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Cheap flights from Calgary to the Cayman Islands from C$ 269

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 10/1. Fares are subject to change and may not be available on all flights or dates of travel.
YYC — GCM
27 Jan — 3 Feb1
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
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 28 December 2025.

Wed 31/123:15 p.m.YYC - GCM
1 stop20h 29mMultiple Airlines
Sun 4/12:40 p.m.GCM - YYC
1 stop31h 04mMultiple Airlines
Deal found 26/12C$ 1,010
Wed 31/123:15 p.m.YYC - GCM
1 stop20h 29mMultiple Airlines
Sat 3/15:56 p.m.GCM - YYC
2 stops19h 48mMultiple Airlines
Deal found 26/12C$ 1,129
Sun 28/121:31 p.m.YYC - GCM
2 stops22h 50mAmerican Airlines
Sun 4/17:30 a.m.GCM - YYC
2 stops30h 10mAmerican Airlines
Deal found 26/12C$ 1,222
Sun 28/121:05 a.m.YYC - GCM
1 stop10h 39mMultiple Airlines
Sun 4/12:40 p.m.GCM - YYC
1 stop31h 04mMultiple Airlines
Deal found 26/12C$ 1,231
Mon 29/121:05 a.m.YYC - GCM
1 stop13h 20mMultiple Airlines
Sun 4/12:40 p.m.GCM - YYC
1 stop31h 04mMultiple Airlines
Deal found 26/12C$ 1,278
Mon 29/126:30 a.m.YYC - GCM
2 stops27h 27mAmerican Airlines
Sun 4/17:30 a.m.GCM - YYC
2 stops30h 10mAmerican Airlines
Deal found 26/12C$ 1,315
Sun 28/121:05 a.m.YYC - GCM
1 stop10h 39mMultiple Airlines
Sat 3/15:56 p.m.GCM - YYC
2 stops19h 48mMultiple Airlines
Deal found 26/12C$ 1,349
Sun 28/127:00 a.m.YYC - GCM
1 stop28h 44mMultiple Airlines
Sat 3/15:56 p.m.GCM - YYC
2 stops19h 48mMultiple Airlines
Deal found 26/12C$ 1,394

Find 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 28 December 2025.

Round-trip from

C$ 528

One-way from

C$ 269

Popular in

October

Cheapest in

September

Average price

C$ 690
United Airlines
  • United Airlines
  • 16/1-25/1
  • 3 total stops
  • 54h 50m total
  • Calgary to Cayman Islands
Search Deals
WestJet
  • WestJet
  • 10/1
  • 2 total stops
  • 23h 19m 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$ 39 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 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 28 December 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

Fri 16/1

1:30 p.m.-4:20 p.m.

1 stop24h 50m

George Town Owen Roberts Intl

Sun 25/1

2:50 p.m.-11:35 a.m.

1 stop22h 45m

C$ 528

CalgaryGeorge Town

YYC - GCM

YYCGCM

Calgary

Sat 31/1

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

1 stop28h 44m

George Town Owen Roberts Intl

Sat 7/2

2:34 p.m.-7:09 p.m.

2 stops30h 35m

C$ 588

CalgaryGeorge Town

YYC - GCM

YYCGCM

Calgary

Wed 28/1

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

1 stop10h 39m

George Town Owen Roberts Intl

Thu 5/2

2:49 p.m.-11:43 a.m.

2 stops22h 54m

C$ 589

CalgaryGeorge Town

YYC - GCM

YYCGCM

Calgary

Sat 21/2

8:15 p.m.-1:44 p.m.

2 stops15h 29m

George Town Owen Roberts Intl

Thu 5/3

2:50 p.m.-10:17 a.m.

1 stop21h 27m

C$ 595

CalgaryGeorge Town

YYC - GCM

YYCGCM

Calgary

Sun 25/1

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

1 stop10h 44m

George Town Owen Roberts Intl

Sun 8/2

2:50 p.m.-12:43 a.m.

1 stop11h 53m

C$ 600

CalgaryGeorge Town

YYC - GCM

YYCGCM

Calgary

Sat 17/1

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

1 stop11h 29m

George Town Owen Roberts Intl

Thu 22/1

2:50 p.m.-6:32 p.m.

1 stop29h 42m

C$ 616

CalgaryGeorge Town

YYC - GCM

YYCGCM

Calgary

Sat 10/1

12:25 p.m.-1:44 p.m.

2 stops23h 19m

C$ 269

CalgaryGeorge Town

YYC - GCM

YYCGCM

Calgary

Sat 10/1

9:00 a.m.-1:53 p.m.

3 stops26h 53m

C$ 347

Flights are sorted by cheapest round-trip flights first.

Deals found on 28/12

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$ 202). Flying from Calgary to Cayman Islands in October is currently the most expensive (average of C$ 1,028). 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 28 December 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
9,113 reviews
Check prices

Entertainment

7.1

Overall

7.4

Food

6.6

Boarding

7.7

Crew

8.1

Comfort

7.3

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
9,113 reviews
United Airlines
7.4
Good
9,113 reviews
Check prices

Entertainment

7.1

Overall

7.4

Food

6.6

Boarding

7.7

Crew

8.1

Comfort

7.3

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
3,222 reviews
United Airlines
7.4
Good
9,113 reviews
Check prices

Entertainment

7.1

Overall

7.4

Food

6.6

Boarding

7.7

Crew

8.1

Comfort

7.3

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
10,562 reviews
United Airlines
7.4
Good
9,113 reviews
Check prices

Entertainment

7.1

Overall

7.4

Food

6.6

Boarding

7.7

Crew

8.1

Comfort

7.3

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?

    United Airlines and WestJet can get you from Calgary to Cayman Islands in just under 15h 29m. Your travel time can differ by up to 9h 21m. 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$ 202). Flying from Calgary to Cayman Islands in October is currently the most expensive (average of C$ 1,028). 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 28 December 2025.
AirlineCheapestAverageFlexibilityOn-time
WestJetCheapestC$ 390AverageC$ 810FlexibilityNo cancel feeOn-time60%
Search WestJet flights
Air CanadaCheapestC$ 476AverageC$ 792FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
United AirlinesCheapestC$ 487AverageC$ 582FlexibilityNo 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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