$193 Find Cheap Flights from Caribbean Islands 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 Hobby departing on 12/20. 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
$357
Typical prices: $237-$450
JetBlue
Thu 12/25Sun 12/28
SJU - HOU • 1 stop
Cheapest non-stop
$406
Typical prices: $225-$481
Southwest
Sun 6/7Sat 6/13
SJU - HOU • Non-stop
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Flight Deals
Useful Info
Flight Deals

Cheap Flights from Caribbean Islands to Hobby

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

Thu, Dec 25 - Sun, Dec 28
JetBlue Logo
7:00 am - 3:47 pm
SJU
-
HOU
10h 47m1 stop
JetBlue Logo
8:16 pm - 5:34 am
HOU
-
SJU
7h 18m1 stop
$357JetBlue
Tue, Dec 23 - Mon, Jan 5
Southwest Logo
9:50 pm - 10:15 am
SJU
-
HOU
14h 25m2 stops
Southwest Logo
10:30 am - 1:25 am
HOU
-
SJU
12h 55m2 stops
$360Southwest
Tue, Mar 10 - Wed, Mar 11
American Airlines Logo
1:30 am - 9:43 am
SJU
-
HOU
9h 13m1 stop
American Airlines Logo
12:18 pm - 10:31 pm
HOU
-
SJU
9h 13m1 stop
$380American Airlines
Fri, Jan 23 - Sat, Jan 31
American Airlines Logo
7:07 am - 6:06 pm
SJU
-
HOU
12h 59m1 stop
American Airlines Logo
10:35 am - 10:26 pm
HOU
-
SJU
9h 51m1 stop
$385American Airlines
Wed, Feb 25 - Thu, Mar 12
Delta Logo
3:58 pm - 10:28 pm
STX
-
HOU
8h 30m1 stop
Delta Logo
6:00 am - 1:24 pm
HOU
-
STX
6h 24m1 stop
$459Delta
Fri, Jan 30 - Mon, Feb 9
Delta Logo
2:56 pm - 10:33 pm
NAS
-
HOU
8h 37m1 stop
Delta Logo
5:45 am - 5:02 pm
HOU
-
NAS
10h 17m1 stop
$536Delta
Thu, Jan 15 - Wed, Jan 21
British Airways Logo
3:33 pm - 10:05 am
CUR
-
HOU
20h 32m2 stops
British Airways Logo
6:36 pm - 4:45 pm
HOU
-
CUR
20h 09m2 stops
$683British Airways
Sat, Jan 17 - Sat, Jan 24
British Airways Logo
3:46 pm - 10:05 am
AUA
-
HOU
20h 19m2 stops
British Airways Logo
6:36 pm - 2:00 pm
HOU
-
AUA
17h 24m2 stops
$771British Airways
Fri, Apr 3 - Mon, Apr 6
WestJet Logo
4:50 pm - 3:33 pm
NAS
-
HOU
23h 43m2 stops
WestJet Logo
2:05 pm - 3:40 pm
HOU
-
NAS
24h 35m2 stops
$1,650WestJet
Thu, Jan 22 - Mon, Jan 26
WestJet Logo
3:40 pm - 4:10 pm
UVF
-
HOU
26h 30m2 stops
WestJet Logo
5:04 pm - 2:50 pm
HOU
-
UVF
19h 46m2 stops
$3,972WestJet
Useful Info

Good to know

Low seasonJanuary
Cheapest flight$158
Best time to beat the crowds but there is an average 2% increase in price.
Most popular time to fly with an average 10% increase in price.
Flight from San Juan to Houston Hobby Airport

FAQs for booking Caribbean Islands to Houston Hobby Airport flights

  • How does KAYAK find such low prices on flights from Caribbean Islands 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 Islands 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 Islands 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 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 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 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 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 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 Hobby

 
Need help choosing which airline to fly with from Caribbean Islands to Hobby? 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 4250 reviews
8.6Crew
7.5Entertainment
8.1Boarding
8.0Comfort
7.0Food
Airline reviews

They sent a notice that they were boarding an hour early. We had to leave the club and run to the gate. They said sorry, that came from corporate and was a mistake. They did not have enough seating because the flight before it had not taken off on time. They moved our gate and delayed it for an hour.

2.0 MediocreRobert, Dec 2025
LAS - TPA
Read more Southwest reviews

They sent a notice that they were boarding an hour early. We had to leave the club and run to the gate. They said sorry, that came from corporate and was a mistake. They did not have enough seating because the flight before it had not taken off on time. They moved our gate and delayed it for an hour.

The boarding and seat assignment system no longer works for me, but I know it is being replaced. Otherwise, I am good with the overall experience.

The lead steward kept singing about "San Francisco" and hotel California---more annoying than humorous....needs work. Flight was smooth and on time.

Still a fan of open seating. Flight was on schedule and arrived on time. The 737 MAX is very comfortable.

Airline travel is always too cramped to really be pleasant, but the cabin crew on this flight did a pretty good job of making up for it by putting on some music during boarding and sprinkling a few funny remarks into the safety briefing and announcements, and just generally being friendly and helpful. It definitely reminded me of why I prefer the in-flight experience on Southwest!

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.

I was re-booked onto another flight because my original flight was delayed and I would have missed my connector. I ended up in the “C” group after paying extra to be in the “A “ group on the original flight. At least if you’re going to re-book people, re-book them into the same group.

I noticed that the planes seem to be outdated. There was no entertainment per se. Also, the waiting area did not have any working electrical outlets

Original flight was cancelled and when i was rebooked by the airline, they couldn't seat me in the same type of seat as I had originally booked (went from window/aisle to middle/middle and one was a bulkhead seat, and other wasn't in the same class)

Lady Pilot was perfect in every way wheels up to wheels down communication, professionalism, excellent on time departure and on time arrival, excellent communication! Fantastic job with Superb attitude!!

The food is terrible. The staff is wonderful. Comfort is good.

For some reason, I couldn't choose my seat. The airline gave me a seat when I got there. Not happy about that. Otherwise, everything else was great!

Left on time, a bit delayed due to headwinds most of the trip.

I fly Delta all the time, have Platinum Medallion status. But this route seems to have major problems with delays and seems to never leave on time! Have only taken it twice in the last two weeks, and each time it had delays of more than 1 hour... very disappointed!!!!

Good seats in Main cabin, excellent service and excellent landing

My flight was cancelled with no explanation after I had already cleared security. I was given 4 options to rebook, only one being non-stop like I had paid for. I grabbed it. It was 4 plus hours later and then took off even later. Biggest complaint is that I booked early and had an aisle seat. They gave me a "window" seat in front of the exit row, so the seat did not decline. I weigh all of 103 #s and it was tight for me! For what I paid, I feel I was kind of ripped off. I think they should have given me the empty comfort seat for the inconvenience. There was no apology nor any explanation as to why the flight was cancelled. My guess is it benefitted Delta in some way.

Very smooth, on-time, and pleasantly uneventful flight. The team at the gate and on board were professional and genuinely courteous. The pilot kept us well updated throughout, and both takeoff and landing were steady and enjoyable without any drama. Just a good, solid flight. Thank you! 💗

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.

Even though we were delayed, we were able to make our connection

Crew and customer service were excellent. This flight also had plenty of leg room and seat mounted screens for entertainment. A very pleasant flight all around!

I was in first class. The outlets at my seat did not work. The plane was shabby and run down. I had prepurchsed a day subscription for internet that was not redeemable. I had to repurchase the internet for my flight and then it didn’t work anyway. Quite disappointed in what was supposed to be the launch of a great vacation.

Flight was good and crew was super polite. However, there were around 5 kids screaming the WHOLE 2 hours. I understand kids have to come but parents need to do something to control their children. They make the experience terrible, especially after finishing 16 hour shifts at the hospital I needed some sleep, which I did not get.

Armrest controller on my seat 35D and nextbooennseat 35E did not work right. Hard to press buttons to recognize and 35D had constantnpressure either upmost down somit was nearly impossible to make selections. .

I flew with my dog and had already purchased my dog’s ticket. Even that morning I had called costumer service to insure that my husband and I had seats together since the website was giving me an error when choosing our seats and the representative mentioned our dog. I showed up early to the airport and when I got to the gate and we started boarding I was help back and told that I was supposed to have a yellow tag and that I should have checked in at the counter for them to give me that tag. I was not aware of this, the representative on the phone did not say anything. Nor did I see it anywhere in the checking process online, so if you travel with a pet and are not checking in luggage, just know that you still have to go to the check in counter when arriving at the airport unless you want to be the last one to board and not have room for your carry on in the overhead bins. Other than that, I had a great experience.

The experience was great, the crew was very polite and hospitable. I will definitely make if my go to airlines.

The boarding was as always, the crew tried their best but not enough. The food was a disaster I had dietary restrictions that were half met because the company did not loaded the food for the flight. The entertainment screen was fine but content was not and also they removed the free messaging option from the flight and they charged 30 dollars for that crappy bandwidth. This flight is not worth the cost and the company is going down on quality.

A little late at the start but all worked out well.

I liked the humor of the captain and crew on the flight from Flagstaff to Dallas. They were humorous.

After arriving in Dallas, the aircraft taxied for an unusually long time and was unable to park at the gate, which caused a significant delay and made me miss my connecting flight. I then had to wait in a very long line to be rebooked, and I was told that no hotel or meal accommodations would be provided. What is even more unacceptable is that my luggage was mishandled and has still not been located. My suitcase contains important medications that I urgently need, and I have been unable to access them due to the airline’s mishandling. This situation has caused me considerable stress and inconvenience, and I need this issue to be resolved immediately.

I appreciated that it was on time, safe and professional. I didn’t like that I wasn’t in a place where I had a window at my window seat. It would have been nice to know that in advance. If it was mentioned in the ticketing, I didn’t notice it.

The inflight staff is never the issue always the extra and charges american charges! Literally 30 bucks for WiFi! Is insane and then it’s choppy and slow. If you pay for it once you don’t need to pay again for switching aircraft especially when there is flight delays

flight was good until we arrived at cmh ten minutes early but then sat on tarmac for twenty minutes because a plane was at our gate, so we had to wait despite the pilot tellling us that 3 other gates were open.

I have a gluten allergy so didn't have any food

Baggage handling poor. Second time this has happened. My bag went to San Francisco instead of Fiji. No apology. Luckily Nadi airport staff are fantastic. My bag arrived in Fiji the next day.

Wish a flight with more than 2 hours with some snack rather than just cookie/biscuit.

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.

Waited at the airport for over 4 hours to board this flight. Terrible airline

Flight was good and on time. Everyone was nice. Seats aren't very comfortable

The seats are too small the plane makes weird noise when landing 🛬

For the minimalist experience, it is really a great ride-- feels a little like public transport i guess

I didn't order food. I requested a Tomato juice and was given a boody mary mix. The serve needs to warn the customer what their given. It wasn't a huge deal, but I wasted $4.50.

Traveling to a place near Hobby?

Book flights to Hobby if you plan to visit one of these locations
Pearland
Rosenberg
Stafford
Seabrook
Freeport
West University Place
La Marque
Nassau Bay

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