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Cheap flights from Winnipeg to Grand Cayman from C$ 513

This is the cheapest round-trip flight price found by a momondo user in the last 72 hours by searching for a flight from Winnipeg to Grand Cayman departing on 22/6. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult

Find the cheapest flights from Winnipeg to Grand Cayman

Cheap round-trip flights

Enter your travel dates to find the best prices.
WestJet Logo
7:00 a.m. - 12:45 p.m.
YWG
-
GCM
29h 45m
2 stops
WestJet Logo
1:45 p.m. - 2:15 p.m.
GCM
-
YWG
24h 30m
2 stops
C$ 513WestJet
Mon, 22 Jun - Tue, 11 Aug
WestJet Logo
9:05 p.m. - 12:45 p.m.
YWG
-
GCM
15h 40m
2 stops
WestJet Logo
1:45 p.m. - 2:25 p.m.
GCM
-
YWG
24h 40m
1 stop
C$ 522WestJet
Mon, 22 Jun - Tue, 11 Aug
WestJet Logo
4:25 p.m. - 12:45 p.m.
YWG
-
GCM
20h 20m
1 stop
WestJet Logo
1:45 p.m. - 12:55 a.m.
GCM
-
YWG
11h 10m
1 stop
C$ 532WestJet
Mon, 22 Jun - Tue, 11 Aug
Multiple Airlines Logo
1:25 p.m. - 11:25 a.m.
YWG
-
GCM
46h 00m
2 stops
Multiple Airlines Logo
1:45 p.m. - 2:05 p.m.
GCM
-
YWG
24h 20m
2 stops
C$ 565Multiple Airlines
Sat, 6 Jun - Sat, 13 Jun
Air Canada Logo
5:10 p.m. - 11:25 a.m.
YWG
-
GCM
18h 15m
1 stop
Air Canada Logo
12:25 p.m. - 8:01 p.m.
GCM
-
YWG
31h 36m
2 stops
C$ 606Air Canada
Wed, 29 Jul - Mon, 31 Aug
Air Canada Logo
5:10 p.m. - 11:25 a.m.
YWG
-
GCM
18h 15m
1 stop
Air Canada Logo
12:25 p.m. - 8:01 p.m.
GCM
-
YWG
31h 36m
2 stops
C$ 607Air Canada
Wed, 29 Jul - Mon, 31 Aug
Multiple Airlines Logo
5:10 a.m. - 9:00 p.m.
YWG
-
GCM
15h 50m
2 stops
Multiple Airlines Logo
12:25 p.m. - 8:01 p.m.
GCM
-
YWG
31h 36m
2 stops
C$ 612Multiple Airlines
Wed, 29 Jul - Mon, 31 Aug
Air Canada Logo
1:30 p.m. - 11:25 a.m.
YWG
-
GCM
21h 55m
2 stops
Air Canada Logo
12:25 p.m. - 8:01 p.m.
GCM
-
YWG
31h 36m
2 stops
C$ 656Air Canada
Wed, 29 Jul - Mon, 31 Aug
Air Canada Logo
4:05 p.m. - 11:25 a.m.
YWG
-
GCM
43h 20m
2 stops
Air Canada Logo
10:55 a.m. - 10:09 a.m.
GCM
-
YWG
23h 14m
2 stops
C$ 677Air Canada
Tue, 9 Jun - Sat, 13 Jun
Air Canada Logo
4:05 p.m. - 11:25 a.m.
YWG
-
GCM
43h 20m
2 stops
Air Canada Logo
10:55 a.m. - 10:09 a.m.
GCM
-
YWG
23h 14m
2 stops
C$ 689Air Canada
Tue, 9 Jun - Sat, 13 Jun

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Air Canada flights from Winnipeg to Grand Cayman

Our best Air Canada deals on Winnipeg to Grand Cayman flight tickets
Air Canada
29 Jul
YWG5:10 p.m.Winnipeg
18h 15m
1 stop
GCM11:25 a.m.George Town Owen Roberts Intl
31 Aug
GCM12:25 p.m.George Town Owen Roberts Intl
31h 36m
2 stops
YWG8:01 p.m.Winnipeg
C$ 606
Air Canada
29 Jul
YWG5:10 p.m.Winnipeg
18h 15m
1 stop
GCM11:25 a.m.George Town Owen Roberts Intl
31 Aug
GCM12:25 p.m.George Town Owen Roberts Intl
31h 36m
2 stops
YWG8:01 p.m.Winnipeg
C$ 607
Air Canada
29 Jul
YWG1:30 p.m.Winnipeg
21h 55m
2 stops
GCM11:25 a.m.George Town Owen Roberts Intl
31 Aug
GCM12:25 p.m.George Town Owen Roberts Intl
31h 36m
2 stops
YWG8:01 p.m.Winnipeg
C$ 656

United Airlines flights from Winnipeg to Grand Cayman

Our best United Airlines deals on Winnipeg to Grand Cayman flight tickets
United Airlines
31 May
YWG8:45 a.m.Winnipeg
27h 45m
2 stops
GCM12:30 p.m.George Town Owen Roberts Intl
2 Jun
GCM1:35 p.m.George Town Owen Roberts Intl
22h 17m
2 stops
YWG11:52 a.m.Winnipeg
C$ 1,312
United Airlines
31 May
YWG8:45 a.m.Winnipeg
27h 45m
2 stops
GCM12:30 p.m.George Town Owen Roberts Intl
2 Jun
GCM1:35 p.m.George Town Owen Roberts Intl
22h 17m
2 stops
YWG11:52 a.m.Winnipeg
C$ 1,316
United Airlines
31 May
YWG8:45 a.m.Winnipeg
27h 45m
2 stops
GCM12:30 p.m.George Town Owen Roberts Intl
2 Jun
GCM1:35 p.m.George Town Owen Roberts Intl
22h 17m
2 stops
YWG11:52 a.m.Winnipeg
C$ 1,337

momondo Fare Finder

 
Customize your flight search to find flights from Winnipeg 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, momondo users made 96,600 searches. Data last updated 1 May 2026.
Use the filters below to find and compare flights from Winnipeg to Grand Cayman that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

WinnipegGeorge Town

YWG - GCM

YWGGCM

Winnipeg

Mon 22/6

7:00 a.m.-12:45 p.m.

2 stops29h 45m

George Town Owen Roberts Intl

Tue 11/8

1:45 p.m.-2:15 p.m.

2 stops24h 30m

C$ 513

WinnipegGeorge Town

YWG - GCM

YWGGCM

Winnipeg

Mon 22/6

9:05 p.m.-12:45 p.m.

2 stops15h 40m

George Town Owen Roberts Intl

Tue 11/8

1:45 p.m.-2:25 p.m.

1 stop24h 40m

C$ 522
Quickest round-trip

WinnipegGeorge Town

YWG - GCM

YWGGCM

Winnipeg

Mon 22/6

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

1 stop20h 20m

George Town Owen Roberts Intl

Tue 11/8

1:45 p.m.-12:55 a.m.

1 stop11h 10m

C$ 532

WinnipegGeorge Town

YWG - GCM

YWGGCM

Winnipeg

Sat 6/6

1:25 p.m.-11:25 a.m.

2 stops46h 00m

George Town Owen Roberts Intl

Sat 13/6

1:45 p.m.-2:05 p.m.

2 stops24h 20m

C$ 565

WinnipegGeorge Town

YWG - GCM

YWGGCM

Winnipeg

Wed 29/7

5:10 p.m.-11:25 a.m.

1 stop18h 15m

George Town Owen Roberts Intl

Mon 31/8

12:25 p.m.-8:01 p.m.

2 stops31h 36m

C$ 606

WinnipegGeorge Town

YWG - GCM

YWGGCM

Winnipeg

Wed 29/7

5:10 p.m.-11:25 a.m.

1 stop18h 15m

George Town Owen Roberts Intl

Mon 31/8

12:25 p.m.-8:01 p.m.

2 stops31h 36m

C$ 607

WinnipegGeorge Town

YWG - GCM

YWGGCM

Winnipeg

Wed 29/7

5:10 a.m.-9:00 p.m.

2 stops15h 50m

George Town Owen Roberts Intl

Mon 31/8

12:25 p.m.-8:01 p.m.

2 stops31h 36m

C$ 612

WinnipegGeorge Town

YWG - GCM

YWGGCM

Winnipeg

Wed 29/7

1:30 p.m.-11:25 a.m.

2 stops21h 55m

George Town Owen Roberts Intl

Mon 31/8

12:25 p.m.-8:01 p.m.

2 stops31h 36m

C$ 656

WinnipegGeorge Town

YWG - GCM

YWGGCM

Winnipeg

Tue 9/6

4:05 p.m.-11:25 a.m.

2 stops43h 20m

George Town Owen Roberts Intl

Sat 13/6

10:55 a.m.-10:09 a.m.

2 stops23h 14m

C$ 677

WinnipegGeorge Town

YWG - GCM

YWGGCM

Winnipeg

Tue 9/6

4:05 p.m.-11:25 a.m.

2 stops43h 20m

George Town Owen Roberts Intl

Sat 13/6

10:55 a.m.-10:09 a.m.

2 stops23h 14m

C$ 689

Flights are sorted by cheapest round-trip flights first.

Sorted by cheapest first

See travel insights to Grand Cayman from

How to get the cheapest flight ticket from Winnipeg to Grand Cayman

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

Can stopping save me money on Winnipeg to Grand Cayman flights?

No. A direct flight is the cheapest option for a flight between Winnipeg to Grand Cayman.

Cheap Winnipeg to Grand Cayman flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Winnipeg to Grand Cayman

Fastest flight time

27h 45m

Direct flights

None
The fastest flight from Winnipeg to Grand Cayman takes 27h 45m
There are no direct flights from Winnipeg to Grand Cayman. There are no popular flight routes from Winnipeg to Grand Cayman.
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Frequently asked questions about flying from Winnipeg to Grand Cayman

  • When did momondo last update prices for flights from Winnipeg Airport to Grand Cayman?

    Prices for flights from Winnipeg Airport to Grand Cayman refresh daily.

  • How many operators does momondo search for flights from Winnipeg Airport to Grand Cayman?

  • How old do you have to be to fly from Winnipeg Airport to Grand Cayman?

    The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Winnipeg Airport to Grand Cayman.

  • What documentation or ID do you need to fly to Grand Cayman?

    The travel and health documents you'll need for your trip to Grand Cayman may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Grand Cayman. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

  • What is the most popular plane model from Winnipeg to Grand Cayman?

Best airlines flying from Winnipeg to Grand Cayman

Compare and see reviews for airlines that fly from Winnipeg to Grand Cayman with momondo
Airline
Rating
Free Cancellation
Price
WestJetPriceFrom C$ 488Free CancellationRating
7.2
3,331 reviews
Search WestJet flights

Why use momondo?

Why should I use momondo to find a flight deal from Winnipeg to Grand Cayman?

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Grand Cayman from Winnipeg.

Can I find flights from Winnipeg to Grand Cayman with flexible booking policies on momondo?

Yes. momondo allows you to filter the results for Winnipeg to Grand Cayman flights to just show those with flexible booking policies.

How can momondo help me find flights from Winnipeg to Grand Cayman?

Once all potential Winnipeg to Grand Cayman flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

I’m not ready to book a flight from Winnipeg to Grand Cayman right now. Can momondo alert me if prices change?

If you are simply researching potential flights to Grand Cayman, momondo offers a useful price alert feature which will track prices for flights to Grand Cayman from Winnipeg and alert you when they change.

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Popular Cities in Grand Cayman

Popular flights according to clicks in the last 7 days on momondo
Flights to George Townfrom C$ 415