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Cheap flights from Winnipeg to Grand Cayman from C$ 344

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Winnipeg to Grand Cayman departing on 9/7. 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

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Find the cheapest flights from Winnipeg to Grand Cayman

Cheap round-trip flights

Enter your travel dates to find the best prices.
WestJet Logo
5:00 a.m. - 12:44 p.m.
YWG
-
GCM
7h 44m
1 stop
WestJet Logo
1:50 p.m. - 12:39 a.m.
GCM
-
YWG
10h 49m
1 stop
C$ 522WestJet
Mon, 13 Apr - Mon, 20 Apr
Air Canada Logo
5:30 p.m. - 11:10 a.m.
YWG
-
GCM
17h 40m
1 stop
Air Canada Logo
11:25 a.m. - 8:17 p.m.
GCM
-
YWG
32h 52m
2 stops
C$ 526Air Canada
Mon, 13 Apr - Mon, 20 Apr
WestJet Logo
5:00 a.m. - 12:44 p.m.
YWG
-
GCM
7h 44m
1 stop
WestJet Logo
1:50 p.m. - 12:39 a.m.
GCM
-
YWG
10h 49m
1 stop
C$ 543WestJet
Sun, 5 Apr - Mon, 20 Apr
WestJet Logo
5:00 a.m. - 12:44 p.m.
YWG
-
GCM
7h 44m
1 stop
WestJet Logo
1:50 p.m. - 12:39 a.m.
GCM
-
YWG
10h 49m
1 stop
C$ 544WestJet
Sun, 5 Apr - Mon, 20 Apr
WestJet Logo
5:00 a.m. - 12:44 p.m.
YWG
-
GCM
7h 44m
1 stop
WestJet Logo
1:50 p.m. - 12:39 a.m.
GCM
-
YWG
10h 49m
1 stop
C$ 545WestJet
Thu, 9 Apr - Mon, 20 Apr
Air Canada Logo
6:00 a.m. - 10:10 a.m.
YWG
-
GCM
28h 10m
2 stops
Air Canada Logo
11:25 a.m. - 9:53 a.m.
GCM
-
YWG
22h 28m
1 stop
C$ 551Air Canada
Thu, 9 Apr - Mon, 20 Apr
WestJet Logo
9:00 p.m. - 12:44 p.m.
YWG
-
GCM
15h 44m
2 stops
WestJet Logo
1:50 p.m. - 2:32 p.m.
GCM
-
YWG
24h 42m
2 stops
C$ 552WestJet
Wed, 8 Apr - Thu, 23 Apr
Air Canada Logo
6:00 a.m. - 10:10 a.m.
YWG
-
GCM
28h 10m
2 stops
Air Canada Logo
11:25 a.m. - 10:09 a.m.
GCM
-
YWG
22h 44m
2 stops
C$ 555Air Canada
Thu, 9 Apr - Mon, 20 Apr
WestJet Logo
9:00 p.m. - 12:44 p.m.
YWG
-
GCM
39h 44m
2 stops
WestJet Logo
1:50 p.m. - 12:39 a.m.
GCM
-
YWG
10h 49m
1 stop
C$ 556WestJet
Tue, 7 Apr - Thu, 23 Apr
WestJet Logo
8:05 p.m. - 12:44 p.m.
YWG
-
GCM
16h 39m
1 stop
WestJet Logo
1:50 p.m. - 10:52 a.m.
GCM
-
YWG
21h 02m
1 stop
C$ 562WestJet
Wed, 8 Apr - Thu, 23 Apr

WestJet flights from Winnipeg to Grand Cayman

Our best WestJet deals on Winnipeg to Grand Cayman flight tickets
WestJet
5 Apr
YWG5:00 a.m.Winnipeg
7h 44m
1 stop
GCM12:44 p.m.George Town Owen Roberts Intl
20 Apr
GCM1:50 p.m.George Town Owen Roberts Intl
10h 49m
1 stop
YWG12:39 a.m.Winnipeg
C$ 543
WestJet
5 Apr
YWG5:00 a.m.Winnipeg
7h 44m
1 stop
GCM12:44 p.m.George Town Owen Roberts Intl
20 Apr
GCM1:50 p.m.George Town Owen Roberts Intl
10h 49m
1 stop
YWG12:39 a.m.Winnipeg
C$ 544
WestJet
9 Apr
YWG5:00 a.m.Winnipeg
7h 44m
1 stop
GCM12:44 p.m.George Town Owen Roberts Intl
20 Apr
GCM1:50 p.m.George Town Owen Roberts Intl
10h 49m
1 stop
YWG12:39 a.m.Winnipeg
C$ 545

Air Canada flights from Winnipeg to Grand Cayman

Our best Air Canada deals on Winnipeg to Grand Cayman flight tickets
Air Canada
13 Apr
YWG7:05 p.m.Winnipeg
16h 05m
1 stop
GCM11:10 a.m.George Town Owen Roberts Intl
16 Apr
GCM11:55 a.m.George Town Owen Roberts Intl
32h 22m
2 stops
YWG8:17 p.m.Winnipeg
C$ 549
Air Canada
9 Apr
YWG6:00 a.m.Winnipeg
28h 10m
2 stops
GCM10:10 a.m.George Town Owen Roberts Intl
20 Apr
GCM11:25 a.m.George Town Owen Roberts Intl
22h 28m
1 stop
YWG9:53 a.m.Winnipeg
C$ 551
Air Canada
9 Apr
YWG6:00 a.m.Winnipeg
28h 10m
2 stops
GCM10:10 a.m.George Town Owen Roberts Intl
20 Apr
GCM11:25 a.m.George Town Owen Roberts Intl
22h 44m
2 stops
YWG10:09 a.m.Winnipeg
C$ 555

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 5 March 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

WinnipegGeorge Town

YWG - GCM

YWGGCM

Winnipeg

Mon 13/4

5:00 a.m.-12:44 p.m.

1 stop7h 44m

George Town Owen Roberts Intl

Mon 20/4

1:50 p.m.-12:39 a.m.

1 stop10h 49m

C$ 522

WinnipegGeorge Town

YWG - GCM

YWGGCM

Winnipeg

Mon 13/4

5:30 p.m.-11:10 a.m.

1 stop17h 40m

George Town Owen Roberts Intl

Mon 20/4

11:25 a.m.-8:17 p.m.

2 stops32h 52m

C$ 526

WinnipegGeorge Town

YWG - GCM

YWGGCM

Winnipeg

Sun 5/4

5:00 a.m.-12:44 p.m.

1 stop7h 44m

George Town Owen Roberts Intl

Mon 20/4

1:50 p.m.-12:39 a.m.

1 stop10h 49m

C$ 543

WinnipegGeorge Town

YWG - GCM

YWGGCM

Winnipeg

Sun 5/4

5:00 a.m.-12:44 p.m.

1 stop7h 44m

George Town Owen Roberts Intl

Mon 20/4

1:50 p.m.-12:39 a.m.

1 stop10h 49m

C$ 544

WinnipegGeorge Town

YWG - GCM

YWGGCM

Winnipeg

Thu 9/4

5:00 a.m.-12:44 p.m.

1 stop7h 44m

George Town Owen Roberts Intl

Mon 20/4

1:50 p.m.-12:39 a.m.

1 stop10h 49m

C$ 545

WinnipegGeorge Town

YWG - GCM

YWGGCM

Winnipeg

Thu 9/4

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

2 stops28h 10m

George Town Owen Roberts Intl

Mon 20/4

11:25 a.m.-9:53 a.m.

1 stop22h 28m

C$ 551

WinnipegGeorge Town

YWG - GCM

YWGGCM

Winnipeg

Wed 8/4

9:00 p.m.-12:44 p.m.

2 stops15h 44m

George Town Owen Roberts Intl

Thu 23/4

1:50 p.m.-2:32 p.m.

2 stops24h 42m

C$ 552

WinnipegGeorge Town

YWG - GCM

YWGGCM

Winnipeg

Thu 9/4

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

2 stops28h 10m

George Town Owen Roberts Intl

Mon 20/4

11:25 a.m.-10:09 a.m.

2 stops22h 44m

C$ 555

WinnipegGeorge Town

YWG - GCM

YWGGCM

Winnipeg

Tue 7/4

9:00 p.m.-12:44 p.m.

2 stops39h 44m

George Town Owen Roberts Intl

Thu 23/4

1:50 p.m.-12:39 a.m.

1 stop10h 49m

C$ 556

WinnipegGeorge Town

YWG - GCM

YWGGCM

Winnipeg

Wed 8/4

8:05 p.m.-12:44 p.m.

1 stop16h 39m

George Town Owen Roberts Intl

Thu 23/4

1:50 p.m.-10:52 a.m.

1 stop21h 02m

C$ 562

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 12 resultsSorted by cheapest first
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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?

You could potentially save up to 3% on your flight if you consider stops on a Winnipeg to Grand Cayman flight.

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

22h 45m

Direct flights

None
The fastest flight from Winnipeg to Grand Cayman takes 22h 45m
There are no direct flights from Winnipeg to Grand Cayman. There are no popular flight routes from Winnipeg to Grand Cayman.
Search flight deals

  • 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$ 489Free CancellationRating
7.2
3,281 reviews
Search WestJet flights
United AirlinesPriceFrom C$ 766Free CancellationRating
7.4
9,388 reviews
Search United Airlines 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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Find better results for your trip to Grand Cayman

Popular Cities in Grand Cayman

Popular flights according to clicks in the last 7 days on momondo
Flights to George Townfrom C$ 377