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Cheap flights from Calgary to Grand Cayman 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 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 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 Grand Cayman

Keep the following information in mind while searching for Calgary to Grand Cayman 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 Grand Cayman
Search Deals
WestJet
  • WestJet
  • 10/1
  • 2 total stops
  • 23h 19m total
  • Calgary to Grand Cayman
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 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 28 December 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

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 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$ 202). Flying from Calgary to Grand Cayman 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.

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 28 December 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 28 December 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
9,113 reviews
Check prices

Food

6.6

Overall

7.4

Boarding

7.7

Comfort

7.3

Crew

8.1

Entertainment

7.1

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

Food

6.6

Overall

7.4

Boarding

7.7

Comfort

7.3

Crew

8.1

Entertainment

7.1

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

Food

6.6

Overall

7.4

Boarding

7.7

Comfort

7.3

Crew

8.1

Entertainment

7.1

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

Food

6.6

Overall

7.4

Boarding

7.7

Comfort

7.3

Crew

8.1

Entertainment

7.1

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 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 15h 29m. United Airlines provides one of the quickest options available for as low as C$ 595. There are 4543 km between Calgary and Grand Cayman. When browsing for deals, the options you’ll see will be for both direct flights and flights with stops.

  • 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$ 202). Flying from Calgary to Grand Cayman 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

Browse thousands of different options on Cheapflights for your next trip

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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.
Calgary to George Town flights
Edmonton 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 28 December 2025.
AirlineCheapestAverageFlexibilityOn-time
WestJetCheapestC$ 390AverageC$ 810FlexibilityNo cancel feeOn-time60%
Search WestJet flights
Air CanadaCheapestC$ 476AverageC$ 847FlexibilityNo 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 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.

Can Cheapflights notify me if prices for flights from Calgary to Grand Cayman become cheaper?

Not ready to book yet? You can track prices for flights from Calgary to Grand Cayman on Cheapflights with our Price Alert feature and get notified when better prices are available.

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