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Cheap flights from Calgary to the Cayman Islands from C$ 272

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 1/3. Fares are subject to change and may not be available on all flights or dates of travel.
YYC — GCM
15 Feb — 22 Feb1
1 adult
1 adult, Economy, 0 bags

Cheap flight deals from Calgary to Cayman Islands

Keep the following information in mind while searching for Calgary to Cayman Islands flight deals. Data was last updated 16 January 2026.

Round-trip from

C$ 593

One-way from

C$ 272

Popular in

October

Cheapest in

September

Average price

C$ 670
Air Canada
  • Air Canada
  • 28/3-6/4
  • 3 total stops
  • 48h 23m total
  • Calgary to Cayman Islands
Search Deals
1/3
  • 1/3
  • 1 total stop
  • 28h 44m total
  • Calgary to Cayman Islands
Search Deals
High demand for flights, 4% potential price rise
Search Deals
Cheapest flight prices on average. 4% potential price decrease (C$ 43 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
Search Deals

Find flight deals from Calgary to Cayman Islands

Enter your travel dates to find the best prices.

Cheapest flights from Calgary to Cayman Islands
Explore the most affordable flight options available from Calgary to Cayman Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 16 January 2026.

Sun 18/14:45 p.m.
YYC
-
GCM
2 stops17h 40m
Air Canada
Thu 22/11:30 p.m.
GCM
-
YYC
2 stops32h 05m
Air Canada
Deal found 13/1C$ 593
Sat 28/39:00 a.m.
YYC
-
GCM
1 stop26h 44m
WestJet
Mon 6/41:50 p.m.
GCM
-
YYC
1 stop27h 08m
WestJet
Deal found 14/1C$ 596
Wed 1/46:00 a.m.
YYC
-
GCM
2 stops29h 30m
United Airlines
Tue 7/41:35 p.m.
GCM
-
YYC
2 stops33h 13m
United Airlines
Deal found 15/1C$ 617
Wed 1/46:15 p.m.
YYC
-
GCM
1 stop15h 55m
Air Canada
Tue 7/412:30 p.m.
GCM
-
YYC
1 stop22h 58m
Air Canada
Deal found 15/1C$ 635
Fri 24/41:27 p.m.
YYC
-
GCM
2 stops22h 03m
United Airlines
Sat 9/54:09 p.m.
GCM
-
YYC
2 stops22h 47m
United Airlines
Deal found 14/1C$ 677
Fri 24/45:45 a.m.
YYC
-
GCM
2 stops29h 45m
Air Canada
Sat 9/512:25 p.m.
GCM
-
YYC
1 stop9h 33m
Air Canada
Deal found 14/1C$ 684
Tue 7/41:53 p.m.
YYC
-
GCM
1 stop21h 37m
United Airlines
Sat 18/44:10 p.m.
GCM
-
YYC
2 stops30h 38m
United Airlines
Deal found 15/1C$ 693
Mon 6/41:05 a.m.
YYC
-
GCM
1 stop13h 20m
Multiple Airlines
Sat 18/44:25 p.m.
GCM
-
YYC
1 stop20h 55m
Multiple Airlines
Deal found 15/1C$ 730
Mon 16/29:00 a.m.
YYC
-
GCM
2 stops25h 25m
Air Canada
Sat 21/25:45 p.m.
GCM
-
YYC
2 stops44h 39m
Air Canada
Deal found 15/1C$ 753

Cheapflights Fare Finder

 
Customize your flight search to find flights from Calgary to Cayman Islands that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 629,999 searches. Data last updated 16 January 2026.
Use the filters below to find and compare flights from Calgary to the Cayman Islands that are best for you.

Fly from

Calgary

Fly to

Cayman Islands

Route

Depart

Return

Price

CalgaryGeorge Town

YYC - GCM

YYCGCM

Calgary

Sat 28/3

6:15 p.m.-11:10 a.m.

1 stop15h 55m

George Town Owen Roberts Intl

Mon 6/4

12:30 p.m.-7:58 p.m.

2 stops32h 28m

C$ 593

CalgaryGeorge Town

YYC - GCM

YYCGCM

Calgary

Sat 28/3

9:00 a.m.-12:44 p.m.

1 stop26h 44m

George Town Owen Roberts Intl

Mon 6/4

1:50 p.m.-3:58 p.m.

1 stop27h 08m

C$ 596

CalgaryGeorge Town

YYC - GCM

YYCGCM

Calgary

Wed 1/4

6:00 a.m.-12:30 p.m.

2 stops29h 30m

George Town Owen Roberts Intl

Tue 7/4

1:35 p.m.-9:48 p.m.

2 stops33h 13m

C$ 617

CalgaryGeorge Town

YYC - GCM

YYCGCM

Calgary

Wed 1/4

6:15 p.m.-11:10 a.m.

1 stop15h 55m

George Town Owen Roberts Intl

Tue 7/4

12:30 p.m.-10:28 a.m.

1 stop22h 58m

C$ 635

CalgaryGeorge Town

YYC - GCM

YYCGCM

Calgary

Fri 24/4

1:27 p.m.-12:30 p.m.

2 stops22h 03m

George Town Owen Roberts Intl

Sat 9/5

4:09 p.m.-1:56 p.m.

2 stops22h 47m

C$ 677

CalgaryGeorge Town

YYC - GCM

YYCGCM

Calgary

Fri 24/4

5:45 a.m.-12:30 p.m.

2 stops29h 45m

George Town Owen Roberts Intl

Sat 9/5

12:25 p.m.-8:58 p.m.

1 stop9h 33m

C$ 684

CalgaryGeorge Town

YYC - GCM

YYCGCM

Calgary

Tue 7/4

1:53 p.m.-12:30 p.m.

1 stop21h 37m

George Town Owen Roberts Intl

Sat 18/4

4:10 p.m.-9:48 p.m.

2 stops30h 38m

C$ 693

CalgaryGeorge Town

YYC - GCM

YYCGCM

Calgary

Sun 1/3

7:00 a.m.-1:44 p.m.

1 stop28h 44m

C$ 272

CalgaryGeorge Town

YYC - GCM

YYCGCM

Calgary

Sun 1/3

8:45 p.m.-12:25 p.m.

2 stops13h 40m

C$ 281

Flights are sorted by cheapest round-trip flights first.

Deals found on 15/1

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
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

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

What is the cheapest month to book a flight from Calgary to Cayman Islands?

Currently, July is the cheapest month in which you can book a flight from Calgary to Cayman Islands (average of C$ 206). Flying from Calgary to Cayman Islands in October is currently the most expensive (average of C$ 1,045). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

Reviews of airlines servicing Cayman Islands

Get insights into the airlines that provide service to Cayman Islands. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Cayman Islands. Reviews last updated 16 January 2026.
Read through reviews of airlines operating flights from Calgary to the Cayman Islands, such as United Airlines,WestJet, andAir Canada. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
United Airlines
7.4
Good
9,163 reviews
Check prices

Boarding

7.7

Comfort

7.3

Crew

8.1

Food

6.6

Entertainment

7.1

Overall

7.4

Reviews

1 / 20
8.0
Excellent

Anonymous,Oct 2025

YUL - ORD

Crew and customer service are 5 stars. I had a lot of luggage for a very long trip and they were nothing but helpful and found solutions to every problem. It was my first time flying with United, and they really are the friendly skies. Leg room however, on 2/3 flights was terrible. Same for entertainment: There was only a seat-mounted screen on 1/3 flights. It would have been nice to have on the longest leg of the journey.
United Airlines
7.4
Good
9,163 reviews
United Airlines
7.4
Good
9,163 reviews
Check prices

Boarding

7.7

Comfort

7.3

Crew

8.1

Food

6.6

Entertainment

7.1

Overall

7.4

Reviews

1 / 20
8.0
Excellent

Anonymous,Oct 2025

YUL - ORD

Crew and customer service are 5 stars. I had a lot of luggage for a very long trip and they were nothing but helpful and found solutions to every problem. It was my first time flying with United, and they really are the friendly skies. Leg room however, on 2/3 flights was terrible. Same for entertainment: There was only a seat-mounted screen on 1/3 flights. It would have been nice to have on the longest leg of the journey.
WestJet
7.2
Good
3,242 reviews
United Airlines
7.4
Good
9,163 reviews
Check prices

Boarding

7.7

Comfort

7.3

Crew

8.1

Food

6.6

Entertainment

7.1

Overall

7.4

Reviews

1 / 20
8.0
Excellent

Anonymous,Oct 2025

YUL - ORD

Crew and customer service are 5 stars. I had a lot of luggage for a very long trip and they were nothing but helpful and found solutions to every problem. It was my first time flying with United, and they really are the friendly skies. Leg room however, on 2/3 flights was terrible. Same for entertainment: There was only a seat-mounted screen on 1/3 flights. It would have been nice to have on the longest leg of the journey.
Air Canada
7.1
Good
10,624 reviews
United Airlines
7.4
Good
9,163 reviews
Check prices

Boarding

7.7

Comfort

7.3

Crew

8.1

Food

6.6

Entertainment

7.1

Overall

7.4

Reviews

1 / 20
8.0
Excellent

Anonymous,Oct 2025

YUL - ORD

Crew and customer service are 5 stars. I had a lot of luggage for a very long trip and they were nothing but helpful and found solutions to every problem. It was my first time flying with United, and they really are the friendly skies. Leg room however, on 2/3 flights was terrible. Same for entertainment: There was only a seat-mounted screen on 1/3 flights. It would have been nice to have on the longest leg of the journey.

Related info for your journey

Find useful and relevant information for your journey from Calgary to Cayman Islands. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • 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?

    Air Canada, WestJet, and United Airlines can get you from Calgary to Cayman Islands in just under 15h 55m. Your travel time can differ by up to 13h 35m. The distance from Calgary to Cayman Islands is about 4543 km. Both multi-stop and direct flights can be found to your destination and back.

  • 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.

  • What is the cheapest month to book a flight from Calgary to Cayman Islands?

    Currently, July is the cheapest month in which you can book a flight from Calgary to Cayman Islands (average of C$ 206). Flying from Calgary to Cayman Islands in October is currently the most expensive (average of C$ 1,045). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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Top 3 airlines flying from Calgary to Cayman Islands

Discover the top 3 airlines that operate flights from Calgary to Cayman Islands. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 629,999 searches. Data last updated 16 January 2026.
AirlineCheapestAverageFlexibilityOn-time
WestJetCheapestC$ 375AverageC$ 823FlexibilityNo cancel feeOn-time60%
Search WestJet flights
Air CanadaCheapestC$ 484AverageC$ 761FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
United AirlinesCheapestC$ 495AverageC$ 591FlexibilityNo cancel feeOn-time69%
Search United Airlines flights

Fly with Cheapflights

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

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Why should you use Cheapflights to find cheap flight tickets from Calgary to Cayman Islands?

By finding flights from multiple airlines and providers at completely no cost, Cheapflights helps millions of users like you annually find the best flights to Cayman Islands from Calgary.

Can Cheapflights find flights from Calgary to Cayman Islands with no change fees?

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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