$127+ Cheap flights from Hobby (HOU) to the Cayman 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 4/12. Fares are subject to change and may not be available on all flights or dates of travel.
HOU — GCM
Mar 10 — Mar 171
1 adult, Economy
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Find cheap flights from Hobby to Cayman Islands with Cheapflights
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Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
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Best
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One-way
Cheapest flights from Hobby to Cayman IslandsExplore the most affordable flight options available from Hobby to Cayman Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 8, 2026.
Explore the most affordable flight options available from Hobby to Cayman Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 8, 2026.
This Southwest deal was found by Cheapflights users on 2/5. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/35:00 am
HOU
- GCM
1 stop6h 40m
Southwest
Tue 4/71:05 pm
GCM
- HOU
1 stop6h 50m
Southwest
Deal found 2/5![Southwest logo]()
$508
This Southwest deal was found by Cheapflights users on 2/6. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/15:00 am
HOU
- GCM
1 stop6h 55m
Southwest
Mon 3/912:40 pm
GCM
- HOU
1 stop9h 00m
Southwest
Deal found 2/6![Southwest logo]()
$534
This Southwest deal was found by Cheapflights users on 2/8. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/49:05 pm
HOU
- GCM
2 stops14h 40m
Southwest
Sat 3/711:55 am
GCM
- HOU
1 stop12h 15m
Southwest
Deal found 2/8![Southwest logo]()
$539
This Southwest deal was found by Cheapflights users on 2/6. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/265:00 am
HOU
- GCM
1 stop6h 55m
Southwest
Tue 3/31:50 pm
GCM
- HOU
1 stop7h 20m
Southwest
Deal found 2/6![Southwest logo]()
$554
This Southwest deal was found by Cheapflights users on 2/8. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/256:15 am
HOU
- GCM
1 stop5h 30m
Southwest
Wed 4/112:20 pm
GCM
- HOU
1 stop8h 05m
Southwest
Deal found 2/8![Southwest logo]()
$573
This Southwest deal was found by Cheapflights users on 2/6. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/289:05 pm
HOU
- GCM
2 stops14h 50m
Southwest
Sat 3/711:55 am
GCM
- HOU
1 stop9h 20m
Southwest
Deal found 2/6![Southwest logo]()
$602
This Southwest deal was found by Cheapflights users on 2/5. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/107:50 pm
HOU
- GCM
2 stops18h 50m
Southwest
Mon 4/131:05 pm
GCM
- HOU
2 stops10h 05m
Southwest
Deal found 2/5![Southwest logo]()
$612
Best flights from Hobby to Cayman IslandsDiscover carefully curated flight deals from Hobby to Cayman Islands that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated February 8, 2026.
Discover carefully curated flight deals from Hobby to Cayman Islands that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated February 8, 2026.
This Southwest deal was found by Cheapflights users on 2/5. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/35:00 am
HOU
- GCM
1 stop6h 40m
Southwest
Tue 4/71:05 pm
GCM
- HOU
1 stop6h 50m
Southwest
Deal found 2/5![Southwest logo]()
$508
This Southwest deal was found by Cheapflights users on 2/6. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/265:00 am
HOU
- GCM
1 stop6h 55m
Southwest
Tue 3/31:50 pm
GCM
- HOU
1 stop7h 20m
Southwest
Deal found 2/6![Southwest logo]()
$554
This Southwest deal was found by Cheapflights users on 2/5. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/105:00 am
HOU
- GCM
1 stop7h 10m
Southwest
Mon 4/131:05 pm
GCM
- HOU
1 stop10h 25m
Southwest
Deal found 2/5![Southwest logo]()
$573
This Southwest deal was found by Cheapflights users on 2/8. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/256:15 am
HOU
- GCM
1 stop5h 30m
Southwest
Wed 4/112:20 pm
GCM
- HOU
1 stop8h 05m
Southwest
Deal found 2/8![Southwest logo]()
$573
This Southwest deal was found by Cheapflights users on 2/6. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/18:45 pm
HOU
- GCM
2 stops15h 10m
Southwest
Mon 3/912:40 pm
GCM
- HOU
1 stop9h 00m
Southwest
Deal found 2/6![Southwest logo]()
$581
This Southwest deal was found by Cheapflights users on 2/6. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/289:05 pm
HOU
- GCM
2 stops14h 50m
Southwest
Sat 3/711:55 am
GCM
- HOU
1 stop9h 20m
Southwest
Deal found 2/6![Southwest logo]()
$602
Last-minute flights from Hobby to Cayman IslandsDiscover last-minute flight deals from Hobby to Cayman Islands. Data last updated February 8, 2026 and is based on user searches.
Discover last-minute flight deals from Hobby to Cayman Islands. Data last updated February 8, 2026 and is based on user searches.
This Southwest deal was found by Cheapflights users on 2/5. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 2/225:00 am
HOU
- GCM
1 stop6h 55m
Southwest
Fri 2/271:50 pm
GCM
- HOU
1 stop8h 45m
Southwest
Deal found 2/5![Southwest logo]()
$627
This Southwest deal was found by Cheapflights users on 2/6. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/265:00 am
HOU
- GCM
1 stop6h 55m
Southwest
Tue 3/31:50 pm
GCM
- HOU
1 stop7h 20m
Southwest
Deal found 2/6![Southwest logo]()
$554
This Southwest deal was found by Cheapflights users on 2/6. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/289:05 pm
HOU
- GCM
2 stops14h 50m
Southwest
Sat 3/711:55 am
GCM
- HOU
1 stop9h 20m
Southwest
Deal found 2/6![Southwest logo]()
$602
This Southwest deal was found by Cheapflights users on 2/6. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/15:00 am
HOU
- GCM
1 stop6h 55m
Southwest
Mon 3/912:40 pm
GCM
- HOU
1 stop9h 00m
Southwest
Deal found 2/6![Southwest logo]()
$534
This Southwest deal was found by Cheapflights users on 2/8. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/49:05 pm
HOU
- GCM
2 stops14h 40m
Southwest
Sat 3/711:55 am
GCM
- HOU
1 stop12h 15m
Southwest
Deal found 2/8![Southwest logo]()
$539
This Southwest deal was found by Cheapflights users on 2/8. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/215:00 am
HOU
- GCM
1 stop5h 25m
Southwest
Sat 3/282:55 pm
GCM
- HOU
1 stop7h 00m
Southwest
Deal found 2/8![Southwest logo]()
$623
This Southwest deal was found by Cheapflights users on 2/8. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/256:15 am
HOU
- GCM
1 stop5h 30m
Southwest
Wed 4/112:20 pm
GCM
- HOU
1 stop8h 05m
Southwest
Deal found 2/8![Southwest logo]()
$573
One-way flights from Hobby to Cayman IslandsSearch for one-way flight options from Hobby to Cayman Islands. Find affordable one-way fares based on user searches. Data last updated February 8, 2026.
Search for one-way flight options from Hobby to Cayman Islands. Find affordable one-way fares based on user searches. Data last updated February 8, 2026.
This Southwest deal was found by Cheapflights users on 2/7. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/126:45 am
HOU
- GCM
1 stop5h 10m
Southwest
Deal found 2/7![Southwest logo]()
$127
This Southwest deal was found by Cheapflights users on 2/6. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/15:00 am
HOU
- GCM
1 stop6h 55m
Southwest
Deal found 2/6![Southwest logo]()
$178
This Southwest deal was found by Cheapflights users on 2/6. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/26:50 pm
HOU
- GCM
2 stops17h 05m
Southwest
Deal found 2/6![Southwest logo]()
$220
This Southwest deal was found by Cheapflights users on 2/6. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/289:05 pm
HOU
- GCM
2 stops14h 50m
Southwest
Deal found 2/6![Southwest logo]()
$247
This Southwest deal was found by Cheapflights users on 2/5. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/195:25 am
HOU
- GCM
1 stop6h 30m
Southwest
Deal found 2/5![Southwest logo]()
$271
This Southwest deal was found by Cheapflights users on 2/5. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/219:35 pm
HOU
- GCM
2 stops14h 20m
Southwest
Deal found 2/5![Southwest logo]()
$291
This Southwest deal was found by Cheapflights users on 2/5. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/188:45 pm
HOU
- GCM
2 stops15h 10m
Southwest
Deal found 2/5![Southwest logo]()
$311
This Southwest deal was found by Cheapflights users on 2/5. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 2/158:15 pm
HOU
- GCM
2 stops15h 40m
Southwest
Deal found 2/5![Southwest logo]()
$317
This Delta deal was found by Cheapflights users on 2/6. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/45:25 am
HOU
- GCM
1 stop6h 04m
Delta
Deal found 2/6![Delta logo]()
$363
Find flight deals from Hobby to Cayman Islands
Keep the following information in mind while searching for Hobby to Cayman Islands flight deals. Data was last updated February 8, 2026.
Round-trip from | $508 (Southwest) |
|---|---|
One-way from | $127 (Southwest) |
Popular in | March |
Cheapest in | January |
Average price | $695 |
Cheapflights Fare Finder
Customize your flight search to find flights from Hobby to Cayman 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 February 8, 2026.
Use the filters below to find and compare flights from Houston Hobby Airport to the Cayman Islands that are best for you.
Fly from
Hobby
Fly to
Cayman Islands
Route
Depart
Return
Price
HoustonGeorge Town
HOU - GCM
HOUGCM
Houston Hobby
Fri 4/3
5:00 am-11:40 am
1 stop6h 40m
George Town Owen Roberts Intl
Tue 4/7
1:05 pm-7:55 pm
1 stop6h 50m
$508
HoustonGeorge Town
HOU - GCM
HOUGCM
Houston Hobby
Thu 2/26
5:00 am-12:55 pm
1 stop6h 55m
George Town Owen Roberts Intl
Tue 3/3
1:50 pm-8:10 pm
1 stop7h 20m
$554
HoustonGeorge Town
HOU - GCM
HOUGCM
Houston Hobby
Fri 4/10
5:00 am-12:10 pm
1 stop7h 10m
George Town Owen Roberts Intl
Mon 4/13
1:05 pm-11:30 pm
1 stop10h 25m
$573
HoustonGeorge Town
HOU - GCM
HOUGCM
Houston Hobby
Wed 3/25
6:15 am-11:45 am
1 stop5h 30m
George Town Owen Roberts Intl
Wed 4/1
12:20 pm-8:25 pm
1 stop8h 05m
$573
HoustonGeorge Town
HOU - GCM
HOUGCM
Houston Hobby
Sun 3/1
8:45 pm-12:55 pm
2 stops15h 10m
George Town Owen Roberts Intl
Mon 3/9
12:40 pm-9:40 pm
1 stop9h 00m
$581
HoustonGeorge Town
HOU - GCM
HOUGCM
Houston Hobby
Sat 2/28
9:05 pm-12:55 pm
2 stops14h 50m
George Town Owen Roberts Intl
Sat 3/7
11:55 am-8:15 pm
1 stop9h 20m
$602
HoustonGeorge Town
HOU - GCM
HOUGCM
Houston Hobby
Sun 4/12
6:45 am-11:55 am
1 stop5h 10m
$127
HoustonGeorge Town
HOU - GCM
HOUGCM
Houston Hobby
Tue 3/3
8:45 pm-12:55 pm
2 stops15h 10m
$127
HoustonGeorge Town
HOU - GCM
HOUGCM
Houston Hobby
Sun 3/1
5:00 am-12:55 pm
1 stop6h 55m
$178
HoustonGeorge Town
HOU - GCM
HOUGCM
Houston Hobby
Mon 3/2
6:50 pm-12:55 pm
2 stops17h 05m
$220
Showing 1-10 of 13 results
Best time to book a flight from Hobby to Cayman Islands
Have a flexible travel schedule? Discover the best time to fly to Cayman Islands from Hobby with our price prediction graph.
HOU-GCM
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 Hobby Airport to the Cayman Islands
HOU-KY0
HOU-GCM
What is the cheapest month to book a flight from Houston Hobby Airport to Cayman Islands?
Currently, January is the cheapest month in which you can book a flight from Houston Hobby Airport to Cayman Islands (average of $277). Flying from Houston Hobby Airport to Cayman Islands in July is currently the most expensive (average of $677). 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.
Reviews of airlines servicing Cayman Islands
Get insights into the airlines that provide service to Cayman 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 Cayman Islands. Reviews last updated February 8, 2026.
Peruse reviews from past customers who have flown with Southwest, United Airlines, and American Airlines from Houston Hobby Airport to the Cayman Islands to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Overall
8.0
Crew
8.6
Food
7.0
Boarding
8.1
Entertainment
7.5
Comfort
8.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Overall
8.0
Crew
8.6
Food
7.0
Boarding
8.1
Entertainment
7.5
Comfort
8.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Overall
8.0
Crew
8.6
Food
7.0
Boarding
8.1
Entertainment
7.5
Comfort
8.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Overall
8.0
Crew
8.6
Food
7.0
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 Hobby to Cayman 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 Hobby to Cayman Islands
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Cayman Islands by adding a car rental and/or hotel reservation to your travel itinerary.
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Find flights from Hobby to Cayman Islands, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Hobby and Cayman Islands flights
Browse other Hobby and Cayman Islands flight options. Last updated on February 8, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Fly to Cayman Islands regions
Consider these flights traveling to Cayman Islands regions.
Top 3 airlines flying from Hobby to Cayman Islands
Discover the top 3 airlines that operate flights from Hobby to Cayman 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 February 8, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$338 | Average$719 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$535 | Average$690 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$650 | Average$755 | FlexibilityNo cancel fee | On-time69% |