C$ 169 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 19/4. 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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Best Cayman Islands Flight Deals

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
George Town
George TowndirectC$ 380
Cayman Brac
Cayman Brac1 stopC$ 870
George Town
George TowndirectC$ 380
Cayman Brac
Cayman Brac1 stopC$ 870

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

Sun, 19 Apr - Thu, 23 Apr
WestJet Logo
9:25 a.m. - 12:44 p.m.
YYZ
-
GCM
4h 19mdirect
WestJet Logo
1:50 p.m. - 6:59 p.m.
GCM
-
YYZ
4h 09mdirect
C$ 380WestJet
Thu, 16 Apr - Mon, 20 Apr
WestJet Logo
9:25 a.m. - 12:44 p.m.
YYZ
-
GCM
4h 19mdirect
WestJet Logo
1:50 p.m. - 6:59 p.m.
GCM
-
YYZ
4h 09mdirect
C$ 384WestJet
Tue, 7 Apr - Thu, 16 Apr
Porter Airlines Logo
12:15 p.m. - 3:25 p.m.
YYZ
-
GCM
4h 10mdirect
Porter Airlines Logo
4:25 p.m. - 9:30 p.m.
GCM
-
YYZ
4h 05mdirect
C$ 394Porter Airlines
Tue, 28 Apr - Wed, 6 May
United Airlines Logo
7:00 a.m. - 12:45 p.m.
YYZ
-
GCM
6h 45m
1 stop
United Airlines Logo
1:35 p.m. - 2:24 p.m.
GCM
-
YYZ
23h 49m
1 stop
C$ 402United Airlines
Sat, 2 May - Thu, 7 May
United Airlines Logo
5:50 p.m. - 12:30 p.m.
YYZ
-
GCM
19h 40m
2 stops
United Airlines Logo
1:35 p.m. - 8:44 p.m.
GCM
-
YYZ
30h 09m
2 stops
C$ 403United Airlines
Fri, 17 Apr - Fri, 24 Apr
Porter Airlines Logo
9:35 a.m. - 1:00 p.m.
YOW
-
GCM
4h 25mdirect
Porter Airlines Logo
2:00 p.m. - 7:15 p.m.
GCM
-
YOW
4h 15mdirect
C$ 413Porter Airlines
Mon, 13 Apr - Fri, 17 Apr
Air Canada Logo
7:25 p.m. - 11:10 a.m.
YOW
-
GCM
16h 45m
1 stop
Air Canada Logo
11:10 a.m. - 9:16 p.m.
GCM
-
YOW
9h 06m
1 stop
C$ 480Air Canada
Mon, 13 Apr - Fri, 17 Apr
Air Canada Logo
12:00 p.m. - 11:10 a.m.
YOW
-
GCM
24h 10m
1 stop
Air Canada Logo
11:10 a.m. - 9:16 p.m.
GCM
-
YOW
9h 06m
1 stop
C$ 483Air Canada
Fri, 17 Apr - Fri, 24 Apr
Multiple Airlines Logo
5:45 a.m. - 12:30 p.m.
YOW
-
GCM
31h 45m
2 stops
Multiple Airlines Logo
2:00 p.m. - 7:15 p.m.
GCM
-
YOW
4h 15mdirect
C$ 498Multiple Airlines
Fri, 3 Apr - Fri, 10 Apr
Multiple Airlines Logo
6:20 p.m. - 10:55 a.m.
YOW
-
GCM
41h 35m
2 stops
Multiple Airlines Logo
2:00 p.m. - 7:15 p.m.
GCM
-
YOW
4h 15mdirect
C$ 510Multiple 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 72 hours.

The cheapest ticket to the Cayman Islands from Canada found in the last 72 hours was to George Town, at C$ 292 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$ 292.

How much is a flight to the Cayman Islands?

The average and cheapest price for all round-trip flights to the Cayman Islands from each origin found by users searching on KAYAK in the last month.

A flight to the Cayman Islands costs C$ 390 on average. The cheapest price found on KAYAK in the last 2 weeks was C$ 183 for the route Toronto Pearson Intl Airport (YYZ) to George Town (GCM). The most popular routes on KAYAK are Toronto to George Town which costs C$ 470 on average, and Ottawa to George Town, which costs C$ 427 on average.

See prices from:

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 November, when tickets cost C$ 542 (return) on average. On the other hand, the most expensive months are December and October, when the average cost of round-trip tickets is C$ 1,180 and C$ 1,017 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 10% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 24 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$ 306.

Good to know

Low seasonSeptember
Cheapest flightC$ 169
Best time to beat the crowds (11% less expensive on average)
Most popular time to fly (7% 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$ 514. On the other hand, the most expensive day to fly is Friday, when round-trip prices are C$ 664 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$ 308, from Ottawa C$ 424
  • 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 427 reviews
8.6Crew
7.6Food
8.0Comfort
8.2Boarding
7.0Entertainment
Airline reviews

Even tho the flight was a bit delayed the team was apologetic. Everyone was friendly and efficient.

10.0 ExcellentDeanna, Mar 2026
YWG - YOW
Read more Porter Airlines reviews

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.

Poor landing as we overshot the runway and had to re land the plane. Lost both of my luggage not found as of yet. Had to pay extra money for my luggage in USD, now great my luggage is gone. Will not fly with Porter again.

This flight to St. Johns was really good. Boarding was a breeze. We left spot on time. Seats were actually pretty good. Recliner further than I expected. Three more flights to go we will see if this is the status quo for Porter.👍

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

Given I (and I’m assuming most people) have both carry in and a personal item included in their fare, I find it very unfair that on neither of my flights I was able to use the overhead for my small backpack because they were completely rammed with luggage, people personal items, jackets, hats and other items. So the only item I brought in had to be stuffed under my seat while they had their leg room and sat comfortable with all of their items in the overhead. This has to stop because I was uncomfortable on both flights when I only had one smaller item that could not be checked due to its contents (medication etc). Plenty of people could have checked theirs but chose not to and then took up the space allotment for 2 people.

Flight attendants had a little attitude. Food tastes no good.

From pre boarding to flight attendant, crew and baggage handler, excellent. Didn’t lost my luggage like West jet.

Very poor. The flight was delayed from Toronto because some forget to do there job . I got to my connecting gate in San Francisco 10 minutes before the departure.but this didn’t let me board even though the flight was still there for an other 30 minutes. The the gentleman at the unite airline desk told me that they usually wait for passengers but air Canada called and told them not to we I been rerouted to Manila instead of Hong Kong . In San Francisco they mad me check in my carryon bag . I was told the it will directly go yo ho chi minn cuyt but I was told that by the Vietnams airline desk that’s not there I’m 10 hours behind my scheduled flight and looks like I I’m going without baggage. I don’t have a chance of catching ..

It was great. There were some issues prior to takeoff. The weather was poor so we had to go through deicing, and we were delayed a bit by the pilots' concern about one of the engines, but that's aviation. The pilots handled everything with aplomb, and kept us apprised

Reliable, nice crew, I fly often on that flight and I like it all.

l really enjoy very much the flight was very pleasant

The Sears in the 800s are not too good perfect Airbus why cant the new 737 fix that

Quick and seamless boarding. No entertainment but fast Starlink wifi for this short trip and the staff was really friendly.

I wasn’t able to book or pay for a seat and they forgot to check me in for my third flight so I spent 24 hours in Toronto waiting for another one.

I wasn’t checked in for the third leg of my flight, my bag was checked through to Dublin but when I went to the gate in Toronto they said I wasn’t on the flight and had given my seat away. I had to wait 24 hours for another flight and instead on the one I had booked it was now 2 flights.

Flight was delayed for 5hours. Food vouchers just aren’t good enough

The agents at the Kelowna YLW airport were really grumpy. Same with oversized baggage person. Staff on the plane were great.

Flight was early. That’s the only positive I can share. I paid for wifi on the flight and it didn’t allow me to use any streaming services so it was a waste of $20. West Jet also lost my ski equipment on my way to a ski vacation. They told me it would be delivered to the hotel as soon as it arrived at the airport. It was never delivered. I had to pick it up at the airport on my way home. I am completely disgusted with my experience on west jet

The window seat on the emergency row was too small. I had a different seat booked and they moved me. My seat remained open. It was very uncomfortable.

No kiosk to help pre boarding unlike other airlines, still lost the luggage despite its own crew/TSA or security tagging it, poor handling of lost luggage and possibly compensation is likely poor too.

Waited at airport from 10 am till 4 pm and no flight due to fog. Ugh.

As someone who never flies WestJet unless there is no other viable option I have to give this crew credit where credit is due. Extremely well done everyone.

Everything was great until we had to get our bags. The bags came out in several different batches over 90 minutes after we landed maybe more we got our bags. So much for the old West Jet where they promised bags in 20 minutes. I Next time I will pack lighter and go with a carry-on.

They put me on an earlier and I got home sooner

Meals were not so good. Snack between the meals was very bad. Like Japan Airlines, they could eliminate the snack and make the second meal much better.

The worst Airline ever. They centered my second flight and leave me in NY. They don’t have any representatives at the airport and they don’t respond to calls. Basically I got stuck. I will never purchase through there again.

Small plane, poor meal choices for first class, bad terminal and boarding experience at LAX

Never ontime and always delays. Long waits for customer service and often app doesn’t work

Overall it was a good flight. Because we traveled on a Saturday we were upgraded to FC since my wife and I are both Executive Platinum. The only areas for improvement we noted are better snack assortment and perhaps a little nicer plane as American is flying some older planes now. Everything else on this flight was excellent, which is frankly not the norm for American since we have had multiple issues on prior AA flights.

Baggage allowances are terrible and the experience of only being allowed one bag and paying so much to take sporting equipment to a known ski area should be addressed.

Old equipment, needs upgrade and seat comfort. Internet didn't work 75% or the time.

Could we please end the loud announcements about credit card offers on your flights? We are trying to sleep, work, watch videos, etc. and if we need a credit card, we will ask for one. Flying is already not what it used to be.

It was fine. My connection in Charlotte to go to WPB was too late and I had to spend the night in the Charlotte Airport in the mini suites.

Crowded and tight fit on Rouge. Entertainment requires your own mobile device. Small bag of pretzels is only food for 3.5 hour flight.

Other than flights being cancelled and 3.5 hours late causing missed connections it was ok.

Flight late with no explanation why so late boarding. More than made up the time in flight. Woman in seat behind me would not allow me to recline my seat so could not sleep. Slow to clean up after meal so has to leave my tray down. Flight attendants average at best. Premium economy experience was poor. It was a special trip for us, a 70th birthday. We could only book seats that were apart and no efforts could be made to get us together. Just poor all around

Flight departed significantly late with no announcements being made. Woman behind me would not allow me to recline my seat so I was unable to comfortably sleep. Flight attendant not very responsive. Slow to pick up garbage after meal. Not a good experience at all. I felt like cattle rather than like a valued customer

My flight was delayed more than once, but Air Canada updated us regularly. Friends on other airlines had much worse experiences.

By modern air travel standards, our 15-hour flight to Delhi was very nice. Quiet-ish, straightforward, good service, okay seats, etc. All good.

Again, it was delayed and then our connecting aircraft was very cold.

My ticket did not exist when I got to the airport. I had to book another flight and was still charged by Kayak

Got denied my flight was told on Google that Air Canada was supposed to book me a flight back home because I never was able to go to my destination. They did not help me whatsoever. I had to book a whole new flight for that reason I would write this is zero

The plane was delayed an hour. Heard from other passengers that the Vancouver connection to SFO was never on-time.

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.