C$ 213 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 5/7. 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.
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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$ 448
George Town
George TowndirectC$ 448

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$ 448WestJet
Find Deal
Sat, 5 Jul - Sat, 12 Jul
United Airlines Logo
6:10 a.m. - 3:35 p.m.YYZ-GCM
10h 25m1 stop
United Airlines Logo
4:15 p.m. - 5:19 p.m.GCM-YYZ
24h 04m1 stop
C$ 477United Airlines
Find Deal
Sat, 5 Jul - Sat, 12 Jul
United Airlines Logo
6:10 a.m. - 3:35 p.m.YYZ-GCM
10h 25m1 stop
United Airlines Logo
4:15 p.m. - 5:19 p.m.GCM-YYZ
24h 04m1 stop
C$ 480United Airlines
Find Deal
Thu, 18 Sep - Thu, 25 Sep
American Airlines Logo
6:00 a.m. - 11:22 a.m.YYZ-GCM
6h 22m1 stop
American Airlines Logo
12:30 p.m. - 11:09 a.m.GCM-YYZ
21h 39m1 stop
C$ 484American Airlines
Find Deal
Sat, 5 Jul - Sat, 12 Jul
WestJet Logo
9:40 a.m. - 12:45 p.m.YYZ-GCM
4h 05mdirect
WestJet Logo
1:45 p.m. - 6:54 p.m.GCM-YYZ
4h 09mdirect
C$ 487WestJet
Find Deal
Tue, 30 Sep - Wed, 8 Oct
American Airlines Logo
3:45 p.m. - 11:25 a.m.YYZ-GCM
20h 40m1 stop
American Airlines Logo
12:15 p.m. - 11:01 p.m.GCM-YYZ
9h 46m2 stops
C$ 492American Airlines
Find Deal
Thu, 18 Sep - Thu, 25 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$ 495Air Canada
Find Deal
Wed, 8 Oct - Thu, 16 Oct
Air Canada Logo
9:15 a.m. - 11:55 a.m.YUL-GCM
27h 40m1 stop
Air Canada Logo
12:50 p.m. - 9:20 a.m.GCM-YUL
19h 30m1 stop
C$ 525Air Canada
Find Deal
Mon, 18 Aug - Mon, 25 Aug
Delta Logo
6:15 a.m. - 11:37 a.m.YYZ-GCM
6h 22m1 stop
Delta Logo
12:50 p.m. - 11:59 p.m.GCM-YYZ
10h 09m1 stop
C$ 790Delta
Find Deal
Sat, 25 Oct - Mon, 3 Nov
Delta Logo
11:15 a.m. - 11:42 a.m.YUL-GCM
25h 27m2 stops
Delta Logo
1:02 p.m. - 11:53 p.m.GCM-YUL
10h 51m1 stop
C$ 1,071Delta
Find Deal
Useful Info

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$ 344 round-trip. The most popular route is Toronto Pearson Intl Airport (YYZ) to George Town (GCM) and the cheapest round-trip airline ticket found on this route in the last 72 hours was C$ 344.

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 September, when tickets cost C$ 546 (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$ 900 and C$ 839 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 2 weeks before departure. For the absolute cheapest price, our data suggests you should book 14 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$ 390.


Good to know

Low seasonSeptember
High seasonDecember
Cheapest flightC$ 213
Best time to beat the crowds (13% less expensive on average)
Most popular time to fly (33% more expensive on average)
Flight from Toronto Pearson Airport 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 Tuesday when round-trip tickets can be as cheap as C$ 549. On the other hand, the most expensive day to fly is Friday, when round-trip prices are C$ 712 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 20% 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$ 397.

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$ 457
  • 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.
8.0
DeltaOverall score based on 7950 reviews
8.2Boarding
7.3Food
8.5Crew
7.9Comfort
7.9Entertainment
Airline reviews

After I checked in, I realized we had no seat assignment. It said they would be assigned at the gate. This was really frustrating because I usually use a lounge before flights, but I couldn't because I had to be at the gate to ensure we got our seat assignments. The gate agent arrived an hour before the flight left. I was the first one up to ask about seat assignments. She told us to wait for names to be called. Dozens of other passengers were paged, but we were not. Finally, I asked my husband to ask. He went up and was also told to wait. About 10 minutes later, they called for boarding. We still had not been told our seats. We went back to the desk and they were in a panic, saying we actually weren't on that flight. Then they made an announcement telling the stand by passengers to not board (in case we needed their seats). It was so stressful and unprofessional. Finally they gave us our seats. I have no idea what happened and why the two desk agents seemed to have conflicting ideas about our seats, whether we were on that flight etc.

8.0 ExcellentAshley, May 2025YYZ - LGA
Read more Delta reviews

After I checked in, I realized we had no seat assignment. It said they would be assigned at the gate. This was really frustrating because I usually use a lounge before flights, but I couldn't because I had to be at the gate to ensure we got our seat assignments. The gate agent arrived an hour before the flight left. I was the first one up to ask about seat assignments. She told us to wait for names to be called. Dozens of other passengers were paged, but we were not. Finally, I asked my husband to ask. He went up and was also told to wait. About 10 minutes later, they called for boarding. We still had not been told our seats. We went back to the desk and they were in a panic, saying we actually weren't on that flight. Then they made an announcement telling the stand by passengers to not board (in case we needed their seats). It was so stressful and unprofessional. Finally they gave us our seats. I have no idea what happened and why the two desk agents seemed to have conflicting ideas about our seats, whether we were on that flight etc.

Delta is a cut above the others in customer service.

Very dissatisfied with the fact that I had upgraded to first class for the second part of my trip only to find out that the lounge was still not available to me, as well as not having any food or drink service on the flight due to weather, so I lost out more than what I paid for.

Bottom seat cushion is almost non existent. Very uncomfortable seat.

Delta cancelled my flight less than 24 hours before departure and provided no alternative options. Left me to fend for myself basically. Scrambled to book flight on another airline and paid a fortune to do so last minute.. Can’t wait to see how Delta deals with my refund.

Crew was very helpful with mobility assistance from end to end. Very caring.

They separated our seats and moved us to the back of the plane. Hundreds of dollars and thousands of miles used and this was my platinum member experience.

Since it wasn’t a Delta flight, I was not able to sit with my group and there was no entertainment.

New boarding doesn't make sense. Filling front first is slow.

Overall it was not that bad! The delay on the second leg to Indianapolis , was really unexpected!!

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.

It was my first time with United Airlines and I would say it was very good experience and best of all the flights were on time. Will definitely fly with United Airlines next time.

headphone jack didnt work for the first flight and not much variety

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 boarding crew was incredibly helpful getting me on an earlier flight

Standard. No different than a discount carrier on a short trip.

Amazingly comfy flight - I had upgraded for a reasonable price and it was worth it. The food also was good.

Kayak boarding information contained inaccuracies that would have not existed if booked directly with American. Paid for preferential boarding, was last to board.

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.

Typically, I am always impressed with American personnel. These you run into the rude old hags that are still around. I can tell over my 40 years of flying with them, they have made strides in improving their attitudes.

Two issues. The plane was old and dirty. The armrest looked like an old car that had the vinyl rubbed off. The Seats in these aircraft are about as hard and uncomfortable. I want to tour Italy for a month and I want to buy a one-way ticket to Thailand but I will not sit in the seats these planes have. It is seriously stupid how hard they are.

Check bag location is full of rude employees who are unwilling to assist with issues after talking to AA on the phone and relaying messages. The boarding was good. While on the flight it got really hot. Asked flight attendant if there’s a way to drop the temp and make it more comfortable as we are flying from DC to Miami so flying from cold to hot weather. No changes made. Stayed hot and uncomfortable on the plane. When asked again about the AC being down the flight attendant said no the WiFi was down but not the AC. I mentioned it was still hot. No changes.

Not the greatest experience everything was pretty mediocre. My seat was by the washroom in the aisle and was not located well as everyone past each other people were right in my seat and space.

Lots of overhead storage, good crew, good service, smooth landing.

Lots of overhead storage and a good crew and service.

The small prop plane was crowded and the overhead luggage storage is a smaller than on the jets. Other than that, the crew was good, the flight was on time and the landing was smooth.

There was a medical emergency that the crew handled very well. There was no “entertainment” of any sort-no movie/music/whatever. Food was typical of airlines: mediocre.

On time. Friendly and efficient staff at check in and flight crew.

Terrible decision to take a night flight. Not enough time to sleep and premium seat has no foot rest ao couldn’t get comfortable!

Late departure, so I missed connection in Detroit. But Delta gave me a great hotel & breakfast. Just sorry I could not get anything from my checked baggage.

Crew was friendly. Lost our luggage and told us it’d be in later in the evening of the day we returned. It was not. Still after 5 days have not received it.

Was on a Swoop plane. No wifi and no Westjet connect

My luggage passed security but just before boarding the plane I watched as my luggage was thrown on the belt to enter the plane in Windsor and my luggage cover was half off. it was damaged before even making it onto the plane! I’ve had the luggage and covered for a year and have never had any issues. I mentioned it to an Air Canada employee who told me to use the app to make the crew aware of this (she said so they could fix it) but sure enough my luggage was damaged with no cover in sight! I sent an email to AC that was ignored. Awful experience! Also, a 4.5 hour flight and you are offered pretzels or a cheap single cookie?? Wow. The return flight did not have any entertainment available unless you used your own device and their wifi. The USB plug on the back of the seat did not charge my phone so my battery drained by using it for a short period of time. There was no warning that this was the case prior to boarding the aircraft. Lastly, the plane was freezing. I asked if they had any small blankets (which used to be standard) and was told they were only for the front section. Would never fly AC again!

On the flight from Montreal to Calgary the flight attendant we had was excellent. Unfortunately I did not get her name but she made the flight very comfortable and enjoyable.

Food hope it make it international not mainly like pilipino food

Just a little improvement on food but everything is excellent

Like- beer/wine for free Dis-like- all other aspects- customer service was horrible the entire trip. No help from Air Canada after they changed flight 6+ hours later. Also they put us on standby for no reason. Then almost 2 hours to get our bags after we arrived back at airport

This was actually a bus ride to the KW airport. It was smooth and comfortable and on time.

The plane in use lacked an entertainment system (perhaps because it was still being updated?). It was an overnight flight so it wasn't terrible but still. The actual seat was adequate but not great. As an economy flyer, food review is largely irrelevant. I am unhappy with this race to the bottom for services provided especially as it applies to baggage restrictions.

Service Director cut all cabin lights and window screens defaulted to dark, but it was an afternoon flight going west. I spent hours trying to see what was reading as reading lights weren't working either. What the hell.

Good flight, friendly crew and overall - good service on United Airlines.

Enjoyed the flights with Air Canada. Friendly, courteous staff and flight crew - kept us informed and efficiently got us boarded and to destination on time. Seats were reasonably comfortable and good room in the overhead spaces.

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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