C$ 156 Find Cheap Flights to the Cayman Islands – Compare and Save

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Best Cayman Islands Flight Deals

Cheapest round-trip prices found by our users on KAYAK in the last 5 days
George Town
George TowndirectC$ 348
Cayman Brac
Cayman Brac2 stopsC$ 871
George Town
George TowndirectC$ 348
Cayman Brac
Cayman Brac2 stopsC$ 871
Booking Insights

KAYAK's insights & trends for flights to the Cayman Islands

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

What is the cheapest flight to the Cayman Islands?

The cheapest ticket to the Cayman Islands from Canada found in the last 5 days was to George Town, at C$ 443 round-trip. The most popular route is Ottawa (YOW) to George Town (GCM), and the cheapest round-trip airline ticket found on this route in the last 5 days was C$ 443.

How much is a flight to the Cayman Islands?

A flight to the Cayman Islands costs C$ 567 on average. The cheapest price found on KAYAK in the last 2 weeks was C$ 359 for the route Toronto Pearson Intl Airport (YYZ) to George Town (GCM). The most popular routes on KAYAK are Toronto to George Town which costs C$ 676 on average, and Ottawa to George Town, which costs C$ 607 on average.

See prices from:

What is the cheapest month to fly from Canada to the Cayman Islands?

The cheapest month for flights from Canada to the Cayman Islands is April, when tickets cost C$ 227 (return) on average. On the other hand, the most expensive months are October and August, when the average cost of round-trip tickets is C$ 453 and C$ 446 respectively.

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 afternoon, when round-trip flights cost C$ 512 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 C$ 537.

How far in advance should I book a flight from Canada to the Cayman Islands?

To get a below-average price on a flight from Canada to the Cayman Islands, you should book around 2 weeks before departure, which saves you about 36% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 15 weeks before departure.

Which is the cheapest airport to fly into in the Cayman Islands?

Prices will differ depending on the departure airport, but generally, the cheapest airport to fly to in the Cayman Islands is George Town Owen Roberts Intl Airport (GCM), with an average flight price of C$ 446.

Good to know

Low season

September

Cheapest flight

C$ 156
Best time to beat the crowds (13% less expensive on average)
Most popular time to fly (39% more expensive on average)
Flight from Toronto to George Town

FAQs - booking Cayman Islands flights

  • How does KAYAK find such low prices on flights from Canada to the 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 Canada to the Cayman Islands.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Canada to the Cayman Islands is likely to change within 7 days, so travellers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Canada to the 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 Canada to the 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 Canada to the 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 Canada to the 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 day to fly to the Cayman Islands?

    Based on KAYAK data, the cheapest day to fly to the Cayman Islands is Thursday when round-trip tickets can be as cheap as C$ 514. On the other hand, the most expensive day to fly is Wednesday, when round-trip prices are C$ 683 on average.

Top tips for finding cheap flights to the Cayman Islands

  • Looking for cheap airfare to the Cayman Islands? 25% of our users found round-trip tickets to the Cayman Islands for the following prices or less: From Toronto Pearson Intl C$ 464, from Ottawa C$ 548
  • Enter your preferred departure airport and travel dates into the search form above to unlock the latest Cayman Islands flight deals.

Reviews of the top 5 airlines flying to the Cayman Islands

 
Need help choosing which airline to fly with from Canada 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
Porter AirlinesOverall score based on 457 reviews
8.6Crew
8.0Comfort
6.9Entertainment
8.2Boarding
7.6Food
Airline reviews

A very comfortable flight, an additional wash room could have made it almost perfect.

10.0 ExcellentAnonymous, Aug 2026
Read more Porter Airlines reviews

A very comfortable flight, an additional wash room could have made it almost perfect.

Boarding pass counter did not open until 2 hrs before flight. We were there 3 hrs before as we like to be early ( eat, relax etc). Due to this the line up was large , thus never got through security till 15 min before boarding. Other than that, everything was great

The agent at check in was very cordial and gave me seat 4a with nobody beside me as I asked if possible

Seats not as comfortable but understand as it was a smaller plane/ short flight. All in all, I’ve never had any issues with Porter. Great company to fly with

Look, I understand that Kayak doesn't know I cancelled my flight on Porter. So I didn't actually fly yesterday. My main disappointment is with Porter ticket fare policies, and maybe you can pass this on to them: At my employer's request, I had booked a full fare ticket with no change fees since my trip to Toronto would likely be extended. Indeed, when I went to change my flight home to a later date, I was told the Fare Difference would cost an additional $550. So much for no change fees lol! While I had the agent on the line, I hopped over to Kayak, searched for new flights on the date in question, and saw a one-way ticket that got me home for only $355. So I got reimbursed about $450for the unused half of my roundtrip and bought a new ticket for $355. What good is a full fare / no change fee ticket if they screw you with "fare difference" BS. I'm still flying home on Porter Airlines but they just lost a hundred bucks with their stupid shenanigans.

I flew with Porter yesterday and overall had a positive experience. The flight was delayed, but the airline did a good job keeping passengers informed with frequent updates throughout the process. My biggest challenge was actually in Terminal 3, where the speaker system wasn’t very clear. It was often difficult to hear the announcements, which made it harder to follow updates at the gate. On board, the experience improved significantly. The aircraft felt very new and well maintained, and the seats were surprisingly comfortable for a short-haul flight. One of the flight attendants seemed a little disengaged, but the other was excellent—friendly, professional, and a pleasure to interact with. Despite the delay, the comfortable aircraft, clear communication from Porter, and positive onboard service made for a good overall experience.

We were very offended Reserva check in agent in Calgary. Erroneously profiled and reprimanded for using Reserve line . Hadn't even looked at tickets. We were in fact Reserve passengers

The staff was amazing. Best service I’ve had on an aircraft in a long time. Was not particularly happy with the food. Flight was at 10:50 and left home too early for breakfast and wasn’t able to purchase food at airport and felt for sure I could get some breakfast to buy on airplane. Nope as food was served around 11:30 and only one choice left (I was at 22C) so ordered the chicken dish thinking I’m getting a hot meal but cold chicken with rice and carrots etc. I was looking forward to a croissant sandwich and a hot cup of tea. The FA was kind to explain they were serving dinner at that time. She was lovely Other than the disappointment with the food the staff was amazing. On my return flight I will make sure to eat and take some food with me so I’m not hungry or disappointed. This was my second time ever flying Porter and will consider checking them when I next come to visit my daughter. Have to say it again best crew I’ve ever experienced on a flight and I travel quite a bit. Thanks.

I didn’t receive any help when they messed up and wasn’t honest and the supervisor did absolutely nothing to help me so I had to buy another ticket at $537

Even tho the flight was a bit delayed the team was apologetic. Everyone was friendly and efficient.

Flight was really good, with no middle section on an A321neo for an international flight, from Ottawa directly to London. Staff was friendly. The food was okay, and entertainment amenities could be better.

The flight was terrible based off the temperature in the plane and the air smelled so stale and gross. I have never wanted to hosed lore in my life after I got off. The food was disgusting and seemingly low quality. The staff was friendly. The bathrooms were so gross after a couple of hours. I will definitely never book with them again.

The crew was great. There was no entertainment and the internet wasn't working. We sat in the run way for a LONG time which is always so upsetting. The seats are very close together and the flights are completely full which makes for a tough flight. Flying is just an uncomfortable experience.

Very kind crew. Vegetarian food better than usual. Prompt take off. Entertainment worked well. Could always do with more room!

I liked the reliability. I liked less the chair comfort...

The dinner was bland and boring, but the economy seats were surprisingly comfortable. The flight was very packed.

I didn't have any problems during my flight. My main issue is with airlines in general, they keep offering less and less every year, AirTransat is no different.

We are a senior couple (70+) and chose emergency exit seats so we would have 2 seats together and neither of us had to sit in a middle seat. My husband is type 1 diabetic on an insulin pump and I monitor his blood sugar levels. I am 5'9" and 250 lbs and found the seats extremely uncomfortable. Toward the end of the flight I developed diarrhea which lasted a full 24 hours.

We were treated well by the staff at the airport and on board aircraft. Delay was uncontrollable due to the weather. Had to wait for another gate as we were late landing in Fort Lauderdale.

I was supose to have a carrey on incluided for each passenger and they made me paid 75$ each at the gate.

The website check in was poor. Baggage fees were in US dollars but registered in Canadian dollars. The site would not accept my credit card. Scanning the passport was the worst. Someone from United needs to try the process. I’m not a novice with tech and I have to say this was a bad experience. Everything else was great.

We boarded the plane and were about to take off when we were notified that the tires had to be checked. Upon inspection, they were found to need replacement, so the entire plane had to be deboarded. After we exited the plane, United staff forced us to stay in the gate area by posting "Do Not Exit" signs on the doors connecting the gate area to the terminal. Many of us had already rebooked our flights and had no checked bags, but they told us we could not leave. This seemed inappropriate to hold people under false pretenses. When the agent told us we could leave, I asked them to please take down the "Do Not Exit" signs, as they were misleading. The agent refused, and I told them that it didn't feel right to hold people like that.

Friendly crew, but we were delayed for more than an hour and had to change planes due to maintenance issues.

Prefer not to have an almost 3 hour delay with useless communication that wasn't accurate.

Boarding was smooth and efficient. The only food was some pretzels, but it was a short flight. Not much to order if you were hungry.

Crew were welcoming, accommodating and they worked hard to find places for all carry on.

Seats very comfortable; service efficient and pleasant; flight was on-time; boarding organized.

Starlink is great Crew was polite Business class didn’t get a welcome drink just water and snacks were ok

very average service no complimentary alcoholics drinks unlike other airlines such as Porter airlines No decent seats available during check-in time the day before

Good but airlines getting smaller. I didn't like the meal but the service was fine. Flight was fine and luggage arrived. So good.

I think I'd sum up my experiences on this flight (Edinburgh to Toronto) by saying that Boeing 737s are simply too small for long-haul, transatlantic flights. The crew were excellent, the food was pretty good and the in-flight Wifi was a bonus. But 7+ hours on a narrow bodied aircraft with a single aisle and no in-built entertainment system, is a tough stretch - queues for the few toilets on board were lengthy at times; plus whilst the crew were doing food/drink service the aisle is blocked. It encourages you to stay in your seat the entire time (not great for those who need to get up and move around regularly) and the legroom is tight anyway. If this was priced as uber-budget, you could perhaps argue that you're getting what you paid for......but it wasn't and the price we paid was pretty standard for such trips (around £500 pp). I'd therefore urge caution and check the aircraft that is being used if booking with Westjet for flights to Canada from smaller regional airports on the Western edge of Europe. They do operate Boeing 787s from London and other major European centres - but it seems that if travelling from Scotland/Ireland the 737 is the aircraft of choice.......

Terrible. I was charged $75 for a checked bag when I only had a carry on. The lady at the desk said she couldn’t refund me the money and that I had to call westjet. I called the next day and they said they couldn’t refund me because there is no way to prove I didn’t have a checked bag.

I'm so frustrated my flight was canceled they give flight on August 5 which is not sure. Its was big mistake I booked my ticket from kayak.

Maybe glass of wine would be nice at no charge

We traveled with a 7 year old that has autism and he is significantly cognitively delayed. Your site makes it known there are no wagons allowed even if they fold down flat and many autistic children cannot travel without one because they are unable to follow directions or cooperate with walking through the airport and are too big for a stroller. Please consider making exceptions for our special needs children. Also it would be very thoughtful if you’d allow seat selection for no fee for special needs families. The autistic child we traveled with must sit behind another adult in our family because he continuously kicks the seat in front of him and is unable to understand why that is disruptive. We had to pay quite a bit extra to have our 4 seats situated with 2 in row 19 and 2 in row 20 directly behind.

It would have been nice to know there was no on flight entertainment

Our itinerary included a 1 hour and 30 minute layover, which should have been sufficient under normal circumstances. However, our original flight was delayed. Before we even deplaned, we were instructed to collect our checked bags from baggage claim, clear immigration and customs, and then recheck our bags for the connecting flight. The airline knew—or should have known—that this was impossible. Checked baggage acceptance closes one hour before departure, meaning there was no realistic way for passengers from the delayed flight to recheck their bags in time. Despite this, the airline gave us misleading instructions instead of informing us that we would likely miss our connection. We completed immigration and customs in approximately 10 minutes, but our checked bags did not arrive at the carousel for more than 30 minutes. After collecting them, we had another 10-minute walk to the baggage drop area, only to find that no airline attendant was present. We then went to another airline counter, where an employee told us this had happened before and that there was nothing they could do because the baggage acceptance window had already closed. At that point, there were still 40 minutes remaining before our flight's departure, yet no one was willing to assist or offer a practical solution. When we asked to be rebooked, we were simply told to call the airline's 800 number ourselves. There was no accountability or customer support at the airport, leaving us stranded in a foreign country with no immediate assistance. After finally reaching an agent on the 800 number, we were rebooked on a flight for the following day. However, we were initially told that the airline would not provide any hotel accommodation and that we would have to arrange and pay for it ourselves. Only after making multiple calls and speaking with several different agents did one representative finally issue a hotel voucher. The entire experience was an exhausting and frustrating ordeal. What should have been a 20-hour journey ultimately became more than 30 hours due to the airline's poor planning, misleading instructions, lack of accountability, and inadequate customer service. The unnecessary delays, confusion, and absence of meaningful assistance caused significant physical exhaustion and severe mental stress. This experience fell far below the level of service passengers should reasonably expect.

Switching flights in Halifax was a nightmare. There was no agent waiting us when we disembarked to provide my mom with gate to gate assistance as we arranged. Our flight was delayed so our window to catch the other flight was very tight. The airport was poorly marked as to where to go. The plane was fairly crowded and space available was cramped.

Good flight. We were all boarded in good time for departure time but baggage loading had barely begun. So left late. No food just snacks and basic drinks for free (food also for purchase). No entertainment as again, unable to connect with wifi on WestJet despite being a rewards member.

Average flight, comfort was as expected for a 10 hour flight. The service was fine.

The flight from Anchorage to Vancouver was OK, but the seats are quite uncomfortable.

Flight was delayed and rescheduled 3 times before being cancelled. Flight was also delayed on our flight in at Moncton airport on August 10th. Never flying with PAL again.

Longer lines at Air Canada to check.. could not get my boarding pass online.

We were delayed from 8am until 5pm. Was not given food vouchers,just left sitting in waiting area.

We were seated in Business class. The seats must have been original to the A319 from 1995! The seat back had ZERO padding/cushion! It felt like I was leaning against a plywood wall (in reality, it was probably some composite material that was as hard as plywood. ) but very uncomfortable.

Connection was easy to find and quick. Plane was older but comfortable. The food contained beans again so a similar problem of being in a tin can in the sky after eating beans. Overall flight was uneventful which is great.

Check-in was quick and efficient, the flights were smooth and comfortable and the food was fairly tasty. Eating beans while in a tin can in the sky is not necessarily the best choice. Our luggage came quickly and easily.

Delayed on the way in 2 hours!!! And now on the way home delayed then cancelled!!!!!

Delay in luggage again for the second time of the trip. I would not advise using air Canada or at least I will never check in a luggage. Luggage issue overshadows the nice crew members unfortunately.

Air Canada was fine but air Canada rouge and air Canada express was terrible with luggage delays. First flight was cancelled so my luggage did not make it to my destination with me. The second flight returning not sure why but my luggage did not make it on my connecting flight. Overall terrible with handling luggage.

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

Cabin class types available on flights to the Cayman Islands