C$ 198 Find Cheap Flights to the Cayman Islands

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Canada to the Cayman Islands 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

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Best Cayman Islands Flight Deals

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
George Town
George TowndirectC$ 429
George Town
George TowndirectC$ 429

Book Cheap Cayman Islands Plane Tickets

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

Thu, 4 Dec - Sun, 7 Dec
WestJet Logo
9:25 a.m. - 1:49 p.m.YYZ-GCM
4h 24mdirect
WestJet Logo
2:50 p.m. - 6:56 p.m.GCM-YYZ
4h 06mdirect
C$ 429WestJet
Find Deal
Sat, 25 Oct - Thu, 6 Nov
WestJet Logo
9:40 a.m. - 12:42 p.m.YYZ-GCM
4h 02mdirect
WestJet Logo
2:50 p.m. - 6:56 p.m.GCM-YYZ
4h 06mdirect
C$ 437WestJet
Find Deal
Thu, 11 Sep - Mon, 15 Sep
Air Canada Logo
9:00 a.m. - 11:55 a.m.YYZ-GCM
3h 55mdirect
Air Canada Logo
12:50 p.m. - 5:50 p.m.GCM-YYZ
4h 00mdirect
C$ 443Air Canada
Find Deal
Wed, 17 Sep - Fri, 26 Sep
American Airlines Logo
6:14 a.m. - 11:25 a.m.YYZ-GCM
6h 11m1 stop
American Airlines Logo
12:25 p.m. - 10:29 p.m.GCM-YYZ
9h 04m1 stop
C$ 465American Airlines
Find Deal
Wed, 17 Sep - Mon, 22 Sep
American Airlines Logo
6:14 a.m. - 11:25 a.m.YYZ-GCM
6h 11m1 stop
American Airlines Logo
12:25 p.m. - 11:09 a.m.GCM-YYZ
21h 44m1 stop
C$ 466American Airlines
Find Deal
Sat, 16 Aug - Sat, 23 Aug
United Airlines Logo
6:33 a.m. - 12:30 p.m.YOW-GCM
30h 57m2 stops
United Airlines Logo
1:35 p.m. - 5:06 p.m.GCM-YOW
26h 31m2 stops
C$ 469United Airlines
Find Deal
Fri, 5 Dec - Fri, 12 Dec
Air Canada Logo
8:10 a.m. - 12:20 p.m.YYZ-GCM
4h 10mdirect
Air Canada Logo
1:30 p.m. - 5:35 p.m.GCM-YYZ
4h 05mdirect
C$ 469Air Canada
Find Deal
Thu, 18 Sep - Sun, 28 Sep
United Airlines Logo
9:00 p.m. - 12:30 p.m.YYZ-GCM
40h 30m2 stops
United Airlines Logo
1:35 p.m. - 11:49 a.m.GCM-YYZ
21h 14m2 stops
C$ 473United Airlines
Find Deal
Tue, 18 Nov - Wed, 26 Nov
Delta Logo
2:30 p.m. - 12:37 p.m.YUL-GCM
22h 07m2 stops
Delta Logo
2:02 p.m. - 11:53 p.m.GCM-YUL
9h 51m1 stop
C$ 796Delta
Find Deal
Sun, 21 Sep - Tue, 25 Nov
Delta Logo
11:00 p.m. - 11:36 a.m.YVR-GCM
10h 36m1 stop
Delta Logo
2:02 p.m. - 10:50 a.m.GCM-YVR
23h 48m2 stops
C$ 1,641Delta
Find Deal
Useful Info

What is the cheapest flight to the Cayman Islands?

These are the best round-trip prices found by users searching on KAYAK in the last 72 hours.

The cheapest ticket to the Cayman Islands from Canada found in the last 72 hours was to George Town, at C$ 223 round-trip. The most popular route is Toronto Pearson Intl Airport (YYZ) to George Town (GCM) and the cheapest round-trip airline ticket found on this route in the last 72 hours was C$ 223.

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for flights from Canada 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 Canada to the Cayman Islands is September, when tickets cost C$ 544 (return) on average. On the other hand, the most expensive months are March and December, when the average cost of round-trip tickets is C$ 897 and C$ 837 respectively.

How far in advance should I book a flight from Canada 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 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 Canada to the Cayman Islands, you should book around 2 weeks before departure. For the absolute cheapest price, our data suggests you should book 14 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$ 413.


Good to know

Low seasonSeptember
High seasonDecember
Cheapest flightC$ 198
Best time to beat the crowds (13% less expensive on average)
Most popular time to fly (29% more expensive on average)
Flight from Toronto Pearson Airport 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 Tuesday when round-trip tickets can be as cheap as C$ 561. On the other hand, the most expensive day to fly is Friday, when round-trip prices are C$ 708 on average.

  • 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$ 231 on average. Morning departures are around 21% more expensive than evening flights, 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$ 401.

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$ 456
  • 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
DeltaOverall score based on 7982 reviews
7.9Comfort
8.5Crew
8.2Boarding
7.9Entertainment
7.3Food
Airline reviews

After I checked in, I realized we had no seat assignment. It said they would be assigned at the gate. This was really frustrating because I usually use a lounge before flights, but I couldn't because I had to be at the gate to ensure we got our seat assignments. The gate agent arrived an hour before the flight left. I was the first one up to ask about seat assignments. She told us to wait for names to be called. Dozens of other passengers were paged, but we were not. Finally, I asked my husband to ask. He went up and was also told to wait. About 10 minutes later, they called for boarding. We still had not been told our seats. We went back to the desk and they were in a panic, saying we actually weren't on that flight. Then they made an announcement telling the stand by passengers to not board (in case we needed their seats). It was so stressful and unprofessional. Finally they gave us our seats. I have no idea what happened and why the two desk agents seemed to have conflicting ideas about our seats, whether we were on that flight etc.

8.0 ExcellentAshley, May 2025YYZ - LGA
Read more Delta reviews

After I checked in, I realized we had no seat assignment. It said they would be assigned at the gate. This was really frustrating because I usually use a lounge before flights, but I couldn't because I had to be at the gate to ensure we got our seat assignments. The gate agent arrived an hour before the flight left. I was the first one up to ask about seat assignments. She told us to wait for names to be called. Dozens of other passengers were paged, but we were not. Finally, I asked my husband to ask. He went up and was also told to wait. About 10 minutes later, they called for boarding. We still had not been told our seats. We went back to the desk and they were in a panic, saying we actually weren't on that flight. Then they made an announcement telling the stand by passengers to not board (in case we needed their seats). It was so stressful and unprofessional. Finally they gave us our seats. I have no idea what happened and why the two desk agents seemed to have conflicting ideas about our seats, whether we were on that flight etc.

Delta is a cut above the others in customer service.

If I pay extra for "comfort+" I expect leg room where I can stretch my legs. I was seated with an attendant's seat blocking my feet. Knee space was fine but my feet had less room than the non-"comfort+" seats. Also, don't go cheap on food when you have flights of 3+ hours. It's insulting.

Very dissatisfied with the fact that I had upgraded to first class for the second part of my trip only to find out that the lounge was still not available to me, as well as not having any food or drink service on the flight due to weather, so I lost out more than what I paid for.

Delta cancelled my flight less than 24 hours before departure and provided no alternative options. Left me to fend for myself basically. Scrambled to book flight on another airline and paid a fortune to do so last minute.. Can’t wait to see how Delta deals with my refund.

Crew was very helpful with mobility assistance from end to end. Very caring.

They separated our seats and moved us to the back of the plane. Hundreds of dollars and thousands of miles used and this was my platinum member experience.

Since it wasn’t a Delta flight, I was not able to sit with my group and there was no entertainment.

New boarding doesn't make sense. Filling front first is slow.

Overall it was not that bad! The delay on the second leg to Indianapolis , was really unexpected!!

It was all good flight was on time, service was good I enjoyed a few movies and everything was smooth

Efficient, calm when things were delayed and kept us regularly informed of what was happening.

Airbus plane, nice and polite staff, entertainment even as it was a short flight.

Very nice and clean plane. Transit time between flights was tight though

Our flights got changed from United to Air Canada and our purchased seats did not get transferred so we had to pay for seats twice. I brought it up with Air Canada and they stated I had to go back and chase it with United. The united seats were $21 Canadian each and Air Canada were $56 each so we have paid $77 for each seat. Very unhappy

So far so good but food and entertainment are not available for this flight

Plane temperature was comfortable (not to hot) when boarding and waiting for takeoff.

Michael, our FA was very attentive, even finding me a chocolate brownie from economy class when the dessert selections were all dairy based. ( intolerant, not allergic so don’t usually need to order dairy free)

We tried to upgrade to economy premium but were told this was not possible as we had booked through United Airlines (and Air Canada was operating the flight). This seemed silly given there was ample space in economy premium. Additionally, we had to wait almost 1.5 hours upon arrival to taxi to the gate. Otherwise, the crew were very pleasant and passengers were friendly.

It was my first time with United Airlines and I would say it was very good experience and best of all the flights were on time. Will definitely fly with United Airlines next time.

A cookie and a soda, packed like sardines, will never be a positive experience. Also, boarded a 5:30 flight at 7:45pm

They cancelled my flight and downgraded me to economy and only gave me $250 for the downgrade

Not very good , the stewardess were unfriendly and they don't like to be bothered. Cos was a night flight and they need to sleep.

The boarding crew was incredibly helpful getting me on an earlier flight

Amazingly comfy flight - I had upgraded for a reasonable price and it was worth it. The food also was good.

Kayak boarding information contained inaccuracies that would have not existed if booked directly with American. Paid for preferential boarding, was last to board.

What, first class and not even a cup of coffee before landing at 5 am in First Class? Really?

Flight delayed, missed connection, had to stay overnight. Next flight instead of our business class we were booked on the very back row. Second time this had happened in 2 months.

Typically, I am always impressed with American personnel. These you run into the rude old hags that are still around. I can tell over my 40 years of flying with them, they have made strides in improving their attitudes.

Two issues. The plane was old and dirty. The armrest looked like an old car that had the vinyl rubbed off. The Seats in these aircraft are about as hard and uncomfortable. I want to tour Italy for a month and I want to buy a one-way ticket to Thailand but I will not sit in the seats these planes have. It is seriously stupid how hard they are.

This flight was better than the first. Two of the flight attendants were wonderful at supporting m through nausea and vomiting through the flight. No tv, no food, very interesting. I’ve never paid for wifi (just the $3 chatting) until these 2 flights. This experience has changed my opinion on layovers. Idk if I’ll ever do one again

The seats very Uncomfortable, no meal and no entertainment for a 4Hours flight. Smooth Flight, Great Take off and landing. Superb crew!

Generally good. However. The flight left 30 mins behind schedule with no reason given.

Flight delayed, missed my pick-up had to Uber, plus missed dinner and medication, so sad!

WestJet canceled my booking, replaced it with a booking that didn't work (departing from cruise ship), and didn't offer any flights that did work. Their only option was for me to cancel and go to another airline for more money. Which I did.

Flights were cancelled setting me in panic mode since my much needed weekend escape with friends was only a short one. No apologies given at the airport nor on the plane. Flight was rescheduled

Nothing to like because my inbound flight was cancelled without notification by West Jet or third party, JustFly. I couldn’t take the inbound flight due to cancellation; therefore could not take the outbound flight back.

The seats are totally uncomfortable making the flight less than pleasant. The cookies & pretzels were terrible!!!

Not the greatest experience everything was pretty mediocre. My seat was by the washroom in the aisle and was not located well as everyone past each other people were right in my seat and space.

Lots of overhead storage, good crew, good service, smooth landing.

They screwed up so bad, I asked for a short check for my luggage since we had a 21 hour overnight layover in London at a hotel. They said I have to receive my luggage in London because it’s an overnight layover. Get to London, nope, my bags aren’t coming off they are staying in terminal 5 over night and going straight to Ibiza. So we had no luggage for a whole day and basically stuck with no clothes or washroom stuff. Finally get to Ibiza and my luggage is completely smashed and damaged and missing a wheel. Now I have to drag this 50 lbs luggage around Ibiza islands for 10 days. Wtf. So pissed off Air Canada is LITERALLY THE WORST AIRLINE IN THE WORLD

Took off on-time and staff was very nice. Got stuck on tarmac at ATL due to storms, but staff was still wonderful even though they were working and not getting paid.

At 6'2" the seat space was very cramped for economy. Otherwise good.

Staff was very courteous and kept things organized. We will definitely use Air Canada for further travel

Very good except paying twice for seat selection. Once when I booked and again when I checked in.

No issues other than paying twice for my seat selection.

Everything was great, clean plane and washrooms. Flight was on time, excellent boarding process

In a nutshell, my bag, the one I have to pay for, because now you can’t even bring a carry on, did not make it. I am still waiting for an update. The fact that not only were have to pay for it, but on top of that we are stuck without getting it, it’s ridiculous..

The plane was filthy!!!! There were empty food wrappers in the pockets and worst of all a wad of hair where someone had obviously brushed their hair, cleaned out the brush and left the wad of hair in the pocket. It was the most disgusting thing I’ve ever seen!! The seats are so crammed together with NO leg room. The AC vent controllers do not adjust. I will likely not book another AC flight from Florida to Montreal.

The app was great, service was wonderful, everything was quick and easy

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

Cabin class types available on flights to the Cayman Islands

Cabin classes available on flights to the Cayman Islands. Prices are the lowest found on KAYAK over the last 7 days. Price and availability is not guaranteed.

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