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Find cheap flights from Calgary to the Cayman Islands from C$ 609

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 5/5. 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
0 bags
Mon 27/5
Mon 3/6

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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 Town2 stopsC$ 609

Good to know

Low season

July

High season

December

Cheapest flight

C$ 609
Best time to beat the crowds but there is an average 6% increase in price.
Most popular time to fly (34% more expensive 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 to the Cayman Islands from Calgary is likely to change within 7 days, so travelers 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 to the Cayman Islands with an airline and back to Calgary 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 to the Cayman Islands from Calgary up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Top tips for finding cheap flights to the Cayman Islands

  • Morning departure is around 15% more expensive than an evening flight, on average*.
*Average of the lowest prices shown in KAYAK’s search results for departures within the next 30 days

Top 4 airlines serving 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.
7.5
WestJetOverall score based on 2981 reviews
6.5entertainment
7.3comfort
8.2crew
7.7boarding
6.5food
Airline reviews

For some reason there was a change in the cockpit which delayed us by an hour

8.0 ExcellentFred, Apr. 2024YEG - YYC
Read more about WestJet reviews

For some reason there was a change in the cockpit which delayed us by an hour

Menu selection was limited and not appropriate for a flight of this length

I like WJ but I don’t like traveling anymore

Good flight. No I’m seat entertainment. But my phone worked just fine on the west jet app.

4 hour delay, lost our bags, staff was loud and it was an overnight flight

We were late boarding, but it all worked out. So, no problem.

It was good but not comfortable seat with the long legged persons.

No problems here. WestJet does a good job, even on their short haul flights

Boarding was fine, but then we were delayed a while due to some baggage issues, then de-icing.

Tried to reserves seats and WestJet My Trip shows not available until 24 hours before the flight. When check-in was finally available and I tried to get seats again I was not able to get to select seats for me and my wife together. All in all, was not able to select seats together on Kiwi, paid extra for seats on Westjet and still did not got seats together, not pleasant for such a long flight and with my wife not very good with flying, disappointed on the way the system works with regarding to seats reservations, even with paying extra for them.

The crew was doing their best on an old plane needing updating. Chairs that creaked and wouldn’t stay in position. My tray table was unusable as was on-board entertainment due the audio needing usb earphones (that were not provided). Prior to boarding in Toronto and despite being scheduled for a wheelchair and assistance, we were dropped off by clubcar without a wheelchair which I found myself by a gate. Due to no boarding gate assigned at that time we waited and when it was, it subsequently was moved from 64 to 95. No help could be found so I pushed my husband’s chair to that furthest gate in the airport at the highest speed possible for a 73 year old. And by that I mean I ran. It was a very stressful experience.

Wifi wasn't working on one of the UA flights after boarding.

Leg room was lacking. Legs crammed into seat in front.

T hey did a great job. Flight was on time .

the plane was old. the wifi didn’t work. the entertainment was boring and dated. the charging ports were impossible to find. i was mostly ignored by flight attendants that had no problem speaking to the man beside me. i got two drinks the entire time i was on the plane.

Crew was not very helpful. They forgot to serve me coffee and had to wait for a long time.It looked as if they were not very happy with what they were doing.

The flight I was connecting with waited for me even though my 1st flight was late. I really appreciated that.

The seat is too hard and my back and bottom are having servers pain

There was no lounge for passengers waiting before boarding the aircraft at F65, so passengers are just sitting on the floor or just spread everywhere the premises before boarding.

Great crew, friendly. Found the trip long just sitting with no onboard entertainment

The flight was fine. All the delays and poor communication and customer service were the worst! We were supposed to arrive in London at 7:10 am. In stead we arrived at 1:30 pm. And now American Airlines refuses to make things right but only sent a canned apology after I contacted customer relations.

5 hour flight - full flight - not enough room to use my computer - slightly delayed - Admirals club was excellent quality food, drink made up for flight seating. No food offerred on flight, you ahd to prebook.

lounge was the highlight - seats weren't that comfortable - it was a full flight but no complaints

A much better flight than our previous. The flight attendant took care of us and regularly checked in to see if we needed anything. Brought us drinks prior to the departure and then a couple more times. Totally makes the difference in how you travel when the crew is checking on their passengers. Great job on this leg of our trip.

I don't like that I have to pay if I want extra leg room. The seats are so expensive; I sit in normal seats and my legs and knees cramp the entire flight. I never feel comfortable on AA flights.

Terrible!!!!! Gate changes are a nightmare for elderly. I had to walk to another Terminal without any assistance! It was awful. When I finally arrived in Philadelphia my back and knee were killing me.

It was only a 50-minute flight from CLT to SAV. I could not get wifi in CRJ 900 plane,

Apart from changing gates and terminals yet again and almost missing my flight it was ok. Luckily American airlines was delayed once again.

Not sure about entertainment as I didn't use any, so maybe there should be an NA option on this survey. Otherwise everything was just as it should be. Of course I wish planes were more comfortable and had seats that would tilt back further.

We had a humorous and kind flight attendant, boarding was efficient, flight smooth, pilot gave updates and was humorous too, two drink services was very helpful. In flight entertainment is always appreciated

Not much food available, not able to choose seats to be near each other, tv did not work

I think Air Canada is the only airline I've flown where they don't give you at least a free cookie.

All but one of four were on time. One was delayed for an hour

Got the email to check in but when I tried to check in it said "cannot connect to server", so checked in at the desk.

It took 5 hour to get a crew to D Ice the plan. We had to sit on the runway for 5 hrs. in Calgary. It snows most of the winter. No proactive plan. In addition, after 3 calls to customer service they couldn't figure out how to have my wife and myself sit together on her birthday weekend. Everybody kept passing the buck. No decision from customer service, luggage drop off or check in team. The experience was a complete mess! I don't think we'll ever fly on this airline again.

my flight from Toronto to Chicago was horrible. we tried to land 3 times, couldn't. they went to Milwaukee & sat on the plane/runway for another 1.5 hours. then they flew us back to Toronto. we had to stay overnight. the communication was bad. just told us to wait for an email update. no credit, no voucher for my additional night in a hotel. nothing. I will not fly air Canada again.

The wifi I paid for did not work. The seats are tight.

The seats werr comfortable Would like a better snack that a tiny bag of pretzels

There were no free snacks…little pretzel bag or cookies like we had on our flight out.

Mostly crew good and the flight was safe and comfortable but service was lacking. For an overnight flight of 8hrs 50 it took some two hours to get served a drink and dinner after take off. I asked for Laurent Perrier champagne and was brought Perrier water, which I queried and asked where was the champagne. No response. The issue came up again an hour later when dinner was starting to be served and I was asked whether I wanted another drink, when I reminded I was still waiting for my first champagne! Apologies ensued but dinner service was quite slow. For breakfast I never did get served the hot course! So - no complaints and compliments on the safety of the flight but service underwhelming (and I brought them candies!)

Book cheap flights from Calgary to the Cayman Islands

Recent round-trip flight deals

5/5Sun
2 stopsDelta
28h 23mYYC-GCM
7/5Tue
2 stopsDelta
35h 22mGCM-YYC
C$ 609
5/5Sun
2 stopsDelta
28h 23mYYC-GCM
7/5Tue
2 stopsDelta
35h 22mGCM-YYC
C$ 631
25/5Sat
1 stopWestJet
11h 24mYYC-GCM
2/6Sun
2 stopsWestJet
19h 22mGCM-YYC
C$ 716
25/5Sat
1 stop
13h 25mYYC-GCM
2/6Sun
1 stop
19h 41mGCM-YYC
C$ 729
26/5Sun
2 stopsUnited Airlines
29h 10mYYC-GCM
2/6Sun
1 stopUnited Airlines
9h 38mGCM-YYC
C$ 747
5/6Wed
1 stopAir Canada
13h 25mYYC-GCM
9/6Sun
2 stopsAir Canada
29h 01mGCM-YYC
C$ 770
6/6Thu
2 stopsDelta
20h 10mYYC-GCM
9/6Sun
2 stopsDelta
22h 24mGCM-YYC
C$ 811
6/6Thu
1 stopUnited Airlines
29h 35mYYC-GCM
9/6Sun
1 stopUnited Airlines
9h 38mGCM-YYC
C$ 903
6/6Thu
1 stopAmerican Airlines
30h 50mYYC-GCM
9/6Sun
2 stopsAmerican Airlines
32h 35mGCM-YYC
C$ 940
5/6Wed
1 stopAir Canada
12h 35mYYC-GCM
9/6Sun
1 stopAir Canada
18h 22mGCM-YYC
C$ 958

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Calgary - Cayman Islands Flights

Departure:

Calgary (YYC)Canada

Cabin classes: