$485 Find Cheap Flights from Houston Hobby Airport to Cayman Islands

This is the cheapest round-trip flight price found by a KAYAK user in the last 72 hours by searching for a flight from Hobby to the Cayman Islands departing on 11/4. 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

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Best Cayman Islands Flight Deals from Hobby

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
George Town
George Town1 stop$485
George Town
George Town1 stop$485

Cheap Flights from Hobby to the Cayman Islands

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

Tue, Nov 4 - Sun, Nov 9
Southwest Logo
6:40 am - 12:35 pmHOU-GCM
4h 55m1 stop
Southwest Logo
1:30 pm - 7:30 pmGCM-HOU
7h 00m1 stop
$485Southwest
Find Deal
Tue, Nov 4 - Sun, Nov 9
Southwest Logo
8:45 pm - 12:35 pmHOU-GCM
14h 50m2 stops
Southwest Logo
1:30 pm - 10:30 pmGCM-HOU
10h 00m1 stop
$489Southwest
Find Deal
Tue, Nov 4 - Sun, Nov 9
Southwest Logo
8:45 pm - 12:35 pmHOU-GCM
14h 50m2 stops
Southwest Logo
1:30 pm - 11:10 pmGCM-HOU
10h 40m2 stops
$523Southwest
Find Deal
Thu, Jul 10 - Thu, Jul 17
Southwest Logo
5:00 am - 11:50 amHOU-GCM
6h 50m1 stop
Southwest Logo
12:45 pm - 11:25 pmGCM-HOU
10h 40m1 stop
$552Southwest
Find Deal
Thu, Oct 23 - Sun, Oct 26
Delta Logo
6:00 am - 11:42 amHOU-GCM
5h 42m1 stop
Delta Logo
1:02 pm - 9:40 pmGCM-HOU
8h 38m1 stop
$695Delta
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Fri, Jul 4 - Wed, Jul 9
American Airlines Logo
4:26 pm - 9:50 amHOU-GCM
17h 24m2 stops
American Airlines Logo
3:30 pm - 11:50 pmGCM-HOU
8h 20m1 stop
$717American Airlines
Find Deal
Sun, Jul 20 - Fri, Jul 25
Delta Logo
6:00 am - 11:22 amHOU-GCM
5h 22m1 stop
Delta Logo
12:37 pm - 10:21 pmGCM-HOU
9h 44m1 stop
$720Delta
Find Deal
Sat, Jul 5 - Sat, Jul 12
American Airlines Logo
8:23 pm - 2:29 pmHOU-GCM
18h 06m1 stop
American Airlines Logo
3:30 pm - 11:50 pmGCM-HOU
8h 20m1 stop
$721American Airlines
Find Deal
Sun, Nov 23 - Mon, Dec 1
WestJet Logo
1:00 pm - 1:49 pmHOU-GCM
23h 49m2 stops
WestJet Logo
2:50 pm - 4:27 pmGCM-HOU
26h 37m2 stops
$1,585WestJet
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Sun, Aug 10 - Sat, Aug 16
WestJet Logo
6:00 am - 12:45 pmHOU-GCM
54h 45m2 stops
WestJet Logo
1:45 pm - 5:39 pmGCM-HOU
27h 54m2 stops
$2,902WestJet
Find Deal
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KAYAK's insights & trends for Hobby to the Cayman Islands flights

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

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

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 the Cayman Islands, 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 the Cayman Islands is September, when tickets cost $500 (return) on average. On the other hand, the most expensive months are March and November, when the average cost of round-trip tickets is $868 and $793 respectively.

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

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

Your flight ticket price will generally be cheaper if you fly to Cayman Islands on a Saturday and more expensive on a Monday. On your return trip to Houston Hobby Airport, you should consider flying back on a Monday, and avoid Saturdays for better deals.

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

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 the Cayman Islands, 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 the Cayman Islands, you should book around 5 weeks before departure. For the absolute cheapest price, our data suggests you should book 14 weeks before departure.


Good to know

Low seasonAugust
High seasonDecember
Cheapest flight$485
Best time to beat the crowds with an average 17% drop in price.
Most popular time to fly with an average 5% increase in price.
Flight from Houston Hobby Airport to George Town

FAQs - booking Cayman Islands flights

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

    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 Cayman Islands.

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

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

    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 Cayman Islands 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 Cayman Islands?

    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 Cayman Islands 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 the Cayman Islands?

    The cheapest time of day to fly to the Cayman Islands is generally in the morning, when round-trip flights cost $739 on average. The most expensive time of day to fly to the Cayman Islands is generally in the morning, which is peak travel time and where the average cost of a ticket is $739.

Top 3 airlines serving from Hobby to the Cayman Islands

 
Need help choosing which airline to fly with from Hobby to the Cayman Islands? 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 4287 reviews
8.2Boarding
8.0Comfort
7.1Food
7.6Entertainment
8.6Crew
Airline reviews

Southwest is typically delayed, and it gets wearisome. It is no longer a discount airline and you get way less than you pay for when it comes to comfort and Ce.

6.0 GoodDavid, Jun 2025BWI - COS
Read more Southwest reviews

Southwest is typically delayed, and it gets wearisome. It is no longer a discount airline and you get way less than you pay for when it comes to comfort and Ce.

We sat on the plane on the tarmac for 4 hours.

I'm not a fan of Southwest's model. I don't like the herding style of boarding.

Flight crew and cabin crew were great. I had to rearrange flights because my original flight was 3hrs delayed for weather, the rub is the flight I moved to boarded on time then we sat at the gate for 2 hours because scheduling stole our first officer for another flight, TWICE. Then our actual FO was an hour delayed. To make it worse my original flight went from a 3 hour delay to departing 15min EARLY. Just poor scheduling operations all around.

Bring back peanuts Take our drink orders when were all seated, especially after you switch to assigned seating.

Staff was far less than helpful at all times. Departure and arrival times mean nothing to Southwest. Extremely disappointed, will never fly with them again, and I’ll be sure to share my experience with all.

It is southwest seat was ok. Not the most comfortable seat

I’ve always loved Southwest. No issues at all. I was flying standby and the gate agent was extremely friendly and helpful. Boarding was smooth and I was able to get a window seat in the emergency exit row. Crew was fantastic! They were very professional and accommodating. We had to divert from our destination due to weather but the flight crew kept everyone at ease and informed us of all pertinent information. Excellent flight

The price of the tickets isn't matching the flight experience. No matter how long the flight is, you're only getting pretzels. The flight attendants looked unkept and over it.

Plz don't take away free bags and free seating

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.

My priority checked bag was not loaded on the flight. I had to sit in baggage claim in Las Vegas for 2 1/2 hours waiting for the next flight. All baggage staff were very helpful, tracking showed it as scanned for loading. Nobody told me why it wasn't on my flight.

All male crew was just too woke for me. I felt like a sardine. I will never take a window seat or the rearmost seat again. I booked early and did not pay for seat selection and that was a mistake. The security at IAH was atrocious. I was violated and radiated as I was in a hurry to connect to my other flight. I may have lost items under the seat in front of me that I couldn't see nor bend over to look.

It’s been awhile since I have traveled on United. I, along with my family who were on the flight noted how smoothly everything went . Boarding, flight crew and service was excellent.

In general ok, my only issue is that they had no hot items for purchase. I had very little time in my connection due to baggage/customs/TSA, thag I barely even had a chance for a stop at the washroom and buy water, to make it to my gate when they started boarding. I had nothing to eat because the trip started early, so I was ready to purchase, and they had nothing except for dry items like snacks. I had to purchase a mediocre, overpriced cheese and fruit board, instead of at least a pizza or sliders that I was planning on getting. Other than that, it was fine. But that’s typical Air Canada, to not have enough.

How badly can you screw up baggage claim? We were told to go to baggage claim too for our bags from this flight. Another flights bags were there. They finished up. More bags from a different flight arrived. Our bags did not Finally the baggage claim belt stopped working and and are flight was still listed on the arrivals for that baggage claim 2. And then nothing It turns out that they had been delivered not only the United baggage claim but far away on a Delta baggage claim No I never told us. It was only the people looking around who had been on the flight But I’m sure there was plenty of time for the employees to raffle through the bags and steal whatever they wanted

Long wait before take off without an update for 20 minutes. Flight was good otherwise.

Flight delayed over 2 hours . I was flying bussiness never got food cause they ran out of what i wanted

So awful Unreliable Unfriendly Bad Mad Mean Smelly Hot Late Overbooked Understaffed Expensive Cramped Narcs If they were a fruit they’d be rotten durian

At the beginning of the flight there was some turbulence and the announcement was made that there would be no beverage service. The turbulence only last about 5 minutes then it was smooth sailing. I noticed that first class got their service, but the rest of us did not.

Update departure times in a more timely manner. We are not boarding on time if the plane isn’t arriving until after our scheduled departure time.

Update.us on flight information in a more timely manner. Don’t say we are boarding on time ten minutes before the boarding time when the aircraft isn’t arriving for another forty minutes.

Took off on time and successfully avoided weather that looked to be a problem along the way

I liked everything. Except that my neck was hurting on the seat. I couldn't sleep.

We were delayed Al ost / hours after boarding so that maintenance had to add oil to the engines. Then the oil they grabbed had been left out in the Dallas record cold and was frozen. They had to go back to the hanger and grab some that was not frozen.

They changed my seat from one that I had paid for as an upgrade to a regular seat at the last minute.

Flight was empty so had a whole row to myself. Still had to wait to get the bag due to the negligence at Palm Springs departure.

Everything was on time, we arrived early, everything worked well.

Everything you need to know for your flight from Hobby to the Cayman Islands

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