$88 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 9/2. 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$475
Santo Domingo
Santo Domingo1 stop$346
Montego Bay
Montego Bay1 stop$456
Oranjestad
Oranjestad1 stop$434
Nassau
Nassau1 stop$262
Kingston
Kingston1 stop$423
Simpson Bay
Simpson Bay1 stop$372
Providenciales
Providenciales1 stop$590
Port of Spain
Port of Spain1 stop$497
Bridgetown
Bridgetown1 stop$518
George Town
George Town2 stops$452
Willemstad
Willemstad2 stops$569
Castries
Castries2 stops$1,036
Aguadilla
Aguadilla1 stop$238
Puerto Plata
Puerto Plata1 stop$600
St. John's
St. John's1 stop$654
Punta Cana
Punta Cana1 stop$475
Santo Domingo
Santo Domingo1 stop$346
Montego Bay
Montego Bay1 stop$456
Oranjestad
Oranjestad1 stop$434
Nassau
Nassau1 stop$262
Kingston
Kingston1 stop$423
Simpson Bay
Simpson Bay1 stop$372
Providenciales
Providenciales1 stop$590
Port of Spain
Port of Spain1 stop$497
Bridgetown
Bridgetown1 stop$518
George Town
George Town2 stops$452
Willemstad
Willemstad2 stops$569
Castries
Castries2 stops$1,036
Aguadilla
Aguadilla1 stop$238
Puerto Plata
Puerto Plata1 stop$600
St. John's
St. John's1 stop$654

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

Tue, Aug 11 - Tue, Aug 18
Frontier Logo
8:37 pm - 12:28 am
IAH
-
SJU
26h 51m
1 stop
Frontier Logo
6:41 pm - 11:34 am
SJU
-
IAH
17h 53m
1 stop
$236Frontier
Sat, Jul 18 - Sat, Jul 25
Frontier Logo
8:49 am - 5:34 pm
IAH
-
SJU
7h 45m
1 stop
Frontier Logo
9:00 am - 7:52 pm
SJU
-
IAH
11h 52m
1 stop
$237Frontier
Thu, Aug 13 - Tue, Aug 18
Frontier Logo
8:37 pm - 12:28 am
IAH
-
SJU
26h 51m
1 stop
Frontier Logo
6:41 pm - 11:34 am
SJU
-
IAH
17h 53m
1 stop
$238Frontier
Mon, Sep 7 - Thu, Sep 17
Delta Logo
5:55 am - 1:52 pm
IAH
-
STT
6h 57m
1 stop
Delta Logo
2:54 pm - 9:03 pm
STT
-
IAH
7h 09m
1 stop
$250Delta
Tue, Sep 1 - Sat, Sep 5
JetBlue Logo
7:24 am - 1:48 pm
IAH
-
NAS
5h 24m
1 stop
JetBlue Logo
6:24 pm - 11:02 pm
NAS
-
IAH
5h 38m
1 stop
$262JetBlue
Tue, Sep 1 - Fri, Sep 4
JetBlue Logo
7:24 am - 1:48 pm
IAH
-
NAS
5h 24m
1 stop
JetBlue Logo
6:24 pm - 11:02 pm
NAS
-
IAH
5h 38m
1 stop
$284JetBlue
Fri, Jul 24 - Tue, Jul 28
Multiple Airlines Logo
7:24 pm - 11:25 am
IAH
-
SXM
15h 01m
1 stop
Multiple Airlines Logo
1:42 pm - 11:02 pm
SXM
-
IAH
10h 20m
1 stop
$372Multiple Airlines
Fri, Jun 26 - Thu, Jul 9
Multiple Airlines Logo
7:24 pm - 11:23 am
IAH
-
SXM
14h 59m
1 stop
Multiple Airlines Logo
1:42 pm - 11:02 pm
SXM
-
IAH
10h 20m
1 stop
$392Multiple Airlines
Mon, Jun 29 - Sat, Jul 4
United Airlines Logo
10:05 am - 1:30 pm
IAH
-
MBJ
3h 25mnonstop
United Airlines Logo
2:40 pm - 6:08 pm
MBJ
-
IAH
3h 28mnonstop
$466United Airlines
Sun, Oct 11 - Thu, Oct 22
Delta Logo
5:55 am - 1:39 pm
IAH
-
STT
6h 44m
1 stop
Delta Logo
2:49 pm - 9:10 pm
STT
-
IAH
7h 21m
1 stop
$480Delta
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 $422 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 $422.

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 $390 on average. Morning departures are around 12% 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 $539.

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 $730, 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 $77 (return) on average. On the other hand, the most expensive months are December and March, when the average cost of round-trip tickets is $1,333 and $1,199 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 Tuesday 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 30% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 2 weeks before departure.

Good to know

Low seasonJanuary
Cheapest flight$88
Best time to beat the crowds with an average 12% drop in price.
Most popular time to fly and prices are also 3% lower on average.
Flight from Houston George Bush Airport to Nassau

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 8455 reviews
8.5Crew
7.8Comfort
7.8Entertainment
7.2Food
8.1Boarding
Airline reviews

Enjoyed it very much. Especially liked the free WiFi that Delta offers.

10.0 ExcellentBenjamin, May 2026
CLT - MSP
Read more Delta reviews

Enjoyed it very much. Especially liked the free WiFi that Delta offers.

Smooth flight. Left on time, and got in 15 minutes early. Onboard video was great

For some reason, TSA Atlanta didn’t have my bag on the flight on time and they don’t have to provide Delta a reason for that.

WiFi didn’t work on two of four planes. Flight attendants were not overly friendly or welcoming. Planes were extremely slow to board and deplane.

Delta does a great job with entertainment and free wifi. I can still be in touch with my colleagues while in the air.

Aside from a completely packed plane, I really have no complaints.

Bus to plane was delayed for no apparent reason and our luggage was still on the belt when they shut it off. Took about 20 minutes to turn it back on to get our luggage.

It was a pleasant surprise to have complimentary Wi-Fi on the flight

Much better than Latam, the worse airline company ever. I hope I don't have the need to fly Latam ever in my life again.

Seats in Delta Main are unbelievably close to the seat in front of. Hard to get a backpack under the seat.

Left an hour and a half after the listed time. Up side was it had TV screens on the seat.

It's a long flight and I would have liked better snacks between lunch and the arrival meal. It's fine to have fruit and nuts but I really don't like ramen because it's salty junk soup. I'd suggest sandwiches. They're not expensive nor are they hard to store for a long flight. The FA's had a couple of big services and they were super busy preparing, executing and then cleaning up. Then they disappeared.

Great flight. Got to watch a movie. Smooth flight and early arrival at ORD.

I've been flying American mostly, and it's been very frustrating. This united flight makes me realize maybe the issue isn't flying, but the airline. United was a significantly better experience. The plane was more comfortable, with a normal amount of leg room (vs the ridiculous reductions AA has made), more comfortable seats, screens to watch movies. It was a much better experience!

We had excellent customer service despite the chaos at George Bush airport in Houston!

It isvvery small flight. No leg room . No space to put my personal item at feet.

Didn't make the flight because the first leg of my flight was canceled and the next leg was already booked.

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

Cancelled BOYH legs of our flight home 30 min before initial boarding

The flight was delayed about an hour for a maintenance specialist to approve the maintenance repair

This flight was delayed but it worked in my favor because my Atlanta to Dallas flight was delayed.

The staff was nice. I appreciated that I was able to take an earlier flight, even though it was last minute. The boarding process felt rather chaotic.

My flight got delayed a total of five times. And the boarding gate changed four times. most of the time the platform was not up-to-date with the changes taking place. The most discouraging part of the entire trip by far.

Returned home with a blood clot from flight homes and the uncomfortable aircraft I was on.

The crew was very kind, but no in-flight entertainment monitors and a 2 hour and 30 minute delay was extremely frustrating.

Everything was delayed and the staff sent me to the wrong gate, causing me to miss one of my flights. I arrived at my destination 6 hours later than I was supposed to.

It was good, the staff was great, and the food, was as usual, tea and biscuit. Bathroom was clean, and the plane was clean as well.

It was really a terrific experience both going and returning on AA. Staff and crew were professional.

It would have been better IF IT HAD NOT BEEN CANCELED!!!!

Shut down without prior notice End up with spending lots of extra $$$

The company went out of business and now I'm stuck in Ft. Lauderdale. Would not recommend.

The repeated flight delays—this time nearly three hours without any weather-related cause—are unacceptable. Yet, passengers are penalized heavily even for being a minute late. It is unreasonable that there is no compensation for such significant delays, nor even basic provisions like water during the wait or in flight. This imbalance in accountability is deeply frustrating and needs to be addressed.

They didn’t put my luggage on my transfer so I had to spend the night in Detroit. They said my luggage would be here in the morning and they’re still searching for it. It did not arrive apparently.

Great just wish they always had WiFi on every flight couldn’t even purchase it

They keep delaying and cancel at last moment and height was for you to get refund need to be in chat line for two hours. I complained to DOT. Never recommend this airline on Kayak please

We had to take a bus to the plane with a old woman and carry on bags, and at landing at the airport we have to wait one hour seating on the plane waiting for a gate. We came back from Australia Bussines class Quantas 16 hours traveling, then wait in Dallas 7 hours for connection...honestly waiting 1 hour more at the plane was the worst part.

Flight delayed twice (not Spirit fault) No food served* No entertainment * *in response to my choices in the rating. None was provided so couldn’t rate properly

The flight was a big joke very uncomfortable I had a horrible experience and I will never fly with them again everything about the flight was bogus and I’m not happy with it at all this experience makes me not want to fly ever again

The staff at the check in counter was so rude. Made you feel Incompetent

Frontier scheduled a 40 minute connection in DEN. What they failed to mention was that they “close the doors” 20 mins prior to departure, which means you only have 20 mins. Not enough time. Possibly against DOT regulations. Filing complaint.

Flight was scheduled at 9:40pm. Got delayed to 10 am, the next day. crazy

The bag check, flight check-in, and onboard experience convinced my wife and me that we will actively go out of our way to avoid flying Frontier Airlines in the future. At bag check, we were informed that check-in could only be completed via the Frontier mobile app. Unfortunately, the app was extremely frustrating—sending us through repetitive, confusing loops that repeatedly forced us to decline add-on services with nearly every click. While most airline apps upsell, this one felt intentionally exhausting. As the process dragged on, we became genuinely concerned that my phone battery would die before check-in could be completed. We approached the bag check staff—who were standing together talking—and explained both our frustration and our predicament. They laughed. Later, my wife described the interaction as “gaslighting,” which felt accurate. We were then informed it would cost $25 per person simply to have our boarding passes printed. From that point forward, the tone of the experience was consistently hostile. The bag check employees were condescending and combative, behaving more like bullies than customer service staff. Unfortunately, that same attitude continued onboard. One flight attendant argued with me when I attempted to stow my backpack in the overhead bin. I explained that we had each paid $75 to check our bags specifically so we would not need to use carry-on space and could have adequate legroom. She demanded to see my ticket, pointed out that it said “no carry-on”—which I acknowledged—and I reiterated that this was precisely why we paid to check our bags. Her response was, “I don’t make the rules.” She then walked away, but not before asking if I “truly wanted to fly back to Chicago today?”—an unnecessary and unmistakable threat. It is also worth noting that despite booking our tickets together in the same transaction, we were not seated together. Upon our return to Chicago—where we could once again sit together—we compared onboard experiences. We both remarked on how unhappy the flight attendants appeared and how each of us was separately asked whether we would like to purchase a beverage. We declined. At no point was water mentioned as an option, leaving us with the clear impression that even water came at a cost—or that complimentary water, if available at all, was deliberately left unmentioned. Overall, the experience was shocking and deeply disappointing, but it was also a profound learning experience—one we will not forget and will not repeat. -Steve

Plane was hot and miserable and the crew was rude!

12 hour delay required getting on and off plane 3 times - would have at least liked to have been offered a snack or drink

They didn’t offer a water, even after I asked

They switched our terminal 3 times and we were delayed for four plus hours!!!

It was an early flight and most people napped/slept and the crew let us which was nice.

The crew acted like they had never done this and kept barking passive aggressive orders at people. + the security line + the delay + sitting on the tarmac for 2 hours + none of the apps or signage updating with correct times

Everything you need to know for your flight to Caribbean

Information on your arrival and departure airports