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Cheap flights from Calgary to the Cayman Islands from C$ 236

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 15/11. Fares are subject to change and may not be available on all flights or dates of travel.
YYC — GCM
29 Nov — 6 Dec1
1 adult
1 adult, Economy, 0 bags

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 30 October 2025.

Sat 1/112:13 p.m.YYC - GCM
2 stops25h 17mUnited Airlines
Sun 9/115:45 p.m.GCM - YYC
1 stop21h 23mUnited Airlines
Deal found 29/10C$ 522
Sun 16/111:05 a.m.YYC - GCM
1 stop10h 39mMultiple Airlines
Thu 27/112:50 p.m.GCM - YYC
1 stop11h 15mMultiple Airlines
Deal found 30/10C$ 592
Tue 18/114:50 p.m.YYC - GCM
2 stops41h 35mMultiple Airlines
Thu 27/112:50 p.m.GCM - YYC
1 stop11h 15mMultiple Airlines
Deal found 30/10C$ 628
Sun 2/117:00 a.m.YYC - GCM
2 stops28h 44mWestJet
Sun 9/112:50 p.m.GCM - YYC
2 stops19h 59mWestJet
Deal found 30/10C$ 656
Sun 16/115:15 p.m.YYC - GCM
1 stop18h 29mWestJet
Sun 23/112:50 p.m.GCM - YYC
2 stops18h 15mWestJet
Deal found 30/10C$ 693
Tue 18/111:30 p.m.YYC - GCM
1 stop25h 00mAir Canada
Thu 27/111:30 p.m.GCM - YYC
1 stop31h 24mAir Canada
Deal found 30/10C$ 697
Sat 13/1212:37 p.m.YYC - GCM
2 stops25h 53mUnited Airlines
Thu 25/125:45 p.m.GCM - YYC
2 stops30h 08mUnited Airlines
Deal found 29/10C$ 707

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 30 October 2025.

Round-trip from

C$ 592

One-way from

C$ 236

Popular in

May

Cheapest in

September

Average price

C$ 1,050
16/11-27/11
  • 16/11-27/11
  • 2 total stops
  • 21h 54m total
  • Calgary to Cayman Islands
Search Deals
United Airlines
  • United Airlines
  • 15/11
  • 2 total stops
  • 21h 02m total
  • Calgary to Cayman Islands
Search Deals
Highest demand for flights based on searches. 6% potential increase in price (C$ 76 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 5% potential price decrease (C$ 56 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in October 2025
Search Deals

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 30 October 2025.
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

Sun 16/11

1:05 a.m.-1:44 p.m.

1 stop10h 39m

George Town Owen Roberts Intl

Thu 27/11

2:50 p.m.-12:05 a.m.

1 stop11h 15m

C$ 592

CalgaryGeorge Town

YYC - GCM

YYCGCM

Calgary

Tue 18/11

4:50 p.m.-12:25 p.m.

2 stops41h 35m

George Town Owen Roberts Intl

Thu 27/11

2:50 p.m.-12:05 a.m.

1 stop11h 15m

C$ 628

CalgaryGeorge Town

YYC - GCM

YYCGCM

Calgary

Tue 18/11

4:50 p.m.-12:25 p.m.

2 stops41h 35m

George Town Owen Roberts Intl

Thu 27/11

1:30 p.m.-11:13 a.m.

2 stops23h 43m

C$ 666

CalgaryGeorge Town

YYC - GCM

YYCGCM

Calgary

Sun 16/11

5:15 p.m.-1:44 p.m.

1 stop18h 29m

George Town Owen Roberts Intl

Sun 23/11

2:50 p.m.-7:05 a.m.

2 stops18h 15m

C$ 693

CalgaryGeorge Town

YYC - GCM

YYCGCM

Calgary

Sun 14/12

12:15 a.m.-1:44 p.m.

1 stop11h 29m

George Town Owen Roberts Intl

Thu 25/12

2:50 p.m.-7:15 p.m.

2 stops30h 25m

C$ 714

CalgaryGeorge Town

YYC - GCM

YYCGCM

Calgary

Sat 13/12

12:15 a.m.-1:44 p.m.

1 stop11h 29m

George Town Owen Roberts Intl

Thu 25/12

2:50 p.m.-12:44 a.m.

1 stop11h 54m

C$ 719

CalgaryGeorge Town

YYC - GCM

YYCGCM

Calgary

Sat 13/12

6:30 a.m.-1:44 p.m.

1 stop29h 14m

George Town Owen Roberts Intl

Thu 25/12

2:50 p.m.-5:20 p.m.

2 stops28h 30m

C$ 719

CalgaryGeorge Town

YYC - GCM

YYCGCM

Calgary

Sun 14/12

2:35 p.m.-1:44 p.m.

2 stops21h 09m

George Town Owen Roberts Intl

Mon 22/12

2:50 p.m.-8:16 p.m.

2 stops31h 26m

C$ 733

CalgaryGeorge Town

YYC - GCM

YYCGCM

Calgary

Sat 13/12

6:30 a.m.-1:44 p.m.

1 stop29h 14m

George Town Owen Roberts Intl

Mon 22/12

2:50 p.m.-12:44 a.m.

1 stop11h 54m

C$ 733

CalgaryGeorge Town

YYC - GCM

YYCGCM

Calgary

Sat 15/11

2:13 p.m.-1:15 p.m.

2 stops21h 02m

C$ 236

Flights are sorted by cheapest round-trip flights first.

Deals found on 29/10

Showing 1-10 of 17 results
1
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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$ 207). Flying from Calgary to Cayman Islands in October is currently the most expensive (average of C$ 1,050). 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.

What is the cheapest time of day to fly from YYC to KY?

Find hourly flight availability from Calgary to Cayman Islands. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated 30 October 2025.

When flying from Calgary to Cayman Islands, the time of day you fly usually plays a role in the price. Save by searching for a flight in the afternoon, which can drop the price by up to 51% versus a flight in the morning.

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 30 October 2025.
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
8,998 reviews
Check prices

Comfort

7.3

Food

6.6

Entertainment

7.1

Boarding

7.7

Overall

7.4

Crew

8.1

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
8,998 reviews
United Airlines
7.4
Good
8,998 reviews
Check prices

Comfort

7.3

Food

6.6

Entertainment

7.1

Boarding

7.7

Overall

7.4

Crew

8.1

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
3,152 reviews
United Airlines
7.4
Good
8,998 reviews
Check prices

Comfort

7.3

Food

6.6

Entertainment

7.1

Boarding

7.7

Overall

7.4

Crew

8.1

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
10,381 reviews
United Airlines
7.4
Good
8,998 reviews
Check prices

Comfort

7.3

Food

6.6

Entertainment

7.1

Boarding

7.7

Overall

7.4

Crew

8.1

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 can get you from Calgary to Cayman Islands in just under 41h 35m. 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.

  • 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$ 207). Flying from Calgary to Cayman Islands in October is currently the most expensive (average of C$ 1,050). 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 30 October 2025.
AirlineCheapestAverageFlexibilityOn-time
WestJetCheapestC$ 399AverageC$ 826FlexibilityNo cancel feeOn-time60%
Search WestJet flights
United AirlinesCheapestC$ 498AverageC$ 598FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
Air CanadaCheapestC$ 517AverageC$ 894FlexibilityNo cancel feeOn-time67%
Search Air Canada 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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