$113 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.
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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.

Recent round-trip flight deals from Caribbean Islands to Hobby

KAYAK's recommended round-trip deals from the most popular airlines that fly from Caribbean Islands to Hobby.
Discover the best prices for you by selecting your travel dates on KAYAK.
American Airlines Logo
3:07 pm - 11:58 pmSJU-HOU
9h 51m1 stop
American Airlines Logo
8:16 pm - 5:12 amHOU-SJU
7h 56m1 stop
$325American Airlines
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Sat, May 17 - Mon, May 19
Delta Logo
12:55 pm - 9:40 pmSJU-HOU
9h 45m1 stop
Delta Logo
1:00 pm - 10:21 pmHOU-SJU
8h 21m1 stop
$335Delta
Find Deal
Thu, Oct 2 - Tue, Oct 7
American Airlines Logo
3:07 pm - 11:58 pmSJU-HOU
9h 51m1 stop
American Airlines Logo
8:16 pm - 5:12 amHOU-SJU
7h 56m1 stop
$385American Airlines
Find Deal
Sat, May 17 - Tue, May 20
Delta Logo
12:55 pm - 9:40 pmSJU-HOU
9h 45m1 stop
Delta Logo
1:00 pm - 10:08 pmHOU-SJU
8h 08m1 stop
$405Delta
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Fri, Sep 19 - Mon, Sep 22
American Airlines Logo
6:30 am - 7:44 pmSJU-HOU
14h 14m1 stop
American Airlines Logo
8:16 pm - 5:12 amHOU-SJU
7h 56m1 stop
$410American Airlines
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Fri, May 16 - Sun, May 18
American Airlines Logo
3:10 pm - 11:47 pmSJU-HOU
9h 37m1 stop
American Airlines Logo
5:55 am - 2:07 pmHOU-SJU
7h 12m1 stop
$413American Airlines
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Thu, Oct 2 - Tue, Oct 7
Southwest Logo
5:50 pm - 9:30 pmSJU-HOU
4h 40mnonstop
Southwest Logo
1:55 pm - 12:30 amHOU-SJU
9h 35m2 stops
$421Southwest
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Thu, Jun 5 - Mon, Jun 9
Southwest Logo
10:45 am - 8:10 pmSJU-HOU
10h 25m2 stops
Southwest Logo
7:50 am - 9:05 pmHOU-SJU
12h 15m1 stop
$445Southwest
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Fri, May 16 - Sun, May 18
WestJet Logo
12:45 pm - 5:46 pmMBJ-HOU
29h 01m2 stops
WestJet Logo
10:00 am - 9:27 amHOU-MBJ
23h 27m2 stops
$1,415WestJet
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Sat, Jun 14 - Sat, Jun 21
WestJet Logo
12:45 pm - 12:10 pmMBJ-HOU
23h 25m2 stops
WestJet Logo
12:50 pm - 11:42 amHOU-MBJ
22h 52m2 stops
$1,726WestJet
Find Deal
Sat, Jun 14 - Mon, Jul 28
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Good to know

Low seasonFebruary
High seasonJuly
Cheapest flight$113
Best time to beat the crowds but there is an average 1% increase in price.
Most popular time to fly and prices are also 0% 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 4294 reviews
7.6Entertainment
8.0Comfort
8.2Boarding
8.6Crew
7.1Food
Airline reviews

It is southwest seat was ok. Not the most comfortable seat

8.0 ExcellentJohn, Apr 2025PVD - FLL
Read more Southwest reviews

It is southwest seat was ok. Not the most comfortable seat

I’ve always loved Southwest. No issues at all. I was flying standby and the gate agent was extremely friendly and helpful. Boarding was smooth and I was able to get a window seat in the emergency exit row. Crew was fantastic! They were very professional and accommodating. We had to divert from our destination due to weather but the flight crew kept everyone at ease and informed us of all pertinent information. Excellent flight

The price of the tickets isn't matching the flight experience. No matter how long the flight is, you're only getting pretzels. The flight attendants looked unkept and over it.

Plz don't take away free bags and free seating

The seats were a bit cramped and worn, but otherwise okay.

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.

First time I’ve ever missed a flight and it was an international flight.. Southwest put me on the next flight and it was the best experience possible.

Fine except the person next to me took up her seat had raised the arm divide so she spilled into my seat. because of her size. Fortunately no one was in the seat on my right so I could use part of it.

Delta is my preferred airline. I've traveled with them for years. On time in most cases, good communication, easy to use app. Most planes are pretty nice. I was on a CRJ 700/900 however, which was pretty badly aged inside and needed a refresh. No infotainment, unreliable wifi, best to download before boarding or bring a book. Food choices are really just snacks on this flight, nice variety but about what you'd expect. Great staff and prompt in departure and early arrival too. Overall quite satisfied.

Crew was friendly Love the entertainment in the seat head rest.

Delta flight was on time, seats were comfortable, and crew was nice.

This had nothing to do with Delta… The flights were on time and flawless. The service was excellent. We purchased seats in (aisle/middle) comfort plus since this was a cross country flight. Unfortunately, the woman seated at the window was 300+ pounds and, as might be expected, covered up about a third of the middle seat also. there was absolutely nothing that Delta could have done about that… I just don’t know what the answer should be. If you purchase a seat, you should should be able to use the entire seat and not just the portion that someone else is not sitting/oozing in. Disappointing…there should be something that could be done….I'm just not sure what solution could be.

Delayed take-off. Very small plane so very scary with lots of bumps during the flight. Would never fly Delta on short flights in small 80 seaters plane again! Felt relieved when landed.

Delta is a cut above the others in customer service.

The worst part was I was NOT allowed in the lounge even though I was holding a first class ticket and have a premium American Express card. I have flown Business or First Class with many airlines. Delta is the ONLY one who does not extend this courtesy to anyone except people who hold the very expensive American Express card. As a result, I won’t fly Delta if I have any other choice.

A little bumpy ride . No food was being provided due the the turbulence. That was ok it was a short flight to my standards.

Simply outstanding. Their new lounge for Delta One customers is a cut above the rest.

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.

Everything was good. Flight was on time, luggage pickup was quick. The staff were great. Could not ask for anything more.

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.

Any sort of gluten free snack option would be nice

I had a carry on and a personal bag. I put my personal item under my seat and on way to the seat I put my bag up. I usually close my eyes and rest as I was on call for last 36 hours. I heard very loud announcements that someone needs to identify their bag. Pretty sure it was not mine until the hostess pointed out my jacket details attached to the bag. I asked why she got my bag out. I got berated and did not want to create a scene. But this person needs to be talked to.

On time arrivals and departures. Gate boarding notices could be better if displayed on monitor.

Between Las Vegas and Dallas was okay But, once in the Dallas airport, notice, I have disability and ask for a wheelchair, they leave in a middle of nowhere, the personal in charge try to push me on a cart where I couldn't sit because was to high. Then they don't care about me, they bulling, till I start to yelling and crying, ask to everyone around, who can help me. The man in charge make a despective movements and said you are to loosing the fly. The last name in his batch started with an H, I did not have the full name. A nightmare. After all, a woman in charge was walking very slowly and asking me for a tip cause she was helping me to reach the fly. For years, AA has been the preferred airline. The personal in charge of the disabled people are discriminate me. Thank you Kayak.

American Airlines Suck. AA did not deliver us to the airport we paid for to Tulum. Instead, we were flown into Cancun and had to take a shuttle to Tulum. Instead of arriving at 4 PM, we arrived at 11:30 PM - not to mention that our initial booked flight was due into Tulum at noon. The latter flight was canceled and rebooked (to the 4 PM arrival). We lost a day of vacation. Oh, I forgot that AA provided a lunch voucher for $12. Noting, the least expensive item on the menu at the airport restaurant was green beans for $9.99. The return flight from Tulum was delayed two or three times for no reason other than that it was NOT related to the weather. We arrived late for our connecting flight from DFW to STL. Luckily, the connecting flight was delayed. We hurried through Customs and ran through the airport to make our flight to STL (or we would have missed that flight).

Flight was late and missed connecting flight. They could have better accommodated, but instead did an overnight and had to arrive the next afternoon.

2/29/2025: Tulum to DFW. Delay as usual with no explanation from AA. Three friends and I had a connecting flight from DFW to STL. We would have missed the latter without the delayed connecting flight, dashing through customs, and running through the airport. Did I mention our trip to Tulum on American was rerouted to Cancun and shuttle from Cancun to Tulum, arriving at our resort destination at midnight vs the 4 PM scheduled arrival? AA provided a lunch voucher for $12.00. The least expensive menu item was $9.99 for green beans. I will avoid traveling with AA as much as possible.

Awkward carry on process. Forced to check all carry on. No overhead space of worthiness. Left delayed, but made up the time. Crew was amicable.

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

Non-professional acting crew, Very uncomfortable seats…!! Very bad pricing with all the add-ons for seat choice, luggage fees, etc….soon you’ll charge extra for oxygen. The ticket price means Nothing because in the end, the actual amount i paid, i could have and will in the future continue to fly on a real airline…

Your employees need to learn how to talk to people as creations of Yah. We are not their children nor are we lower than them.

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