일, 3월 22
JetBlue Logo
2:35 pm - 10:42 pm
SDQ
-
HOU
9h 07m
1 stop
JetBlue Logo
6:00 am - 1:10 pm
HOU
-
SDQ
6h 10m
1 stop
$715JetBlue
월, 2월 2 - 수, 2월 11
WestJet Logo
4:30 pm - 4:10 pm
KIN
-
HOU
24h 40m
2 stops
WestJet Logo
5:04 pm - 3:30 pm
HOU
-
KIN
45h 26m
2 stops
$1,857WestJet
Useful Info

Good to know

Low seasonJanuary
Cheapest flight$177
Best time to beat the crowds but there is an average 22% increase in price.
Most popular time to fly with an average 7% increase in price.
Flight from San Juan to Houston Hobby Airport

FAQs for booking Caribbean to Houston Hobby Airport flights

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

    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 to Houston Hobby Airport.

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

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

    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 Hobby Airport with an airline and back to Caribbean with another airline.

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

    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 Hobby Airport from Caribbean 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 to Houston

 
Need help choosing which airline to fly with from Caribbean 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.
8.0
SouthwestOverall score based on 4266 reviews
8.1Boarding
7.0Food
8.0Comfort
7.5Entertainment
8.6Crew
Airline reviews

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

10.0 ExcellentPieter, Jan 2026
LGB - DAL
Read more Southwest reviews

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.

The staff was very friendly, professional, and courteous. The overall flight was a great experience.

The crew canceled the complementary snack and drink in anticipation of turbulence that never materialized. I was counting on the drink (water) to take the the doses of medication - prescribed for my heart condition - that were due during the flight. Since no snack or meal was served on this flight, I cannot rate the food quality. Otherwise, this flight was excellent.

No delays and arrived to destination 30 min early. Staff was super friendly.

Everything a cheap airline should be at normal airline rates.

Full cans of soda would be nice. A choice between two snacks would be appreciated.

Tried watching free movie and it kept freezing so I couldn’t finish.

There was no wifi available on this flight. And there were no screens, no onboard entertainment, no entertainment options at all. It was like travelling in the 1990s again, except without even a main screen for options. Seats, as usual, were tight and uncomfortable.

Good seat comfort ORF to ATL. Bad seat ATL to SEA (terrible lumbar support, hard, ouch)..

Because I was moved to an exit row, the snacks in economy comfort, the selection of snacks was better.

I upgraded to first. Quick and easy boarding. Comfortable seat with power and a nice IPA.

Probably not the fault of Delta but there was delay after delay after delay and I ended up getting home 4 hours later then I should have at 1:30 in the morning

My requested wheelchair never appeared. So many entertainment choices yet, I found little of interest and no internet option to search on my own. Both were minor issues.

No in flight service, no explanation - FC got service, C+ did not, unsure about Economy. No turbulence to speak of, so I guess another way to cut cost, or promote health and well being of Delta employees? Also, boarding in MEM combined zones, and with overhead space already full on both flights after Zone 2/ Diamond, presents a huge challenge to find a space for a bag. Delta, other than point A to B, is no longer reasonable to fly - very poor experiences, not even taking into account the chastising at the gate and rude crews, across the board.

It would have been better if the flight wasn't delayed by 2.5 hours

Delta’s staff is unmatched. From the gate agents, to the pilots, to the flight attendants… all top of the industry.

Delta flight Delay for ,more that two hours i.e original flight was 6.30 PM and it starts at 8.45 PM, When we connect Delta team for meal vouchers as it is late arrival in designation,But we did not get it as per delta policy , which is not good for mid night arrival,

Delayed, toilets did not flush, pilot parked to far away from Gate

Check-in, boarding and the flight from Phoenix to Houston was quick and easy. The flight from Houston to Shreveport was delayed 5 hours. It was frustrating but I think United handled it the best they could.

The staff was hospitable and professional. The seat had a bit of wear. The winner shade was stuck 1/4 open. I received the best of both worlds. The morning sun was able to come in and blind the screen i was trying to use while at the same time it was too low to look out and enjoy the view. Rather embarrassing for a 1st class ticket.

In Liberia airport 5 min before our departure the airport was closed for takeoff for 30 min. Upon arrival to IAH we didn’t have any available gate and waited taxing another 40 min. As a result we arrived for 1+ h later. The walkway to the passport control in IAH is about 1-2 ml long. After the passport control you have to pass the security check again. Only 3 out of 16 checkpoints were open and the line was enormously long. As a result, even though we supposed to have 2.5 hrs gap in between the flights we missed our transfer. United rebooked us for the next available flight early morning and provided free hotel and meal vouchers through.

United is an incompetent airline. They parked the plane on the tarmac for an hour after arriving because they “didn’t have a gate available” it was actually some sort of lie because as we de planed there were approximately 9 open and manned and empty gates that we walked past. Many people on the flight missed connections for the hour long sit on the tarmac. Utterly baffling and incompetent behavior from United flight ops.

I boarded flight UA#1318 at Sacramento International Airport going back to Houston TX. The flight was scheduled at 5:10am. I was able to check in virtually using the United Airlines app. When I entered the airport, there was no one outside assisting with checked bags as it was for Delta Airlines. Immediately upon entering, there was a LONG, EXTREMELY LONG line to the kiosks to get boarding passes. I stand in line to get boarding passes then had to move to ANOTHER EXTREMELY LONG line to get my bags checked in. While standing in this line, we noticed an agent taking customers to 3 at a time to her station to check their bags in. Lucky for me, she called me back, checked my bags for me and I was on my way. I then encountered another long line at the TSA check and to avoid I ending up having to sign up for CLEAR to bypass it. So glad, I did.,...Both of my flights were great with no issues, butthe check in progress at Bush Airport was so much smoother. Check-in at SMF airport needs to be anaylzed and corrected. Do better United, I know you can....thanks

everything was pretty good. Houston airport is awful. Unnecessarily inefficient; people working there are rude. Badly run

Staff on board was excellent. Positive upbeat helpful- like it used to be.

The Sears in the 800s are not too good perfect Airbus why cant the new 737 fix that

Ot was overall fine. Left on time and had basic snacks. Weather was finicky but that’s not the airlines fault.

They made me pay $40 to check a bag that was listed as free when I bought my ticket. Then before boarding they offered to check any bags free.

The seats from lax to DFW was so tight that I could not move my legs . No WiFi and had to pay . Not a good selection of entertainment

The flight was good. We had to spend almost an hour on the tarmac when we arrived in Dallas. Waiting for a gate. What’s the point of arriving early if you have no gate to park at?

Lower WiFi prices; allow us to see our flight on a map; more variety of drink choices.

Kayak was among the missing. There was not the usual advice regarding next gate after arriving in Dallas. No communication after the reminder to check in before the Moline flight. What happened?

They should have allowed for extra time to de-ice the plane before boarding passengers. This delayed us about 10-15 mins after we boarded. Overall experience was fine. Crew was friendly and on top of everything. We didn’t have any issues during the flight.

Our flight from Eagle to Vail was delayed to the point we missed our connection to Savannah. Now we’re a family of 4 in a hotel room with luggage, no toiletries, no clean clothes. Gate attendant said the delay was mechanical but it was put in the system as something else so no compensation. That’s just wrong.

I take this flight about 6-8 times per year. It is convenient and saves an hour or two by skipping PDX, SEA, PHX, or ORD (but it takes longer to get bags to the carousel than Alaska Airlines). I wish the food service were better (but they might cut back on it because it is a red-eye). The WifI seems to go down about an hour out of Anchorage, and then comes back about an hour later...so be warned if this is an issue for you.

WiFi didn’t work the entire flight. Very disappointing. Minimal food and options - sadly the state of current affairs. All other aspects of the flight were fine.

For whatever reason, the flight was not catered -we were told it would be a 45 minute delay waiting for catering - so no food. There were opened candy and peanuts in the seatback pocket. Flight landed early in DFW but due to the assigned gate not being available, we sat on the ground for 30 minutes waiting for the gate to open - making the flight actually arrive at the gate late.

Horrible experience. First and last time using this airline. Made an announcement that boarding will start in 15 minutes, canceled the flight 5 minutes later due to no airline staff. Had to book another flight on Delta since Spirit had no other flights arriving to my original destination the same day. I wouldn't recommend anyone to fly with Spirit. No wonder why it consistently ranks high among worst airlines.

The plane was supposed to leave at 12:59 Amma and another plane took us around 9:30 am. There were 7 delay announcements. We were to receive a voucher of $12 back to pay for food at any place in the airport. One passenger tried to use the voucher was denied. I did not receive the voucher for me, my son, and grandson. I went to the desk and informed them and they took my phone # and email and they told me to wait. I did and was never sent. The plane was uncomfortable, the crew was dismissive of anyone beyond the last two seats. I will NEVER fly or recommend Spirit Airlines again.

I knew what I was getting into, but never again. Hour long bag drop. 1.5 hour delay. 1 hr 45 mins sitting on the tarmac after landing. They lost a bunch of bags but luckily not mine. Awful experience.

Loved that all flights were om time or early. Hated all the additional costs for a seat and luggage.

Our flight got rescheduled 48 hours later, the airline didn’t pay a penny for our expenses.

My baby was crying uncontrollably for the longest time and the entire crew was SO supportive, I’m so appreciative of them. Thank you so much for the support during an exhausting moment. We got very lucky.

Uncomfortable seats and tiny tray table. Expensive snacks. Flight was on time and crew was pleasant but take me back to Southwest!

Boarding and unboarding processes were pretty smooth. I gave a low score for Boarding because of how my flight was missing from all the boards at the airport, and when I checked the flight status on the Spirit website, it said it would be departing from Terminal E, gate D15. There are no "D" gates in terminal E.

The flight was on time and the crew was very professional and accommodating. When other airlines are canceling flights Spirit is still flying with on time flights. I have no complaints and will continue to choose Spirit when it is the best option for me.

Prices for bags are extremely expensive and if you go higher on weight, the charge is ridiculous.

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