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Cayman Islands

$251+ 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 11/6. Fares are subject to change and may not be available on all flights or dates of travel.
HOU — GCM
Oct 11 — Oct 181
Sat 10/11
Sat 10/18
1 adult, Economy
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Cheap 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 September 11, 2025.

Round-trip from

$626
(Southwest)

One-way from

$251
(Southwest)

Popular in

November

Cheapest in

October

Average price

$672
From Houston Hobby to Cayman Islands
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One-way flight from Houston Hobby to Cayman Islands
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Highest demand for flights based on searches. 7% potential increase in price ($59 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($29 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Find 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 September 11, 2025.

This Southwest deal was found by Cheapflights users on 9/9. 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 12/118:45 pmHOU - GCM
2 stops14h 50mSouthwest
Sun 12/141:30 pmGCM - HOU
2 stops10h 40mSouthwest
Deal found 9/9$606
This American Airlines deal was found by Cheapflights users on 9/10. 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.
Sat 10/256:00 amHOU - GCM
1 stop8h 00mAmerican Airlines
Sat 11/13:25 pmGCM - HOU
1 stop6h 49mAmerican Airlines
Deal found 9/10$666
This American Airlines deal was found by Cheapflights users on 9/11. 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.
Wed 10/296:39 pmHOU - GCM
2 stops16h 31mAmerican Airlines
Tue 11/48:45 amGCM - HOU
2 stops10h 09mAmerican Airlines
Deal found 9/11$669
This American Airlines deal was found by Cheapflights users on 9/9. 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.
Thu 10/166:00 amHOU - GCM
2 stops13h 20mAmerican Airlines
Fri 10/248:25 amGCM - HOU
2 stops9h 42mAmerican Airlines
Deal found 9/9$671
This American Airlines deal was found by Cheapflights users on 9/10. 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.
Sun 10/266:00 amHOU - GCM
2 stops13h 20mAmerican Airlines
Sun 11/23:36 pmGCM - HOU
2 stops9h 21mAmerican Airlines
Deal found 9/10$674
This American Airlines deal was found by Cheapflights users on 9/9. 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.
Fri 10/246:39 pmHOU - GCM
1 stop19h 21mAmerican Airlines
Fri 10/318:25 amGCM - HOU
2 stops11h 10mAmerican Airlines
Deal found 9/9$677
This Delta deal was found by Cheapflights users on 9/9. 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.
Sat 10/186:00 amHOU - GCM
1 stop5h 35mDelta
Thu 10/2312:55 pmGCM - HOU
1 stop10h 05mDelta
Deal found 9/9$690
This Southwest deal was found by Cheapflights users on 9/8. 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 11/196:40 amHOU - GCM
1 stop4h 55mSouthwest
Mon 12/11:30 pmGCM - HOU
2 stops12h 00mSouthwest
Deal found 9/8$736
This American Airlines deal was found by Cheapflights users on 9/9. 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.
Fri 10/36:44 pmHOU - GCM
2 stops16h 41mAmerican Airlines
Mon 10/612:10 pmGCM - HOU
2 stops9h 52mAmerican Airlines
Deal found 9/9$754

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 September 11, 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

Wed 10/29

4:41 pm-11:10 am

2 stops18h 29m

George Town Owen Roberts Intl

Tue 11/4

8:45 am-5:54 pm

2 stops10h 09m

$669

HoustonGeorge Town

HOU - GCM

HOUGCM

Houston Hobby

Sat 10/18

6:00 am-2:00 pm

1 stop8h 00m

George Town Owen Roberts Intl

Thu 10/23

12:25 pm-10:02 pm

2 stops9h 37m

$669

HoustonGeorge Town

HOU - GCM

HOUGCM

Houston Hobby

Sat 10/11

8:58 am-7:20 pm

2 stops10h 22m

George Town Owen Roberts Intl

Wed 10/15

12:10 pm-10:14 pm

2 stops10h 04m

$669

HoustonGeorge Town

HOU - GCM

HOUGCM

Houston Hobby

Sat 10/25

10:12 am-7:20 pm

2 stops9h 08m

George Town Owen Roberts Intl

Sat 11/1

3:25 pm-10:14 pm

1 stop6h 49m

$671

HoustonGeorge Town

HOU - GCM

HOUGCM

Houston Hobby

Sun 10/26

6:00 am-7:20 pm

2 stops13h 20m

George Town Owen Roberts Intl

Sun 11/2

3:36 pm-11:57 pm

2 stops9h 21m

$674

HoustonGeorge Town

HOU - GCM

HOUGCM

Houston Hobby

Fri 10/24

6:39 pm-2:00 pm

1 stop19h 21m

George Town Owen Roberts Intl

Fri 10/31

8:25 am-7:35 pm

2 stops11h 10m

$677

HoustonGeorge Town

HOU - GCM

HOUGCM

Houston Hobby

Sun 10/26

6:00 am-11:35 am

1 stop5h 35m

George Town Owen Roberts Intl

Sun 11/2

2:00 pm-11:00 pm

1 stop10h 00m

$690

HoustonGeorge Town

HOU - GCM

HOUGCM

Houston Hobby

Sat 10/18

6:00 am-11:35 am

1 stop5h 35m

George Town Owen Roberts Intl

Thu 10/23

12:55 pm-11:00 pm

1 stop10h 05m

$690

HoustonGeorge Town

HOU - GCM

HOUGCM

Houston Hobby

Wed 11/19

6:40 am-12:35 pm

1 stop4h 55m

George Town Owen Roberts Intl

Mon 12/1

1:30 pm-12:30 am

2 stops12h 00m

$736

HoustonGeorge Town

HOU - GCM

HOUGCM

Houston Hobby

Sun 11/30

5:05 am-12:35 pm

1 stop6h 30m

George Town Owen Roberts Intl

Mon 12/1

1:30 pm-12:30 am

2 stops12h 00m

$736

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/10

Showing 1-10 of 21 results
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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, January is the cheapest month in which you can book a flight from Houston Hobby Airport to Cayman Islands (average of $467). Flying from Houston Hobby Airport to Cayman Islands in March is currently the most expensive (average of $594). 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 September 11, 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
4,248 reviews

Food

7.0

Boarding

8.1

Overall

8.0

Entertainment

7.5

Crew

8.6

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Southwest
8.0
Very good
4,248 reviews
Southwest
8.0
Very good
4,248 reviews

Food

7.0

Boarding

8.1

Overall

8.0

Entertainment

7.5

Crew

8.6

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
United Airlines
7.4
Good
8,937 reviews
Southwest
8.0
Very good
4,248 reviews

Food

7.0

Boarding

8.1

Overall

8.0

Entertainment

7.5

Crew

8.6

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,248 reviews

Food

7.0

Boarding

8.1

Overall

8.0

Entertainment

7.5

Crew

8.6

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

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 American Airlines fly from Houston Hobby Airport to Cayman Islands in about 18h 29m. The time it takes to get you to your destination can typically vary by up to . Airlines will cover a distance of 1128 mi.

  • What are the cheapest airlines to fly from Houston Hobby Airport to Cayman Islands one-way?

    $251 is the cheapest one-way deal found within the past few days, from Southwest. You may also be able to find cheap deals on American Airlines and Delta, with prices starting from $317 and $318, respectively.

  • 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, January is the cheapest month in which you can book a flight from Houston Hobby Airport to Cayman Islands (average of $467). Flying from Houston Hobby Airport to Cayman Islands in March is currently the most expensive (average of $594). 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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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 September 11, 2025.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$571Average$695FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$639Average$727FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$655Average$758FlexibilityNo cancel feeOn-time69%

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