$177 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 11/15. 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, 0 bags

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
Travelers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

Save 21% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Bundle and saveSave money when you bundle your flight + hotel.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Flight Deals
Booking Insights
Flight Deals

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

Tue, Jul 7 - Fri, Jul 10
Southwest Logo
8:10 pm - 11:55 am
HOU
-
GCM
15h 45m
2 stops
Southwest Logo
12:50 pm - 11:50 pm
GCM
-
HOU
11h 00m
1 stop
$540Southwest
Thu, Jul 16 - Thu, Jul 23
Southwest Logo
8:35 pm - 11:55 am
HOU
-
GCM
15h 20m
2 stops
Southwest Logo
12:50 pm - 11:15 pm
GCM
-
HOU
10h 25m
2 stops
$562Southwest
Fri, Jul 3 - Mon, Jul 6
Southwest Logo
7:00 pm - 10:30 am
HOU
-
GCM
15h 30m
2 stops
Southwest Logo
12:50 pm - 11:50 pm
GCM
-
HOU
11h 00m
1 stop
$574Southwest
Fri, Nov 13 - Sun, Nov 15
Southwest Logo
5:20 am - 12:35 pm
HOU
-
GCM
6h 15m
1 stop
Southwest Logo
1:30 pm - 8:05 pm
GCM
-
HOU
7h 35m
1 stop
$581Southwest
Tue, Jul 7 - Fri, Jul 10
Southwest Logo
5:00 am - 11:55 am
HOU
-
GCM
6h 55m
1 stop
Southwest Logo
12:50 pm - 11:50 pm
GCM
-
HOU
11h 00m
1 stop
$591Southwest
Fri, Jul 17 - Mon, Jul 20
Southwest Logo
5:05 am - 11:55 am
HOU
-
GCM
6h 50m
1 stop
Southwest Logo
12:50 pm - 9:05 pm
GCM
-
HOU
8h 15m
1 stop
$607Southwest
Fri, Jul 17 - Mon, Jul 20
Southwest Logo
8:35 pm - 12:10 pm
HOU
-
GCM
15h 35m
2 stops
Southwest Logo
12:50 pm - 9:05 pm
GCM
-
HOU
8h 15m
1 stop
$612Southwest
Fri, Jul 17 - Mon, Jul 20
Southwest Logo
8:35 pm - 10:30 am
HOU
-
GCM
13h 55m
1 stop
Southwest Logo
12:50 pm - 9:05 pm
GCM
-
HOU
8h 15m
1 stop
$617Southwest
Thu, Jul 2 - Wed, Jul 8
Southwest Logo
8:35 pm - 11:55 am
HOU
-
GCM
15h 20m
2 stops
Southwest Logo
12:50 pm - 7:10 pm
GCM
-
HOU
6h 20m
1 stop
$624Southwest
Thu, Jul 16 - Tue, Jul 21
Southwest Logo
8:35 pm - 11:55 am
HOU
-
GCM
15h 20m
2 stops
Southwest Logo
12:50 pm - 8:30 pm
GCM
-
HOU
7h 40m
1 stop
$626Southwest
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.

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

The average price for all round-trip flights from Houston Hobby Airport to Grand Cayman depending on the time of departure, clicked by users on KAYAK in the last 2 weeks.

The cheapest time of day to fly to Grand Cayman is generally in the morning, when round-trip flights cost $805 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 $805.

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 $452, 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 March, when tickets cost $240 (return) on average. On the other hand, the most expensive months are February and August, when the average cost of round-trip tickets is $654 and $644 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 Tuesdays 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 Wednesdays.

Good to know

Low seasonSeptember
Cheapest flight$177
Best time to beat the crowds with an average 19% 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.

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.
7.9
SouthwestOverall score based on 4242 reviews
7.5Entertainment
8.0Comfort
8.6Crew
7.0Food
8.1Boarding
Airline reviews

The flight was late. The crew was rude. There was no food. Cramped and uncomfortable. Nothing about this flight was good.

2.0 MediocreIrene, Jun 2026
DEN - SFO
Read more Southwest reviews

The flight was late. The crew was rude. There was no food. Cramped and uncomfortable. Nothing about this flight was good.

Crew was rude, flight was late, wifi didn't work, no food, basically nothing about this flight was good.

It was just okay, no frills, basic transportation with no luxury. No screens on the seats, no water or drinks on a short flight. Full flight but at least it was on time.

Flight was constantly delayed with significant changes in time, it was supposed to get to Colorado Springs at 8:30 PM but it got there after midnight.

Over a 3 hour flight. The turbulence was almost imperceptible except for 2 short periods which were not bad and over quickly. The attendants claimed "Safety first" and sat looking at their phones for 3 hours with no drink or snack service. This isn't the first time with Southwest. I thinkit may be there new plan of operation. Oh, and it was June 18, Southwest's Birthday which offered free drinks. NOT.

Flight was delayed, full flight and I had to change gates. Southwest flights are always late later in the day.

Flight was delayed over 3 hours. Planes were dirty. Staff indifferent. And they serve vegan pretzels as snacks.

It was great. The gate staff were very helpful in Portland when my son forgot his rolling bag and had to go back to get it just in time to make it on the plane. We really appreciate that. Great job!

Airline is not very senior friendly. Flights are late, forcing us to run to the connecting flight. Food is awful. Wish they would go back to pretzels and peanuts. During flight, pressurization isn’t quite right and all of our ears get plugged. Everything is nickel and dime, charging for boarding, seat selection and legroom. While a screen at the desk in the gate area says check your roll on bag now for free due to space limitation, the employee at the desk will not check the bag without a $100 fee. Insane.

Kayak could’ve posted the correct gate number. Almost missed my flight.

For the expense of first class, the seats could have been nicer and higher tier snacks would have been nice.

They delayed the flight 3 hours because it wasn't full they moved us to 5 different gates probably the worst airline ever not even spirit is this bad.

Packed flight, which makes it tough on crew and boarding staff (and the customers of course). But this was great boarding, clear instructions, etc. Traveling on the weekends are always fraught with danger as you have families and less frequent flyers thus more confusion. But this flight went as planned.

Boarded early, left early, arrived 40 mins early! A win win for me!

I felt scammed. The priced advertised was different than what I paid. I paid the whole some online. I then got a call 20 minutes later saying I need to paid 70 more person. She said the price online is not the guaranteed price.

We had a delay, but thankfully I made it to my connection. Overall it went smooth

Left an hour and a half after the listed time. Up side was it had TV screens on the seat.

It's a long flight and I would have liked better snacks between lunch and the arrival meal. It's fine to have fruit and nuts but I really don't like ramen because it's salty junk soup. I'd suggest sandwiches. They're not expensive nor are they hard to store for a long flight. The FA's had a couple of big services and they were super busy preparing, executing and then cleaning up. Then they disappeared.

Great flight. Got to watch a movie. Smooth flight and early arrival at ORD.

I've been flying American mostly, and it's been very frustrating. This united flight makes me realize maybe the issue isn't flying, but the airline. United was a significantly better experience. The plane was more comfortable, with a normal amount of leg room (vs the ridiculous reductions AA has made), more comfortable seats, screens to watch movies. It was a much better experience!

This flight moved Gates several times in a short time period, from B to C, which required a substantial walk or rail ride. Then the flight was delayed more than 2 hours and the food was subpar compared to other flights.

Flight cancelled. Twice. And no communication. No gate agent. Went past boarding time and had to go and see email from AA. Airport communication was bad

I love the e fact that the staff communicated swiftly when my flight was delayed and gate number changed

Delayed and horrible communication and sat on flight for an hour before taking off

Plane temperature was so hot that everyone on the plane was sweating. Departure gates changed 3 times in the hour before the flight. Internet service was so poor in the terminal that updates weren't always being received.

Delayed flight due to maintenance and I have had multiple delayed flights due to maintenance in the last month plus

technology worked well and everything ran smoothly. The seats are quite cramped so please don't try to re-engineer the cabin to squeeze more bodies on board.

Delayed flight more than I hour. When boarding we spent some additional time on the plane before takeoff ....

Flight was delayed due to connecting passengers. Lack of snack options bad. Sitting in Aisle, last cart run pulled the cart directly into my knee. Rude awakening.

Flight was delayed by 6 hours... the level of incompetence was truly astounding. I won't be flying American Airlines again. I don't care if AA is direct and there is a layover with another airline, I'll take the layover.

Everything you need to know for your flight to Grand Cayman

Information on your arrival and departure airports