C$ 157 Find Cheap Flights to Grand Cayman

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 Grand Cayman departing on 20/9. 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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These are the airlines KAYAK users have selected most often from within our search results for flights to Grand Cayman
These are the airlines KAYAK users have selected most often from within our search results for flights to Grand Cayman
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Best Grand Cayman Flight Deals

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
George Town
George TowndirectC$ 356
George Town
George TowndirectC$ 356

Book Cheap Grand Cayman Plane Tickets

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

Sat, 27 Sep - Sat, 4 Oct
WestJet Logo
9:40 a.m. - 12:42 p.m.YYZ-GCM
4h 02mdirect
WestJet Logo
1:45 p.m. - 6:51 p.m.GCM-YYZ
4h 06mdirect
C$ 356WestJet
Find Deal
Sat, 27 Sep - Sat, 4 Oct
WestJet Logo
9:40 a.m. - 12:42 p.m.YYZ-GCM
4h 02mdirect
WestJet Logo
1:45 p.m. - 6:51 p.m.GCM-YYZ
4h 06mdirect
C$ 359WestJet
Find Deal
Sat, 27 Sep - Sat, 4 Oct
United Airlines Logo
10:45 a.m. - 12:30 p.m.YYZ-GCM
26h 45m2 stops
United Airlines Logo
1:35 p.m. - 9:19 a.m.GCM-YYZ
18h 44m2 stops
C$ 387United Airlines
Find Deal
Fri, 26 Sep - Sun, 28 Sep
United Airlines Logo
12:45 p.m. - 12:30 p.m.YYZ-GCM
24h 45m2 stops
United Airlines Logo
1:35 p.m. - 8:44 p.m.GCM-YYZ
30h 09m2 stops
C$ 389United Airlines
Find Deal
Wed, 17 Sep - Mon, 22 Sep
American Airlines Logo
3:45 p.m. - 11:22 a.m.YYZ-GCM
20h 37m1 stop
American Airlines Logo
12:25 p.m. - 10:29 p.m.GCM-YYZ
9h 04m1 stop
C$ 429American Airlines
Find Deal
Sat, 13 Sep - Thu, 18 Sep
American Airlines Logo
6:14 a.m. - 11:25 a.m.YYZ-GCM
6h 11m1 stop
American Airlines Logo
12:28 p.m. - 10:29 p.m.GCM-YYZ
9h 01m1 stop
C$ 431American Airlines
Find Deal
Sat, 27 Sep - Mon, 29 Sep
Air Canada Logo
6:10 a.m. - 12:30 p.m.YYZ-GCM
7h 20m1 stop
Air Canada Logo
12:50 p.m. - 5:50 p.m.GCM-YYZ
4h 00mdirect
C$ 494Air Canada
Find Deal
Fri, 5 Dec - Sun, 7 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$ 501Air Canada
Find Deal
Tue, 10 Feb - Tue, 24 Feb
Porter Airlines Logo
12:15 p.m. - 4:25 p.m.YYZ-GCM
4h 10mdirect
Porter Airlines Logo
5:25 p.m. - 9:30 p.m.GCM-YYZ
4h 05mdirect
C$ 551Porter Airlines
Find Deal
Thu, 15 Jan - Fri, 13 Feb
Porter Airlines Logo
12:15 p.m. - 4:25 p.m.YYZ-GCM
4h 10mdirect
Porter Airlines Logo
3:00 p.m. - 8:10 p.m.GCM-YYZ
29h 10m1 stop
C$ 560Porter Airlines
Find Deal
Booking Insights

KAYAK's insights & trends for flights to Grand Cayman

Get data-powered insights and trends for flights to Grand Cayman to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest flight to Grand Cayman?

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

The cheapest ticket to Grand Cayman from Canada found in the last 72 hours was to George Town, at C$ 251 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 72 hours was C$ 251.

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for flights from Canada to Grand Cayman, 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 Grand Cayman is April, when tickets cost C$ 577 (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$ 908 and C$ 903 respectively.

How far in advance should I book a flight from Canada to Grand Cayman?

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights to Grand Cayman, 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 Grand Cayman, you should book around 1 week before departure. For the absolute cheapest price, our data suggests you should book 26 weeks before departure.

Which is the cheapest airport to fly into in Grand Cayman?

Prices will differ depending on the departure airport, but generally, the cheapest airport to fly to in Grand Cayman is George Town Owen Roberts Intl Airport (GCM), with an average flight price of C$ 408.

Good to know

Low seasonSeptember
Cheapest flightC$ 157
Best time to beat the crowds (13% less expensive on average)
Most popular time to fly (23% more expensive on average)
Flight from Toronto to George Town

FAQs - booking Grand Cayman flights

  • How does KAYAK find such low prices on flights from Canada to Grand Cayman?

    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 Grand Cayman.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Canada to Grand Cayman 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 Grand Cayman?

    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 Grand Cayman 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 Grand Cayman?

    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 Grand Cayman 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 Grand Cayman?

    Based on KAYAK data, the cheapest day to fly to Grand Cayman is Thursday when round-trip tickets can be as cheap as C$ 592. On the other hand, the most expensive day to fly is Friday, when round-trip prices are C$ 699 on average.

  • What is the cheapest time of day to fly to Grand Cayman?

    The cheapest time of day to fly to Grand Cayman is generally in the afternoon, when round-trip flights cost C$ 231 on average. Morning departures are around 26% more expensive than evening flights, on average. The most expensive time of day to fly to Grand Cayman is generally in the morning, which is peak travel time and where the average cost of a ticket is C$ 418.

Top tips for finding cheap flights to Grand Cayman

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

Reviews of the top 5 airlines flying to Grand Cayman

 
See real verified KAYAK customer reviews for airlines flying to Grand Cayman. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline from Canada to Grand Cayman. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Canada to Grand Cayman? 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 334 reviews
8.7Crew
8.2Boarding
8.0Comfort
7.6Food
7.0Entertainment
Airline reviews

There was a 5 hour delay. Missed connection and now an almost 21 hour lay over!

2.0 MediocreKirsten, Aug 2025BOS - YOW
Read more Porter Airlines reviews

There was a 5 hour delay. Missed connection and now an almost 21 hour lay over!

The flight was fine see earlier note for the problem

Three hours on the tarmac with almost zero communication from the cockpit. Not when offered a water in the interim. In my 67 years of flying all over the world the worst experience ever. The plane was half empty, however had to pay for seats to sit next to my girlfriend. Extra to take a carry on. I would never fly Porter again even for free.

All good the seats a little tight and no I pad screen

Everything was good except the fact you charge more for a carry on bag vs a check in bag and to top it off in US$ that was not impressive

Our flight was cancelled at the last minute for maintenance reasons and we were rebooked on a late flight when we purposefully booked our flight to be home early due to work.

Seemed like an old plane. Very noisy. The seat cushions were so old that the metal bracing of the seats were poking through. There was plenty of leg room though.

Flight was delayed over 2 hours, then landed at a different airport!

The whole experience from check in to deboarding was fantastic.

Just an evening before they canceled my ticket and offered me ticket costing 3 x times more than. I will not fall prey to these scams,Will never book through kayak now. Such a bad experience.

The experience was great, the crew was very polite and hospitable. I will definitely make if my go to airlines.

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.

Worst flight ever. I was suppose to have a 3 1/2 hour layover in Chicago but got to the gate 4 minutes before boarding.

The plane was broken so we had to change planes.

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

Very helpful ground crew after an earlier flight delay and being rebooked on a different flight.

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 trip was very smooth and they provided great customer service

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

It was a code share with Alaska - would have been great if I actually made it on the plane, claimed I didn’t have a ticket or a seat even thought I was checked in.

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

No dogs! Can we have no dogs in the cabin? Why was there a yappy little dog behind me? Lucky I had ear plugs. Sorry for others without

Flight delayed 3 hours, missed my connection in Atlanta. Instead of getting to Savannah at 6PM arrived after 10:00PM Middle seat, couldn't get isle or window, couldn't book my seats in advance, had to book at the gate. That's a 1st for me and I used to travel a lot

my carry-on bag was delayed and I did not receive it until the day of my return at the airport. This delay caused me significant inconvenience, as I did not have access to my personal belongings for the duration of my trip. I had expected to rely on my carry-on items, and being without them negatively impacted my travel experience.

everything was fine expect massive delays - not the airline’s fault

Technology issues at the bag-check counter caused a delay, and we were unable to check out our bags, ultimately missing our flight. They offered no assistance other than telling us to book another flight out of Calgary. We arrived with plenty of time; if there hadn't been an issue with the kiosk and the length of the lines due to the technical issues, we could have made it home.

In spite of purchasing premium, I felt it was perhaps the most uncomfortable seat I have flown in. The base was either broken or poorly made and had no support. Even placing pillows and blankets on the seat (1D aisle) didn’t help. It made for a long and mostly sleepless six hour flight. Crew also were very loudly talking to each other through the night making it very hard to sleep. It was purchased for the price, so I get the risk, but was not impressed.

The checked luggage still hasn't arrived yet. 42 h later. We saw it being unloaded in the stopover location. It was. 5 hour layover so it wasn't a rushed transfer. One positive aspect, it was close to being on time and the crew that came on the clean the plane was very efficient.

Worst check in and bag drop off experience. Staff were incredibly rude given that it’s the WestJet system that is faulty.

The staff at the airport and on the plane were wonderful I especially wanna acknowledge the staff who boarded us at the Calgary airport. The women who helped us board at the airport were incredible… they were so kind and sweet…I very happy with WestJet and I am hoping I can fly more often to Canada.

We were happy with our experience. The price for tickets was much less than Delta and we actually took off and landed a little ahead of scheduled times.

Could not understand what the attendant was saying during his announcements.

Due to the strike by AC flight attendants, my flight was cancelled. Very disappointing! A refund is being processed. This was not a Kayak issue. I will be sure to come back to Kayak in the future.

The WiFi was down the whole flight, a flight that had no on board of any kind

Terrible, it’s a mess with the strike. Couldn’t do the Smithers flight because my flight to Vanvouver was cancelled and there is no customer service help to get refund or help

They canceled my flight, I had to rent a car, drive 14 hours. They tell to go on line for a refund, but only offer $24 for a $210 flight and you can’t get hold of anybody by phone and no help from staff at the airport.

They went on strike before time and screwed us big time. Which is not fair. We respect their planned strike but why they went on strike ahead of time ??? Poor garbage management

It got cancelled and they haven't given me a flight back yet!!

It would have been better if it wasn’t cancelled

Premium Economy is best if you can't get upgraded to Business.. Not as good to sleep for red-eye flights, but does the job. More space for your legs and arms.. The food is also better and the service is almost like business.

Awful. As we were boarding we were told the flight was cancelled. Then had to stand in a queue for 3 hours to talk to someone at the kiosk of Air Canada. They were not helpful at all. No empathy. My issue is not with them striking but the total disregard for the chaos and distress late notice caused. No thought on the impact this has caused.

Everything you need to know for your flight to Grand Cayman

Cabin class types available on flights to Grand Cayman

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

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