$78 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 8/21. 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

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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

Sat, Sep 20 - Sat, Sep 27
Southwest Logo
11:25 am - 8:40 pmSJU-HOU
10h 15m1 stop
Southwest Logo
1:50 pm - 9:50 pmHOU-SJU
7h 00m1 stop
$155Southwest
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Thu, Oct 2 - Tue, Oct 7
American Airlines Logo
3:05 pm - 11:48 pmSJU-HOU
9h 43m1 stop
American Airlines Logo
5:55 am - 4:20 pmHOU-SJU
9h 25m2 stops
$235American Airlines
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Thu, Oct 2 - Tue, Oct 7
American Airlines Logo
3:05 pm - 11:48 pmSJU-HOU
9h 43m1 stop
American Airlines Logo
5:55 am - 4:20 pmHOU-SJU
9h 25m2 stops
$236American Airlines
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Tue, Nov 4 - Mon, Nov 10
Delta Logo
3:28 pm - 9:40 pmSJU-HOU
8h 12m1 stop
Delta Logo
6:00 am - 5:15 pmHOU-SJU
9h 15m1 stop
$255Delta
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Fri, Aug 29 - Mon, Sep 1
Southwest Logo
11:10 am - 10:50 pmSJU-HOU
12h 40m1 stop
Southwest Logo
5:30 am - 3:10 pmHOU-SJU
8h 40m1 stop
$260Southwest
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Thu, Nov 6 - Mon, Nov 17
Southwest Logo
5:40 am - 12:45 pmSJU-HOU
9h 05m2 stops
Southwest Logo
11:05 am - 9:30 pmHOU-SJU
8h 25m1 stop
$275Southwest
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Thu, Nov 6 - Mon, Nov 17
Delta Logo
1:50 pm - 9:40 pmSJU-HOU
9h 50m1 stop
Delta Logo
6:00 am - 2:15 pmHOU-SJU
6h 15m1 stop
$335Delta
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Sun, Aug 31 - Sun, Sep 7
WestJet Logo
10:30 am - 10:31 pmMBJ-HOU
12h 01m2 stops
WestJet Logo
10:22 am - 9:26 amHOU-MBJ
23h 04m2 stops
$1,483WestJet
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Wed, Nov 19 - Tue, Nov 25
WestJet Logo
3:50 pm - 9:40 pmNAS-HOU
30h 50m2 stops
WestJet Logo
10:05 am - 2:57 pmHOU-NAS
27h 52m2 stops
$1,510WestJet
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Mon, Aug 4 - Wed, Aug 20
LATAM Airlines Logo
2:45 am - 9:24 amPUJ-HOU
31h 39m2 stops
LATAM Airlines Logo
6:34 pm - 3:20 pmHOU-PUJ
19h 46m2 stops
$3,507LATAM Airlines
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Good to know

Low seasonFebruary
High seasonDecember
Cheapest flight$78
Best time to beat the crowds with an average 2% drop in price.
Most popular time to fly and prices are also 9% lower on average.
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.

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.
8.0
SouthwestOverall score based on 4287 reviews
8.2Boarding
8.0Comfort
7.6Entertainment
7.1Food
8.6Crew
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

Multiple delays and gate changes. Arrived at final destination 6 hours late. All rental cars had been taken.

The movies using Southwest WiFi kept pausing and I had to restart multiple times.

First, my flight was a usual flight nothing exceptional or unexpected. Over all it was a normal, good flight! Second, your questionaire is wholly lacking in the proper options to which one can answer a question. Often on short flights, there is no food let alone entertainment so why isn't that reflected in your questionaire? A simple "not applicable" would cover that issue appropriately but no, your form arbitrarily enters an answer based on the initial assessment which normally isn't factual. Until you provide an accurate means of assessing flights, I'll no longer be completing of these unimpressive and misleading assessements. Thank you!

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.

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.

Boarding was tough as we had to take a bus out to the plane and walk up a lot of stairs. Difficult with heavy carry-ons that said I got an entire empty row of seats, which was excellent for an international flight. Food was very mediocre but happy with the comfort so not complaining.

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.

Delta is better for short flights and very low need for customer service. Avoid for longer flights

I always appreciate when everything is on time! In this flight you have a short connection and it could be stressful , but is was easy and fast. They even ask people to wait so the ones that have a short connection could leave before. It was the fist time that something like this happened.

The plane pushed back from the gate on time. However, it stopped on the ramp, and we waited for over 20 minutes before the aircraft pulled back to the gate. Apparently, something of importance had to be removed from the aircraft by the gate agent. I found this to be odd. The delay was not significant, but I felt that whatever was on the aircraft that had to be taken off, should’ve been done before we pushed back from the gate.

Smooth boarding process. Early departure, smooth flight, early arrival. The entertainment package has very good recent movie options. The flight crew were friendly and professional.

My suitcase was destroyed. The top part where the handle is is completed broken. And unusable now.

Since when do I have to pay for my checked bag? I have a United Explorer mileage plus silver card and I was charged for my checked bags. This also is an international flight. So I would like an explanation to be clear before I choose an airline please?

Michael, our FA was very attentive, even finding me a chocolate brownie from economy class when the dessert selections were all dairy based. ( intolerant, not allergic so don’t usually need to order dairy free)

I had a bad experience with the security at IAH and felt like a sardine on all 4 legs of my journey.

I don’t understand the purpose of the orange “priority” tag on my bag. This tagged, my bag is last or near to the last bag to come down the carousel at IAH.

Plane 3 hours late. Missed connection. No help from gate staff. App horrible. Lost connection repeatedly. No service desk. Finally got help from young girl driving cart.

Oh my gosh, I loved my experience with United! they made me want to travel more often.

Plane, flight, crew, captain were all great. The first flight had a Chipotle box lunch...delicious.

Plane, flight, crew, captain were all great. The first flight had a Chipotle box lunch...delicious. this return flight not as tasty, but filling.

So awful Unreliable Unfriendly Bad Mad Mean Smelly Hot Late Overbooked Understaffed Expensive Cramped Narcs If they were a fruit they’d be rotten durian

It’s a great flight. Service is good. Staff is awesome.

Boarding on time and fight was early but they didn't let us off the plane on time so we missed our connecting flight to Japan.

DFW-LHR Toilets not kept clean Too cramped. Aisles so narrow crew were constantly banging into people on the aisle seats. Even then, the carts used are reduced width. Other than that it was a decent flight on both legs

Eventless. It was a good flight and good crew. Can’t complaint.

Update.us on flight information in a more timely manner. Don’t say we are boarding on time ten minutes before the boarding time when the aircraft isn’t arriving for another forty minutes.

Several delays. Next flight was worse. Did not arrive home until 2am PT

The flight to Tokyo AA61 took off about two hours late, but then had to turn back. By that time the crew had to be replaced. Then they kept promising to take off in an hour, then in 3, then switch to the next day.

Easy boarding and good flight. Need to work on the beverage and snack situation

The staff was great, but because the 2nd lieutenant didn’t show up for the flight we all had to deboard and wait 2 1/2 hours for one to show up. Very disappointing the crew can’t get schedules confirmed which wouldn’t have caused this issue.

Flight was delayed a bit, but that was expected (and updated), so really not bad at all for the price. Could’ve used one less email asking me to upgrade my seat; otherwise no significant complaints

Easy boarding. Met expectations for a 2-3 hour flight. Early arrival at DFW caused a 39 minute delay on the tarmac in getting to our gate. 😏 overall, good flight.

My experience with Spirit went pretty much as expected. It's a no frills airline, and you get what you pay for. I don't require much, so I was grateful to have an inexpensive way to travel. It is sad to me that the gate agents and flight crew don't smile much or seem very friendly or helpful. They are competent and efficient, and that's really all I need.

It was fast but uncomfortable seats. Had to pay a bit extra not sure why? Maybe in selection of all my 4 tix together ? Just knew I had a balance before getting boarding pass online when departing from satx ? And flight was delayed..

Last minute 2-3 hr delay in flight schedule; no explanation Unexpected extra $52 charge What's the benefit of choosing a cheap airline if you trick people last minute and force them to pay extra last minute? Did not appreciate being cornered.

Most uncomfortable seating I have ever experienced. And they do not provide any beverage unless purchased. Water was 4.59 a bottle. Same for a soda. A cup of water should be free. I will never fly Spirit again.

Seats are uncomfortable and too close together. Also, you missed my connection in Vegas on the way back and I ended up sleeping in the airport, flying back to Burbank instead of LAX and I got home 12 hours late.

They are very particular about size of the bag. Mine is small bag and has wheels. Bag wheel edges are bit outside of the measurements bucket. They charged $99 as carryon bagage

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