$103 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 7/9. 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.
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1 adult, Economy

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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

Sat, Oct 18 - Wed, Oct 29
Delta Logo
7:30 am - 4:27 pmSJU-HOU
9h 57m1 stop
Delta Logo
6:00 am - 4:18 pmHOU-SJU
9h 18m1 stop
$215Delta
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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
Delta Logo
2:28 pm - 9:40 pmSJU-HOU
8h 12m1 stop
Delta Logo
6:00 am - 1:23 pmHOU-SJU
6h 23m1 stop
$255Delta
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Thu, Nov 6 - Mon, Nov 10
Southwest Logo
5:40 am - 12:45 pmSJU-HOU
9h 05m2 stops
Southwest Logo
10:00 am - 1:25 amHOU-SJU
13h 25m2 stops
$270Southwest
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Fri, Sep 19 - Mon, Sep 22
American Airlines Logo
3:05 pm - 8:34 amSJU-HOU
18h 29m1 stop
American Airlines Logo
10:11 am - 11:37 pmHOU-SJU
12h 26m2 stops
$280American Airlines
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Tue, Nov 4 - Mon, Nov 10
Delta Logo
7:30 am - 4:27 pmSJU-HOU
10h 57m1 stop
Delta Logo
6:00 am - 2:15 pmHOU-SJU
6h 15m1 stop
$295Delta
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Thu, Jul 3 - Tue, Jul 8
American Airlines Logo
6:15 am - 3:56 pmSJU-HOU
10h 41m1 stop
American Airlines Logo
8:58 am - 11:25 pmHOU-SJU
13h 27m1 stop
$301American Airlines
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Wed, Aug 13 - Sat, Aug 16
Southwest Logo
7:20 am - 8:05 pmSJU-HOU
13h 45m1 stop
Southwest Logo
1:50 pm - 9:50 pmHOU-SJU
7h 00m1 stop
$315Southwest
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Tue, Aug 12 - Sat, Aug 16
WestJet Logo
11:15 am - 10:31 pmNAS-HOU
12h 16m2 stops
WestJet Logo
10:22 am - 10:23 amHOU-NAS
23h 01m2 stops
$1,603WestJet
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Thu, Jul 31 - Tue, Aug 5
WestJet Logo
12:45 pm - 12:11 pmMBJ-HOU
23h 26m2 stops
WestJet Logo
4:16 pm - 11:42 amHOU-MBJ
19h 26m2 stops
$1,618WestJet
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Good to know

Low seasonFebruary
High seasonDecember
Cheapest flight$103
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 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 4278 reviews
8.0Comfort
7.0Food
8.2Boarding
7.6Entertainment
8.6Crew
Airline reviews

First time traveling on Southwest since bag fees were implemented. Usual good service. Just more expensive now.

8.0 ExcellentMichael, Jun 2025PHX - SAN
Read more Southwest reviews

First time traveling on Southwest since bag fees were implemented. Usual good service. Just more expensive now.

Everything was on time. I was disappointed by the front section female, African American flight attendant. I did not see her name tag or would have identified by name not race. As passengers moved to the bathroom early in flight, she would say with a disdainful tone “I have to say the seat belt light is on” then go back to her book. Better trained flight attendants say something like be careful the seat belt light is on.

Cluster mess boarding. Can't wait for SWA reserved seating. Internet didn't seem to work on the plane.

Flights delayed by 4-6 hours. Boarding was a mess and unclear. Bags were not at arrival airport and had never even been put on the plane. No idea when I’ll get them. Don’t fly into Denver!

Southwest is Southwest. No frills. If you're luck enough to get a happy crew (we did), then it makes for a nicer flight.

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.

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!

Easy to book and to get check in and get on and off.

The checkpoint hornets are always looking fhrough Americans' luggage keeping what they deem impassible! Grrrrr!

There are 4 flights in consecutive gates with about the same departure time. Two flights were boarding at the same time. One was delayed or boarding would be happening at the same time. I am not sure what Delta and LAX need to do to have a better layout at the end of Terminal 2

Flight was an hour late, who knows why. It was OK, nothing outstanding.

Only not having an assigned seat was an issue. Rest was great

There was a security issue at the airport and we were unable to land. We circled endlessly and then landed at another airfield for fuel. We then circled the airport again, almost landed but didn’t fully touch down before circling again. I am thankful to the crew for keeping us safe- the issue was the airline and staff at the airport getting us seats on our connecting flights. That part was hours of searching for someone and getting in double my steps.

Boarding was organised and relaxed. Crew were fantastic! Seats were lacking padding causing butt pain and stiffness.

I like for how they process during check in. It was very smoothly.

The flight was scheduled for 2:30 PM. Early in the morning we got a text message saying the flight was delayed and rescheduled for 3:00 PM. We got to the airport with that in mind. Then we got a message during check-in at the flight was rescheduled again for 2:30 PM. We almost missed our flight. In fact, our bags Were told that they would not make it. At the end, everything worked out. But it is very stressful.

Most aspects were good however if they assign boarding zones they ought to enforce them or why bother? My luggage from SAN-JFK-MAD was lost in NY so I without my main bag for two days upon arrival in Spain. They were helpful in tracking it and eventually delivered it to my hotel. The flub was because of a delay upon arrival in NYC. I had booked 2 1/2 hours between flights but we had to hold on the taxiway for an hour after landing while waiting for a clear gate which likely caused the baggage error.

Excellent check-in. Crew was good. Excellent communication from flight deck.

Flight was on time. Boarding was smooth. Flight attendants were friendly and efficient. Entertainment system was broken for all passengers on the left side of the aisle. I would prefer if meals were not served on red eye flights. No one should need to dine at that time and it is disturbing for those passengers trying to sleep.

Gate agent did not hold flight for connection, provided no assistance to get new flight

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.

Pretty bad gate mgmt upon arrival. No open gates and we had to wait at midnight. Shouldn’t be a surprise that an aircraft is coming in.

Comfortable plane ride however on delays disappointment no real details as to why the delays when other flights are leaving the airport

The chair cushions may need an upgrade. I have been noticing they are so worn out, thin so you’d sit in a dip 😄. Other than that, all was an enjoyable trip. Thanks AA!

I’m impressed that we were on time in Sacramento after having a late departure in Newark and our made it. The staff was friendly and warm.

5.5 hour delay with no explanation on why, along with no proactive effort to reaccomodate me.

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.

My flight got cancelled by Spirit airlines, it was bad experience to me

Spirit gets you there; it's no worse than any other aircraft, all things considered. (It's not like everyone else is such a hero). But - holy moses - do they nickel and dime you to absolutely every nickel - I was really expecting to have to pay to use the bathroom. And when the captain comes on with a 5 minute sales pitch about getting "points", that was like something on Bizarro world. Other than that, everyone else was professional and worked hard to get us from point A to point B. I'm not loving all the "self-service" stuff but there it is - just when the machines don't work you don't have anyone to talk to.

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.

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