$101 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 4/26. 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 Cana1 stop$375
Santo Domingo
Santo Domingo1 stop$339
Montego Bay
Montego Bay1 stop$311
Oranjestad
Oranjestad1 stop$331
Nassau
Nassau1 stop$402
Kingston
Kingston1 stop$470
Simpson Bay
Simpson Bay1 stop$319
Providenciales
Providenciales1 stop$415
Port of Spain
Port of Spain1 stop$492
Bridgetown
Bridgetown1 stop$681
George Town
George Town1 stop$368
Willemstad
Willemstad2 stops$555
Castries
Castries3 stops$997
Puerto Plata
Puerto Plata1 stop$599
St. John's
St. John's1 stop$666
Aguadilla
Aguadilla1 stop$212
Punta Cana
Punta Cana1 stop$375
Santo Domingo
Santo Domingo1 stop$339
Montego Bay
Montego Bay1 stop$311
Oranjestad
Oranjestad1 stop$331
Nassau
Nassau1 stop$402
Kingston
Kingston1 stop$470
Simpson Bay
Simpson Bay1 stop$319
Providenciales
Providenciales1 stop$415
Port of Spain
Port of Spain1 stop$492
Bridgetown
Bridgetown1 stop$681
George Town
George Town1 stop$368
Willemstad
Willemstad2 stops$555
Castries
Castries3 stops$997
Puerto Plata
Puerto Plata1 stop$599
St. John's
St. John's1 stop$666
Aguadilla
Aguadilla1 stop$212

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

Di, Mrz 24 - Mi, Mrz 25
Spirit Airlines Logo
11:19 am - 6:55 pm
IAH
-
SJU
6h 36m
1 stop
Spirit Airlines Logo
7:00 am - 2:24 pm
SJU
-
IAH
8h 24m
1 stop
$208Spirit Airlines
Mo, Mai 4 - Mi, Mai 6
Frontier Logo
1:41 pm - 2:01 am
IAH
-
SJU
11h 20m
1 stop
Frontier Logo
10:53 am - 1:39 pm
SJU
-
IAH
27h 46m
1 stop
$209Frontier
Di, Apr 7 - Di, Apr 14
Multiple Airlines Logo
4:20 pm - 8:53 am
IAH
-
SJU
15h 33m
1 stop
Multiple Airlines Logo
11:00 am - 6:00 pm
SJU
-
IAH
8h 00m
1 stop
$211Multiple Airlines
Di, Mrz 24 - Sa, Apr 4
Spirit Airlines Logo
5:15 am - 7:50 pm
IAH
-
SJU
13h 35m
1 stop
Spirit Airlines Logo
12:55 pm - 8:34 pm
SJU
-
IAH
8h 39m
1 stop
$212Spirit Airlines
Mi, Apr 8 - Di, Apr 14
Multiple Airlines Logo
4:20 pm - 8:53 am
IAH
-
SJU
15h 33m
1 stop
Multiple Airlines Logo
11:00 am - 6:00 pm
SJU
-
IAH
8h 00m
1 stop
$213Multiple Airlines
Di, Apr 7 - Di, Apr 14
Frontier Logo
12:46 pm - 2:01 am
IAH
-
SJU
12h 15m
1 stop
Frontier Logo
11:00 am - 6:00 pm
SJU
-
IAH
8h 00m
1 stop
$214Frontier
Di, Mrz 24 - Do, Apr 2
Spirit Airlines Logo
5:15 am - 7:50 pm
IAH
-
SJU
13h 35m
1 stop
Spirit Airlines Logo
11:03 am - 11:49 pm
SJU
-
IAH
13h 46m
1 stop
$215Spirit Airlines
Di, Mrz 31 - Mo, Apr 6
Spirit Airlines Logo
11:15 am - 9:59 pm
IAH
-
SJU
9h 44m
1 stop
Spirit Airlines Logo
1:45 am - 10:18 am
SJU
-
IAH
9h 33m
1 stop
$216Spirit Airlines
Fr, Apr 10 - Do, Apr 16
Avianca Logo
5:45 pm - 10:20 am
IAH
-
CUR
15h 35m
2 stops
Avianca Logo
6:15 pm - 12:05 pm
CUR
-
IAH
18h 50m
2 stops
$560Avianca
Sa, Apr 18 - Di, Apr 21
Avianca Logo
5:45 pm - 10:20 am
IAH
-
CUR
15h 35m
2 stops
Avianca Logo
6:15 pm - 12:05 pm
CUR
-
IAH
18h 50m
2 stops
$561Avianca
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 $371 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 $371.

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

The average price for all round-trip flights from Houston George Bush Intcntl Airport to Caribbean depending on the time of departure, clicked by users on KAYAK in the last 2 weeks.

The cheapest time of day to fly to Caribbean is generally in the afternoon, when round-trip flights cost $251 on average. Morning departures are around 21% 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 $497.

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 $761, 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 October, when tickets cost $317 (return) on average. On the other hand, the most expensive months are February and December, when the average cost of round-trip tickets is $505 and $485 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 Mondays.

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 33% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 3 weeks before departure.

Good to know

Low seasonJanuary
Cheapest flight$101
Best time to beat the crowds with an average 10% drop in price.
Most popular time to fly and prices are also 3% lower on average.
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 Airlines
IAH
-
SJU
Sep 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 Airlines
IAH
-
POS
Dec 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.

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 8293 reviews
8.5Crew
8.1Boarding
7.9Comfort
7.8Entertainment
7.2Food
Airline reviews

We landed and sat on the tarmac for 45 minutes because they only have one gate at the airport and there was another plane running late so we had to wait

2.0 MediocreSusan, Mar 2026
JAX - ATL
Read more Delta reviews

We landed and sat on the tarmac for 45 minutes because they only have one gate at the airport and there was another plane running late so we had to wait

The WiFi was not working. That made for a long flight.

With Aeromexico it ended up good but with Delta it was bad because we did everything through Delta... Showed up at the Delta terminal... It was the wrong place! Nothing ever told us to go to the Aeromexico terminal. It said "in partnership with Aeromexico" but I was never instructed to check in with them or go to their terminal. We had to haul @$$ running through the airport and almost didn't make it thanks to this poor communication. 👎🏽

Absolutely no communication on why there's a delay and multiple flight time reschedules. I would have canceled the flight and drove back home if I known it was going to be rescheduled 3 or 4 times.

Another late night flight and MORE men belligerently drinking and yelling. I had to move from first to economy because they were so obnoxious and disruptive. Crazy to go from a cozy chair to cardboard when you were supposed to be in first. Delta allows was too much drinking which leads to belligerent behavior.

I was in first class and literally the men behind me were so aggressively loud I moved myself to economy. This has become so common on Delta - people using audio without headphones, and men on 12am / late night flights drinking and yelling to talk to each other which prevents anyone around them from resting. Pretty crazy to have to move from first to economy (poorer service, less comfort...). Wild wild. Looking into other airlines.

Love delta smaller commuter plane so no entertainment and paid wifi on MKE-LGA leg was extremely unreliable and slow

Stop changing gates. Stop cancelling flights Stop moving my seat.

Extremely disappointed with Delta. They canceled flight last minute and then I rebooked the other flights and with which were delayed as well

Could not get my connecting flight boarding pass until four hrs before departure! Ver annoying especially since the staff could not explain why!

Terrible because it was cancelled due to volcanic ash clouds in Guatemala while all other airlines kept flying. Had to pay for a hotel to stay overnight in Houston and try to fly next day.

Overall we had a good experience during our flight from San Francisco to Houston.

Airport terminal was outdated, flight was on a small jet with no wifi

The crew made our experience extremely bad. They were rude and didn’t have anything for kids.

The power at the seat didn't work and the seat itself was difficult to adjust - this was a business class seat. Flight attendant gave me miles to compensate. The attendant was very professional and on top of his game the entire flight.

I like flying first class, and United has a nice one

Unbelievably poor service from flight attendants. They didn’t even do water service on a four hour flight. Just disrespectful.

Seats had less pitch than a regional jet. Food was OK. Have to buy alcohol on US based carriers flying international. Boarding was a mess. Did not have bags but overhead space was gone quick. Would like to see the airlines enforce the one bag over and one bag under policy

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.

Easy boarding. Rows are smaller but that may be an older and bigger me now :)

Check in was rough because the check in crew did not know how to manage my international visa documents. Required a long process and 4 people to finally be able to proceed to security. They told us incorrect information several times before acknowledging we did indeed have everything we needed from the start.

Poor communication ahead of time about flight delays and old planes/other equipment.

Mechanical issue delayed us 2hrs and then once we landed sat on tarmac for 30mins because someone left a vehicle in front of the gaye

The crew was excellent and overall the flight was good. No complaints.

Like all of the flights I took to get down to Dallas. They were delayed

Forced to check bags. Crew uninterested in collecting trash. Unclean seats.

Flight pulled out on time but sat on runway for 30 mins. It was extremely cold in the aircraft despite wearing a winter coat. Surprisingly they had a vegetarian meal but could have some better snack choices for a 8 hour flight.

We had a male flight attendant who was super attentive and wonderful! Very professional. I have both gluten and dairy intolerance, and was only able to get a gluten free part, and not the dairy free part of the meal. Easy to order ahead of time and I appreciate being able to do that.

It was a train wreck but on an airplane. First off, flight was delayed then we board only to hear two announcements, First weather delays in Orlando and second backup battery warning on emergency lights. After sitting on the plane for almost 2 hours they have us deplane due to the maintenance issue. We were told they were getting another plane. In the mean time, I notice another American- Orlando flight and ask the gate agent if I can switch. He says he cant help me and I'd have to walk to A13 from A37. Really!? I get down there and get a seat only to get an announcement my original flight was RE-boarding. The Then inflight there's no communication and I notice on flightaware were circling over the Gulf of America. I call the flight attendant and of course she has no clue and apparently 5m later the pilot finally tells us about another delay. Why does American always have these service and delay issues? They are my LAST choice in flights now!

When I arrived at the airport at 4:00 in the morning, I was notified that I "hadn't paid" for my ticket (I had paid and had a boarding pass). Then I was told that while I had paid, the ticket was $600 more than it actually was, and that I needed to pay that so I could board. None of this was true, of course, but it took 20 minutes, two crew members behind the desk, and one on the phone to clear up.

First off, I had a conversation with a flight attendant that was working this flight. I overheard her telling another flight attendant while we were in line for Chic-Fil-A that the flight was not going to land until 12:47 pm. I found this odd since the flight was to take off at 1:03. I commented to the flight attendant that was going to mess up the on-time take-off She said. if you fly alot you will notice that it's a good thing if the flight even arrives at all. I said that was a low bar. I think that flight attendants represent their airlines whether on board or in the airport ordering food. I was surprised to hear such negativity. However, I have noticed that Spirit flight attendants are usually in a sour mood.. Eventually the flight arrived and I boarded and the flight took off an hour late. There was no direction about the on-board wi-fi. Nor was there any info in the seat back pocket. I don't know if there was wi-fi or not, There were no complimentary snacks or drinks for my row 36 as there was turbulence and the captain asked the flight attendants to stop serving just as they were close to my row. When the turbulence stopped, they did have time to serve us but they did not. Upon arriving, the flight attendant asked anyone not having to catch a flight to Ft. Laudersle which was a tight connection to sit down and let those people pass. I complied but I could not help thinking that if Spirit would have took off on time that they would not have to inconvenience their passengers. All in all, I think Spirit is a mediocre airline at best. There are so many things they could do to improve. Yet, since I only fly Spirit infrequently preferring Southwest and Delta, I like to see if they are improving and sadly no, they are not. One good thing - nice modern seats and interiors.

My flight was cancelled I missed time at work and got a parking ticket

Went as planned. No wifi included and no screens. No free snacks. Didn't buy food so can't rate that. Unable to charge devices on plane. Staff were friendly and flight was fast, cheap and convenient.

I purchased extra legroom so I will be comfortable but the guy behind me is a big guy who keeps on moving and since he is big I can feel his movement at the back of my chair.

Spirit was on time. They maintained updates and information. The crew was friendly and professional. Because this is a budget friendly airline, they have dispensed with a lot of frills and part of that comes with a price, for example, the seats are not quite as comfortable as others. I am ok with a pay for beverage and snack service as I prefer my own anyway so this was not a concern. I thought overall, having a great flight crew and on time service was definitely worth losing some of the frills from other carriers.

Sadly there was a crew member very rude with my kid and with me.

They canceled the flight and didn't assist in getting a new flight on any airline. I had to spend 10 hrs in the airport after getting a ticket On Delta for twice as much. I've flown Spirit many times and this was my worst experience I've had.

Late taking off. ATC sent us circling around Chicago for almost an hour, after landing taxied for 40 minutes.

We had too many delays for the crew not the plane

There's no seats that lean back with little leg space i wad uncomfortable the entire flight. Your charges for extra baggage is despicable and costly!!

Remind customers of the need to have passport or new ID for boarding.

Flight was canceled. Most upsetting was message from Kayak, stating that the flight was canceled and click with Kayak for details regarding rebook, refund details. THERE'S NO INFORMATION PROVIDED BY KAYAK EXCEPT THAT FLIGHT IS CANCELED. AND NOW THIS SURVEY TO FIND OUT HOW WAS THE FLIGHT !!!!!!!

The flight never took off and we spent 7 hours at the airport

Gate not determined until I got to the airport - hard to plan the trip to the airport.

Our flight was canceled. I will never use Kayak nor Frontier for travel again. The entire experience was a headache.

Frontier.. nickel and dime add-ons. Flight late, on time, late again, last minute gate change, arrival gate required a shuttle to the terminal. They sure keep you guessing.. if you like a little chaos and airport anxiety, this is the airline for you!

This is my second time flying with Frontier. My current experience was very favorable. The staff from the gate to the plane was friendly, warm and professional. The food options lacked in my opinion. This area needs some attention in my opinion.

First of all we hade waited 3 hours in the airplane waiting to leave. Second the return schedule was changed and it messed up my entire vaction. I won't buy never again another flight and recommend to nobody traveling with them.

There was no food and no entertainment, so I'm not sure why these are even in the survey, as my understanding is frontier does not ever offer food without a few, not even a snack, and there are no screens so unless the flight safety talk is our entertainment why ask how we liked it?. One of the flight attendants say in the back of the plane as people filed in to their seats, yelling orders about where to put baggage and telling people to hurry up. It was the least professional experience I've ever had on a flight.

Everything you need to know for your flight to Caribbean

Information on your arrival and departure airports