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Cayman Islands

$241+ 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 2/28. Fares are subject to change and may not be available on all flights or dates of travel.
HOU — GCM
Jan 23 — Jan 301
Fri 1/23
Fri 1/30
1 adult, Economy
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Cheap flight deals from Hobby to Cayman Islands

Cheapest flights from Hobby to Cayman Islands
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 December 24, 2025.

This Southwest deal was found by Cheapflights users on 12/23. 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.
Tue 12/305:05 amHOU - GCM
1 stop6h 30mSouthwest
Tue 1/61:50 pmGCM - HOU
1 stop7h 20mSouthwest
Deal found 12/23$716
This Southwest deal was found by Cheapflights users on 12/22. 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 12/256:40 amHOU - GCM
1 stop4h 55mSouthwest
Mon 12/291:30 pmGCM - HOU
1 stop9h 10mSouthwest
Deal found 12/22$786
This Southwest deal was found by Cheapflights users on 12/22. 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 12/275:40 amHOU - GCM
1 stop8h 30mSouthwest
Tue 12/301:30 pmGCM - HOU
1 stop7h 25mSouthwest
Deal found 12/22$866
This Delta deal was found by Cheapflights users on 12/22. 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.
Mon 12/296:00 amHOU - GCM
1 stop7h 27mDelta
Mon 1/53:45 pmGCM - HOU
1 stop7h 48mDelta
Deal found 12/22$950
This Southwest deal was found by Cheapflights users on 12/22. 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 12/295:05 amHOU - GCM
1 stop6h 30mSouthwest
Thu 1/11:30 pmGCM - HOU
1 stop8h 40mSouthwest
Deal found 12/22$956
This American Airlines deal was found by Cheapflights users on 12/22. 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 12/305:40 amHOU - GCM
1 stop8h 45mAmerican Airlines
Sun 1/44:30 pmGCM - HOU
1 stop17h 02mAmerican Airlines
Deal found 12/22$1,035

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 December 24, 2025.

Round-trip from

$587
(Southwest)

One-way from

$241
(Southwest)

Popular in

March

Cheapest in

November

Average price

$765
From Houston Hobby to Cayman Islands
Search Deals
One-way flight from Houston Hobby to Cayman Islands
Search Deals
Highest demand for flights based on searches. 5% potential increase in price ($40 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($10 potential savings vs. average RT price).
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Average for round-trip flights in December 2025
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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 December 24, 2025.
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 2/6

9:05 pm-12:30 pm

2 stops14h 25m

George Town Owen Roberts Intl

Tue 2/10

1:50 pm-10:40 pm

2 stops9h 50m

$587

HoustonGeorge Town

HOU - GCM

HOUGCM

Houston Hobby

Sat 2/21

5:00 am-12:30 pm

1 stop6h 30m

George Town Owen Roberts Intl

Tue 2/24

1:50 pm-8:10 pm

1 stop7h 20m

$622

HoustonGeorge Town

HOU - GCM

HOUGCM

Houston Hobby

Sat 1/10

5:15 am-12:30 pm

1 stop6h 15m

George Town Owen Roberts Intl

Sat 1/17

1:25 pm-9:05 pm

1 stop8h 40m

$626

HoustonGeorge Town

HOU - GCM

HOUGCM

Houston Hobby

Thu 1/15

9:05 pm-12:55 pm

2 stops14h 50m

George Town Owen Roberts Intl

Mon 1/19

1:50 pm-12:05 am

2 stops11h 15m

$627

HoustonGeorge Town

HOU - GCM

HOUGCM

Houston Hobby

Wed 2/18

5:25 am-12:29 pm

1 stop6h 04m

George Town Owen Roberts Intl

Wed 2/25

1:54 pm-10:28 pm

1 stop9h 34m

$665

HoustonGeorge Town

HOU - GCM

HOUGCM

Houston Hobby

Thu 2/5

9:04 am-8:20 pm

2 stops10h 16m

George Town Owen Roberts Intl

Thu 2/12

4:25 pm-11:57 pm

1 stop8h 32m

$670

HoustonGeorge Town

HOU - GCM

HOUGCM

Houston Hobby

Mon 5/18

8:27 pm-12:45 pm

2 stops16h 18m

George Town Owen Roberts Intl

Sun 5/24

3:40 pm-8:18 am

1 stop16h 38m

$675

HoustonGeorge Town

HOU - GCM

HOUGCM

Houston Hobby

Thu 3/5

5:25 am-12:29 pm

1 stop6h 04m

George Town Owen Roberts Intl

Tue 3/10

1:12 pm-10:42 pm

1 stop9h 30m

$690

HoustonGeorge Town

HOU - GCM

HOUGCM

Houston Hobby

Sat 2/28

6:15 pm-12:55 pm

2 stops17h 40m

$241

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/22

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.
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

What is the cheapest month to book a flight from Houston Hobby Airport to Cayman Islands?

Currently, October is the cheapest month in which you can book a flight from Houston Hobby Airport to Cayman Islands (average of $338). Flying from Houston Hobby Airport to Cayman Islands in March is currently the most expensive (average of $691). 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 December 24, 2025.
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.
Southwest
8.0
Very good
4,254 reviews

Crew

8.6

Entertainment

7.5

Overall

8.0

Comfort

8.0

Food

7.0

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
Southwest
8.0
Very good
4,254 reviews
Southwest
8.0
Very good
4,254 reviews

Crew

8.6

Entertainment

7.5

Overall

8.0

Comfort

8.0

Food

7.0

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
United Airlines
7.4
Good
9,110 reviews
Southwest
8.0
Very good
4,254 reviews

Crew

8.6

Entertainment

7.5

Overall

8.0

Comfort

8.0

Food

7.0

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
American Airlines
7.2
Good
11,054 reviews
Southwest
8.0
Very good
4,254 reviews

Crew

8.6

Entertainment

7.5

Overall

8.0

Comfort

8.0

Food

7.0

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

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.

  • How long is the flight from Houston Hobby Airport to Cayman Islands?

    Airlines like Southwest fly from Houston Hobby Airport to Cayman Islands in about 14h 25m. The time it takes to get you to your destination can typically vary by up to . Airlines will cover a distance of 1128 mi.

  • Can I find deals for flights from Hobby to Cayman Islands that include hotel bookings?

    Yes. In addition to deals on Hobby to Cayman Islands flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Hobby to Cayman Islands?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Hobby to Cayman Islands.

  • Can I find deals for business class flights from Hobby to Cayman Islands?

    Yes. Cheapflights offers flight deals from Hobby to Cayman Islands by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Houston Hobby Airport to Cayman Islands?

    Currently, October is the cheapest month in which you can book a flight from Houston Hobby Airport to Cayman Islands (average of $338). Flying from Houston Hobby Airport to Cayman Islands in March is currently the most expensive (average of $691). 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.

See more FAQs

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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.
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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 December 24, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$338Average$739FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$535Average$621FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$650Average$755FlexibilityNo cancel feeOn-time69%

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