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Find cheap flights from Toronto to the Cayman Islands from C$ 140

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Toronto to the Cayman Islands departing on 22/6. 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
0 bags
Sun 26/5
Sun 2/6

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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$ 317
Little Cayman
Little Cayman2 stopsC$ 919

Good to know

Low season

September

High season

March

Cheapest flight

C$ 140
Best time to beat the crowds (22% less expensive on average)
Most popular time to fly and prices are also 6% lower on average.
Flight from Toronto Pearson Airport to George Town

FAQs - booking Cayman Islands flights

  • Do Canadian citizens need a visa to fly to the Cayman Islands?

    If you plan to stay in the Cayman Islands for less than 6 months, you will not need a visa to enter the country. You will need your valid Canadian passport, and you will need to provide proof of return or onward travel at customs. 

  • What are some common layovers on the flight from Toronto to the Cayman Islands?

    There are not many nonstop flights on this route, so you will likely have a layover. United offers a flight from YYZ to GCM with a layover either in Houston (IAH) or Washington, D.C. (IAD). Air Canada also offers a flight to GCM with a stop at IAH. Those flying to CYB will probably have two layovers, with the first one being at a U.S. airport like Miami (MIA), and the second being at GCM.

  • How can I make my flight from Toronto to the Cayman Islands more comfortable? 

    If you would like to be more comfortable on your long flight, you can consider upgrading to business or first class if you are flying with Air Canada. A ticket upgrade comes with benefits that will elevate your comfort, like extra legroom, lie-flat seats, enhanced meal options, priority boarding, lounge access, and more. 

  • How can I make my flight from Toronto to the Cayman Islands more sustainable?

    Those concerned about sustainability during travel can opt to book flights with Air Canada, one of the most sustainable airlines flying this route. You can also consider booking an economy ticket and packing as light as possible. Finally, book a flight with the lowest number of layovers possible and consider using public transport to reach and depart from the airports. 

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

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to the Cayman Islands from Toronto 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 Toronto 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 to the Cayman Islands with an airline and back to Toronto with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Toronto 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 to the Cayman Islands from Toronto up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Top tips for finding cheap flights to the Cayman Islands

  • Morning departure is around 3% cheaper than an evening flight, on average*.
  • Those flying from Toronto to the Cayman Islands can choose from two departure airports: Billy Bishop Toronto City Airport (YTZ), and Toronto Pearson International Airport (YYZ). YTZ is closest to the city center, but YYZ usually offers more flight options as it is the biggest airport serving Toronto.
  • If you are looking to book the cheapest possible flights from Toronto to the Cayman Islands, you will most likely be flying into Owen Roberts International Airport (GCM) in George Town. This is the main international airport serving Grand Cayman. The cheapest flights on this route will typically have one layover. 
  • If you plan to visit the West End, you should fly into Captain Charles Kirkconnell International Airport (CYB) in the West End. This airport serves all of Cayman Brac and is a hub for Cayman Airways. 
  • Travelers flying out of Toronto Pearson International Airport (YYZ) with specific airlines can access lounges before their flight. You can access the Air Canada Maple Leaf Lounge, the American Airlines Admirals Club, and the Plaza Premium Lounge. 
  • Those flying out of Toronto with limited mobility will have access to assistance services regardless of the departure airport you’ve chosen. At both YTZ and YYZ, you will be offered free wheelchair assistance, wheelchair-accessible facilities, assistance with navigating the airport, and more. 
See more tips
*Average of the lowest prices shown in KAYAK’s search results for departures within the next 30 days

Top 5 airlines serving from Toronto to the Cayman Islands

 
Need help choosing which airline to fly with from Toronto 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.
8.2
WestJet EncoreOverall score based on 57 reviews
7.6entertainment
8.6boarding
7.7comfort
8.7crew
7.5food
Airline reviews

Great flight, comfort, and staff. Prefer tv in back of seat but watching on phone will do

10.0 ExcellentDarren, May 2023YYZ - LAX
Read more about WestJet Encore reviews

Great flight, comfort, and staff. Prefer tv in back of seat but watching on phone will do

Pros: "Friendly staff and the support they offered to my mother who needed a wheelchair."
Cons: "I would have liked to have had WestJet internet and entertainment access. It was not offered on our flight from Toronto to Fredericton."
Pros: "The fact that military personnel and retired military personnel and their spouse can check in luggage for free. The check in crew was also very courteous."
Pros: "It ran on time. The pilot landed the plane without a big jolt. We could board and deplane using 2 exits."
Cons: "Seat space"
Pros: "Rotten stuff cancels out the good doesn't it. Be great if you could take some courses from Stephen Covey as you are missing some skills sets in hospitality. And stop being so cheap with the 3rd rate old old movies!"
Cons: "I did not appreciate having the second row to the last on my 2nd plane coming back - I only had a turn around time of 20 minutes to catch my third Westjet flight. When we asked if the plane would wait for us - your crew just laughed in our faces."
Pros: "Great, friendly crew in this scenic trip across to Victoria. Nice new aircraft operating this route."
Pros: "Cheerfulness of WestJet employees."
Cons: "Seat comfort; seats hard. Person next to me average size but still spilled into my seat with “man-spreading” and shoulders."
Pros: "Efficient crew and reasonable seating"
Cons: "Need more legroom or a device to fold passenger legs for the flight duration..."
Pros: "Crew was good. Seats need to be updated and are confining. I appreciated being able to disembark through front and rear door."
Cons: "More space between the seats."
Pros: "the crew was very polite but the flight was too short to have a meal"
Cons: "delayed embarking"

Nice smooth flight with pleasant stewards. Slept most of the flight, they could have slowly turned on the lights to make it more pleasant. Otherwise a good trip.

Great! No food was available during the flight due to the catering service strike but snacks were given throughout the flight which was nice.

I wish that seats closer to the front of the plan were available, but when I booked the flight the seats were VERY expensive so I did not book seats at that time. The day before flying only seats at the back of the plane were available. It takes so long to board the plane and empty the plane on arrival due to SO many roller bags.

Crew was rude.didn’t even say hi or welcome to board

Nothing special. Unacceptable wait for baggage on arriving in Calgary

Departure delay on a late night flight. Made us even later. Tired but got home.

Westjet forced me to put my carry-on baggage in check-in probably because I was assigned seat 23A (the last row seat), which had no cabin space, which is unfair. I wanted to carry on my luggage so that I don't have to wait at the airport for my luggage. Also, because there was no cabin space, I was forced to keep my laptop bag under the seat, which I didn't want to as I was carrying 2 laptops and charger. The airline should basically tell people that if you are assigned a last row seat, then you are not allowed a cabin baggage or a personal item.

Easy processing, flight time was quick and staff was professional and kind.

It was delayed by two ours very full no room to move

They seem to have squeezed out a little more legroom in these planes! It was very nice to not have to fold in half to fit in the seats!

The crew was doing their best on an old plane needing updating. Chairs that creaked and wouldn’t stay in position. My tray table was unusable as was on-board entertainment due the audio needing usb earphones (that were not provided). Prior to boarding in Toronto and despite being scheduled for a wheelchair and assistance, we were dropped off by clubcar without a wheelchair which I found myself by a gate. Due to no boarding gate assigned at that time we waited and when it was, it subsequently was moved from 64 to 95. No help could be found so I pushed my husband’s chair to that furthest gate in the airport at the highest speed possible for a 73 year old. And by that I mean I ran. It was a very stressful experience.

Wifi wasn't working on one of the UA flights after boarding.

Leg room was lacking. Legs crammed into seat in front.

T hey did a great job. Flight was on time .

the plane was old. the wifi didn’t work. the entertainment was boring and dated. the charging ports were impossible to find. i was mostly ignored by flight attendants that had no problem speaking to the man beside me. i got two drinks the entire time i was on the plane.

Crew was not very helpful. They forgot to serve me coffee and had to wait for a long time.It looked as if they were not very happy with what they were doing.

The flight I was connecting with waited for me even though my 1st flight was late. I really appreciated that.

The seat is too hard and my back and bottom are having servers pain

There was no lounge for passengers waiting before boarding the aircraft at F65, so passengers are just sitting on the floor or just spread everywhere the premises before boarding.

Great crew, friendly. Found the trip long just sitting with no onboard entertainment

It was an excellent experience, traveling from Toronto to Denver with United.

Ontime boarding. Almost 1 hour take off delay. We could have boarded slightly later since the pilots were in traffic

I go am isle seat because it was half empty Food strike no food available

Flight was delayed, jeopardizing the following connections. Food was terrible. Crew was great.

This was the first AC flight in a long time that we experienced no delays or frustrations. The gate attendant was extremely polite and accommodating to my husband who has Parkinson’s disease which made boarding extremely stress free. Flight departed ON TIME and was a smooth ride. If only all my AC experiences could be like this.

Great experience on this Air Canada flight. Everyone was polite and respectful, even the passengers are very polite.

My wife and I especially liked the fact that the Toronto agent went beyond expectation to allow my wife and I to sit together. There was no option for us when we booked our seats. Very thankful!

I didn’t like the fact that all the customs officers went to lunch so I was in line for 90 minutes due to where the staff directed me. We were told three very different reasons for why the plane was delayed. It was a crowded plane with difficult storage situations for the Carry On bags. The Air Canada airline staff were all very good and professional. I was so disappointed in my cheese and fruit box as the cheese had molded and the fruit wasn’t fresh so I couldn’t eat the majority of the food. This was the last meal I could find as the restaurants had closed when I got in to my destination. I think you could work on improving the food quality.

Once again my complaint is how close the seats are together. Also, the bathrooms were not very clean by the second half of the flight.

Excellent in flight service, perhaps the best we've ever had. Business class feels tired and needs improvement to compete with other airlines. The food looked good but tasted terrible. Check in was quick, the flight arrived early and our luggage was on our flight with us.

In economy and food was ok, but with limited leg space (and I was in a 2 seat configuration) it was difficult to eat with a tiny seat tray. I spilt wine on my trousers. First time on British Air (I usually fly Turkish Air) and in a 777. Heathrow was pleasant but changing terminals awkward.

Entertainment catalog certainly needs an upgrade to include better and latest content. Food was not good at all - they need to cook something edible. Five starts to the crew and on tim performance of British airways though!!

It took over an hour to check in my bag a there was just one person at the counter. Security lines for business class also took a while. Although I reported 3 hours before my flight I made it to the gate 20 mins before boarding. To add to that jewelry was removed from my checked in baggage. I am submitting a separate complaint to Mumbai airport for that.

Boarding = No one respected the boarding groups. The ground crew did nothing to enforce the boarding system. What is the point of being a Gold member when there are no benefits to that? Tired old plane

Almost 3 hour delay. First because the crew was late. Then a technical problem with the airplane.

No food as per my diet restrictions even after advance request and delayed baggage without any notifications

The flight was fine. Unfortunately, the seat entertainment (movie/TV/game options) was malfunctioning for some reason, so movies weren't an option on that flight. On the flight to my destination, it was working all right, but I never used it because I couldn't figure out how to make it work. It would be helpful to have better instructions for those of us who aren't too skilled at such things. Other than that, no problems. The crew were courteous, the food was decent, and they got us where we were going on time, or even a bit early. I would use them again.

Some of the crew weren't really nice. The seats were uncomfortable. Absolutely no entertainment system at all. The pilot was good though and completed the trip in a shorter time than expected which was great for me.

Crammed seats for a 9 hour flight. Entertainment selections very limited

My flight was late from Rome to London so missed the connection for BA flight to Chicago . Was put up @ hotel & fed . Next morning flight to Chicago was late so missed my connecting flight on SW to Phoenix. Had to rebook for next day on SW @ additional fare of $600 for wife & l . Will miss today’s NFL playoff games while in flight . It’s 5 degrees F in Chicago right now . Thought the food on BA economy was the worst I’ve had on a transatlantic flight . The crew was very nice

Book cheap flights from Toronto to the Cayman Islands

Recent round-trip flight deals

2/6Sun
directWestJet
4h 10mYYZ-GCM
9/6Sun
directWestJet
4h 06mGCM-YYZ
C$ 317
16/6Sun
directWestJet
3h 59mYYZ-GCM
23/6Sun
directWestJet
4h 09mGCM-YYZ
C$ 334
25/5Sat
1 stopUnited Airlines
20h 25mYYZ-GCM
1/6Sat
2 stopsUnited Airlines
16h 28mGCM-YYZ
C$ 360
10/5Fri
1 stopUnited Airlines
7h 25mYYZ-GCM
13/5Mon
2 stopsUnited Airlines
33h 18mGCM-YYZ
C$ 361
10/5Fri
1 stopAmerican Airlines
8h 30mYYZ-GCM
13/5Mon
1 stopAmerican Airlines
19h 35mGCM-YYZ
C$ 371
6/6Thu
directAir Canada
4h 00mYYZ-GCM
16/6Sun
directAir Canada
4h 00mGCM-YYZ
C$ 405
1/9Sun
directAir Canada
4h 00mYYZ-GCM
8/9Sun
directAir Canada
4h 00mGCM-YYZ
C$ 430
11/6Tue
2 stopsAmerican Airlines
23h 25mYYZ-GCM
18/6Tue
2 stopsAmerican Airlines
21h 00mGCM-YYZ
C$ 438
17/10Thu
2 stopsDelta
24h 00mYYZ-GCM
28/10Mon
1 stopDelta
20h 36mGCM-YYZ
C$ 561
16/7Tue
1 stopDelta
24h 53mYYZ-GCM
24/7Wed
1 stopDelta
20h 32mGCM-YYZ
C$ 583

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Recent one-way flight deals

22/6Sat
directWestJet
3h 59mYYZ-GCM
C$ 140
30/5Thu
2 stopsUnited Airlines
19h 00mYYZ-GCM
C$ 155
27/5Mon
1 stopAmerican Airlines
8h 05mYYZ-GCM
C$ 159
10/5Fri
2 stopsAmerican Airlines
18h 45mYYZ-GCM
C$ 161
1/5Wed
1 stopAir Canada
19h 15mYYZ-GCM
C$ 193
2/5Thu
2 stopsAir Canada
29h 35mYYZ-GCM
C$ 223
22/6Sat
2 stopsUnited Airlines
18h 12mYYZ-GCM
C$ 261
18/8Sun
directWestJet
3h 59mYYZ-GCM
C$ 304
18/8Sun
3 stopsBritish Airways
34h 22mYYZ-GCM
C$ 4,053
18/8Sun
3 stopsBritish Airways
25h 52mYYZ-GCM
C$ 4,054

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Last minute flights from Toronto to the Cayman Islands

Last minute flight, train and bus deals

28/4Sun
multi-stopUnited Airlines
29h 36mYYZ-GCM
8/5Wed
multi-stopUnited Airlines
19h 18mGCM-YYZ
C$ 360
27/4Sat
multi-stopUnited Airlines
20h 05mYYZ-GCM
30/4Tue
multi-stopUnited Airlines
19h 18mGCM-YYZ
C$ 361
27/4Sat
multi-stopAmerican Airlines
19h 05mYYZ-GCM
30/4Tue
multi-stopAmerican Airlines
19h 46mGCM-YYZ
C$ 390
27/4Sat
multi-stopAmerican Airlines
19h 05mYYZ-GCM
30/4Tue
multi-stopAmerican Airlines
19h 56mGCM-YYZ
C$ 397
28/4Sun
directWestJet
4h 10mYYZ-GCM
5/5Sun
directWestJet
4h 06mGCM-YYZ
C$ 445
1/5Wed
multi-stopAir Canada
19h 15mYYZ-GCM
6/5Mon
multi-stopAir Canada
20h 57mGCM-YYZ
C$ 494
1/5Wed
multi-stop
19h 15mYYZ-GCM
5/5Sun
direct
4h 06mGCM-YYZ
C$ 510
1/5Wed
multi-stop
22h 35mYYZ-GCM
5/5Sun
direct
4h 06mGCM-YYZ
C$ 539
28/4Sun
directWestJet
4h 10mYYZ-GCM
4/5Sat
directWestJet
4h 06mGCM-YYZ
C$ 568
30/4Tue
multi-stopAir Canada
7h 25mYYZ-GCM
5/5Sun
multi-stopAir Canada
27h 07mGCM-YYZ
C$ 687

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Flights to the Cayman Islands

Cabin classes:

C$ 840
C$ 1,668
C$ 328