$100 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 12/13. 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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Cheap Flights from Houston to Caribbean

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Punta Cana
Punta Cana2 stops$384
Santo Domingo
Santo Domingo1 stop$269
Montego Bay
Montego Bay1 stop$398
Oranjestad
Oranjestad1 stop$314
Nassau
Nassau1 stop$391
Kingston
Kingston1 stop$344
Simpson Bay
Simpson Bay1 stop$308
Providenciales
Providenciales1 stop$441
Port of Spain
Port of Spain1 stop$428
Bridgetown
Bridgetown1 stop$615
George Town
George Town1 stop$302
Willemstad
Willemstad2 stops$490
Castries
Castries3 stops$1,595
St. John's
St. John's2 stops$590
Puerto Plata
Puerto Plata1 stop$528
Aguadilla
Aguadilla1 stop$295
Punta Cana
Punta Cana2 stops$384
Santo Domingo
Santo Domingo1 stop$269
Montego Bay
Montego Bay1 stop$398
Oranjestad
Oranjestad1 stop$314
Nassau
Nassau1 stop$391
Kingston
Kingston1 stop$344
Simpson Bay
Simpson Bay1 stop$308
Providenciales
Providenciales1 stop$441
Port of Spain
Port of Spain1 stop$428
Bridgetown
Bridgetown1 stop$615
George Town
George Town1 stop$302
Willemstad
Willemstad2 stops$490
Castries
Castries3 stops$1,595
St. John's
St. John's2 stops$590
Puerto Plata
Puerto Plata1 stop$528
Aguadilla
Aguadilla1 stop$295

Book Cheap Houston to Caribbean Plane Tickets

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

Wed, Dec 10 - Sun, Dec 14
Spirit Airlines Logo
7:25 pm - 12:32 pmIAH-SJU
15h 07m1 stop
Spirit Airlines Logo
6:00 am - 9:12 amSJU-IAH
5h 12mnonstop
$205Spirit Airlines
Find Deal
Sat, Dec 6 - Sat, Dec 13
Multiple Airlines Logo
5:13 pm - 11:25 pmIAH-SJU
4h 12mnonstop
Multiple Airlines Logo
7:10 am - 11:59 pmSJU-IAH
18h 49m2 stops
$210Multiple Airlines
Find Deal
Sun, Feb 1 - Sat, Feb 21
Frontier Logo
8:17 pm - 9:55 amIAH-SJU
11h 38m1 stop
Frontier Logo
3:55 am - 8:54 amSJU-IAH
6h 59m1 stop
$215Frontier
Find Deal
Thu, Jan 22 - Sun, Feb 1
Frontier Logo
8:17 pm - 9:55 amIAH-SJU
11h 38m1 stop
Frontier Logo
3:55 am - 8:54 amSJU-IAH
6h 59m1 stop
$216Frontier
Find Deal
Tue, Nov 25 - Thu, Nov 27
American Airlines Logo
2:24 pm - 12:44 amIAH-SJU
8h 20m2 stops
American Airlines Logo
7:15 am - 2:04 pmSJU-IAH
8h 49m1 stop
$224American Airlines
Find Deal
Tue, Dec 9 - Sat, Dec 13
American Airlines Logo
5:00 am - 2:44 pmIAH-SJU
7h 44m1 stop
American Airlines Logo
3:45 pm - 10:23 pmSJU-IAH
8h 38m1 stop
$249American Airlines
Find Deal
Sun, Dec 21 - Wed, Dec 31
United Airlines Logo
9:39 am - 2:05 pmIAH-MBJ
3h 26mnonstop
United Airlines Logo
2:48 pm - 11:12 pmMBJ-IAH
9h 24m1 stop
$435United Airlines
Find Deal
Sun, Dec 7 - Wed, Dec 17
Delta Logo
5:10 am - 2:13 pmIAH-MBJ
8h 03m1 stop
Delta Logo
3:38 pm - 11:59 pmMBJ-IAH
9h 21m1 stop
$439Delta
Find Deal
Wed, Dec 17 - Wed, Dec 24
Delta Logo
6:39 pm - 11:09 amIAH-MBJ
15h 30m1 stop
Delta Logo
2:12 pm - 11:11 amMBJ-IAH
21h 59m2 stops
$444Delta
Find Deal
Sun, Dec 21 - Tue, Dec 30
United Airlines Logo
9:39 am - 2:05 pmIAH-MBJ
3h 26mnonstop
United Airlines Logo
3:20 pm - 5:55 pmMBJ-IAH
3h 35mnonstop
$448United Airlines
Find Deal
Booking Insights

KAYAK's insights & trends for Houston to Caribbean flights

Get data-powered insights and trends into flights from Houston to Caribbean to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest Houston George Bush Intcntl Airport to Caribbean flight route?

Data is based on round-trip flight searches on KAYAK over the past month.

The cheapest ticket to Caribbean from Houston George Bush Intcntl Airport found in the last 72 hours was to San Juan, at $145 round-trip. The most popular route is from Houston George Bush Intcntl Airport (IAH) to San Juan Luis Munoz Marin Intl Airport (SJU), and the cheapest round-trip airline ticket found on this route in the last 72 hours was $145.

Can I save money by flying with a layover from Houston George Bush Intcntl Airport to Caribbean?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

No, with an average price for the route of $696, prices are generally cheapest when you fly direct.

What is the cheapest month to fly from Houston George Bush Intcntl Airport to Caribbean?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Houston George Bush Intcntl Airport to Caribbean, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Houston George Bush Intcntl Airport to Caribbean is January, when tickets cost $275 (return) on average. On the other hand, the most expensive months are December and July, when the average cost of round-trip tickets is $499 and $391 respectively.

What’s the cheapest day of the week to fly from Houston to Caribbean?

The average price of all round-trip flights from Houston George Bush Intcntl Airport to Caribbean clicked on KAYAK for each day over the last 12 months.

When flying from Houston to Caribbean, you should consider leaving on a Sunday and avoid Fridays if you are looking for the best rates. For your return to Houston, you’ll find the best rates on Thursdays and the most expensive ones on Sundays.

How far in advance should I book a flight from Houston George Bush Intcntl Airport to Caribbean?

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Houston George Bush Intcntl Airport to Caribbean, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from Houston George Bush Intcntl Airport to Caribbean, you should book around 2 weeks before departure, which saves you about 26% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 18 weeks before departure.

Good to know

Low seasonSeptember
Cheapest flight$100
Best time to beat the crowds with an average 15% drop in price.
Most popular time to fly with an average 11% increase in price.
Flight from Houston George Bush Airport to Montego Bay

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.

  • What is the cheapest time of day to fly to Caribbean?

    The cheapest time of day to fly to Caribbean is generally in the afternoon, when round-trip flights cost $248 on average. Morning departures are around 11% more expensive than evening flights, on average. The most expensive time of day to fly to Caribbean is generally at night, which is peak travel time and where the average cost of a ticket is $501.

Top tips for finding cheap flights to Caribbean

  • 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.

Reviews of the 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.
7.9
DeltaOverall score based on 8004 reviews
8.1Boarding
8.5Crew
7.9Entertainment
7.3Food
7.9Comfort
Airline reviews

Flight delayed then cancelled. Misplaced luggage. Still do not have. Rented car 1100 mile drive. I had to buy some overnight Hotels clothes toiletries gas food at my expense. Still not home. Not sure where luggage is. Over 4 hours on hold to Felta

2.0 MediocreAnonymous, Nov 2025MOB - ATL
Read more Delta reviews

Flight delayed then cancelled. Misplaced luggage. Still do not have. Rented car 1100 mile drive. I had to buy some overnight Hotels clothes toiletries gas food at my expense. Still not home. Not sure where luggage is. Over 4 hours on hold to Felta

I truly love flying with Delta. They have always treated me with the upmost respect

Our flight attendant in FIRST CLASS was one of the worst I’ve ever had. She was not at all pleasant, nor particularly good at her service.

Everything went well and was good. Nothing exceptional, but no complaints either. Cheap seats are pretty comfortable.

Staff were friendly and happy. Delta could make sure passengers that don't have the app know of changes. Without Kayak I would not have known about the change of gate or the delay. Kayak was faster to notify me.

They ended up paying for the bag twice, but the counter wouldn't take my baggage receipt. Left it to me to resolve. Not sure how to resolve the issue.

The customer service before board was very rude and when I expressed my concerns about making the connecting flight she laughed and told me I bought the wrong ticket. I explained once it showed the flight was delayed it no longer let me change seats or anything. I was trying to upgrade to make sure I would get to the next gate on time.

Non stop on long haul is the way to go. Great experience

The aircraft interior is old and tired on this aircraft. The entertainment system never worked despite the crews attempt to reset the system.

The flight used a B767 with a very old interior from before 2014. The entertainment system did not work at all during the flight despite attempts to reset the system. It was like they flew this route just to be competitive.

Lately I like the planes have been exceptionally filthy. There’s lines of dust and dirt all across the ceiling in the vents, and the cracks in between the seats are literally full of food. It’s definitely not the quality of service that I was used to with United. I’m also very disappointed with the Wi-Fi! All I wanna do is knock out a few work jobs while I’m trapped in my seat And it spools so bad. They did provide me with a refund, but the process of getting that refund is so complicated. It’s unfortunate.

Crew was excellent. This was a relatively long flight though and had very little leg room, and no entertainment.

The newer screen was super cool and had the option to watch many different shows or movies. Crew was polite and helpful. However again, many children screaming bloody murder and kicking my seat, and parents doing nothing about it as usual.

Plane was crowded and even when we hit altitude, the plane was hot, not enough air flow.

Flight was delayed and missed my connection Lufthansa didn’t respond.

the delay for 3 hours was understandable due to weather conditions but the flight should’ve provided some on flight compensations or at least provide more food.

United could have one single once of customer service. No human United employee would help me with the invalid mileage plus number, they said I had to speak with the computer.

Overall it was good. I missed my connection but I was put on another flight.

Although the flight was delayed the crew and the flight itself were very good. Couldn't fault anything and after the disappointment of being abandoned in the US by BA it was a welcome relief to travel with United

Boarding experience was smooth. Flight attendants were friendly and helpful. Entertainment system on the Houston-Edmonton flight did not function for passengers on the left side of the aisle. On the bird's eye flight from Quito to Houston, they should not serve a meal. No one needs to eat after midnight and it is disturbing for those passengers trying to sleep.

We were very rushed by a staff member at the gate when transferring from American Airlines to Fijian. Then the plane stayed put for ages anyhow! The plane was delayed and my bag sent to San Francisco instead of Fiji

Wish some foods provided rather than just biscuit/cookie for flight more than 2 hours

Flight was delayed leaving Dallas. Arrived about 2 hours later than scheduled.

The only thing to like was that we eventually got to our destination

Poor seat in rear of aircraft Food at Admiral’s Club Terminal D at DFW inedible

After we landed we sat on the tarmac for 1.5 hours waiting to get to our gate. Ridiculous.

We were delayed for a “couple of maintenance issues.” They were resolved rather quickly but a computer glitch caused someone in the airport to have to bring a physical copy of the paperwork so we could leave. I don’t know where they had to drive from to get to our plane but it took forever & we were 1 1/2 hrs late in leaving. The flight itself was fine.

We didn't take off until an hour after we boarded.

The flight was fine. This survey is not. There is no option for N/A so items which don’t apply to my experience still must be rated. In those instances I give a “3” rating which ultimately skews the results.

The actual trip was fine, however, the changes made to our flights and the layovers were had to endure were awful.

Always comes in handy when I want a quick weekend getaway.

The entire staff from check in agents to flight attendants were pleasant and professional. Would suggest a complimentary water.

Spirit is low fare air line. Food also cost you. No free food.

Everyone was kind for the most part. I did travel with children and paid for seats and even then it was not as suitable. I tried calling their customer service prior to check in and I was told they couldn't help me because I didn't purchase my tickets with them.

I think the staff was nice. They took time to explain safety protocols. Boarding was great. They started early and our flight left a little early which was convenient. Having free games to play would have been better

Just total easy flight experience!! What could you do better..? Hmmm..? There was nothing I can remember. Spirit was a far more comfortable and easy process than American, United & Delta. I'll always look for Spirit and I've told a few people about, since flying this past trip!! I'm a SPIRIT FAN!! Thank You, SPIRIT AIRLINES!! Very, VERY well done, 100%!! See you...SOON!! -Best, Linda R.

The flight was 3.5 hrs delayed. I was not notified prior to arriving to the airport via spirit app. or via boarding pass that I already had loaded on my phone. The agent that i saw at the counter didn’t mention anything about the delay either. I only saw the update after logging in to my email account.

Better than my las vagas experience, but still dissapointed with the airline support service.

Unfortunately, spirits crew had us boarding and parking the plane often, would wait long periods of time before allowing the people attending the flight on the plane to know what was going on this caused for my plane to not only get diverted but then canceled at an airport 2 hours away and basically stranded with charter buses MAYBE being hired. I was left with no choice but to stay overnight and use a comp room in Altantic City to then arrive home the next day. This trip was the first time seeing my partner since he joined the Air Force and this stressful ride caused unwarranted tears on what was supposed to be an east flight home. I understand weather is unpredictable but to have passengers deboard to then reboard an hour later to taxi on the runway for another hour to then basically leave an entire fight stranded. I waited almost 30 minutes at the airport and not one employee could tell me about a charter bus so I had to leave and make accommodations to stay overnight and get a ride home.

Great! We boarded on time! Everything went so smoothly! The flight was so smooth

Better than expected. Staff were friendly and nice on both flights.

There was no one at the counter to assist with our check in. The app didn’t work, so I arrived at the airport with time to check in and I couldn’t because no employees were there. When I finally got someone on the phone, it was inside the 60min rule and they said I could no longer check in and they could sell me another ticket. We had to scramble and pay an additional $800 for tickets and THEN AFTER (about 60 min from my original convo with customer service and 10min after original departure time) I had boarded my new flight, there was email saying my original flight from Frontier was delayed and leaving 2hr 50min later, but I STILL wouldn’t have been able to check in. Which means customer service should have been able to see it and let me check in because I was well within my check in time. When I call Frontier, they hang up on me. So their app didn’t work and they employees left and they take zero responsibility or assistance with their “customer service”

Terrible. Flight cancelled with no reasoning and no flights to rebook. Employees were useless and did nothing to help. Did not even know where to retrieve luggage from the cancelled flight. Flyers beware.

No fault of Frontier staff: plane was very late, reached Orlando at 1 am, took a while to get luggage. Weather, gov financial shutdown impact on TSA, air controllers seemed to have multiple flights backed up. Frontier staff seemed to cope as gracefully as possible. It did reassure me that I and my new hip could adapt to travel challenges. Food/entertainment were irrelevant to my trip.

Terrible. The canceled my entire flight when I requested a refund for a trip frontier canceled trip one way.

Boarding was on time and plane departed as scheduled. There are obviously no amenities (food, drink, entertainment) on Frontier, but there also didn't seem to be any issues with luggage space either.

Inbound plane was on time and flight departed on time with no issues while boarding.

I knew going into this that Frontier, being a low cost carrier, would be pretty bare bones and charge for most extras but this was made up for by the fact that the airplane was a reasonably new Airbus, every employee was great and best of all, Everett Washington is an amazing airport - thanks Frontier for flying there!!!

i was unable to check in the flight. refund requested

It was well done. It was my first time flying with them and I was nervous b/c I have heard of many cancelled and/or delray flights. Everything went smoothly.

Everything you need to know for your flight to Caribbean

Information on your arrival and departure airports