$308 Find Cheap Flights from Houston Hobby Airport to Grand Cayman

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Hobby to Grand Cayman departing on 10/7. 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

KAYAK searches hundreds of travel sites at once for deals on flights to Grand Cayman

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Houston to Grand Cayman, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Houston to Grand Cayman, as well as popular online travel agencies
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Flight Deals

Cheap Flights from Hobby to Grand Cayman

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
George Town
George Town1 stop$602
George Town
George Town1 stop$602

Book Cheap Hobby to Grand Cayman Plane Tickets

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Hobby to Grand Cayman 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 Hobby to Grand Cayman

Thu, Jan 1 - Sat, Jan 10
Southwest Logo
6:40 am - 12:35 pmHOU-GCM
4h 55m1 stop
Southwest Logo
1:25 pm - 9:05 pmGCM-HOU
8h 40m1 stop
$602Southwest
Find Deal
Thu, Jan 1 - Sat, Jan 10
Southwest Logo
7:45 pm - 12:35 pmHOU-GCM
15h 50m2 stops
Southwest Logo
1:25 pm - 9:05 pmGCM-HOU
8h 40m1 stop
$630Southwest
Find Deal
Sat, Oct 18 - Thu, Oct 23
American Airlines Logo
8:58 am - 7:20 pmHOU-GCM
10h 22m2 stops
American Airlines Logo
12:10 pm - 10:02 pmGCM-HOU
9h 52m2 stops
$649American Airlines
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Thu, Oct 2 - Sun, Oct 5
American Airlines Logo
4:29 pm - 11:25 amHOU-GCM
18h 56m2 stops
American Airlines Logo
12:10 pm - 11:48 pmGCM-HOU
11h 38m2 stops
$654American Airlines
Find Deal
Fri, Sep 12 - Fri, Sep 19
Delta Logo
6:00 am - 11:36 amHOU-GCM
5h 36m1 stop
Delta Logo
12:52 pm - 10:37 pmGCM-HOU
9h 45m1 stop
$670Delta
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Wed, Sep 10 - Mon, Sep 15
American Airlines Logo
6:44 pm - 11:22 amHOU-GCM
16h 38m2 stops
American Airlines Logo
12:10 pm - 8:34 amGCM-HOU
20h 24m2 stops
$692American Airlines
Find Deal
Thu, Jan 1 - Sat, Jan 10
Southwest Logo
7:45 pm - 12:35 pmHOU-GCM
15h 50m2 stops
Southwest Logo
1:25 pm - 9:15 pmGCM-HOU
8h 50m2 stops
$720Southwest
Find Deal
Thu, Sep 25 - Mon, Sep 29
Delta Logo
6:00 am - 11:36 amHOU-GCM
5h 36m1 stop
Delta Logo
12:52 pm - 10:37 pmGCM-HOU
9h 45m1 stop
$733Delta
Find Deal
Sat, Oct 18 - Thu, Oct 23
Delta Logo
6:00 am - 11:35 amHOU-GCM
5h 35m1 stop
Delta Logo
12:55 pm - 11:00 pmGCM-HOU
10h 05m1 stop
$858Delta
Find Deal
Mon, Dec 29 - Sat, Jan 3
Southwest Logo
5:05 am - 12:35 pmHOU-GCM
6h 30m1 stop
Southwest Logo
2:20 pm - 7:35 pmGCM-HOU
6h 15m1 stop
$1,396Southwest
Find Deal
Booking Insights

KAYAK's insights & trends for Hobby to Grand Cayman flights

Get data-powered insights and trends into flights from Hobby to Grand Cayman to help you find the cheapest flights, the best time to fly and much more.

Can I save money by flying with a layover from Houston Hobby Airport to Grand Cayman?

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 $343, prices are generally cheapest when you fly direct.

What is the cheapest month to fly from Houston Hobby Airport to Grand Cayman?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Houston Hobby Airport to Grand Cayman, 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 Hobby Airport to Grand Cayman is October, when tickets cost $608 (return) on average. On the other hand, the most expensive months are November and March, when the average cost of round-trip tickets is $1,044 and $868 respectively.

What’s the cheapest day of the week to fly from Houston Hobby Airport to Grand Cayman?

The average price of all round-trip flights from Houston Hobby Airport to Grand Cayman clicked on KAYAK for each day over the last 12 months.

When flying from Houston Hobby Airport to Grand Cayman, you should consider leaving on a Wednesday and avoid Sundays if you are looking for the best rates. For your return to Houston Hobby Airport, you’ll find the best rates on Mondays and the most expensive ones on Saturdays.

How far in advance should I book a flight from Houston Hobby Airport to Grand Cayman?

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Houston Hobby Airport to Grand Cayman, 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 Hobby Airport to Grand Cayman, you should book around 3 weeks before departure, which saves you about 35% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 14 weeks before departure.

Good to know

Low seasonSeptember
Cheapest flight$308
Best time to beat the crowds with an average 1% drop in price.
Most popular time to fly and prices are also 1% lower on average.
Flight from Houston Hobby Airport to George Town

FAQs - booking Grand Cayman flights

  • How does KAYAK find such low prices on flights from Houston Hobby Airport to Grand Cayman?

    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 Hobby Airport to Grand Cayman.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Houston Hobby Airport to Grand Cayman?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Houston Hobby Airport to Grand Cayman 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 Hobby Airport to Grand Cayman?

    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 Hobby Airport to Grand Cayman 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 Hobby Airport to Grand Cayman?

    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 Hobby Airport to Grand Cayman up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

  • What is the cheapest time of day to fly to Grand Cayman?

    The cheapest time of day to fly to Grand Cayman is generally in the morning, when round-trip flights cost $759 on average. The most expensive time of day to fly to Grand Cayman is generally in the morning, which is peak travel time and where the average cost of a ticket is $759.

Reviews of the top 3 airlines serving from Hobby to Grand Cayman

 
See real verified KAYAK customer reviews for airlines flying from Houston to Grand Cayman. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Hobby to Grand Cayman? 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.
8.0
SouthwestOverall score based on 4246 reviews
7.5Entertainment
8.0Comfort
8.1Boarding
7.0Food
8.6Crew
Airline reviews

Near 4 hour flight with only 1 service. Had to use call button to request water. Internet and power not working until into flight. Internet would stop working during flight.

6.0 GoodDavid, Aug 2025MCO - DEN
Read more Southwest reviews

Near 4 hour flight with only 1 service. Had to use call button to request water. Internet and power not working until into flight. Internet would stop working during flight.

Southwest's seats are the least comfortable I have ever sat in.

The cabin was quiet for the redeye flight. The area was clean. The staff was great. The 787 Max was in good condition. Drawbacks were that the seat widths were tight for some passengers. The seat padding was at best average and for a long flight uncomfortable.

Southwest like most American domestic airlines, is a mediocre airline. But it is among the cheapest. Oh well.

My flight was delayed 50 minutes and we were rushed to board to then sit for 15 minutes until the pilot arrived. Unacceptable since we could have waited to board. Also the delayed flight was updated AFTER we boarded to more than the 10 minutes as originally stated.

Other than a bit of a delay, everything was good. Again, the boarding process and picking seats is the only thing I don't enjoy.

If we are going to have to pay for luggage, make it easier to do. Put something on the app during check-in so I don't need to do it at the kiosk. I've done it twice recently and I ended up having to pay at the desk because something went wrong at the kiosk in Tampa.

Better and more food and drinks. Put msnbc and free speech tv on the news channel selection list.

southwest just starting charging for luggage. hadnt realized it until it was too late. now out $70 when i couldve bought a carry on if i wouldve known. free bags was one of the only reasons i chose southwest over another airline (the other being no assigned seats, which is apparently also being changed). stupid business decision. wont be flying southwest anymore.

The quality of Southwest Airlines continues to degrade each time I fly with them. If it were not for the free luggage, I would probably choose another airline. Their prices are a little bit competitive, but way too high for the quality of the service. Southwest is not unique in this way. Domestic flight in the United States of America has continued to be a lower and lower quality product. Very sad when you compare the quality of domestic airlines to that of many international airlines around the world.

Plane was crowded and even when we hit altitude, the plane was hot, not enough air flow.

Flight was delayed and missed my connection Lufthansa didn’t respond.

the delay for 3 hours was understandable due to weather conditions but the flight should’ve provided some on flight compensations or at least provide more food.

United could have one single once of customer service. No human United employee would help me with the invalid mileage plus number, they said I had to speak with the computer.

Overall it was good. I missed my connection but I was put on another flight.

Although the flight was delayed the crew and the flight itself were very good. Couldn't fault anything and after the disappointment of being abandoned in the US by BA it was a welcome relief to travel with United

Boarding experience was smooth. Flight attendants were friendly and helpful. Entertainment system on the Houston-Edmonton flight did not function for passengers on the left side of the aisle. On the bird's eye flight from Quito to Houston, they should not serve a meal. No one needs to eat after midnight and it is disturbing for those passengers trying to sleep.

Smooth flight. Boarding was chaotic. Could not hear the gate agent over the intercom. People were lined up in the wrong lines. Groups one and two were told to board through line one and group 3 through line 2. All very confusing. Once in the air, the flight was smooth. There was no entertainment option on this aircraft, even though it was a larger aircraft.

My suitcase was completed destroyed. The top part is broken and unusable now.

We boarded but then sat there waiting on some missed connection people to get on so we sat for about 15 minutes for that. Then we sat again because the passenger manifest was wrong and they had to figure it out before we could leave. That took about another 20 minutes or so. The crew was working hard to figure it out so it’s not their fault. It ended up being a system glitch where someone was upgraded to first class while another person was also in the same seat and it just created a mess that took a little while to figure out. They literally went to every person on the plane asking their names to see who was sitting in the wrong seat. I also hate the entertainment that must be watched on your phone or tablet. Just give us setback screens. It’s so much better. Almost every Delta flight has this now and it is so nice to have them. The crew did a great job. I have no complaints from them. They were very hard working, even with the mishap and a disgruntled passenger.

No issues. They did change our gate FOUR times in about 30 minutes which was mildly annoying but the flight was fine.

Great flight. No issues at all. I still think boarding could be more efficient but otherwise, a good experience.

Crew should be nicer and emphatic with customers. Same cookies as the past 20 years. Seat are ok and the plane was clean though it was delayed.

Very poor delay in dfw was really bad n long

Because of rescheduling, they had to put me on a flight that didn't go through Dallas

The flight got delayed 2.5 hrs due to a maintenance issue that cause a domino effect. American should have spare planes for when something like this happens.

Flight was delayed again and again ultimately almost three hours getting us to our location at close to midnight by the time we got in and out of airport to destination. I had taken time off work to enjoy an evening at destination and that was now wasted

The flight delay in Dallas created a domino effect that impacted all of the connecting flights. It also increased the number of connections. I missed my flight from Casablanca to Marrakech because of the tight turnaround when landing in Casablanca. . CMN airport was understaffed. Only one person could help while other employees were just watching him. It was an extremely frustrating situation. People were crying and slamming their palms on the counter when speaking to the customer service provider, Allabough (man’s name?). Allabough couldn’t change my flight in the system. simultaneously, I was on the call with America. Airlines customer service rep named Solomon that said he couldn’t change it either. So, I took a ONYA voyages train to from Casablanca to Marrakech to get there on Friday June 26. This was unpredictable trip.

Terrible. Cancelled my original flight. It made getting a boarding pass difficult. The AA employee (in a loud voice, so everyone around could hear) griped at me for not getting a boarding pass 24 hours before. I asked how I was supposed to do that when I had no idea what flight I was going to be on. She said (loudly), “Talk to AA customer service, not me!” I could certainly tell serving customers was not important to her. Our new flight was set to a completely different city. We had to change our rental car, and the price went way up. It took 2-1/2 hours to get checked in. By then our new flight had left. We ended up on stand by and had to split up the family to get to our destination. It cost us the whole first day of the trip. AA needs to employ people who actually care about doing a good job. I suppose those people are getting harder to find, but atleast try.

Loved the staff, boarding and drink options! Wish the comfort of the seat could have been better nevertheless

Everything you need to know for your flight to Grand Cayman

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