Cheap flights from Calgary to the Cayman Islands from C$ 232

YYC — GCM
29 Nov — 6 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

Wed 9/1212:05 a.m. -
1 stop13h 30m
Thu 17/123:35 p.m. -
1 stop27h 15m
Deal found 25/10C$ 745
Sat 12/121:37 p.m. -
2 stops25h 53m
Tue 15/125:45 p.m. -
2 stops30h 08m
Deal found 27/10C$ 785
Thu 10/122:35 p.m. -
1 stop24h 55m
Thu 17/125:45 p.m. -
2 stops26h 12m
Deal found 25/10C$ 786
Sat 7/117:00 p.m. -
1 stop18h 35m
Thu 12/113:35 p.m. -
1 stop19h 10m
Deal found 27/10C$ 800
Sun 8/111:45 a.m. -
1 stop11h 50m
Thu 12/113:35 p.m. -
1 stop19h 10m
Deal found 27/10C$ 871
Sat 7/112:35 p.m. -
1 stop24h 55m
Tue 10/115:45 p.m. -
2 stops19h 50m
Deal found 27/10C$ 1,020
Thu 17/121:45 a.m. -
1 stop10h 24m
Fri 25/122:05 p.m. -
1 stop11h 40m
Deal found 29/10C$ 1,021
Sun 8/1111:10 a.m. -
2 stops26h 25m
Thu 12/113:35 p.m. -
1 stop19h 10m
Deal found 27/10C$ 1,022

Find flight deals from Calgary to Cayman Islands

Round-trip from

C$ 573

One-way from

C$ 232

Popular in

August

Cheapest in

April

Average price

C$ 862
WestJet
  • WestJet
  • 6/1-8/2
  • 2 total stops
  • 24h 50m total
  • Calgary to Cayman Islands
WestJet
  • WestJet
  • 5/12-31/12
  • 1 total stop
  • 28h 20m total
  • Calgary to Cayman Islands
Highest demand for flights based on searches. 18% potential increase in price (C$ 269 potential increase over avg. RT price).
Cheapest flight prices on average. 4% potential price decrease (C$ 55 potential savings vs. average RT price).
Average for round-trip flights in October 2026

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

9:15 a.m.-2:35 p.m.

1 stop28h 20m

George Town Owen Roberts Intl

Wed 31/12

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

Nonstop0h 00m

C$ 232

CalgaryGeorge Town

YYC Calgary - GCM George Town Owen Roberts Intl

YYCGCM

Calgary

Sun 13/12

9:15 a.m.-2:35 p.m.

1 stop28h 20m

George Town Owen Roberts Intl

Wed 31/12

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

Nonstop0h 00m

C$ 285

CalgaryGeorge Town

YYC Calgary - GCM George Town Owen Roberts Intl

YYCGCM

Calgary

Wed 2/12

9:15 a.m.-2:35 p.m.

1 stop28h 20m

George Town Owen Roberts Intl

Wed 31/12

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

Nonstop0h 00m

C$ 331

CalgaryGeorge Town

YYC Calgary - GCM George Town Owen Roberts Intl

YYCGCM

Calgary

Thu 3/12

2:35 p.m.-1:15 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

Sun 13/12

7:00 a.m.-11:55 a.m.

2 stops27h 55m

George Town Owen Roberts Intl

Wed 31/12

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

Nonstop0h 00m

C$ 379

CalgaryGeorge Town

YYC Calgary - GCM George Town Owen Roberts Intl

YYCGCM

Calgary

Tue 1/12

7:00 a.m.-2:45 p.m.

2 stops30h 45m

George Town Owen Roberts Intl

Wed 31/12

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

Nonstop0h 00m

C$ 456

CalgaryGeorge Town

YYC Calgary - GCM George Town Owen Roberts Intl

YYCGCM

Calgary

Sun 13/12

11:50 p.m.-1:09 p.m.

3 stops36h 19m

George Town Owen Roberts Intl

Wed 31/12

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

Nonstop0h 00m

C$ 536

CalgaryGeorge Town

YYC Calgary - GCM George Town Owen Roberts Intl

YYCGCM

Calgary

Sat 6/2

10:40 a.m.-2:40 p.m.

2 stops27h 00m

George Town Owen Roberts Intl

Sat 13/2

5:45 p.m.-7:37 p.m.

2 stops26h 52m

C$ 785

CalgaryGeorge Town

YYC Calgary - GCM George Town Owen Roberts Intl

YYCGCM

Calgary

Sat 12/12

1:37 p.m.-4:30 p.m.

2 stops25h 53m

George Town Owen Roberts Intl

Tue 15/12

5:45 p.m.-10:53 p.m.

2 stops30h 08m

C$ 785

CalgaryGeorge Town

YYC Calgary - GCM George Town Owen Roberts Intl

YYCGCM

Calgary

Tue 22/12

3:06 p.m.-4:00 p.m.

2 stops23h 54m

George Town Owen Roberts Intl

Tue 29/12

5:45 p.m.-6:57 p.m.

2 stops26h 12m

C$ 786

Flights are sorted by cheapest round-trip flights first.

Deals found on 27/10

Showing 1-10 of 17 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.

Comfort

7.1

Overall

7.1

Entertainment

6.8

Food

6.3

Crew

7.8

Boarding

7.3

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.

Comfort

7.1

Overall

7.1

Entertainment

6.8

Food

6.3

Crew

7.8

Boarding

7.3

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 27h. 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

Alternative routes for Calgary to Cayman Islands

Top airline flying from Calgary to Cayman Islands

AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapestC$ 567AverageC$ 874FlexibilityNo cancel feeOn-time67%
Search Air Canada flights

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