Which airport is the most popular layover for flights between Winnipeg and Milan?

Chicago (ORD) was the most common stop: 67% of momondo users choosing one-stop flights on this route connected there.

Which layover airport offers the lowest fares from Winnipeg to Milan?

Flights via Montreal (YUL) offer the lowest average round-trip price of C$ 1,166.

Which layover airport has the shortest travel time from Winnipeg to Milan?

Flights connecting via Montreal (YUL) have the shortest average one-way travel time: 16h 05m.

Which layover airport has the shortest connection time from Winnipeg to Milan?

Chicago (ORD) has the shortest average layover time for this route: 3h 25m.

What is the cheapest airline that flies from Winnipeg to Milan?

Air Canada is the most popular carrier operating from Winnipeg to Milan

When did momondo last update prices for flights from Winnipeg Airport to Milan?

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

How old do you have to be to fly from Winnipeg Airport to Milan?

Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Winnipeg Airport to Milan.

What documentation or ID do you need to fly to Milan?

The travel and health documents you'll need for your trip to Milan 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 Milan. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

C$ 400 Cheap Flights from Winnipeg to Milan in 2026

Find the cheapest flights from Winnipeg to Milan

Round-trip

One-way

Last minute

Cheap round-trip flights

Enter your travel dates to find the best prices.

10:50 a.m. - 10:20 a.m.YWG Winnipeg-MXP Milan Malpensa

16h 30m1 stop Montreal Pierre Elliott Trudeau Intl

12:20 p.m. - 9:14 p.m.MXP Milan Malpensa-YWG Winnipeg

15h 54m1 stop Montreal Pierre Elliott Trudeau Intl

C$ 940Air Canada

Sun, 4 Oct - Tue, 20 Oct

12:20 p.m. - 10:20 a.m.YWG Winnipeg-MXP Milan Malpensa

15h 00m2 stops Toronto Pearson Intl Montreal Pierre Elliott Trudeau Intl

12:20 p.m. - 9:14 p.m.MXP Milan Malpensa-YWG Winnipeg

15h 54m1 stop Montreal Pierre Elliott Trudeau Intl

C$ 947Air Canada

Sun, 4 Oct - Tue, 20 Oct

12:20 p.m. - 10:20 a.m.YWG Winnipeg-MXP Milan Malpensa

15h 00m2 stops Toronto Pearson Intl Montreal Pierre Elliott Trudeau Intl

12:20 p.m. - 9:12 p.m.MXP Milan Malpensa-YWG Winnipeg

15h 52m2 stops Montreal Pierre Elliott Trudeau Intl Toronto Pearson Intl

C$ 952Air Canada

Sun, 4 Oct - Tue, 20 Oct

6:05 p.m. - 10:10 a.m.YWG Winnipeg-LIN Milan Linate

33h 05m2 stops Toronto Pearson Intl Rome Fiumicino

8:00 a.m. - 8:20 p.m.LIN Milan Linate-YWG Winnipeg

19h 20m2 stops Rome Fiumicino Toronto Pearson Intl

C$ 971Multiple Airlines

Sun, 4 Oct - Tue, 20 Oct

8:05 a.m. - 8:05 p.m.YWG Winnipeg-MXP Milan Malpensa

29h 00m2 stops Montreal Pierre Elliott Trudeau Intl Paris Charles de Gaulle

7:00 a.m. - 10:05 a.m.MXP Milan Malpensa-YWG Winnipeg

34h 05m2 stops Paris Charles de Gaulle Montreal Pierre Elliott Trudeau Intl

C$ 987Multiple Airlines

Thu, 5 Nov - Wed, 11 Nov

1:30 p.m. - 10:20 a.m.YWG Winnipeg-MXP Milan Malpensa

13h 50m2 stops Ottawa Montreal Pierre Elliott Trudeau Intl

12:20 p.m. - 9:14 p.m.MXP Milan Malpensa-YWG Winnipeg

15h 54m1 stop Montreal Pierre Elliott Trudeau Intl

C$ 1,000Air Canada

Mon, 19 Oct - Fri, 23 Oct

1:30 p.m. - 10:20 a.m.YWG Winnipeg-MXP Milan Malpensa

13h 50m2 stops Ottawa Montreal Pierre Elliott Trudeau Intl

12:20 p.m. - 9:14 p.m.MXP Milan Malpensa-YWG Winnipeg

15h 54m1 stop Montreal Pierre Elliott Trudeau Intl

C$ 1,005Air Canada

Mon, 19 Oct - Fri, 23 Oct

6:05 p.m. - 10:10 a.m.YWG Winnipeg-LIN Milan Linate

33h 05m2 stops Toronto Pearson Intl Rome Fiumicino

7:00 a.m. - 12:55 a.m.LIN Milan Linate-YWG Winnipeg

24h 55m3 stops Rome Fiumicino Toronto Pearson Intl Calgary

C$ 1,006Multiple Airlines

Sun, 4 Oct - Tue, 20 Oct

8:10 a.m. - 10:20 a.m.YWG Winnipeg-MXP Milan Malpensa

19h 10m1 stop Montreal Pierre Elliott Trudeau Intl

12:20 p.m. - 9:59 a.m.MXP Milan Malpensa-YWG Winnipeg

28h 39m1 stop Montreal Pierre Elliott Trudeau Intl

C$ 1,006Air Canada

Mon, 19 Oct - Fri, 23 Oct

1:30 p.m. - 10:20 a.m.YWG Winnipeg-MXP Milan Malpensa

13h 50m2 stops Ottawa Montreal Pierre Elliott Trudeau Intl

12:20 p.m. - 9:14 p.m.MXP Milan Malpensa-YWG Winnipeg

15h 54m1 stop Montreal Pierre Elliott Trudeau Intl

C$ 1,011Air Canada

Mon, 19 Oct - Fri, 23 Oct

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United Airlines flights from Winnipeg to Milan

Our best United Airlines deals on Winnipeg to Milan flight tickets

United Airlines

24 Aug

YWG8:45 a.m.Winnipeg

39h 45m

2 stops

MXP7:30 a.m.Milan Malpensa

31 Aug

MXP3:20 p.m.Milan Malpensa

27h 32m

1 stop

YWG11:52 a.m.Winnipeg

C$ 1,266

United Airlines

25 Sep

YWG2:00 p.m.Winnipeg

34h 30m

2 stops

MXP7:30 a.m.Milan Malpensa

3 Oct

MXP9:45 a.m.Milan Malpensa

33h 52m

2 stops

YWG12:37 p.m.Winnipeg

C$ 1,398

United Airlines

25 Sep

YWG2:00 p.m.Winnipeg

21h 00m

2 stops

MXP6:00 p.m.Milan Malpensa

3 Oct

MXP9:45 a.m.Milan Malpensa

33h 52m

2 stops

YWG12:37 p.m.Winnipeg

C$ 1,452

Air Canada flights from Winnipeg to Milan

Our best Air Canada deals on Winnipeg to Milan flight tickets

Air Canada

4 Oct

YWG10:50 a.m.Winnipeg

16h 30m

1 stop

MXP10:20 a.m.Milan Malpensa

20 Oct

MXP12:20 p.m.Milan Malpensa

15h 54m

1 stop

YWG9:14 p.m.Winnipeg

C$ 940

Air Canada

4 Oct

YWG12:20 p.m.Winnipeg

15h 00m

2 stops

MXP10:20 a.m.Milan Malpensa

20 Oct

MXP12:20 p.m.Milan Malpensa

15h 54m

1 stop

YWG9:14 p.m.Winnipeg

C$ 947

Air Canada

4 Oct

YWG12:20 p.m.Winnipeg

15h 00m

2 stops

MXP10:20 a.m.Milan Malpensa

20 Oct

MXP12:20 p.m.Milan Malpensa

15h 52m

2 stops

YWG9:12 p.m.Winnipeg

C$ 952

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

WinnipegMilan

YWG Winnipeg - MXP Milan Malpensa

YWGMXP

Winnipeg

Sun 4/10

10:50 a.m.-10:20 a.m.

1 stop16h 30m

Milan Malpensa

Tue 20/10

12:20 p.m.-9:14 p.m.

1 stop15h 54m

C$ 940

WinnipegMilan

YWG Winnipeg - MXP Milan Malpensa

YWGMXP

Winnipeg

Sun 4/10

12:20 p.m.-10:20 a.m.

2 stops15h 00m

Milan Malpensa

Tue 20/10

12:20 p.m.-9:14 p.m.

1 stop15h 54m

C$ 947

WinnipegMilan

YWG Winnipeg - MXP Milan Malpensa

YWGMXP

Winnipeg

Sun 4/10

12:20 p.m.-10:20 a.m.

2 stops15h 00m

Milan Malpensa

Tue 20/10

12:20 p.m.-9:12 p.m.

2 stops15h 52m

C$ 952

WinnipegMilan

YWG Winnipeg - LIN Milan Linate

YWGLIN

Winnipeg

Sun 4/10

6:05 p.m.-10:10 a.m.

2 stops33h 05m

Milan Linate

Tue 20/10

8:00 a.m.-8:20 p.m.

2 stops19h 20m

C$ 971

WinnipegMilan

YWG Winnipeg - MXP Milan Malpensa

YWGMXP

Winnipeg

Thu 5/11

8:05 a.m.-8:05 p.m.

2 stops29h 00m

Milan Malpensa

Wed 11/11

7:00 a.m.-10:05 a.m.

2 stops34h 05m

C$ 987

Quickest round-trip

WinnipegMilan

YWG Winnipeg - MXP Milan Malpensa

YWGMXP

Winnipeg

Mon 19/10

1:30 p.m.-10:20 a.m.

2 stops13h 50m

Milan Malpensa

Fri 23/10

12:20 p.m.-9:14 p.m.

1 stop15h 54m

C$ 1,000

WinnipegMilan

YWG Winnipeg - MXP Milan Malpensa

YWGMXP

Winnipeg

Mon 19/10

1:30 p.m.-10:20 a.m.

2 stops13h 50m

Milan Malpensa

Fri 23/10

12:20 p.m.-9:14 p.m.

1 stop15h 54m

C$ 1,004

WinnipegMilan

YWG Winnipeg - LIN Milan Linate

YWGLIN

Winnipeg

Sun 4/10

6:05 p.m.-10:10 a.m.

2 stops33h 05m

Milan Linate

Tue 20/10

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

3 stops24h 55m

C$ 1,006

WinnipegMilan

YWG Winnipeg - MXP Milan Malpensa

YWGMXP

Winnipeg

Mon 19/10

8:10 a.m.-10:20 a.m.

1 stop19h 10m

Milan Malpensa

Fri 23/10

12:20 p.m.-9:59 a.m.

1 stop28h 39m

C$ 1,006

WinnipegMilan

YWG Winnipeg - MXP Milan Malpensa

YWGMXP

Winnipeg

Mon 19/10

1:30 p.m.-10:20 a.m.

2 stops13h 50m

Milan Malpensa

Fri 23/10

12:20 p.m.-9:14 p.m.

1 stop15h 54m

C$ 1,011

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

How to get the cheapest flight ticket from Winnipeg to Milan

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

Prices

Airlines

Layovers

What is the typical price of a round-trip flight between Winnipeg and Milan?

Prices are currently low for flights on this route.

Typical prices usually range from C$ 1,257 to C$ 1,697.
The lowest price recently found on this route was C$ 940.

What is the cheapest month to fly to Milan?

In general, April is the cheapest month to fly from Winnipeg to Milan. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around C$ 0. If you aren’t able to travel during the month of April, then book flights to Milan from Winnipeg during January instead. Flights to Milan in January, while not as cheap as those in April, still average around C$ 0.

Can stopping save me money on Winnipeg to Milan flights?

You could potentially save up to 7% on your flight if you consider stops on a Winnipeg to Milan flight.

When to book flights from Winnipeg to Milan

Are you open to changing your travel dates? Check out the ideal times to fly from Winnipeg to Milan according to our flight data. Find out which month and days have the cheapest flights.

Estimated round-trip price

Cheap Winnipeg to Milan (YWG to MIL) flight deals and tips

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

Best price found	C$ 400
Fastest flight time	14h 20m
Direct flights	None

The best one-way flight to Milan from Winnipeg in the past 72 hours is C$ 400. The best round-trip flight deal from Winnipeg to Milan found on momondo in the last 72 hours is C$ 940.

The fastest flight from Winnipeg to Milan takes 14h 20m

There are no direct flights from Winnipeg to Milan. There are no popular flight routes from Winnipeg to Milan.

Search flight deals

Frequently asked questions about flying from Winnipeg to Milan

How far is Winnipeg to Milan by plane?
A flight from Winnipeg to Milan will travel around 7253.9 km. 14h 20m is a normal flight duration for this route.
When did momondo last update prices for flights from Winnipeg Airport to Milan?
Prices for flights from Winnipeg Airport to Milan are refreshed on a daily basis.
How old do you have to be to fly from Winnipeg Airport to Milan?
Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Winnipeg Airport to Milan.
What documentation or ID do you need to fly to Milan?
The travel and health documents you'll need for your trip to Milan 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 Milan. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.
What is the most popular airline from Winnipeg to Milan?
Based on momondo bookings for flights between Winnipeg and Milan, the leading airline is Air Canada, making up 100% of the total bookings.

Stresa

Varenna

Livigno

Bellagio

Menaggio

Lecco

Monza

Asti

Levanto

Bormio

Why use momondo?

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

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Winnipeg to Milan for you.

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

momondo does allow users to show only those flights to Milan from Winnipeg which offer a flexible booking policy as well as other useful filters and features.

How can momondo help me find flights from Winnipeg to Milan?

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

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

Yes. momondo can track prices for Winnipeg to Milan flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.

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Fly into one of these airports located in Milan

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Cheap flights from Winnipeg to Milan from C$ 400

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 Milan departing on 1/10. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

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United Airlines flights from Winnipeg to Milan

Our best United Airlines deals on Winnipeg to Milan flight tickets

Air Canada flights from Winnipeg to Milan

Our best Air Canada deals on Winnipeg to Milan flight tickets

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See travel insights to Milan from

How to get the cheapest flight ticket from Winnipeg to Milan

What is the typical price of a round-trip flight between Winnipeg and Milan?

What is the cheapest month to fly to Milan?

Can stopping save me money on Winnipeg to Milan flights?

What is the cheapest airline that flies from Winnipeg to Milan?

Which airport is the most popular layover for flights between Winnipeg and Milan?

Which layover airport offers the lowest fares from Winnipeg to Milan?

Which layover airport has the shortest travel time from Winnipeg to Milan?

Which layover airport has the shortest connection time from Winnipeg to Milan?

When to book flights from Winnipeg to Milan

Cheap Winnipeg to Milan (YWG to MIL) flight deals and tips

Best price found

Fastest flight time

Direct flights

Frequently asked questions about flying from Winnipeg to Milan

Travelling to a place near Milan?

Why use momondo?

An easier way to manage your Milan trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.

Find better results for your trip to Italy

Fly into one of these airports located in Milan

Airports listed have a maximum distance of 40.2 km from Milan

Cabin classes currently available on flights to Milan

List of cabin classes available on flights landing in Milan. Availability may vary depending on flight origin and airline.

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