C$ 157 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 13/9. 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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Best Cayman Islands Flight Deals

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
George Town
George TowndirectC$ 353
George Town
George TowndirectC$ 353

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

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$ 353WestJet
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$ 354WestJet
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. - 10:04 a.m.GCM-YYZ
19h 29m2 stops
C$ 379United Airlines
Find Deal
Sat, 27 Sep - Sat, 4 Oct
United Airlines Logo
3:00 p.m. - 12:30 p.m.YYZ-GCM
22h 30m2 stops
United Airlines Logo
1:35 p.m. - 11:44 a.m.GCM-YYZ
21h 09m2 stops
C$ 385United Airlines
Find Deal
Thu, 11 Sep - Mon, 15 Sep
Air Canada Logo
9:00 a.m. - 11:55 a.m.YYZ-GCM
3h 55mdirect
Air Canada Logo
12:50 p.m. - 5:50 p.m.GCM-YYZ
4h 00mdirect
C$ 407Air Canada
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Thu, 11 Sep - Mon, 15 Sep
Air Canada Logo
9:00 a.m. - 11:55 a.m.YYZ-GCM
3h 55mdirect
Air Canada Logo
12:50 p.m. - 5:50 p.m.GCM-YYZ
4h 00mdirect
C$ 411Air Canada
Find Deal
Thu, 11 Sep - Mon, 15 Sep
American Airlines Logo
6:00 a.m. - 11:22 a.m.YYZ-GCM
6h 22m1 stop
American Airlines Logo
12:25 p.m. - 10:29 p.m.GCM-YYZ
9h 04m1 stop
C$ 437American 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
12:10 p.m. - 11:58 p.m.GCM-YYZ
10h 48m1 stop
C$ 438American Airlines
Find Deal
Thu, 15 Jan - Fri, 13 Feb
Porter Airlines Logo
10:30 a.m. - 2:00 p.m.YTZ-GCM
27h 30m1 stop
Porter Airlines Logo
3:00 p.m. - 10:28 p.m.GCM-YTZ
7h 28m1 stop
C$ 549Porter Airlines
Find Deal
Thu, 15 Jan - Fri, 13 Feb
Porter Airlines Logo
2:05 p.m. - 2:00 p.m.YTZ-GCM
23h 55m1 stop
Porter Airlines Logo
3:00 p.m. - 1:18 p.m.GCM-YTZ
22h 18m1 stop
C$ 550Porter Airlines
Find Deal
Booking Insights

KAYAK's insights & trends for flights to the Cayman Islands

Get data-powered insights and trends for 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 72 hours.

The cheapest ticket to the Cayman Islands from Canada found in the last 72 hours was to George Town, at C$ 248 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$ 248.

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 April, when tickets cost C$ 576 (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$ 907 and C$ 902 respectively.

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 the flight from Canada to the Cayman Islands, 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 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$ 342.

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 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$ 591. On the other hand, the most expensive day to fly is Friday, when round-trip prices are C$ 703 on average.

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

    The cheapest time of day to fly to the Cayman Islands 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 the Cayman Islands 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 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$ 338
  • 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 332 reviews
7.0Entertainment
8.7Crew
8.0Comfort
8.2Boarding
7.6Food
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

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

Flight delayed, missed connection, had to stay overnight. Next flight instead of our business class we were booked on the very back row. Second time this had happened in 2 months.

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.

Seat back entertainment monitors would be nice. We did enjoy the In-Flight WiFi.

Friendly helpful crew but that did not make up for cramped, uncomfortable seating. Anyone over 5.5 feet and 150lbs is going to feel crammed into the tiny space they have allotted for seating unless you are a special rewards customer, then you get the properly human size seats. With the outrageous price of flying these days, even in economy, the very least they can do is provide you with a comfortable seating experience. Especially since if there is any kind of delay on the ground you're likely to be stuck there even longer than your scheduled flight time.

Our flight schedule was changed over six times, ultimately leaving us with a layover much shorter than we originally booked, which meant a panicked run through the airport. And the entertainment screen didn't function. As I've come to expect with Delta, a very mediocre and not customer-focused experience. This is on top of an outbound flight that was so delayed by mechanical issues, we had to spend the night at our layover city.

Horrible, experience, 5 hours delay, they changed gates 3 times, the last one we had to wait for 1::30 hre for the door to open to get to that gate. 0 apologies from Air Canada, they don’t care at all about their passengers

I paid for comfort plus seats but did not get the extra leg room. When I told the stewardess, she just ignored me.

Great breakfast and coffee …..fastest bag service I have ever had in NOLA

They were very attentive, polite, professional and great customer service skills.

Bad experience. My checked bag was lost during this direct flight….how does that even happen?

Seats horribly uncomfortable. Air nozzles didn't work so very overheated.

I had a very disappointing experience with customer service. I was suffering from a severe viral infection that included a rash and persistent cough, leaving me unable to even sit upright. Given the circumstances, I requested travel credits from Canada Air, explaining the potential health risk to others onboard. However, the airline showed no concern for my condition and stated they were not in a position to make decisions based on health considerations. Despite my illness, I received no support or flexibility. Ultimately, I chose to forgo my flight due to their lack of responsiveness. It’s unfortunate that airlines like this operate without prioritizing passenger health and safety.

Last minute cancellation, followed by last minute delay with the rescheduled flight. Both due to interval operation issues. Poor resolution.Very disappointing.

It would have been better if food is served on a 4 hours’ flight

Late departing. Late arriving. More worried about limiting bags on board. Free beer and wine a nice surprise.

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.

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