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Cheap flights from Calgary to the Cayman Islands from C$ 360

YYC — GCM
26 Nov — 3 Dec1
1 adult
1 adult, Economy, 0 bags

Cheap flight deals from Calgary to Cayman Islands

Enter your travel dates to find the best prices.

Cheapest flights from Calgary to Cayman Islands

Sun 29/1112:05 a.m. -
1 stop13h 30m
Sun 13/123:35 p.m. -
1 stop20h 30m
Deal found 23/10C$ 499
Wed 9/1212:05 a.m. -
1 stop13h 30m
Thu 17/123:35 p.m. -
1 stop27h 15m
Deal found 25/10C$ 747
Sat 12/122:35 p.m. -
1 stop24h 55m
Tue 15/125:45 p.m. -
2 stops30h 08m
Deal found 21/10C$ 765
Mon 2/112:35 p.m. -
1 stop24h 55m
Fri 6/115:45 p.m. -
2 stops19h 50m
Deal found 22/10C$ 915
Sat 12/127:20 a.m. -
1 stop9h 39m
Tue 15/122:05 p.m. -
1 stop10h 25m
Deal found 21/10C$ 1,050
Mon 2/115:55 p.m. -
2 stops41h 15m
Fri 6/111:10 p.m. -
2 stops23h 25m
Deal found 22/10C$ 1,102

Find flight deals from Calgary to Cayman Islands

Round-trip from

C$ 499

One-way from

C$ 360

Popular in

August

Cheapest in

April

Average price

C$ 863
WestJet
  • WestJet
  • 29/11-13/12
  • 2 total stops
  • 34h 00m total
  • Calgary to Cayman Islands
Search Deals
United Airlines
  • United Airlines
  • 5/12-31/12
  • 1 total stop
  • 24h 55m total
  • Calgary to Cayman Islands
Search Deals
Highest demand for flights based on searches. 18% potential increase in price (C$ 269 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease (C$ 55 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in October 2026
Search Deals

Cheapflights Fare Finder

 
Use the filters below to find and compare flights from Calgary to the Cayman Islands that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

CalgaryGeorge Town

YYC Calgary - GCM George Town Owen Roberts Intl

YYCGCM

Calgary

Sat 5/12

2:35 p.m.-5:30 p.m.

1 stop24h 55m

George Town Owen Roberts Intl

Wed 31/12

12:00 a.m.-10:00 p.m.

Nonstop0h 00m

C$ 360

CalgaryGeorge Town

YYC Calgary - GCM George Town Owen Roberts Intl

YYCGCM

Calgary

Thu 29/10

1:35 p.m.-12:15 p.m.

2 stops45h 40m

George Town Owen Roberts Intl

Wed 31/12

12:00 a.m.-10:00 p.m.

Nonstop0h 00m

C$ 371

CalgaryGeorge Town

YYC Calgary - GCM George Town Owen Roberts Intl

YYCGCM

Calgary

Mon 7/12

2:01 p.m.-12:55 p.m.

2 stops20h 54m

George Town Owen Roberts Intl

Wed 31/12

12:00 a.m.-10:00 p.m.

Nonstop0h 00m

C$ 377
Quickest round-trip

CalgaryGeorge Town

YYC Calgary - GCM George Town Owen Roberts Intl

YYCGCM

Calgary

Sun 6/12

1:45 a.m.-3:35 p.m.

1 stop11h 50m

George Town Owen Roberts Intl

Wed 31/12

12:00 a.m.-10:00 p.m.

Nonstop0h 00m

C$ 391

CalgaryGeorge Town

YYC Calgary - GCM George Town Owen Roberts Intl

YYCGCM

Calgary

Wed 28/10

12:05 a.m.-1:35 p.m.

1 stop12h 30m

George Town Owen Roberts Intl

Wed 31/12

12:00 a.m.-10:00 p.m.

Nonstop0h 00m

C$ 470

CalgaryGeorge Town

YYC Calgary - GCM George Town Owen Roberts Intl

YYCGCM

Calgary

Sat 12/12

1:37 p.m.-5:30 p.m.

2 stops25h 53m

George Town Owen Roberts Intl

Tue 15/12

5:45 p.m.-9:53 p.m.

2 stops30h 08m

C$ 765

CalgaryGeorge Town

YYC Calgary - GCM George Town Owen Roberts Intl

YYCGCM

Calgary

Tue 22/12

7:00 a.m.-5:00 p.m.

2 stops32h 00m

George Town Owen Roberts Intl

Tue 29/12

5:45 p.m.-9:53 p.m.

2 stops30h 08m

C$ 767

CalgaryGeorge Town

YYC Calgary - GCM George Town Owen Roberts Intl

YYCGCM

Calgary

Sun 10/1

7:00 a.m.-2:15 p.m.

2 stops29h 15m

George Town Owen Roberts Intl

Sat 16/1

5:45 p.m.-2:21 p.m.

2 stops22h 36m

C$ 783

CalgaryGeorge Town

YYC Calgary - GCM George Town Owen Roberts Intl

YYCGCM

Calgary

Thu 10/12

2:35 p.m.-5:30 p.m.

1 stop24h 55m

George Town Owen Roberts Intl

Thu 17/12

5:45 p.m.-5:57 p.m.

2 stops26h 12m

C$ 788

CalgaryGeorge Town

YYC Calgary - GCM George Town Owen Roberts Intl

YYCGCM

Calgary

Thu 29/10

7:00 a.m.-11:10 a.m.

3 stops27h 10m

George Town Owen Roberts Intl

Wed 31/12

12:00 a.m.-10:00 p.m.

Nonstop0h 00m

C$ 826

Flights are sorted by cheapest round-trip flights first.

Deals found on 21/10

Showing 1-10 of 12 resultsSorted by cheapest first
1
2

Best time to book a flight from Calgary to Cayman Islands

Have a flexible travel schedule? Discover the best time to fly to Cayman Islands from Calgary with our price prediction graph.
Estimated round-trip price

Cheapflights Insights

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

No data available for this route at this time. Please check back soon.

Reviews of airlines servicing Cayman Islands

Read through reviews of airlines operating flights from Calgary to the Cayman Islands, such as Air Canada. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Air Canada
7.1
Good
11,819 reviews
Check prices

Crew

7.8

Food

6.3

Entertainment

6.8

Comfort

7.1

Boarding

7.3

Overall

7.1

Reviews

1 / 20
2.0
Mediocre

Hazel,Sep 2026

YYC - FRA

Air Canada cancelled our flight and rebooked us on Lufthansa, where we had to pay for checked luggage. We originally chose Air Canada because our Aeroplan credit card includes a free checked bag. It’s frustrating to face an extra charge because of a change we didn’t choose.
Air Canada
7.1
Good
11,819 reviews
Air Canada
7.1
Good
11,819 reviews
Check prices

Crew

7.8

Food

6.3

Entertainment

6.8

Comfort

7.1

Boarding

7.3

Overall

7.1

Reviews

1 / 20
2.0
Mediocre

Hazel,Sep 2026

YYC - FRA

Air Canada cancelled our flight and rebooked us on Lufthansa, where we had to pay for checked luggage. We originally chose Air Canada because our Aeroplan credit card includes a free checked bag. It’s frustrating to face an extra charge because of a change we didn’t choose.

Related info for your journey

  • What airport do you fly from for flights from Calgary to Cayman Islands?

    For a flight from Calgary to Cayman Islands, you will be flying from Calgary. Calgary (YYC) is just 9.3 km from the centre of the city.

  • How long is the flight from Calgary to Cayman Islands?

    United Airlines can get you from Calgary to Cayman Islands in just under 25h 53m. Your travel time can differ by up to . The distance from Calgary to Cayman Islands is about 4543 km.

  • Can I find deals for flights from Calgary to Cayman Islands that include hotel bookings?

    Yes. In addition to deals on Calgary to Cayman Islands flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Calgary to Cayman Islands?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Calgary to Cayman Islands.

  • Can I find deals for business class flights from Calgary to Cayman Islands?

    Yes. Cheapflights offers flight deals from Calgary to Cayman Islands by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

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Top airline flying from Calgary to Cayman Islands

AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapestC$ 568AverageC$ 875FlexibilityNo cancel feeOn-time67%
Search Air Canada flights

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