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Find cheap flights to the Cayman Islands from C$ 142

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 30/5. 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
Fri 14/6
Fri 21/6

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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$ 324
Cayman Brac
Cayman Brac1 stopC$ 716
Little Cayman
Little Cayman1 stopC$ 978

Good to know

Low season

September

High season

December

Cheapest flight

C$ 142
Best time to beat the crowds (17% 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 long is the flight to the Cayman Islands?

    An average direct flight from Canada to the Cayman Islands takes 17h 26m, 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$ 150 one-way, and C$ 358 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$ 358.

  • Which airlines fly to the Cayman Islands?

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

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

    Based on KAYAK flight searches, the most popular destination is George Town (97% of total searches to the Cayman Islands). The next most popular destinations are Cayman Brac (2%) and Little Cayman (0.7%).

  • 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 verified KAYAK customer reviews.
8.1
WestJet EncoreOverall score based on 46 reviews
8.6Crew
7.2Food
8.5Boarding
7.6Comfort
7.4Entertainment
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"

Was the longest flight I have ever taken to Orlando. Not Westjet’s fault necessarily. There was a traffic issue in Orlando. We sat in the airplane for about 2 hrs before leaving Calgary on a 5 hour flight was just a little long to be stuck in the plane. Once we arrived in Orlando we were stuck in traffic on the ground for another 30min. I guess maybe the flight could be delayed so boarding would have been later so we wouldn’t have to have the discomfort of being on the plane so long.

Great Experience! Flight was ahead of schedule and very smooth! Wonderful flight

Too many oversized carryon baggage. If carrier reduced checked luggage fee this could be avoided. The staff were friendly and helpful, very professional.

Airport monitors did not give the gate for our flight returning Detroit to Vancouver Juice served from glass storage containers are a far more healthy alternative for people. And would also minimize the need for recycling plastic or aluminum containers

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.

Boarding, staff and flight great. A bit disappointed with no in flight online entertainment but I'll live. Landing was a bit of a jolt (more than usual) but hey everything else was smooth. LoL

I’ve been delayed for two days and I’m still stuck in Honolulu tired spending money

1.5 hours late departing YVR for a 14-minute flight. Packed waiting area. Full plane. Families with tired, screaming kids. 40-minute wait for baggage at YYJ. For a Dash-8. Obviously there was some kind of breakdown but there was no communication from anyone. Most of this was not WestJet's fault but it was an unpleasant night overall. I fell asleep in a chair waiting for the luggage carousel to start.

Nothing to like about flying in the Dash 8s. With very small seats, little legroom, and a very noisy plane, nothing about such trips is enjoyable.

We enjoyed that we boarded and took off on time. We didn’t like that our connection flight was a twenty minute walk through the airport with only one hour in between flights.

It was good! Appreciated that it was very on schedule so it made the connecting flight less stressful

Two flights,both poor. No entertainment. Cramped and uncomfortable seats, little space, the rest was OK. Staff were acceptable good.

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.

Flight was delayed until Next day as crew timed out

6 plus hour delay with no explanation. No wheelchairs to transport us on arrival. Very disappointed.

Let me start by saying our connecting flight was cancelled for a maintenance issue but American airlines blamed it on the weather. When rebooking my flight the lady said it was because of maintenance. Our incoming flight wasn't delayed at that time. So we could fly into bad weather but not fly out of bad weather??? Doesn't seem realistic to me. Then our incoming flight was delayed 3 different times. No meal vouchers for lunch or dinner. Just to be on the hottest plane I have ever been on and they didn't serve water or snacks. Never again! Take this warning do not fly AA ever. There are over 3,000 people at the Miami airport due to 27 cancellations. The flight attendants and pilots should be fired.

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

The flights from Tri-Cities to Charlotte are always on planes that are too old and too small

Flight operated on tie. However, the in-flight entertainment was inoperative. No special recognition as an Executive Platinum member.

It was a disaster, delayed and my gate changed like 6 times and I was walking a like crazy to every gate they updated.

Horrible trip. I won't fly AA again Boarding was a nightmare because they squeezed people into the waiting like sardines. My connection was 30 minutes and the run to the gate was horrible. Then the flight was canceled AFTER boarding. The Flight attendants did not know what to do and gave out the wrong instructions. They finally sent us to a different gate. Again, the waiting was like a sardine tin. The flight was okay and my baggage arrived fine.

Nothing wrong on this flight but nothing special. It was oversold and they had to bump people which is always bad.

Flight staff really seemed unprepared for an international flight. Often missing people for food and drink orders, bumping people awake, giving guests meat when they were vegetarian.

Air Canada cancelled my prepaid/prebooked seat selection and changed my seats without any options.

Pretty good service and US Migratory officers providing services in Canada was awesome, because the arrival was quick and smooth

It was late leaving but made up time in the air.

Rude Customer Service at checkin, 90 minute limit in flight check in is too strict. I was in line for 30 minutes because of slow/insufficient workers. Somewhere I got to the the counter of course the employee warned me about the 90 minutes. People were cutting the lines. No one did anything.

Squeeze like sardines. ANA has much better leg room. The food on air canada was disgusting. Worse that left over microwave dinner. Like you heated up microwave dinner then saved it overnight, then microwaved it again and added nasty garnish to try to elevate but instead made it as edible as cat food.

Rouge needs to offer seats with better pitch in economy. Many sick people on a full flight.

Overall, I would have to say my experience with Air Canada was mediocre their DC tens. Need to be updated not comfortable at all. Only one out of my four flights was decent. The staffing was very nice. Going through customs in Montreal was quick and easy. Air Canada has room for improvement with their facilities.

The first flight Seattle to Toronto was very poor. My seat was changed. The aircraft was changed. They were having issues with the meals. My second flight from Toronto to Quebec was fine. Short flight still no entertainment. My third flight Quebec to Montreal was very short seats are very uncomfortable, too old and way worn out almost like sitting on a bench. My last flight Montreal to Seattle was fine. Finally, they had some entertainment. Proper food was offered as advertised flight staff was accommodating and friendly, but once again, the aircraft seats are hard like benches.

Crew was terrific. In flight entertainment system is very slow and the touch screen can be not sensitive enough or too sensitive. It was such a pain to pause a movie in case when I unpaused it accidentally thought I presses stop. This happened 3 times. I gave up and went back to my phone for entertainment.

Everything was great. I really like how they had their safety film set up showing you the beauty of the country.

Book Cheap Cayman Islands Plane Tickets

Recent round-trip flight deals

9/6Sun
directWestJet
4h 10mYYZ-GCM
22/6Sat
directWestJet
4h 09mGCM-YYZ
C$ 324
9/7Tue
directWestJet
3h 59mYYZ-GCM
16/7Tue
directWestJet
4h 09mGCM-YYZ
C$ 328
29/10Tue
1 stopUnited Airlines
8h 25mYYZ-GCM
5/11Tue
2 stopsUnited Airlines
29h 48mGCM-YYZ
C$ 369
8/6Sat
2 stopsUnited Airlines
22h 16mYQB-GCM
15/6Sat
2 stopsUnited Airlines
18h 23mGCM-YQB
C$ 370
31/10Thu
directAir Canada
4h 20mYYZ-GCM
3/11Sun
directAir Canada
4h 00mGCM-YYZ
C$ 373
8/9Sun
directAir Canada
4h 00mYYZ-GCM
12/9Thu
directAir Canada
4h 00mGCM-YYZ
C$ 383
9/9Mon
2 stopsAmerican Airlines
20h 42mYYZ-GCM
12/9Thu
1 stopAmerican Airlines
23h 10mGCM-YYZ
C$ 437
12/6Wed
1 stopAmerican Airlines
6h 10mYYZ-GCM
17/6Mon
1 stopAmerican Airlines
30h 20mGCM-YYZ
C$ 440
13/6Thu
1 stopWestJet Encore
8h 35mYYZ-GCM
22/6Sat
2 stopsWestJet Encore
10h 14mGCM-YYZ
C$ 726
6/9Fri
2 stopsWestJet Encore
20h 39mYYZ-GCM
13/9Fri
2 stopsWestJet Encore
20h 07mGCM-YYZ
C$ 850

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Recent one-way flight deals

30/5Thu
directAir Canada
4h 00mYYZ-GCM
C$ 142
17/10Thu
directAir Canada
4h 00mYYZ-GCM
C$ 161
30/5Thu
2 stopsUnited Airlines
22h 50mYYZ-GCM
C$ 163
22/6Sat
1 stopUnited Airlines
7h 30mYYZ-GCM
C$ 164
22/6Sat
2 stopsUnited Airlines
9h 00mYYZ-GCM
C$ 169
27/6Thu
1 stopAmerican Airlines
17h 16mYYZ-GCM
C$ 306
29/6Sat
1 stopWestJet
16h 24mYYC-GCM
C$ 394
18/8Sun
2 stopsAmerican Airlines
16h 46mYYZ-GCM
C$ 439
28/6Fri
1 stopWestJet
10h 39mYYC-GCM
C$ 516
18/8Sun
3 stopsBritish Airways
46h 45mYYZ-GCM
C$ 4,012

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Last minute flights to the Cayman Islands

Last minute flight, train and bus deals

16/5Thu
multi-stopAir Canada
37h 05mYYZ-GCM
20/5Mon
multi-stopAir Canada
47h 56mGCM-YYZ
C$ 481
17/5Fri
multi-stopAir Canada
43h 45mYQB-GCM
21/5Tue
multi-stopAir Canada
32h 10mGCM-YQB
C$ 507
17/5Fri
multi-stopAir Canada
19h 15mYUL-GCM
20/5Mon
multi-stopAir Canada
22h 32mGCM-YUL
C$ 527
20/5Mon
multi-stopUnited Airlines
27h 05mYYC-GCM
26/5Sun
multi-stopUnited Airlines
25h 09mGCM-YYC
C$ 538
18/5Sat
multi-stopAmerican Airlines
6h 31mYYZ-GCM
22/5Wed
multi-stopAmerican Airlines
19h 00mGCM-YYZ
C$ 549
18/5Sat
multi-stopDelta
6h 09mYYZ-GCM
22/5Wed
multi-stopDelta
18h 56mGCM-YYZ
C$ 570
20/5Mon
multi-stopUnited Airlines
27h 35mYYC-GCM
26/5Sun
multi-stopUnited Airlines
34h 03mGCM-YYC
C$ 660
17/5Fri
multi-stopAmerican Airlines
20h 36mYUL-GCM
20/5Mon
multi-stopAmerican Airlines
18h 22mGCM-YUL
C$ 663
16/5Thu
multi-stopDelta
18h 22mYYZ-GCM
22/5Wed
multi-stopDelta
18h 56mGCM-YYZ
C$ 794
17/5Fri
multi-stopWestJet Encore
20h 10mYYZ-GCM
22/5Wed
multi-stopWestJet Encore
18h 35mGCM-YYZ
C$ 1,295

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