C$ 544 Find Cheap Flights from Calgary to the Cayman Islands

This is the cheapest round-trip flight price found by a KAYAK user in the last 72 hours by searching for a flight from Calgary to the Cayman Islands departing on 11/1. 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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Cheap Flights from Calgary to the Cayman Islands

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

Sun, 11 Jan - Thu, 22 Jan
WestJet Logo
12:15 a.m. - 1:44 p.m.
YYC
-
GCM
11h 29m1 stop
WestJet Logo
2:50 p.m. - 7:05 a.m.
GCM
-
YYC
18h 15m2 stops
C$ 544WestJet
Sun, 11 Jan - Thu, 22 Jan
WestJet Logo
12:15 a.m. - 1:44 p.m.
YYC
-
GCM
11h 29m1 stop
WestJet Logo
2:50 p.m. - 12:44 a.m.
GCM
-
YYC
11h 54m1 stop
C$ 550WestJet
Thu, 8 Jan - Tue, 20 Jan
Multiple Airlines Logo
7:00 a.m. - 2:00 p.m.
YYC
-
GCM
29h 00m2 stops
Multiple Airlines Logo
5:25 p.m. - 12:05 a.m.
GCM
-
YYC
32h 40m1 stop
C$ 575Multiple Airlines
Thu, 8 Jan - Mon, 12 Jan
United Airlines Logo
12:37 p.m. - 4:20 p.m.
YYC
-
GCM
49h 43m2 stops
United Airlines Logo
2:50 p.m. - 11:35 a.m.
GCM
-
YYC
22h 45m1 stop
C$ 577United Airlines
Mon, 12 Jan - Thu, 22 Jan
Air Canada Logo
8:45 p.m. - 12:25 p.m.
YYC
-
GCM
13h 40m2 stops
Air Canada Logo
1:30 p.m. - 7:19 a.m.
GCM
-
YYC
19h 49m2 stops
C$ 587Air Canada
Sun, 18 Jan - Thu, 22 Jan
Air Canada Logo
12:35 p.m. - 12:25 p.m.
YYC
-
GCM
21h 50m2 stops
Air Canada Logo
1:30 p.m. - 10:38 a.m.
GCM
-
YYC
23h 08m1 stop
C$ 588Air Canada
Thu, 8 Jan - Tue, 20 Jan
Porter Airlines Logo
7:00 a.m. - 2:00 p.m.
YYC
-
GCM
29h 00m2 stops
Porter Airlines Logo
5:25 p.m. - 9:35 p.m.
GCM
-
YYC
30h 10m2 stops
C$ 592Porter Airlines
Fri, 30 Jan - Fri, 6 Feb
Air Canada Logo
1:10 p.m. - 12:25 p.m.
YYC
-
GCM
45h 15m2 stops
Air Canada Logo
1:30 p.m. - 8:19 p.m.
GCM
-
YYC
32h 49m2 stops
C$ 597Air Canada
Fri, 30 Jan - Fri, 6 Feb
Air Canada Logo
1:10 p.m. - 12:25 p.m.
YYC
-
GCM
45h 15m2 stops
Air Canada Logo
1:30 p.m. - 6:54 p.m.
GCM
-
YYC
31h 24m1 stop
C$ 601Air Canada
Thu, 8 Jan - Mon, 12 Jan
Multiple Airlines Logo
12:40 p.m. - 2:00 p.m.
YYC
-
GCM
23h 20m2 stops
Multiple Airlines Logo
2:50 p.m. - 12:05 a.m.
GCM
-
YYC
11h 15m1 stop
C$ 619Multiple Airlines
Booking Insights

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

Get data-powered insights and trends into flights from Calgary to the Cayman Islands to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest month to fly from Calgary to the Cayman Islands?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Calgary 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 Calgary to the Cayman Islands is September, when tickets cost C$ 493 (return) on average. On the other hand, the most expensive months are October and May, when the average cost of round-trip tickets is C$ 1,036 and C$ 1,014 respectively.

Good to know

Low seasonOctober
Cheapest flightC$ 544
Best time to beat the crowds but there is an average 42% increase in price.
Most popular time to fly and prices are also 10% lower on average.
Flight from Calgary to George Town

FAQs - booking Cayman Islands flights

  • How does KAYAK find such low prices on flights from Calgary 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 Calgary to the Cayman Islands.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Calgary 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 Calgary 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 Calgary 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 Calgary 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 Calgary 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 time of day to fly to the Cayman Islands?

    The cheapest time of day to fly to the Cayman Islands is generally in the evening, when round-trip flights cost C$ 602 on average. Morning departures are around 106% 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$ 1,240.

Reviews of the top 3 airlines flying from Calgary to the Cayman Islands

 
Need help choosing which airline to fly with from Calgary 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.
7.4
United AirlinesOverall score based on 9092 reviews
8.1Crew
6.6Food
7.1Entertainment
7.7Boarding
7.3Comfort
Airline reviews

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

8.0 ExcellentAnonymous, Dec 2025
YEG - IAH
Read more United Airlines reviews

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 dread trans-Pacific flights. They are very long. This was my first time on Universal, and it was my best crossing ever. The staff were professional, the hospitality was great, and the food was delicious. The entertainment system filled the long flight hours. I will seek out Universal flights from now onwards. 🙂

The food quality sucks. One must starve if they do not eat flesh Or wheat based products Some variety would be expected. The trivial amount of snacks and or food is inhumane

We Left Calgary 1/2 hour late and that made for a tight connection in Denver. After arriving everything was done to help us make our connection. That was a great effort. Thank You United

Efficient all round, very good crew. Short flight so the food, of course, was just snacks

Overall, it was good. I was seating next to a wonderful lady and did not notice how time flew. Thanks

My flight was delayed about 1 1/2 hours in Chicago, but other then that it was a good flight.

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

Not sure what happened, but for some reason we had to sit on the plane for an extra 10 minutes once we arrived in Abbotsford. Obviously, it was an engine issue.

It was disappointing to see the huge number of people who were allowed to board who were claiming to either be disabled or needed extra time to board who practically ran to the gate as soon as boarding opened. One of the female flight attendants in the premium economy section refused to let a lady with an infant use the toilet next to row 9 to change her baby even though the path back to the rear toilets was blocked by staff and trolleys and said she would have to carry the baby to the toilet during the descent phase when turbulence was present. The passenger refused and the baby had to wait until landing. It would have been no problem to allow this infringement of weathers petty rules. The flight was also very cold due to a cold draft throughout the flight from the bulkhead ceiling which was not controllable.

Food good . No entertainment. Need to use wifi to access your own apps. Eg Amazon Prime, YouTube. They don't tell you unless you ask.

I was seated near a "stinky" person. That's not the fault of Westjet🙁😶‍🌫️

The ceiling leaked water on me. The toilets smelled very bad in the rear cabin

When I purchased the flights I included the luggage, the luggage was not added and got charged the full price anyway. Had to pay for the luggage at check in. Initial flight was delayed, we missed our 9am connection (flew with my wife), then the airline rebooks us to the next flights, putting my wife in at 1.40pm and me at 4pm, what a crazy wait time. We managed to fix it with customer service and they put me in the 1:40pm flight too, but they left my baggage behind in the 4pm flight. When arrived to my destination, of course no luggage. It was delivered to the address thankfully late at night. The experience sucked.

Very good experience. Great cabin crew. Much better than expected

Typical Canadian airline experience. Charger and tray were broken, food was poor quality, and yet you're still paying more than flights with equal to better service than elsewhere globally.

Not enough food option. And not enough advices or information about what we are gonna eat.

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.

Was not sent a link to check in online. Tried to check in online using website. Site didn’t work. Called support line, was told it often didn’t work. Went to counter at airport to check bags and get boarding passes. Had to stand in a lineup. They were unable to tell me how much to pay. Had to take a paper to another counter, took a long time to be told what I owed. I fondly remember the days of checking in online, getting my boarding pass digitally, paying for my luggage on line, scanning my passport at the airport to get my luggage tags, and putting my luggage on the conveyor. Easy peasy. Air Canada has really taken a step back in time, and made what was an easy check in experience to one that seemed unduly long and frustrating.

Really out of Air Canada's control due to long delay because of mechanical issues. While doing their best, disappointed by their assumption that all passengers have smart phones. Should have communicated food voucher availability at gate area. Late arrival cost me an extra $51 because public transit was not available, Otherwise, feel Air Canada did their best dealing with their challenges. Will likely continue using them in the future.

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.

I wish to travel with Air Canada for my next trip

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

Business class was not worth the extra charge. Overpriced for slightly larger seat. Nothing special. Small older plane.

Pros: The airplane was new and had in-flight entertainment (tablet behind seats) with new movies instead of watching on personal devices. Cons: the flight time was changed without informing us. When I booked the flight, the time was 13:30pm (also in the email confirmation). However, when I reached the airport, the time was conveniently changed to 14:55pm. When I asked at the counter, they said the flight always took off at this time. The booking was made by Air Canada, but the flight was operated by United.

The app was great, service was wonderful, everything was quick and easy

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.

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

Everything you need to know for your flight from Calgary to the Cayman Islands

Information on your arrival and departure airports