$89+ Cheap flights from Houston to Caribbean Islands
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 1/12. Fares are subject to change and may not be available on all flights or dates of travel.
HOU — SJU
Jan 29 — Feb 51
1 adult, Economy
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Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Houston to Caribbean Islands
Cheapest flights from Houston to Caribbean IslandsExplore the most affordable flight options available from Houston to Caribbean Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 30, 2025.
Explore the most affordable flight options available from Houston to Caribbean Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 30, 2025.
This CheapOair deal was found by Cheapflights users on 12/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/305:54 amIAH - SJU
1 stop14h 11mSpirit Airlines
Tue 1/136:00 amSJU - IAH
1 stop10h 13mSpirit Airlines
Deal found 12/29![Spirit Airlines logo]()
$302
This Priceline deal was found by Cheapflights users on 12/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/307:45 pmIAH - SJU
1 stop12h 15mMultiple Airlines
Fri 1/93:55 amSJU - IAH
1 stop8h 06mMultiple Airlines
Deal found 12/28![Multiple Airlines logo]()
$324
This Cheapflightsfares deal was found by Cheapflights users on 12/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/317:45 pmIAH - SJU
1 stop12h 48mSpirit Airlines
Sat 1/106:00 amSJU - IAH
1 stop7h 11mSpirit Airlines
Deal found 12/28![Spirit Airlines logo]()
$326
This CheapOair deal was found by Cheapflights users on 12/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/317:45 pmIAH - SJU
1 stop16h 35mSpirit Airlines
Mon 1/126:00 amSJU - IAH
1 stop7h 11mSpirit Airlines
Deal found 12/29![Spirit Airlines logo]()
$338
This Frontier deal was found by Cheapflights users on 12/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/307:25 amIAH - SJU
1 stop10h 17mFrontier
Tue 1/138:57 amSJU - IAH
1 stop11h 42mFrontier
Deal found 12/27![Frontier logo]()
$372
This CheapOair deal was found by Cheapflights users on 12/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/306:55 pmIAH - SJU
1 stop15h 03mSpirit Airlines
Sat 1/106:00 amSJU - IAH
1 stop7h 11mSpirit Airlines
Deal found 12/29![Spirit Airlines logo]()
$378
This Frontier deal was found by Cheapflights users on 12/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/309:34 pmIAH - SJU
1 stop9h 49mFrontier
Fri 1/93:55 amSJU - IAH
1 stop8h 06mFrontier
Deal found 12/27![Frontier logo]()
$393
This Cheapflightsfares deal was found by Cheapflights users on 12/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/317:45 pmIAH - SJU
1 stop16h 35mSpirit Airlines
Sun 1/42:59 amSJU - IAH
1 stop8h 16mSpirit Airlines
Deal found 12/28![Spirit Airlines logo]()
$474
This Expedia deal was found by Cheapflights users on 12/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/296:55 pmIAH - SJU
1 stop15h 03mSpirit Airlines
Wed 12/312:59 amSJU - IAH
1 stop8h 20mSpirit Airlines
Deal found 12/28![Spirit Airlines logo]()
$481
This CheapOair deal was found by Cheapflights users on 12/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/296:55 pmIAH - SJU
1 stop15h 03mSpirit Airlines
Mon 1/52:59 amSJU - IAH
1 stop9h 11mSpirit Airlines
Deal found 12/29![Spirit Airlines logo]()
$482
This American Airlines deal was found by Cheapflights users on 12/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/304:21 pmHOU - SJU
1 stop11h 13mAmerican Airlines
Tue 2/33:54 pmSJU - HOU
1 stop8h 52mAmerican Airlines
Deal found 12/30![American Airlines logo]()
$555
This Frontier deal was found by Cheapflights users on 12/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/316:10 amIAH - PUJ
1 stop6h 59mFrontier
Sat 1/104:18 pmPUJ - IAH
2 stops18h 09mFrontier
Deal found 12/29![Frontier logo]()
$579
Find flight deals from Houston to Caribbean Islands
Keep the following information in mind while searching for Houston to Caribbean Islands flight deals. Data was last updated December 30, 2025.
Round-trip from | $169 (Mytrip) |
|---|---|
One-way from | $89 (Kiwi.com) |
Popular in | December |
Cheapest in | April |
Average price | $490 |
Cheapflights Fare Finder
Customize your flight search to find flights from Houston to Caribbean Islands that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated December 30, 2025.
Use the filters below to find and compare flights from Houston to Caribbean Islands that are best for you.
Fly from
Houston
Fly to
Caribbean Islands
Route
Depart
Return
Price
HoustonSan Juan
IAH - SJU
IAHSJU
Houston George Bush Intcntl
Sun 2/1
8:47 pm-3:06 pm
1 stop16h 19m
San Juan Luis Munoz Marin Intl
Sat 2/14
8:53 pm-8:40 am
1 stop13h 47m
$196
HoustonMontego Bay
IAH - MBJ
IAHMBJ
Houston George Bush Intcntl
Thu 2/26
5:46 am-12:02 pm
1 stop5h 16m
Montego Bay Sangster Intl
Mon 3/2
1:00 pm-12:18 am
1 stop12h 18m
$312
HoustonSaint Thomas Island
IAH - STT
IAHSTT
Houston George Bush Intcntl
Thu 2/5
8:35 pm-2:52 pm
1 stop16h 17m
Saint Thomas Island Cyril E King
Fri 2/13
3:36 pm-10:41 pm
1 stop9h 05m
$312
HoustonSaint Thomas Island
IAH - STT
IAHSTT
Houston George Bush Intcntl
Tue 2/10
8:18 pm-2:52 pm
1 stop16h 34m
Saint Thomas Island Cyril E King
Tue 2/17
3:36 pm-7:04 pm
1 stop29h 28m
$321
HoustonMontego Bay
IAH - MBJ
IAHMBJ
Houston George Bush Intcntl
Fri 2/20
9:38 pm-12:02 pm
2 stops13h 24m
Montego Bay Sangster Intl
Mon 2/23
1:00 pm-8:23 pm
1 stop8h 23m
$322
HoustonMontego Bay
IAH - MBJ
IAHMBJ
Houston George Bush Intcntl
Fri 1/23
6:05 pm-1:30 pm
1 stop18h 25m
Montego Bay Sangster Intl
Sun 1/25
12:57 pm-8:40 am
1 stop20h 43m
$324
HoustonMontego Bay
IAH - MBJ
IAHMBJ
Houston George Bush Intcntl
Sat 2/21
12:24 pm-9:17 am
2 stops19h 53m
Montego Bay Sangster Intl
Sat 2/28
12:40 pm-10:51 pm
1 stop11h 11m
$330
HoustonSan Juan
IAH - SJU
IAHSJU
Houston George Bush Intcntl
Sat 3/7
9:48 pm-1:19 am
2 stops25h 31m
San Juan Luis Munoz Marin Intl
Thu 3/12
11:07 am-11:49 pm
1 stop13h 42m
$333
HoustonMontego Bay
IAH - MBJ
IAHMBJ
Houston George Bush Intcntl
Thu 1/29
5:46 am-12:02 pm
1 stop5h 16m
Montego Bay Sangster Intl
Sun 2/1
12:57 pm-8:23 pm
1 stop8h 26m
$334
HoustonMontego Bay
IAH - MBJ
IAHMBJ
Houston George Bush Intcntl
Wed 2/18
6:07 pm-12:02 pm
2 stops16h 55m
Montego Bay Sangster Intl
Sun 2/22
1:00 pm-9:41 pm
1 stop9h 41m
$339
Showing 1-10 of 60 results
Best time to book a flight from Houston to Caribbean Islands
Have a flexible travel schedule? Discover the best time to fly to Caribbean Islands from Houston with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight from Houston to Caribbean Islands
What is the cheapest month to book a flight from Houston to Caribbean Islands?
Currently, October is the cheapest month in which you can book a flight from Houston to Caribbean Islands (average of $80). Flying from Houston to Caribbean Islands in December is currently the most expensive (average of $154). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
What is the cheapest time of day to fly from HOU to EPX?
Find hourly flight availability from Houston to Caribbean Islands. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated December 30, 2025.
It’s typically best to fly out from Houston to Caribbean Islands at noon. Doing so could potentially save you 43% on the flight price compared to flying in the morning, which is usually more expensive.
What is the cheapest day to fly from Houston to Caribbean Islands?
Use this chart to determine the cheapest time to fly round-trip from Houston to Caribbean Islands. Price data was last updated on December 27, 2025.
Travelers seeking maximum savings on their Houston to Caribbean Islands flight should consider departing on Tuesday at noon when fares are most often at their lowest. Friday evenings flights should be avoided if possible as fares are typically the most expensive at this time.
Reviews of airlines servicing Caribbean Islands
Get insights into the airlines that provide service to Caribbean Islands. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Caribbean Islands. Reviews last updated December 30, 2025.
Peruse reviews from past customers who have flown with Southwest, Delta, and United Airlines from Houston to Caribbean Islands to help guide your decision. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Crew
8.6
Food
7.0
Overall
8.0
Boarding
8.1
Entertainment
7.5
Comfort
8.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Crew
8.6
Food
7.0
Overall
8.0
Boarding
8.1
Entertainment
7.5
Comfort
8.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Crew
8.6
Food
7.0
Overall
8.0
Boarding
8.1
Entertainment
7.5
Comfort
8.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Crew
8.6
Food
7.0
Overall
8.0
Boarding
8.1
Entertainment
7.5
Comfort
8.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Crew
8.6
Food
7.0
Overall
8.0
Boarding
8.1
Entertainment
7.5
Comfort
8.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Crew
8.6
Food
7.0
Overall
8.0
Boarding
8.1
Entertainment
7.5
Comfort
8.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Related info for your journey
Find useful and relevant information for your journey from Houston to Caribbean Islands. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
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Alternative routes for Houston to Caribbean Islands
See prices for flight routes from nearby airports that may be better suited for you.
Top 6 airlines flying from Houston to Caribbean Islands
Discover the top 6 airlines that operate flights from Houston to Caribbean Islands. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated December 30, 2025.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$108 | Average$537 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$119 | Average$382 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$121 | Average$421 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$165 | Average$697 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$170 | Average$640 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$192 | Average$667 | FlexibilityNo cancel fee | On-time69% |