$55 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 4/29. 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$266
Santo Domingo
Santo Domingo1 stop$315
Montego Bay
Montego Bay1 stop$288
Oranjestad
Oranjestad1 stop$293
Nassau
Nassau1 stop$394
Kingston
Kingston1 stop$318
Simpson Bay
Simpson Bay1 stop$321
Providenciales
Providenciales1 stop$649
Bridgetown
Bridgetown1 stop$646
Port of Spain
Port of Spain1 stop$459
George Town
George Town1 stop$441
Willemstad
Willemstad3 stops$411
Castries
Castries2 stops$886
St. John's
St. John's1 stop$599
Puerto Plata
Puerto Plata1 stop$550
Aguadilla
Aguadilla1 stop$298

Cheap Flight Deals from Houston to Caribbean (IAH-0CB)

 
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.

Recent round-trip flight deals from Houston to Caribbean

Recommended round-trip deals departing in the coming months from the most popular airlines that fly from Houston to Caribbean.
Discover the best prices for you by selecting your travel dates on KAYAK.
Choose your dates
Spirit Airlines Logo
2:10 pm - 7:40 pmIAH-SJU
4h 30mnonstop
Spirit Airlines Logo
8:45 pm - 12:45 amSJU-IAH
5h 00mnonstop
$148Spirit Airlines
Find Deal
Sun, Apr 13 - Thu, May 1
Spirit Airlines Logo
2:10 pm - 7:40 pmIAH-SJU
4h 30mnonstop
Spirit Airlines Logo
8:45 pm - 12:45 amSJU-IAH
5h 00mnonstop
$160Spirit Airlines
Find Deal
Sat, Apr 26 - Tue, Apr 29
United Airlines Logo
3:02 pm - 8:38 pmIAH-SJU
4h 36mnonstop
United Airlines Logo
7:25 am - 3:13 pmSJU-IAH
8h 48m1 stop
$185United Airlines
Find Deal
Sat, Apr 26 - Sat, May 3
United Airlines Logo
3:02 pm - 8:38 pmIAH-SJU
4h 36mnonstop
United Airlines Logo
1:05 am - 10:50 amSJU-IAH
10h 45m1 stop
$192United Airlines
Find Deal
Sat, Apr 26 - Fri, May 2
American Airlines Logo
7:20 am - 9:55 pmIAH-SJU
13h 35m1 stop
American Airlines Logo
6:35 am - 7:19 pmSJU-IAH
13h 44m1 stop
$270American Airlines
Find Deal
Mon, Aug 4 - Tue, Aug 12
Frontier Logo
1:40 pm - 11:18 pmIAH-SJU
8h 38m1 stop
Frontier Logo
5:30 am - 11:59 amSJU-IAH
7h 29m1 stop
$296Frontier
Find Deal
Sat, Apr 12 - Thu, Apr 17
Frontier Logo
9:14 pm - 8:53 amIAH-SJU
10h 39m1 stop
Frontier Logo
9:30 pm - 9:25 amSJU-IAH
12h 55m1 stop
$306Frontier
Find Deal
Mon, Apr 21 - Sat, May 3
American Airlines Logo
6:16 pm - 9:45 amIAH-MBJ
15h 29m1 stop
American Airlines Logo
12:55 pm - 11:59 pmMBJ-IAH
11h 04m1 stop
$331American Airlines
Find Deal
Mon, Apr 28 - Fri, May 2
Delta Logo
7:05 am - 6:23 pmIAH-SDQ
10h 18m2 stops
Delta Logo
7:00 am - 11:56 pmSDQ-IAH
17h 56m2 stops
$519Delta
Find Deal
Tue, Apr 29 - Tue, May 6
Delta Logo
6:00 am - 3:31 pmIAH-MBJ
9h 31m1 stop
Delta Logo
11:28 am - 11:56 pmMBJ-IAH
12h 28m2 stops
$544Delta
Find Deal
Mon, Apr 14 - Sat, Apr 26

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?

The cheapest price for flight routes found by users searching on KAYAK in the last 2 weeks for round-trip flights from Houston George Bush Intcntl Airport to Caribbean.
The cheapest ticket to Caribbean from Houston George Bush Intcntl Airport found in the last 72 hours was to San Juan, at $121 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 $121.

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 $260 on average. Morning departures are around 5% cheaper 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 $552.

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 $1,042, 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 September, when tickets cost $235 (return) on average. On the other hand, the most expensive months are December and June, when the average cost of round-trip tickets is $535 and $441 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 Monday and avoid Thursdays if you are looking for the best rates. For your return to Houston, you’ll find the best rates on Fridays 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. For the absolute cheapest price, our data suggests you should book 6 weeks before departure.

Good to know

Low season

February

High season

June

Cheapest flight

$55
Best time to beat the crowds with an average 5% drop in price.
Most popular time to fly with an average 5% 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

  • 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

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 7898 reviews
8.2Boarding
7.3Food
7.9Comfort
8.5Crew
7.9Entertainment
Airline reviews

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

10.0 ExcellentSunderesh, Mar 2025AUS - BOS
Read more Delta reviews

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

The Dekta Rep that checked us in was great. She's very personable, pleasant, and can tell she enjoys her job.

After a 5 hour delay waiting at the gate (3 delays adding up) with no clear reason provided, we finally boarded flew 3/4 of the way to Toronto then were turned back to New York. As we neared New York, the pilot declared that it was his fault, something to do with timing and him not being allowed into the country???? How could the airline let his happen? They had hours to prepare and make sure they had a crew available for the flight! We ended up in Toronto a day late with no sleep.

The plane was old with small storage areas that had problems closing/latching and not enough storage for everyone, and worn, damaged seats. Service was great but feel a little unsafe on such well used planes.

Terrible and im avoiding them in the future. My initial flight was delayed causing me to rebook my flight and when speaking with the representative to rebook I explained this is the second time my flights were delayed and they did nothing to help me. I wasn't booked to comfort plus or given a voucher or anything. I was almost late for my meeting that I needed to attend on Monday because of the games delta played delaying my flights even more and putting me in the very back of the plane next to an extremely intoxicated passenger

Friendly flight attendants, smooth 8-9 hours flight. Economy seats are small and uncomfortable as usual.

Flights on time. .Ride was as comfortable as can be expected in steerage. Luggage arrived at destination. Attendants were fairly friendly.

Great staff. Wifi is terrible. Signing up for skylines is a painstaking process. Had to call customer service just to get my flight itinerary and confirmation sent to me. Consistent delays. A well staffed company that is run so poorly. Upper management needs to be renewed.

The WiFi didn't seem as fast as it normally is

Bathrooms dirty sinks clogged. No one seemed to clean them. Plane very old

We boarded but then sat there waiting on some missed connection people to get on so we sat for about 15 minutes for that. Then we sat again because the passenger manifest was wrong and they had to figure it out before we could leave. That took about another 20 minutes or so. The crew was working hard to figure it out so it’s not their fault. It ended up being a system glitch where someone was upgraded to first class while another person was also in the same seat and it just created a mess that took a little while to figure out. They literally went to every person on the plane asking their names to see who was sitting in the wrong seat. I also hate the entertainment that must be watched on your phone or tablet. Just give us setback screens. It’s so much better. Almost every Delta flight has this now and it is so nice to have them. The crew did a great job. I have no complaints from them. They were very hard working, even with the mishap and a disgruntled passenger.

My priority checked bag was not loaded on the flight. I had to sit in baggage claim in Las Vegas for 2 1/2 hours waiting for the next flight. All baggage staff were very helpful, tracking showed it as scanned for loading. Nobody told me why it wasn't on my flight.

All male crew was just too woke for me. I felt like a sardine. I will never take a window seat or the rearmost seat again. I booked early and did not pay for seat selection and that was a mistake. The security at IAH was atrocious. I was violated and radiated as I was in a hurry to connect to my other flight. I may have lost items under the seat in front of me that I couldn't see nor bend over to look.

It’s been awhile since I have traveled on United. I, along with my family who were on the flight noted how smoothly everything went . Boarding, flight crew and service was excellent.

In general ok, my only issue is that they had no hot items for purchase. I had very little time in my connection due to baggage/customs/TSA, thag I barely even had a chance for a stop at the washroom and buy water, to make it to my gate when they started boarding. I had nothing to eat because the trip started early, so I was ready to purchase, and they had nothing except for dry items like snacks. I had to purchase a mediocre, overpriced cheese and fruit board, instead of at least a pizza or sliders that I was planning on getting. Other than that, it was fine. But that’s typical Air Canada, to not have enough.

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.

I liked everything. Except that my neck was hurting on the seat. I couldn't sleep.

We were delayed Al ost / hours after boarding so that maintenance had to add oil to the engines. Then the oil they grabbed had been left out in the Dallas record cold and was frozen. They had to go back to the hanger and grab some that was not frozen.

They changed my seat from one that I had paid for as an upgrade to a regular seat at the last minute.

Flight was empty so had a whole row to myself. Still had to wait to get the bag due to the negligence at Palm Springs departure.

Everything was on time, we arrived early, everything worked well.

Angela was the best fa ever. She made that 8 hour flight a breeze

This was a pleasant, short flight and the crew was friendly.

The service and food needs to improve to catch up with other international flights

Small plane, so no entertainment. Hour delay! Nobody explained wht the delay was all about.

Same problems with delays in Dallas. This was weather related and due to the incoming flight being delayed. This was the flight that was delayed due to a missing flashlight which turned out not to be missing.

The flight was on time. The seats are very narrow.

Unclear pricing; ended up being charged an extra $52 just to get onboard

Seats are poor. They do not lean back. They do not even have pockets on the back, making it impossible to store a phone or a coke bottle. If you opt for basic economy cheap seats, they stick you always in the middle or window seat, even though there are unoccupied seats on the aisle. And then there is the nickel and diming. No carry-ons. And checking your carry-on is $70. At the end there is no price advantage but there is plenty of aggravation.

Flight crew was great. Spirit leaves a lot to be desired in terms of comfort.

Worst Airplane ride I ever have taken... My purchased seat was changed without my consent

would be great to get basic water, soda at least and stop charging for carry ons

They changed our departure time 6 times before I even reached the airport. Delayed, Ontime, Delayed Back on time, Then Delayed. We finally boarded the plane and then we had to sit on the runway for over an hour only to be told they were taking us back to the gate for an additional 2 hour delay. Lack of communication and a complete waste of time! Never again!

Very difficult. Flew out on Dec 24th and it was a mess. They know it is going to be the busiest time of the year and they had no organization. Finally they called for people going on certiam flights so they could get them thru thw line then we had to rush to our gate to get in li e to board.We missed our flight do to being stuck at the border of Mexico. They would not work with us to make an affordable price so we had to wait a day with no where to go and pay 280 more for our flights. I would think that a complimentary drink would be nice. But we had to pay 4.49 for a coke. Not an overall good experience

I couldn't understand the crew when they announced it was a new plane and there was therefore no wifi, huh? Seriously lame for 2025!

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

The worst flight of my life. Never will I fly frontier again

Landing in terminal 2, but my luggage is terminal 3. We (and others) were looking for it in terminal 1. We probably missed the crew broadcast, but the communication could have been clearer for non native (or elderly) passengers.

I chose the seats when booked the flight and paid for them. However after checking in I found we were assigned different seats!

Bag should not be so much money. This is how Frontier takes advantage of customers

The plane was comfortable. The time to board was way too slow and very unorganized! The crew was not as friendly as normally. The was not a single time that they offered water nor anything!!!

They switched my flight to Spirit, Never using Kayak again,

i was denied boarding, even though i had an assigned seat, checked in on line and was at airport early. Then they refused to fully refund the the fair and replacement fair because they claimed it was "no show/denied boarding". I will never fly this airline again

I was not permitted on my flight and had to purchase another flight ticket to Las Vegas.

This was a full flight and I was in Zone 1, however upon boarding, several other zones went in ahead of me, leaving no overhead cabin space near my seat. This created a challenging disembarkment process.

Frontier had yet another flight cancellation. Have never made a complete round trip with this airline without at least one leg getting cancelled. Miserable flights - dirty, uncomfortable planes that apparently always have issues since I've had multiple delays and cancellations with them.

Everything you need to know for your flight to Caribbean

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