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Find cheap flights to the Cayman Islands from C$ 154

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 15/4. 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
0 bags
Thu 18/4
Thu 25/4

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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$ 330
Little Cayman
Little Cayman2 stopsC$ 1,228
Cayman Brac
Cayman Brac1 stopC$ 722

Good to know

Low season

September

High season

December

Cheapest flight

C$ 154
Best time to beat the crowds (2% less expensive on average)
Most popular time to fly (23% more expensive on average)
Flight from Toronto Pearson Airport to George Town

FAQs - booking Cayman Islands flights

  • How long is the flight to the Cayman Islands?

    An average direct flight from Canada to the Cayman Islands takes 17h 56m, covering a distance of 5327 km. The most popular route is Toronto - George Town with an average flight time of 3h 59m.

  • What is the cheapest flight to the Cayman Islands?

    The cheapest ticket to the Cayman Islands from Canada found in the last 72 hours was C$ 144 one-way, and C$ 367 round-trip. The most popular route is Toronto Pearson Intl to George Town Owen Roberts Intl and the cheapest round-trip airline ticket found on this route in the last 72 hours was C$ 367.

  • Which airlines fly to the Cayman Islands?

    WestJet & Air Canada fly the most frequently from Canada to the Cayman Islands.

  • What are the most popular destinations in the Cayman Islands?

    The next most popular destinations are Cayman Brac (2%) and Little Cayman (1%).

  • How does KAYAK’s flight Price Forecast tool help me choose the right time to buy?

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

See more FAQs

Top tips for finding cheap flights to the Cayman Islands

  • Enter your preferred departure airport and travel dates into the search form above to unlock the latest Cayman Islands flight deals.

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 KAYAK reviews.
8.0
WestJet EncoreOverall score based on 65 reviews
83boarding
74comfort
80overall
73food
87crew
74entertainment
Airline reviews

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

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"

Menu selection was limited and not appropriate for a flight of this length

I like WJ but I don’t like traveling anymore

Good. Really crowded and busy. Going to Winnipeg plane was crowded and seats very narrow Now I remember why I dislike flying 😈

Good flight. No I’m seat entertainment. But my phone worked just fine on the west jet app.

Having a lot of delayed flights on West Jet, however things always work out. So no complaints.

4 hour delay, lost our bags, staff was loud and it was an overnight flight

Check in was seamless , crew very polite , arrived on time!

Flight arrived early even after leaving late. Bag drop was a zoo, very slow even after using pre-checkin and airport kiosk.

Nothing special. Unacceptable wait for baggage on arriving in Calgary

Three hours on the tarmac before a four hour flight. I was hungry given the long wait, yet still had to pay for food service

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

All went fine. Boarding was efficient, staff was really friendly, and we were kept up to date on any changes to our itinerary. My only note for improvement is that on this particular plane, the recline in economy class was negligible. I know it's a coach seat, but I had another UA flight (SFO to BWI) and the seat was more comfortable with better recline.

Really good experience with a redeye flight from SFO to BWI. Boarding was efficient, plane was comfortable and newer than others, lots of audio and video choices, and staff was great. I appreciate United's service.

Was a good flight. On time. Was full and all went well

My flight from Toronto was delayed but the connecting United flight waited for me 👍

The original seat on the flight Toronto Newark had the floor flooded with coffee spilled, so they changed our seat to premium economy. For the flight from Newark to San Salvador we were i the last row, no reclinable seats and beside the toilet. I asked for headsets to the waitress and she gave it to.me test of all the passengers, while she was staying right behind me..

Couldn’t get the tv screen to work, didn’t try food, so no comment

Flight was delayed but reasonable notice and communication was always there for the passengers.

lounge was the highlight - seats weren't that comfortable - it was a full flight but no complaints

Flight departed PHL one hour late due to late arrival of aircraft. On board services were okay. First class menu does not offer any new items; same desserts (cheese & crackers or Mango sorbet). At least there were no credit card promotions during the flight.

I was placed in a seat assignment that I was unable to change prior to the boarding day. I showed up hours before boarding and prior to boarding I asked if I could be moved to sit next to my children. Without even looking or checking, I was immediately told that it was not possible to move anyone. I went ahead and waited until boarding at which time I sat down next to my children anyways. When the passenger that was supposed to be sitting next to my children showed up, he was very understanding, and immediately asked me if I was sitting next to family, to which I replied “yes,” after which he said “it’s okay” to let me know that I can continue sitting in his seat, while he takes my seat. However, in a very contrasting and rude manner, the very person that I asked earlier, if I could be moved, that was sitting at the gate prior to boarding the airplane, showed up across the other side of the aisle, and started screaming across the airplane, where everyone could hear, to have me move out of the seat I was currently sat in, or else she would remove me from the plane, during which time the other passenger told her (the American Airlines worker in charge) that it was okay, and he doesn’t mind that I was in his seat, making her aware that I was next to family, which is where I belonged. There was no complaint at any given time by anyone, including the passenger whose seat I was in, but my safety and my children’s safety was now in danger because of an American Airlines worker, that has no regard to her surroundings or the situation that she was actually facing. The importance and clarity that was predominant in her mind, was for me not to sit in any other seat, other than the one that I was assigned, not next to my children, even though the flight was booked for all of us at the same time. I understand it isn’t always possible to make certain seat assignments together, but when a passenger with the assigned seat next to my family is OK with me switching out with him, I would think the American Airlines worker in charge should not care, unless she considered a threat, but if I was a threat, I should have been removed from the airplane at the first sign. I was aggressive, I never raised my voice, but I did for a few seconds delay, my calculated response when I was asked to move. The passengers surrounding us were in awe of the way that the American Airlines worker in charge handled this situation, and pointed out that many other passengers in that very same airplane, just prior to our “event” had switched out their seats assigned, but I was singled out, possibly because I had requested this prior to boarding the plane. This made me wonder what kind of company American Airlines really is, and has since altered my newfound opinion of this company as a recent. I am very disappointed with American Airlines due to this event that has happened during boarding and prior to flying out on a trip I booked for my daughter that just turned 16 years of age, and her first time flying at the age of emancipation with her father.

My first time flying American Airlines, my first flight to CLT was wonderful and flight attendants was nice and had great customer service. My second flight from CLT to NY was very delayed due to whatever reason the crew was not greeting other than that I’m rate 8 .

The flight got delayed more than an hour due to maintenance issue after the passengers were all on board. I missed my connecting flight and had a trouble finding a next flight. The crews didn’t seem to care about the inconvenience of the passengers missing a next flight. It was very frustrating experience flying with American Airlines. I will not fly with AA in the future.

less delays; there was an hour+ delay on both flights. self serve check in kiosks weren't available for British Airways flights

The flight was delayed multiple times. I had to buy a new tickets (4 tickets) for my family for a total of $5200 cnd And missed thanks giving with our family. Very very poor and disappointing service.

Room on aircraft was nice main cabin. Interaction with cabin crew could of been nicer....only seen them once

Incompetent crew at the boarding counter. Never flying AA again.

Those corn kernel snacks were too hard for my dentures

Fruit and cheese platter was dubious quality. The edges of the cheese pieces were dried, plastic looking. Old.

Terrible experience. Air canada is the worst and Kayak website is also not transparent.

Cancel because of maintenance issues. rebooked next day and then the replacement plane 3 hours late.

My flight was great but my inbound flight from Toronto to Sault st Marir delayed more than 2 hours and we had to change the airoplan.

This was a fraudulent transaction. Kayak was at fault for accepting a stolen credit card. Kayak needs to change their verification process.

As is pretty much the norm with Air Canada now, we left late from the gate (45 minutes late). This is my 12th flight with AC in the last 12 months and 10 of those flights were either late or cancelled. AC essentially has a monopoly in Canada so they have carte blanche to charge exorbitant rates now and give poor service, with no repercussions.

I did not like the fact that our bags went missing

Free ear adapters for movie screen and a snack with a beverage.

Airport staff super friendly. Even put us on an earlier flight because we arrived early.

A 2 hour delay because they couldn’t fit some oversized cargo in the small hold doors of an Embraer! Surely they know the sizes before attempting to load it?

Book Cheap Cayman Islands Plane Tickets

Recent round-trip flight deals

11/4Thu
directWestJet
4h 15mYYZ-GCM
20/4Sat
directWestJet
4h 05mGCM-YYZ
C$ 330
11/4Thu
directWestJet
4h 15mYYZ-GCM
20/4Sat
directWestJet
4h 05mGCM-YYZ
C$ 336
21/3Thu
2 stopsAmerican Airlines
20h 35mYUL-GCM
24/3Sun
1 stopAmerican Airlines
9h 09mGCM-YUL
C$ 342
15/4Mon
2 stopsUnited Airlines
30h 30mYYZ-GCM
22/4Mon
2 stopsUnited Airlines
30h 03mGCM-YYZ
C$ 357
3/4Wed
1 stopUnited Airlines
9h 45mYYZ-GCM
9/4Tue
2 stopsUnited Airlines
24h 57mGCM-YYZ
C$ 359
4/4Thu
1 stopAmerican Airlines
19h 05mYYZ-GCM
11/4Thu
1 stopAmerican Airlines
8h 44mGCM-YYZ
C$ 361
28/3Thu
directAir Canada
4h 20mYYZ-GCM
2/4Tue
1 stopAir Canada
20h 57mGCM-YYZ
C$ 460
7/4Sun
1 stopAir Canada
17h 05mYYZ-GCM
11/4Thu
directAir Canada
4h 00mGCM-YYZ
C$ 464
16/5Thu
2 stopsWestJet Encore
19h 36mYQB-GCM
26/5Sun
2 stopsWestJet Encore
48h 24mGCM-YQB
C$ 797
8/8Thu
1 stopWestJet Encore
23h 02mYYC-GCM
16/8Fri
1 stopWestJet Encore
9h 17mGCM-YYC
C$ 946

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Recent one-way flight deals

15/4Mon
2 stopsUnited Airlines
30h 30mYYZ-GCM
C$ 154
21/4Sun
directWestJet
4h 15mYYZ-GCM
C$ 157
12/4Fri
2 stopsUnited Airlines
17h 52mYYZ-GCM
C$ 160
27/3Wed
2 stopsUnited Airlines
25h 25mYYZ-GCM
C$ 161
18/8Sun
directWestJet
3h 59mYYZ-GCM
C$ 196
22/8Thu
directAir Canada
4h 00mYYZ-GCM
C$ 203
22/8Thu
2 stopsAmerican Airlines
18h 38mYYZ-GCM
C$ 260
19/5Sun
2 stopsAir Canada
48h 10mYOW-GCM
C$ 292
18/8Sun
2 stopsAmerican Airlines
31h 18mYYZ-GCM
C$ 342
18/8Sun
3 stopsBritish Airways
25h 52mYYZ-GCM
C$ 4,241

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Last minute flights to the Cayman Islands

Last minute flight, train and bus deals

21/3Thu
multi-stopAmerican Airlines
20h 16mYYZ-GCM
25/3Mon
multi-stopAmerican Airlines
19h 34mGCM-YYZ
C$ 334
20/3Wed
multi-stopAmerican Airlines
6h 05mYYZ-GCM
22/3Fri
multi-stopAmerican Airlines
18h 36mGCM-YYZ
C$ 338
21/3Thu
directWestJet
4h 15mYYZ-GCM
25/3Mon
directWestJet
4h 10mGCM-YYZ
C$ 364
21/3Thu
directAir Canada
4h 20mYYZ-GCM
25/3Mon
multi-stopAir Canada
17h 53mGCM-YYZ
C$ 402
21/3Thu
directWestJet
4h 15mYYZ-GCM
24/3Sun
directWestJet
4h 10mGCM-YYZ
C$ 432
20/3Wed
multi-stopAir Canada
10h 15mYYZ-GCM
22/3Fri
multi-stopAir Canada
17h 53mGCM-YYZ
C$ 436
20/3Wed
multi-stopUnited Airlines
6h 55mYUL-GCM
25/3Mon
multi-stopUnited Airlines
17h 00mGCM-YUL
C$ 536
19/3Tue
multi-stopUnited Airlines
21h 40mYUL-GCM
25/3Mon
multi-stopUnited Airlines
17h 00mGCM-YUL
C$ 567
20/3Wed
multi-stopDelta
24h 20mYUL-GCM
25/3Mon
multi-stopDelta
10h 09mGCM-YUL
C$ 682
20/3Wed
multi-stopDelta
28h 40mYYZ-GCM
22/3Fri
multi-stopDelta
23h 47mGCM-YYZ
C$ 716

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