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Cheap flights from the Cayman Islands to Winnipeg from C$ 700

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from the Cayman Islands to Winnipeg departing on 15/7. 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 the Cayman Islands to Winnipeg

Recent round-trip flight deals from the Cayman Islands to Winnipeg

Enter your travel dates to find the best prices.
Multiple Airlines Logo
1:45 p.m. - 11:10 a.m.
GCM
-
YWG
21h 25m
2 stops
Multiple Airlines Logo
6:05 a.m. - 9:15 p.m.
YWG
-
GCM
39h 10m
3 stops
C$ 1,137Multiple Airlines
Sat, 23 May - Sat, 30 May
Multiple Airlines Logo
1:45 p.m. - 12:55 a.m.
GCM
-
YWG
11h 10m
1 stop
Multiple Airlines Logo
6:05 a.m. - 9:15 p.m.
YWG
-
GCM
39h 10m
3 stops
C$ 1,143Multiple Airlines
Sat, 23 May - Sat, 30 May
Multiple Airlines Logo
1:45 p.m. - 12:55 a.m.
GCM
-
YWG
11h 10m
1 stop
Multiple Airlines Logo
7:00 a.m. - 5:20 p.m.
YWG
-
GCM
34h 20m
2 stops
C$ 1,242Multiple Airlines
Sat, 23 May - Sat, 30 May

momondo Fare Finder

 
Customize your flight search to find flights from Cayman Islands to Winnipeg 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 10 April 2026.
Use the filters below to find and compare flights from the Cayman Islands to Winnipeg that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

George TownWinnipeg

GCM - YWG

GCMYWG

George Town Owen Roberts Intl

Sat 23/5

1:45 p.m.-11:10 a.m.

2 stops21h 25m

Winnipeg

Sat 30/5

6:05 a.m.-9:15 p.m.

3 stops39h 10m

C$ 1,137

George TownWinnipeg

GCM - YWG

GCMYWG

George Town Owen Roberts Intl

Sat 23/5

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

1 stop11h 10m

Winnipeg

Sat 30/5

6:05 a.m.-9:15 p.m.

3 stops39h 10m

C$ 1,143
Quickest round-trip

George TownWinnipeg

GCM - YWG

GCMYWG

George Town Owen Roberts Intl

Sat 23/5

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

1 stop11h 10m

Winnipeg

Sat 30/5

7:00 a.m.-5:20 p.m.

2 stops34h 20m

C$ 1,242
Cheapest one-way

George TownWinnipeg

GCM - YWG

GCMYWG

George Town Owen Roberts Intl

Wed 15/7

11:30 a.m.-11:40 p.m.

3 stops36h 10m

C$ 700
Quickest one-way

George TownWinnipeg

GCM - YWG

GCMYWG

George Town Owen Roberts Intl

Wed 15/7

7:00 a.m.-12:55 a.m.

2 stops17h 55m

C$ 730

Flights are sorted by cheapest round-trip flights first.

Sorted by cheapest first

Cheap Cayman Islands to Winnipeg flight deals and tips

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

Fastest flight time

21h 25m

Direct flights

None
The fastest flight from Cayman Islands to Winnipeg takes 21h 25m
There are no direct flights from Cayman Islands to Winnipeg. There are no popular flight routes from Cayman Islands to Winnipeg.
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Frequently asked questions about flying from the Cayman Islands to Winnipeg

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

    Prices for flights from Cayman Islands to Winnipeg Airport are refreshed on a daily basis.

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

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Cayman Islands to Winnipeg Airport.

  • What documentation or ID do you need to fly to Winnipeg Airport?

    The travel and health documents required for your trip to Winnipeg Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Winnipeg Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

Frequently asked questions about flying from the Cayman Islands to Winnipeg

  • How do I get Price Alerts for flights from Cayman Islands to Winnipeg?

    You can take advantage of momondo’s Price Alerts by first searching for your flights to Cayman Islands from Winnipeg. Flight offers will be shown to you in real-time. From there you can create a Price Alert by using our on-site widget.

  • How can I save money on flights from Cayman Islands to Winnipeg with momondo?

    With “Price Forecast”, learn how soon you should book your flight in advance. Down to the day of week and time of day, our information can inform you on the ideal time to book to save on your travel. Our “Price Calendar” shows you at a quick glance when to book your travel for lower rates. By setting “Price Alerts” you can monitor changes in price and target the ideal time to book. Search for your trip destination by budget amount via our “Explore” feature. Whether you’re looking for ideas for your next travel adventure or cost-cutting tips, our “Discover” content is a great place to start.

  • How does momondo find its flight prices?

    momondo shows deals across 700+ competitors all at once. momondo is active in 30 international markets, so you can have access to a wide range of options from airlines and OTAs alike.

Travelling to a place near Winnipeg?

Book flights to Winnipeg if you plan to visit one of these locations
Morden
Selkirk
Portage la Prairie

Why use momondo?

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

momondo collates all your flight options in one place and lets you filter them to find the perfect flight from Cayman Islands to Winnipeg. momondo saves you time and could save you money on your trip.

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

Yes. All flights to Winnipeg from Cayman Islands on momondo can be compared and filtered by various policies on offer, including flexible booking.

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

momondo provides multiple filters to help you find the best flight to Winnipeg from Cayman Islands. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.

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

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

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