$63 Find Cheap Flights from Houston to Caribbean

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Houston to Caribbean departing on 1/28. 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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Best Caribbean Flight Deals from Houston

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours

Punta Cana
Punta Cana1 stop$236
Santo Domingo
Santo Domingo1 stop$342
Montego Bay
Montego Bay1 stop$266
Oranjestad
Oranjestad1 stop$341
Nassau
Nassau1 stop$415
Simpson Bay
Simpson Bay1 stop$397
Kingston
Kingston1 stop$367
Providenciales
Providenciales1 stop$653
Bridgetown
Bridgetown3 stops$566
Port of Spain
Port of Spain2 stops$270
George Town
George Town1 stop$486
Willemstad
Willemstad1 stop$569
Castries
Castries2 stops$1,820
Puerto Plata
Puerto Plata1 stop$553
St. John's
St. John's2 stops$612
Aguadilla
Aguadilla1 stop$284

Good to know

Low season

January

High season

June

Cheapest flight

$63
Best time to beat the crowds with an average 18% drop in price.
Most popular time to fly with an average 12% increase in price.
Flight from Houston George Bush Airport to San Juan

Flights from Houston to Caribbean: the best tips from KAYAK users

Insights shared by verified travelers who flew the route from Houston to Caribbean 
JoseFlew with United AirlinesIAH-SJUSep 2024
Eat before your boarding. Buy snacks or anything you like before departure, also download a movie, music or an audio book to enjoy during your flight.
KerryFlew with United AirlinesIAH-POSDec 2023
There was no internet and it seems like there never is. Charge your devices and pre-download your movies or audio.

FAQs - booking Caribbean flights

  • How do I get to George Bush Intercontinental Airport (IAH) from downtown Houston?

    You can take the METRO Bus 102 from the Downtown Transit Center at Gray and La Branch to IAH. The journey time is around one hour. Consider hiring a taxi to the airport for a faster and more comfortable option. Travel time is approximately 20 minutes. You may also consider rideshare options like Lyft, Uber, Wingz, or Get Me.

  • Which airlines have non-stop flights from Houston George Bush Airport to the Caribbean?

    United Airlines is the only airline with direct flights from Houston George Bush Airport to the Caribbean. You’ll find non-stop flights departing from George Bush Intercontinental Airport (IAH) to different destinations in the Caribbean, including Havana (HAV), San Juan (SJU), Punta Cana (PUJ), Montego Bay (MBJ), Nassau (NAS), and Port of Spain (POS).

  • Which airlines have eco-friendly flights from Houston George Bush Airport to the Caribbean?

    If you’re mindful of the environment, you can book a flight with United Airlines, American Airlines, Viva Aerobus, Spirit Airlines, Frontier Airlines, or Delta Air Lines, which emit less CO₂ on their flights from Houston George Bush Airport to the Caribbean. They have implemented several measures to lower greenhouse gas emissions in their daily operations.

  • What services does George Bush Intercontinental Airport (IAH) offer passengers with limited mobility?

    Houston George Bush Intercontinental Airport is well-equipped to accommodate passengers with disabilities or reduced mobility. You’ll find different services and amenities, including Aira Services for the visually impaired, wheelchair assistance, inter-terminal connector trains, Sunflower Lanyard for passengers with hidden disabilities, and wheelchair-accessible restrooms.

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

    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 Houston to Caribbean.

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

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

    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 from Houston to Caribbean with an airline and back with another airline.

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

    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 from Houston to Caribbean up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Top tips for finding cheap flights to Caribbean

  • Book at least 1 week before departure in order to get a below-average price.
  • High season is considered to be January, November and December. The cheapest month to fly from Houston is September.
  • Morning departure is around 16% more expensive than an evening flight, on average*.
  • Popular layover cities for one-stop flights from Houston George Bush Airport to the Caribbean include Miami (MIA), Dallas (DFW), Orlando (MCO), Fort Lauderdale (FLL), Atlanta (ATL), Monterrey (MTY), Mexico City (MEX), Cancun (CUN), Istanbul (IST), New York City (NYC), Chicago (ORD), Washington, D.C. (IAD), Charlotte (CLT), and Philadelphia (PHL).
  • For Business Class flights from Houston George Bush Airport to the Caribbean, consider booking Delta Airlines, United Airlines, Aeromexico, Air Canada, or American Airlines, which offer this option on their direct and connecting flights. You’ll enjoy access to specific lounges, in-flight entertainment, priority service, comfortable seating, in-flight dining, and spacious cabins with more legroom.
  • If you’re looking for airlines with the best carry-on weight allowance on flights from Houston George Bush Airport to the Caribbean, you can book with United Airlines, Air Canada, Delta Airlines, or American Airlines. There is no maximum weight restriction for carry-on luggage on these airlines. However, your bag should be within airline-specific size requirements and easily fit in the overhead section. It’s the same for your personal item, which should easily fit under the seat.
  • George Bush Intercontinental Airport (IAH) has multiple lounges to relax in before your flight to the Caribbean. You can check into United Club, Admirals Club, or Centurion Lounge. These lounges feature showers, dining options, complimentary drinks and snacks, cable TV, flight monitors, and free high-speed internet.
  • United Airlines offers special meals for passengers with special dietary needs on its direct flights from Houston George Bush Airport to the Caribbean. Special meals include diabetic, lactose-free, gluten-free, low-calories, low-sodium, vegan, kosher, Asian vegetarian, and religious meals. You can request your special meals in advance through the United Airlines website or contact the airline directly for the most up-to-date and detailed information on their special meal policy.
See more tips
*Average of the lowest prices shown in KAYAK’s search results for departures within the next 30 days

Top 5 airlines serving from Houston to Caribbean

Need help choosing which airline to fly with from Houston to Caribbean? 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
DeltaOverall score based on 8601 reviews
8.2Boarding
8.6Crew
7.3Food
8.0Comfort
7.9Entertainment
Airline reviews

I was with one of the last zones to board. It was kind of annoying to finally get called to board and my whole section was already on the plane. Clearly they boarded with previous zones. So by the time I got on board, there were no spaces for my luggage above my head. I had to put my luggage 4+ rows behind me, which meant that I had to wait even longer to get off the plane, since I had to wait for those rows to clear the aisle before I could retrieve my luggage and exit the plane. This also held up the plane cleaners, as they couldn't service my row until I cleared it, so they were all standing there waiting for me, while I'm standing there waiting for the other passengers to clear the aisle. Anyways, I wasn't in a rush this time, so I just waited, but I could see that being a problem in the future. Now, I could have checked my luggage, of course, but coincidentally, a friend of mine on the same flight got their luggage damaged (wheel completely knocked off) and was told by the Baggage Attendant in the airport that Delta doesn't "cover wheel damage" on luggage. This was disappointing to hear. I'm glad I didn't check mine through. If it were my luggage, I'd be highly frustrated to hear that. It makes me not want to check my luggage in the future.

8.0 ExcellentMelodii, Dec 2024ATL - MSY
Read more Delta reviews

I was with one of the last zones to board. It was kind of annoying to finally get called to board and my whole section was already on the plane. Clearly they boarded with previous zones. So by the time I got on board, there were no spaces for my luggage above my head. I had to put my luggage 4+ rows behind me, which meant that I had to wait even longer to get off the plane, since I had to wait for those rows to clear the aisle before I could retrieve my luggage and exit the plane. This also held up the plane cleaners, as they couldn't service my row until I cleared it, so they were all standing there waiting for me, while I'm standing there waiting for the other passengers to clear the aisle. Anyways, I wasn't in a rush this time, so I just waited, but I could see that being a problem in the future. Now, I could have checked my luggage, of course, but coincidentally, a friend of mine on the same flight got their luggage damaged (wheel completely knocked off) and was told by the Baggage Attendant in the airport that Delta doesn't "cover wheel damage" on luggage. This was disappointing to hear. I'm glad I didn't check mine through. If it were my luggage, I'd be highly frustrated to hear that. It makes me not want to check my luggage in the future.

The dear was very limited in space. I could put my water bottle in seat basket. Also, there was no inflight entertainment in the delta app?

Typically I give delta excellent reviews. Our flight was delayed 2hrs, I was one of the fortunate ones who were able to get to my connecting flight. Also, annoying that on the connecting flight boarding personnel make me put away a small bag into my carryon. It small enough to put in back pocket seat, why hold me and the line up to just push it into my carryon.

Logan airport construction meant that boarding was chaotic crowded and delayed

Everything was great. Great service, excellent communication, and early arrival

We were forced to wait nearly 50 additional minutes before leaving the terminal.

Free Wi-Fi is good. That’s all - food mediocre, unfriendly crew, poor communication after trying to file a claim for my lost bag, which Delta didn’t even know was lost until I told them.

Delta flight attendants poorly managed the boarding process and overhead storage. My bag was checked last minute and no claim ticket was provided. My bag is now lost. Complete incompetence by all flight crew involved.

Inexpensive, got an exit row aisle aeat with no middle passenger, bought a great breakfast sandwich, flight comfortable & arrived ahead of schedule.

Customer service at the gate in the flight was exceptional. On time. Aircraft and seat was decent. Thanks Delta. 💗

How badly can you screw up baggage claim? We were told to go to baggage claim too for our bags from this flight. Another flights bags were there. They finished up. More bags from a different flight arrived. Our bags did not Finally the baggage claim belt stopped working and and are flight was still listed on the arrivals for that baggage claim 2. And then nothing It turns out that they had been delivered not only the United baggage claim but far away on a Delta baggage claim No I never told us. It was only the people looking around who had been on the flight But I’m sure there was plenty of time for the employees to raffle through the bags and steal whatever they wanted

Long wait before take off without an update for 20 minutes. Flight was good otherwise.

Flight delayed over 2 hours . I was flying bussiness never got food cause they ran out of what i wanted

Flight was great my baggage was on time everywhere but my bags had been handled ruff cause they got damaged.

Everything was awful Flight attendant was condescending, rude and not helpful at all. Small outdated plane. No service, uncomfortable seats. Flight attendant was really the worst. He used hand gestures to communicate instead of words and whenever he used words he was condescending.

Poor and identical to the first two legs, except for the crew who were patient, professional and of pleasant and jovial disposition!

The entertainment would not work. The comfort of the seats leaves something to be desired, pretty uncomfortable.

My flight was completely full. Making me very stressful with people walking around all the time. I believe airlines can do better for entertain people during the flight.

Delayed over an hour due to paperwork not being filed correctly. Forced to change planes.

The departure was delayed by 1 hour. The seat was comfortable and selection of entertainment is very good.

A thousand choices for movies and nothing to watch. I avoid 'R' rated shows and others with violence and sexual content, which results in a handful of flicks to view and I have them already.

Two issues. The plane was old and dirty. The armrest looked like an old car that had the vinyl rubbed off. The Seats in these aircraft are about as hard and uncomfortable. I want to tour Italy for a month and I want to buy a one-way ticket to Thailand but I will not sit in the seats these planes have. It is seriously stupid how hard they are.

The meals were mediocre and the alcohol selection was poor.

The gate changed over 6 times in the 4 hours before this flight having us walking all over and back again. The agent told me that the American app and the airport monitors are not reliable and I should Google the flight number for accurate flight information! Shocking tip but the gate still kept changing anyway and then the flight was delayed an hour because of another maintenance issue. Not a great experience.

Promised lounge access, gate agent didn't allow us entry.

I was in a wheelchair and went from international to domestic. I was transferred to several different modes of transport and expected to give a tip at each transfer. I was, although, grateful to get to the gate in time for my flight.

The flight was good. The only reason I did not say “excellent” was the delay

The flight was great, and I have never ridden in first class previously so I don't have any practical knowledge of the norm. The flight out to DFW was delayed and I sat in economy which was as expected, not nearly as spoiled as I was in first class which had more general room but that is par for the course. I have no complaints and will wait until I fly American again before I can make a valid improvement. I will fly American again in the future.

It was okay. I opted to pay for an upgrade to an exit row, but this might’ve been the worst exit row experience I’ve ever had. - The fold out table was janky and didn’t fold out properly. - The seats felt squished together as I was the aisle seat in the group of three, but the guy in the middle felt like he was constantly leaning on me. - Everyone who walked by brushed up against me, or knocked my entertainment screen, to include the food and drink carts. Didn’t get one apology or excuse me. - The community flight tracker screen was right in front of me and was sooooooo bright I could barely catch any sleep on my 13hr flight from Seoul to DFW. Not the best experience at all…

Packed commercial flight was as comfortable as can be expected

I did not fly Spirit. Connie fraudulently used my email to book her flight. I do not know Connie!

Boarding attendant was rude. Crew on the plan were more interested in talking amongst themselves and did not ask parentage if they needed anything or even walk down the isles.

Flight was ok with exception of the multiple delays. As with all Spirit flights, the sights are extremely uncomfortable and lack leg space. However, the price savings is the plus.

Okay for the most part but Good boarding and on time

The gate employees and the flight crew were friendly and professional. Afterboarding we waited 20 minutes for another flight; a complimentary beverage would have ben appreciated for the inconvenience.

Quick flight. But crew was late so boarding was delayed. No food or entertainment as flight was an hour so no possible eating there…flight was also delayed but I think that was the fault of SAN airport not spirit…

Everyone on the plane was wonderful. I can't say that the trip of flying was wonderful because I hadn't done that since I was 13 years old. Honestly I was terrified. What would make it better is if they didn't drive so fast but I know they have to. And if they could go up slowly and land slowly. But none of that they can control.

Horrible experience, they cancelled the flight , and we had to lose money on car rentals and hotels and tickets for extraction

Awful. My flight was three hours late leaving DFW and we just arrived at LAX three hours late and stuck on the runway. I heard the Spirit workers at the desk in DFW say that we were waiting on a crew. I am extremely disappointed in Spirit.

My flight was cancelled an hour before take off time.

Delayed each time on a round trip with no significant weather interference. Updates to flight times came after the fact. 30 min behind in boarding and board and phone still show an on time departure. Some mysterious extra 300 miles that came so surprising they had to fuel while we were already on board?

A lady asked to stop the flight after the tunnel pulled away and we began to depart a flight that was already hours late. The attendance respectfully stopped the the plane and had the tunnel return. After the tunnel returned the passenger claimed to have changed her mind . The tunnel was then put in reverse and the passenger remained on the plane .. They should have sent the sick passenger off the plane like initially replaced. They existed a couple off the plane prior to that situation.. So.. all and all.. it was a long and flight.. .

terrible cascading delays and unhelpful customer service. uncomfortable plane. crew was great, however!

I ended up paying $70+ dollars to for a carryon because the website is confusing and misleading. I now realize I did not need to pay that. I request a refund. I will pay extra to other airlines and not fly Frontier again.

With frontier you get what you pay for. The flight was two hours late. It’s a tight fit for the number of people they bring but you get to where you’re going cheap. Sometimes that’s more important than a nifty drink and cool TV..

Charges unexpected. For seat that didnt recline. Please reverse extra seat and carryon charge. Bad business that is a bait and switch.

Although we received an email from Kayak AND the airline, turns out we were not on Frontier’s manifest for the flight. We had to purchase tickets at the gate. Not sure where this transaction fell apart, but it did. We are now disputing the charges for the SLC to PDX flight originally booked through Kayak.

We had an awful experience getting our bags checked in. Frontier’s check in on the app manipulated us into buying the business package because that was the only option available for a checked bag which included two checked bags per person which we did not need. Upon arriving to the airport, we stood in line for what seemed like forever at the baggage check in and there was no one available at the counter. We were first in line and we were afraid we were going to miss our flight due to the baggage attendant being late. After realizing there were a lot of other people waiting at the baggage check in and no one available. I reached out to Frontier and could not get any customer service so I had to call the airport to page the baggage attendant to send someone to the counter to check in our bags before we were able to go through security , I finally spoke to the attendant at the counter and explained to her that we had to pay for two checked bags person a total of six bags when we only had a total of three bags between three people she said to reach out to Frontier and they would issue a refund for the three bags that we paid for and did not need. I reached out to Frontier which I was not able to reach anybody by phone so I had to go through their automated chat feature, which sent me around in circles until I finally reached a representative to assist me. I explained to them what happened and they explained that they were not able to assist me. I continued to push the issue with them as this was very frustrating and they finally put in a customer service ticket where we were issued a flight credit and we were so disappointed because after this experience, we NEVER want to fly Frontier again, and we do not want a credit that we will not use. Frontier charged us almost $500 for us to check three bags which is absolutely absurd! The customer service agents were not able to offer anything else other than a flight credit and I do not feel like my frustrations were truly heard , we will never use Frontier Airlines again ! Truly Theft by Manipulation! They should be ashamed!

I couldn’t check in because the app didn’t work. It took 3 Frontier employees at the counter to get me checked in. Flight left 3 hours after departure time

One crew member was rude about our bags. Be nice about it. We don’t fly a lot. And the fact that you have to pay for a carry on is ridiculous

Book cheap flights from Houston to Caribbean

Recent round-trip flight deals

2/1Sat
1 stopFrontier
11h 20mIAH-SJU
2/8Sat
1 stopFrontier
14h 31mSJU-IAH
$128
2/1Sat
1 stopFrontier
11h 20mIAH-SJU
2/4Tue
1 stopFrontier
15h 51mSJU-IAH
$130
2/1Sat
nonstopSpirit Airlines
4h 26mIAH-SJU
2/7Fri
1 stopSpirit Airlines
14h 47mSJU-IAH
$174
1/11Sat
nonstopSpirit Airlines
4h 26mIAH-SJU
1/18Sat
1 stopSpirit Airlines
14h 47mSJU-IAH
$175
2/1Sat
1 stopUnited Airlines
9h 04mIAH-SJU
2/7Fri
1 stopUnited Airlines
10h 10mSJU-IAH
$254
1/11Sat
nonstopUnited Airlines
4h 18mIAH-SJU
1/14Tue
1 stopUnited Airlines
10h 10mSJU-IAH
$290
1/21Tue
2 stopsAmerican Airlines
9h 57mIAH-SJU
1/28Tue
1 stopAmerican Airlines
11h 17mSJU-IAH
$294
1/28Tue
1 stopAmerican Airlines
7h 43mIAH-STX
2/6Thu
1 stopAmerican Airlines
7h 38mSTX-IAH
$493
5/19Mon
1 stopDelta
4h 56mIAH-NAS
5/29Thu
1 stopDelta
5h 28mNAS-IAH
$533
1/24Fri
1 stopDelta
5h 57mIAH-SDQ
1/28Tue
2 stopsDelta
13h 35mSDQ-IAH
$538

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Recent one-way flight deals

1/28Tue
1 stopFrontier
11h 06mIAH-SJU
$63
1/21Tue
1 stopFrontier
11h 06mIAH-SJU
$64
1/18Sat
1 stopSpirit Airlines
5h 59mIAH-SJU
$74
2/12Wed
1 stopSpirit Airlines
5h 57mIAH-SJU
$88
4/5Sat
nonstopUnited Airlines
4h 36mIAH-SJU
$123
1/23Thu
2 stopsAmerican Airlines
10h 30mIAH-SJU
$127
3/18Tue
1 stopDelta
7h 58mIAH-SJU
$137
2/21Fri
2 stopsAmerican Airlines
16h 55mIAH-SJU
$156
1/23Thu
nonstopUnited Airlines
4h 23mIAH-SJU
$163
3/17Mon
1 stopDelta
10h 55mIAH-MBJ
$246

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Last minute flights from Houston to Caribbean

Last minute flight, train and bus deals

12/24Tue
nonstopSpirit Airlines
4h 22mIAH-SJU
12/26Thu
nonstopSpirit Airlines
5h 11mSJU-IAH
$316
12/24Tue
nonstopSpirit Airlines
4h 22mIAH-SJU
12/27Fri
nonstopSpirit Airlines
5h 11mSJU-IAH
$321
12/23Mon
multi-stopAmerican Airlines
10h 58mIAH-SJU
12/30Mon
multi-stopAmerican Airlines
15h 52mSJU-IAH
$339
12/23Mon
multi-stopAmerican Airlines
8h 10mIAH-SJU
12/25Wed
multi-stopAmerican Airlines
12h 42mSJU-IAH
$359
12/24Tue
nonstopUnited Airlines
4h 18mIAH-SJU
12/26Thu
nonstopUnited Airlines
5h 07mSJU-IAH
$420
12/24Tue
nonstopUnited Airlines
4h 22mIAH-SJU
12/25Wed
nonstopUnited Airlines
5h 07mSJU-IAH
$434
12/24Tue
multi-stopFrontier
18h 23mIAH-SDQ
12/31Tue
multi-stopFrontier
9h 05mSDQ-IAH
$490
12/21Sat
multi-stopFrontier
13h 19mIAH-PUJ
1/11Sat
multi-stopFrontier
20h 59mPUJ-IAH
$542
12/25Wed
multi-stopDelta
7h 14mIAH-PUJ
1/1Wed
multi-stopDelta
11h 01mPUJ-IAH
$888
12/24Tue
multi-stopDelta
6h 52mIAH-STT
12/28Sat
multi-stopDelta
8h 04mSTT-IAH
$1,008

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Everything you need to know for your flight to Caribbean

Information on your arrival and departure airports

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