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Cheap flights from Calgary to Grand Cayman from C$ 221

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 17/12. Fares are subject to change and may not be available on all flights or dates of travel.
YYC — GCM
13 Dec — 20 Dec1
1 adult
1 adult, Economy, 0 bags

Find flight deals from Calgary to Grand Cayman

Enter your travel dates to find the best prices.

Cheapest flights from Calgary to Grand Cayman
Explore the most affordable flight options available from Calgary to Grand Cayman. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 13 November 2025.

Fri 21/118:15 p.m.YYC - GCM
2 stops39h 29mWestJet
Sun 30/112:50 p.m.GCM - YYC
1 stop30h 42mWestJet
Deal found 13/11C$ 804
Fri 21/119:35 p.m.YYC - GCM
3 stops36h 50mMultiple Airlines
Sun 30/112:50 p.m.GCM - YYC
2 stops18h 07mMultiple Airlines
Deal found 13/11C$ 1,188

Cheap flight deals from Calgary to Grand Cayman

Keep the following information in mind while searching for Calgary to Grand Cayman flight deals. Data was last updated 13 November 2025.

Round-trip from

C$ 612

One-way from

C$ 221

Popular in

October

Cheapest in

September

Average price

C$ 820
United Airlines
  • United Airlines
  • 22/1-1/2
  • 2 total stops
  • 45h 53m total
  • Calgary to Grand Cayman
Search Deals
United Airlines
  • United Airlines
  • 17/12
  • 2 total stops
  • 23h 47m total
  • Calgary to Grand Cayman
Search Deals
Highest demand for flights based on searches. 3% potential increase in price (C$ 36 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease (C$ 37 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in November 2025
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Calgary to Grand Cayman 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 13 November 2025.
Use the filters below to find and compare flights from Calgary to Grand Cayman that are best for you.

Fly from

Calgary

Fly to

Grand Cayman

Route

Depart

Return

Price

CalgaryGeorge Town

YYC - GCM

YYCGCM

Calgary

Mon 9/2

6:15 a.m.-1:15 p.m.

2 stops29h 00m

George Town Owen Roberts Intl

Mon 16/2

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

1 stop22h 45m

C$ 612

CalgaryGeorge Town

YYC - GCM

YYCGCM

Calgary

Mon 9/2

6:15 a.m.-1:15 p.m.

2 stops29h 00m

George Town Owen Roberts Intl

Sun 15/2

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

1 stop22h 45m

C$ 612

CalgaryGeorge Town

YYC - GCM

YYCGCM

Calgary

Wed 4/2

12:37 p.m.-1:45 p.m.

1 stop23h 08m

George Town Owen Roberts Intl

Wed 11/2

2:25 p.m.-1:08 p.m.

2 stops24h 43m

C$ 696

CalgaryGeorge Town

YYC - GCM

YYCGCM

Calgary

Sun 15/2

9:45 p.m.-1:44 p.m.

2 stops13h 59m

George Town Owen Roberts Intl

Sun 22/2

3:00 p.m.-8:50 a.m.

2 stops19h 50m

C$ 773

CalgaryGeorge Town

YYC - GCM

YYCGCM

Calgary

Wed 4/2

7:00 a.m.-4:25 p.m.

1 stop31h 25m

George Town Owen Roberts Intl

Wed 11/2

3:00 p.m.-9:35 p.m.

1 stop32h 35m

C$ 776

CalgaryGeorge Town

YYC - GCM

YYCGCM

Calgary

Sun 10/5

2:00 p.m.-12:30 p.m.

2 stops45h 30m

George Town Owen Roberts Intl

Sat 16/5

1:35 p.m.-1:56 p.m.

2 stops25h 21m

C$ 810

CalgaryGeorge Town

YYC - GCM

YYCGCM

Calgary

Tue 12/5

8:00 a.m.-12:30 p.m.

1 stop27h 30m

George Town Owen Roberts Intl

Sat 16/5

1:35 p.m.-1:56 p.m.

2 stops25h 21m

C$ 810

CalgaryGeorge Town

YYC - GCM

YYCGCM

Calgary

Mon 11/5

12:30 p.m.-12:30 p.m.

2 stops23h 00m

George Town Owen Roberts Intl

Sat 16/5

1:35 p.m.-1:56 p.m.

2 stops25h 21m

C$ 810

CalgaryGeorge Town

YYC - GCM

YYCGCM

Calgary

Sat 9/5

8:00 a.m.-12:30 p.m.

1 stop27h 30m

George Town Owen Roberts Intl

Sat 16/5

1:35 p.m.-1:56 p.m.

2 stops25h 21m

C$ 810

CalgaryGeorge Town

YYC - GCM

YYCGCM

Calgary

Wed 17/12

2:13 p.m.-4:00 p.m.

2 stops23h 47m

C$ 221

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/11

Showing 1-10 of 14 results
1
2

Best time to book a flight from Calgary to Grand Cayman

Have a flexible travel schedule? Discover the best time to fly to Grand Cayman 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 Grand Cayman

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

Currently, July is the cheapest month in which you can book a flight from Calgary to Grand Cayman (average of C$ 207). Flying from Calgary to Grand Cayman in October is currently the most expensive (average of C$ 1,053). 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 LAW?

Find hourly flight availability from Calgary to Grand Cayman. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated 13 November 2025.

Unlike in the morning, when flights are generally more expensive, you can save up to 51% on flights from Calgary to Grand Cayman by exploring options for tickets in the afternoon.

Reviews of airlines servicing Grand Cayman

Get insights into the airlines that provide service to Grand Cayman. 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 Grand Cayman. Reviews last updated 13 November 2025.
Read reviews from past customers who have flown United Airlines,WestJet, andAir Canada from Calgary to Grand Cayman. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
United Airlines
7.4
Good
9,017 reviews
Check prices

Crew

8.1

Comfort

7.3

Entertainment

7.1

Food

6.6

Overall

7.4

Boarding

7.7

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
9,017 reviews
United Airlines
7.4
Good
9,017 reviews
Check prices

Crew

8.1

Comfort

7.3

Entertainment

7.1

Food

6.6

Overall

7.4

Boarding

7.7

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
3,161 reviews
United Airlines
7.4
Good
9,017 reviews
Check prices

Crew

8.1

Comfort

7.3

Entertainment

7.1

Food

6.6

Overall

7.4

Boarding

7.7

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
10,448 reviews
United Airlines
7.4
Good
9,017 reviews
Check prices

Crew

8.1

Comfort

7.3

Entertainment

7.1

Food

6.6

Overall

7.4

Boarding

7.7

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 Grand Cayman. 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 Grand Cayman?

    Most people fly from Calgary (YYC) if they book a flight from Calgary to Grand Cayman. Calgary is conveniently located just 9.3 km from Calgary’s city centre.

  • How long is the flight from Calgary to Grand Cayman?

    A quick flight from Calgary to Grand Cayman can take about 29h. United Airlines provides one of the quickest options available for as low as C$ 612. There are 4543 km between Calgary and Grand Cayman.

  • Can I find deals for flights from Calgary to Grand Cayman that include hotel bookings?

    Yes. In addition to deals on Calgary to Grand Cayman flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Calgary to Grand Cayman?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Calgary to Grand Cayman.

  • Can I find deals for business class flights from Calgary to Grand Cayman?

    Yes. Cheapflights offers flight deals from Calgary to Grand Cayman 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 Grand Cayman?

    Currently, July is the cheapest month in which you can book a flight from Calgary to Grand Cayman (average of C$ 207). Flying from Calgary to Grand Cayman in October is currently the most expensive (average of C$ 1,053). 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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Alternative routes for Calgary to Grand Cayman

See prices for flight routes from nearby airports that may be better suited for you.
Edmonton to George Town flights
Calgary to George Town flights

Top 3 airlines flying from Calgary to Grand Cayman

Discover the top 3 airlines that operate flights from Calgary to Grand Cayman. 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 13 November 2025.
AirlineCheapestAverageFlexibilityOn-time
WestJetCheapestC$ 400AverageC$ 830FlexibilityNo cancel feeOn-time60%
Search WestJet flights
United AirlinesCheapestC$ 499AverageC$ 600FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
Air CanadaCheapestC$ 519AverageC$ 897FlexibilityNo cancel feeOn-time67%
Search Air Canada flights

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

Deals for Calgary to Grand Cayman flights are sourced from 900+ travel sites when you use Cheapflights. When all flight results come back, Cheapflights lets you sort and filter flights using different criteria to choose better, like price, airport, cabin class, and plenty of other options.

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

Millions of users choose and trust Cheapflights to book the best flight deals from Calgary to Grand Cayman for free. We help you search and compare prices from hundreds of airlines for the right flight just for you.

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

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

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