C$ 224 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 23/6. 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
1 adult, Economy, 0 bags

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Flight Deals

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, 3 Sep - Mon, 7 Sep
Air Canada Logo
8:25 a.m. - 11:25 a.m.
YYZ
-
GCM
4h 00mdirect
Air Canada Logo
12:25 p.m. - 5:30 p.m.
GCM
-
YYZ
4h 05mdirect
C$ 471Air Canada
Sat, 22 Aug - Sat, 29 Aug
American Airlines Logo
1:26 p.m. - 11:00 a.m.
YQB
-
GCM
22h 34m
2 stops
American Airlines Logo
4:00 p.m. - 3:16 p.m.
GCM
-
YQB
22h 16m
2 stops
C$ 511American Airlines
Wed, 26 Aug - Sat, 29 Aug
American Airlines Logo
6:15 a.m. - 11:27 a.m.
YYZ
-
GCM
6h 12m
1 stop
American Airlines Logo
4:00 p.m. - 10:17 a.m.
GCM
-
YYZ
17h 17m
2 stops
C$ 512American Airlines
Fri, 11 Sep - Wed, 16 Sep
American Airlines Logo
6:00 a.m. - 11:27 a.m.
YYZ
-
GCM
6h 27m
1 stop
American Airlines Logo
12:36 p.m. - 10:39 p.m.
GCM
-
YYZ
9h 03m
1 stop
C$ 531American Airlines
Mon, 2 Nov - Sun, 8 Nov
WestJet Logo
5:40 a.m. - 1:44 p.m.
YOW
-
GCM
8h 04m
1 stop
WestJet Logo
2:50 p.m. - 12:42 a.m.
GCM
-
YOW
9h 52m
1 stop
C$ 532WestJet
Mon, 2 Nov - Sun, 8 Nov
WestJet Logo
6:45 a.m. - 1:44 p.m.
YUL
-
GCM
6h 59m
1 stop
WestJet Logo
2:50 p.m. - 12:33 a.m.
GCM
-
YUL
9h 43m
1 stop
C$ 534WestJet
Sat, 12 Sep - Mon, 21 Sep
Multiple Airlines Logo
9:20 p.m. - 11:30 a.m.
YUL
-
GCM
39h 10m
2 stops
Multiple Airlines Logo
7:00 a.m. - 12:36 a.m.
GCM
-
YUL
16h 36m
2 stops
C$ 545Multiple Airlines
Thu, 17 Sep - Mon, 21 Sep
Multiple Airlines Logo
5:10 a.m. - 11:25 a.m.
YOW
-
GCM
7h 15m
1 stop
Multiple Airlines Logo
7:00 a.m. - 12:45 a.m.
GCM
-
YOW
16h 45m
2 stops
C$ 546Multiple Airlines
Sat, 31 Oct - Thu, 5 Nov
United Airlines Logo
7:25 p.m. - 4:30 p.m.
YOW
-
GCM
22h 05m
2 stops
United Airlines Logo
5:45 p.m. - 10:39 a.m.
GCM
-
YOW
40h 54m
2 stops
C$ 555United Airlines
Sat, 17 Oct - Thu, 17 Dec
United Airlines Logo
3:15 p.m. - 12:30 p.m.
YTZ
-
GCM
22h 15m
2 stops
United Airlines Logo
5:45 p.m. - 10:06 a.m.
GCM
-
YTZ
40h 21m
2 stops
C$ 903United Airlines
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?

These are the best round-trip prices found by users searching on KAYAK in the last 5 days.

The cheapest ticket to the Cayman Islands from Canada found in the last 5 days was to George Town, at C$ 401 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$ 401.

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 December, when tickets cost C$ 151 (return) on average. On the other hand, the most expensive months are August and July, when the average cost of round-trip tickets is C$ 204 and C$ 188 respectively.

What is the cheapest time of day to fly to the Cayman Islands?

The average price for all round-trip flights from Canada to the Cayman Islands depending on the time of departure, clicked by users on KAYAK in the last 2 weeks.

The cheapest time of day to fly to the Cayman Islands is generally in the morning, when round-trip flights cost C$ 558 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$ 558.

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 a flight from Canada to the Cayman Islands, you should book around 2 weeks before departure, which saves you about 28% 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$ 228.

Good to know

Low seasonSeptember
Cheapest flightC$ 224
Best time to beat the crowds (14% less expensive on average)
Most popular time to fly (12% 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$ 523. On the other hand, the most expensive day to fly is Friday, when round-trip prices are C$ 666 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$ 358
  • 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 438 reviews
6.9Entertainment
7.6Food
8.0Comfort
8.2Boarding
8.6Crew
Airline reviews

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.

10.0 ExcellentAngela, May 2026
YYZ - YVR
Read more Porter Airlines reviews

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.

The Flight took off 2hrs late because there was no pilot showing up when the flight was ready to board.. Though the cabin crew was present and had prepared the plane, the FO turned around after 15 min and went away. A crew to fly the plane finally arrived over an hour later and we were able to board 1h30 min later than planned time... until everything was loaded, we left 2h late from the gate. This was a small plane, so don't expect any Entertainment... Wi-Fi access on board would work, but took an awful amount of time to figure out and get it work (I'm an IT person). Flying as VIPorter customer, I was expecting at least some warm meal, but everything served was just cold.. except the coffee maybe. Even in so-called VIPorter seats, space is cramped and trays are so tiny, you can barely setup your food. Flight caught up during the coast-to-coast crossing and was able to recoup about 45 min from the delay.. still arrived very late in Vancouver and had to wait a long time to get our registered bags. Let's see how the return flight will be in a few days..

It was okay. Had a thing with the front desk, she had me repack my suitcases to have them be under the weight restrictions, but then the other one was overweight, she argued with me about it when there were tons of people in line. Wasn’t great.

Due to a known technical error that Porter has not fixed in over a year, I was unable to check in the children on my reservation online and had to do it at the airport. Upon check in, there were no seats together, which was an issue as we had young children. The gate agent did manage to seat us together by moving other passengers, which was appreciated, but the other passengers were never informed, leading to confusion and delay upon boarding. The flight was over an hour late; no explanation or apology was ever issued. The bags on Porter take a long time to arrive--over half an hour at Hamilton on my inbound flight, and not much better on my return to Edmonton.

On my e-boarding pass it shows free wifi, yet the plane I was on didn’t have wifi. Please remove false advertising from your website and boarding passes

3.5 hr delay for a 1 hr work flight. No information as to why the delay until 20 mins before boarding.

Organization and the adjusted times but the snacks could be of a bigger portion

Smaller plane. Food and bar service for free is amazing. Drinks were in glass not plastic cups.

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

Arm rests are too small and too close. No screens, movie selection was very limited and poor. Food is pretty much overpriced cheap convenience store food.

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.

Crew was good, helpful. Flight ran on time.would have liked to take airtransat home to MTL. But the price back from San Jose Costa Rica was MUCH more expensive than the flight from MTL to San Jose c.r.

i was not able to take my flight because the information i needed to book my dog correctly was not provided

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.

They never sent me a confirmation to say my flight time had changed so I cut my holiday short by 6 hours Had to pay over 50 American for my luggage to be checked on the way home and that’s more that it cost on the way there. Arbitrarily charging more for the same thing when the passenger has no options is shady The cabin was an icebox going there and back, if all the passengers have their gloves on and their hoods up that should be an obvious sign to turn up the heat

I was very nice to arrive earlier than scheduled. Very much appreciated. No issues with flight. All was good.

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.

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.

They were fast and I like how they used to entertainment system to play video about the safety.

Flight delayed. Connecting to night flight was stressful but made it. Jusr in time. Ran.88Flight was fine.

Hopped on time for the flight only to get deplaned and delayed another 2.5 hours.

Everyone was extremely friendly and nice, from the front desk to the cabin crew!

I like the idea of a non-overnight flight to Europe.

The food was very good. I was nit expecting a meal on a red eye trip. I was pleasantly surprised! Plus we arrived a few minutes earlier than expected!

The crew was excellent. The turbulence was very bad and they were unable to serve our dinner. The captain informed the passengers that we were going to get water and snack instead. They provided us ample snacks instead. Otherwise the trip was good.

Despite travelling ultra basic for the first time due to such increased rates we both managed with one bag each. Even boarding last wasn’t SO bad.

There was no food but a singular cookie for a flight that was over 5hours??? Yeah not fun I was starving and again super cramped plane and you guys need to get planes with screens too, WiFi is nice but common we need more

I loved the fact it was on time and it was a smooth flight to my destination.

I like that we landed safely and that my dog was safe underneath as well. Outside of that, we were 45 mins late for a direct flight that is 1.5 hours long. And 2 of my 3 bags did not make the flight. Only my dog was onboard.

Service was okay except attendant over served alcohol to passenger and passenger got tipsy and made me uncomfortable

Food was not inspired but was satisfying. Same for infotainment selection. You’d think business class would come with complimentary WiFi. Crew was uniformly attentive and excellent.

Flight got delayed But satisfied with the pricing of tickets

Aircraft is designed with all 3 washrooms at the back of the plane, meaning that when there is service underway, there are no washrooms available and it gets very crowded at the back of the plane.

I was through check-in right away and on the plane before I knew it perfect in every way

Multiple delays and gate changes resulting in arrival with a 5 hour delay.

Mutiple delays and changes of gate resulting in arrival 5 hours after intended.

Excellent flight crew. Very comfortable plane. Entertainment options on air Canada were great!

One crew member, Brandy was very helpful with recovering phone lost in customs. The plane was ancient and poorly maintained. Checked baggage did not arrive with flight. Almost missed flight because if insanely short layover time. Air Canada is worst flight I have ever booked with Kayak. Wanted to charge for headsets for on flight media.

this flight was exceptional due to the plane itself being updated with longer seat belts so no need for the extender and access to a tv.

Flight was oversold. Seats assigned to multiple passengers. Delay 1 hour to sort out.

Good but I don’t received my bags yet is been 5days still no update

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.