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Cheap flights from Calgary to the Cayman Islands from C$ 248

YYC — GCM
23 Sep — 30 Sep1
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

Fri 16/1011:05 a.m. -
2 stops24h 40m
Sun 25/102:35 p.m. -
1 stop11h 20m
Deal found 22/8C$ 553
Mon 19/101:30 p.m. -
2 stops22h 15m
Sun 25/102:35 p.m. -
1 stop11h 20m
Deal found 23/8C$ 569
Mon 12/1011:50 p.m. -
1 stop11h 55m
Thu 29/102:35 p.m. -
2 stops26h 00m
Deal found 23/8C$ 577
Fri 2/106:50 p.m. -
2 stops16h 55m
Sat 10/101:45 p.m. -
2 stops19h 30m
Deal found 23/8C$ 609
Mon 19/104:40 p.m. -
1 stop19h 05m
Sun 25/102:35 p.m. -
2 stops17h 55m
Deal found 23/8C$ 647
Sat 12/127:30 a.m. -
1 stop8h 22m
Tue 15/122:00 p.m. -
1 stop11h 25m
Deal found 19/8C$ 688

Find flight deals from Calgary to Cayman Islands

Round-trip from

C$ 553

One-way from

C$ 248

Popular in

August

Cheapest in

April

Average price

C$ 1,168
WestJet
  • WestJet
  • 16/10-29/10
  • 3 total stops
  • 26h 25m total
  • Calgary to Cayman Islands
Search Deals
WestJet
  • WestJet
  • 7/11
  • 2 total stops
  • 25h 30m total
  • Calgary to Cayman Islands
Search Deals
Highest demand for flights based on searches. 15% potential increase in price (C$ 205 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 5% potential price decrease (C$ 57 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in August 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

Fri 16/10

11:05 a.m.-12:45 p.m.

2 stops24h 40m

George Town Owen Roberts Intl

Sun 25/10

2:35 p.m.-12:55 a.m.

1 stop11h 20m

C$ 553

CalgaryGeorge Town

YYC Calgary - GCM George Town Owen Roberts Intl

YYCGCM

Calgary

Sun 13/12

6:00 a.m.-1:35 p.m.

1 stop30h 35m

George Town Owen Roberts Intl

Sun 20/12

3:35 p.m.-10:35 a.m.

1 stop20h 00m

C$ 566

CalgaryGeorge Town

YYC Calgary - GCM George Town Owen Roberts Intl

YYCGCM

Calgary

Mon 12/10

11:45 p.m.-12:45 p.m.

2 stops12h 00m

George Town Owen Roberts Intl

Thu 29/10

2:35 p.m.-8:55 a.m.

2 stops19h 20m

C$ 589

CalgaryGeorge Town

YYC Calgary - GCM George Town Owen Roberts Intl

YYCGCM

Calgary

Mon 19/10

2:10 p.m.-12:45 p.m.

1 stop21h 35m

George Town Owen Roberts Intl

Sun 25/10

2:35 p.m.-10:00 a.m.

2 stops20h 25m

C$ 596

CalgaryGeorge Town

YYC Calgary - GCM George Town Owen Roberts Intl

YYCGCM

Calgary

Mon 19/10

4:40 p.m.-12:45 p.m.

1 stop19h 05m

George Town Owen Roberts Intl

Sun 25/10

2:35 p.m.-12:55 a.m.

1 stop11h 20m

C$ 659
Quickest round-trip

CalgaryGeorge Town

YYC Calgary - GCM George Town Owen Roberts Intl

YYCGCM

Calgary

Sat 12/12

7:30 a.m.-4:52 p.m.

1 stop8h 22m

George Town Owen Roberts Intl

Tue 15/12

2:00 p.m.-12:25 a.m.

1 stop11h 25m

C$ 688

CalgaryGeorge Town

YYC Calgary - GCM George Town Owen Roberts Intl

YYCGCM

Calgary

Fri 23/10

1:00 a.m.-12:45 p.m.

1 stop10h 45m

George Town Owen Roberts Intl

Sat 31/10

12:10 p.m.-11:45 p.m.

1 stop12h 35m

C$ 742

CalgaryGeorge Town

YYC Calgary - GCM George Town Owen Roberts Intl

YYCGCM

Calgary

Sat 12/12

7:00 a.m.-3:30 p.m.

2 stops31h 30m

George Town Owen Roberts Intl

Tue 15/12

5:45 p.m.-11:53 p.m.

2 stops31h 08m

C$ 826
Cheapest one-way

CalgaryGeorge Town

YYC Calgary - GCM George Town Owen Roberts Intl

YYCGCM

Calgary

Sat 7/11

4:15 p.m.-1:35 p.m.

1 stop20h 20m

C$ 262

CalgaryGeorge Town

YYC Calgary - GCM George Town Owen Roberts Intl

YYCGCM

Calgary

Tue 8/12

6:45 p.m.-1:35 p.m.

2 stops41h 50m

C$ 262

Flights are sorted by cheapest round-trip flights first.

Deals found on 19/8

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.
Air Canada
7.1
Good
11,527 reviews
Check prices

Boarding

7.3

Food

6.3

Entertainment

6.8

Crew

7.8

Comfort

7.1

Overall

7.1

Reviews

1 / 20
2.0
Mediocre

robert,Sep 2025

YEG - YVR

There was nothing that I liked about air canada. My experience was terrible.
Air Canada
7.1
Good
11,527 reviews
Air Canada
7.1
Good
11,527 reviews
Check prices

Boarding

7.3

Food

6.3

Entertainment

6.8

Crew

7.8

Comfort

7.1

Overall

7.1

Reviews

1 / 20
2.0
Mediocre

robert,Sep 2025

YEG - YVR

There was nothing that I liked about air canada. My experience was terrible.

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?

    WestJet can get you from Calgary to Cayman Islands in just under 24h 40m. 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 2 airlines flying from Calgary to Cayman Islands

AirlineCheapestAverageFlexibilityOn-time
WestJetCheapestC$ 479AverageC$ 768FlexibilityNo cancel feeOn-time60%
Search WestJet flights
Air CanadaCheapestC$ 510AverageC$ 754FlexibilityNo cancel feeOn-time67%
Search Air Canada flights

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How does Cheapflights help users find flights from Calgary to Cayman Islands?

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Yes, we can. To see specific flights from Calgary to Cayman Islands with no change fees, users can toggle flexible booking options after using the search form above to find flights.

Can Cheapflights notify me if prices for flights from Calgary to Cayman Islands become cheaper?

Yes, Cheapflights has a feature called Price Alert, which notifies users when flight prices change. Track prices for your flight to Cayman Islands from Calgary today and book when prices fit your budget.

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