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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 2/10. Fares are subject to change and may not be available on all flights or dates of travel.
YYC — GCM
23 Aug — 30 Aug1
1 adult

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 18 August 2025.

Round-trip from

C$ 420

One-way from

C$ 272

Popular in

May

Cheapest in

September

Average price

C$ 640
United Airlines
  • United Airlines
  • 4/12-15/12
  • 3 total stops
  • 44h 50m total
  • Calgary to Cayman Islands
Search Deals
WestJet
  • WestJet
  • 2/10
  • 2 total stops
  • 36h 12m 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$ 57 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in August 2025
Search Deals

Find flight deals from Calgary to Cayman Islands

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 18 August 2025.

Thu 4/126:15 a.m.YYC - GCM
2 stops32h 15mUnited Airlines
Mon 15/125:45 p.m.GCM - YYC
2 stops19h 50mUnited Airlines
Deal found 16/8C$ 420
Mon 20/101:29 p.m.YYC - GCM
2 stops20h 51mAmerican Airlines
Fri 24/102:00 p.m.GCM - YYC
2 stops22h 59mAmerican Airlines
Deal found 16/8C$ 746
Tue 30/96:45 a.m.YYC - GCM
2 stops27h 25mAmerican Airlines
Tue 7/1012:10 p.m.GCM - YYC
2 stops24h 49mAmerican Airlines
Deal found 16/8C$ 833
Wed 3/1212:15 a.m.YYC - GCM
1 stop11h 29mWestJet
Mon 15/122:50 p.m.GCM - YYC
1 stop20h 16mWestJet
Deal found 17/8C$ 937
Sun 19/1012:20 a.m.YYC - GCM
2 stops16h 00mMultiple Airlines
Fri 24/107:00 a.m.GCM - YYC
2 stops18h 44mMultiple Airlines
Deal found 16/8C$ 1,097
Sun 24/812:20 a.m.YYC - GCM
1 stop10h 35mAir Canada
Sat 30/81:35 p.m.GCM - YYC
2 stops36h 40mAir Canada
Deal found 17/8C$ 1,150
Thu 25/1212:30 a.m.YYC - GCM
1 stop11h 50mDelta
Fri 2/11:55 p.m.GCM - YYC
2 stops23h 19mDelta
Deal found 17/8C$ 1,154

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 18 August 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

Thu 4/12

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

1 stop25h 00m

George Town Owen Roberts Intl

Mon 15/12

5:45 p.m.-11:35 a.m.

2 stops19h 50m

C$ 420

CalgaryGeorge Town

YYC - GCM

YYCGCM

Calgary

Mon 20/10

1:29 p.m.-11:20 a.m.

2 stops20h 51m

George Town Owen Roberts Intl

Fri 24/10

2:00 p.m.-11:59 a.m.

2 stops22h 59m

C$ 746

CalgaryGeorge Town

YYC - GCM

YYCGCM

Calgary

Tue 30/9

6:45 a.m.-11:10 a.m.

2 stops27h 25m

George Town Owen Roberts Intl

Tue 7/10

12:10 p.m.-11:59 a.m.

2 stops24h 49m

C$ 833

CalgaryGeorge Town

YYC - GCM

YYCGCM

Calgary

Wed 3/12

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

1 stop11h 29m

George Town Owen Roberts Intl

Mon 15/12

2:50 p.m.-9:06 a.m.

1 stop20h 16m

C$ 937

CalgaryGeorge Town

YYC - GCM

YYCGCM

Calgary

Sun 19/10

12:20 a.m.-5:20 p.m.

2 stops16h 00m

George Town Owen Roberts Intl

Fri 24/10

7:00 a.m.-12:44 a.m.

2 stops18h 44m

C$ 1,097

CalgaryGeorge Town

YYC - GCM

YYCGCM

Calgary

Mon 29/12

6:10 a.m.-4:00 p.m.

2 stops31h 50m

C$ 315

CalgaryGeorge Town

YYC - GCM

YYCGCM

Calgary

Tue 26/8

5:30 p.m.-11:40 a.m.

2 stops41h 10m

C$ 478

CalgaryGeorge Town

YYC - GCM

YYCGCM

Calgary

Mon 29/12

1:40 p.m.-12:56 p.m.

1 stop21h 16m

C$ 490

CalgaryGeorge Town

YYC - GCM

YYCGCM

Calgary

Sun 28/12

12:45 a.m.-4:25 p.m.

2 stops37h 40m

C$ 702

Flights are sorted by cheapest round-trip flights first.

Deals found on 15/8

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, June is the cheapest month in which you can book a flight from Calgary to Cayman Islands (average of C$ 299). Flying from Calgary to Cayman Islands in March is currently the most expensive (average of C$ 445). 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 18 August 2025.

When flying from Calgary to Cayman Islands, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

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 18 August 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
8,925 reviews
Check prices

Entertainment

7.1

Crew

8.1

Boarding

7.7

Food

6.6

Comfort

7.3

Overall

7.4

Reviews

1 / 20
10.0
Excellent

Momny,Jun 2025

HND - BKK

I very love and happy with ANA and Sevice very super good .Thank you ANA
United Airlines
7.4
Good
8,925 reviews
United Airlines
7.4
Good
8,925 reviews
Check prices

Entertainment

7.1

Crew

8.1

Boarding

7.7

Food

6.6

Comfort

7.3

Overall

7.4

Reviews

1 / 20
10.0
Excellent

Momny,Jun 2025

HND - BKK

I very love and happy with ANA and Sevice very super good .Thank you ANA
WestJet
7.2
Good
3,023 reviews
United Airlines
7.4
Good
8,925 reviews
Check prices

Entertainment

7.1

Crew

8.1

Boarding

7.7

Food

6.6

Comfort

7.3

Overall

7.4

Reviews

1 / 20
10.0
Excellent

Momny,Jun 2025

HND - BKK

I very love and happy with ANA and Sevice very super good .Thank you ANA
Air Canada
7.1
Good
9,992 reviews
United Airlines
7.4
Good
8,925 reviews
Check prices

Entertainment

7.1

Crew

8.1

Boarding

7.7

Food

6.6

Comfort

7.3

Overall

7.4

Reviews

1 / 20
10.0
Excellent

Momny,Jun 2025

HND - BKK

I very love and happy with ANA and Sevice very super good .Thank you ANA

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?

    United Airlines can get you from Calgary to Cayman Islands in just under 25h. 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, June is the cheapest month in which you can book a flight from Calgary to Cayman Islands (average of C$ 299). Flying from Calgary to Cayman Islands in March is currently the most expensive (average of C$ 445). 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 18 August 2025.
AirlineCheapestAverageFlexibilityOn-time
WestJetCheapestC$ 433AverageC$ 793FlexibilityNo cancel feeOn-time60%
Search WestJet flights
United AirlinesCheapestC$ 499AverageC$ 592FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
Air CanadaCheapestC$ 541AverageC$ 885FlexibilityNo 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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