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 has the shortest connection time from Winnipeg to Milan?

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

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

Flights via Montreal (YUL) offer the lowest average round-trip price of C$ 1,191.

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.

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$ 607 Cheap Flights from Winnipeg to Milan in 2026/27

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.

4:10 p.m. - 10:20 a.m.YWG Winnipeg-MXP Milan Malpensa

11h 10m1 stop Montreal Pierre Elliott Trudeau Intl

12:00 p.m. - 4:38 p.m.MXP Milan Malpensa-YWG Winnipeg

34h 38m1 stop Montreal Pierre Elliott Trudeau Intl

C$ 1,018Multiple Airlines

Mon, 19 Oct - Mon, 26 Oct

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. - 8:00 p.m.MXP Milan Malpensa-YWG Winnipeg

38h 40m2 stops Montreal Pierre Elliott Trudeau Intl Ottawa

C$ 1,023Air Canada

Mon, 19 Oct - Fri, 23 Oct

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. - 8:00 p.m.MXP Milan Malpensa-YWG Winnipeg

38h 40m2 stops Montreal Pierre Elliott Trudeau Intl Ottawa

C$ 1,025Air Canada

Mon, 19 Oct - Fri, 23 Oct

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. - 8:00 p.m.MXP Milan Malpensa-YWG Winnipeg

38h 40m2 stops Montreal Pierre Elliott Trudeau Intl Ottawa

C$ 1,027Air 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. - 8:00 p.m.MXP Milan Malpensa-YWG Winnipeg

38h 40m3 stops Montreal Pierre Elliott Trudeau Intl Toronto Pearson Intl Ottawa

C$ 1,030Air 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

12:00 p.m. - 11:49 a.m.MXP Milan Malpensa-YWG Winnipeg

29h 49m2 stops Montreal Pierre Elliott Trudeau Intl Toronto Pearson Intl

C$ 1,034Air Canada

Mon, 19 Oct - Mon, 26 Oct

7:45 a.m. - 3:50 p.m.YWG Winnipeg-MXP Milan Malpensa

25h 05m2 stops Toronto Pearson Intl Frankfurt am Main

7:05 a.m. - 11:20 a.m.MXP Milan Malpensa-YWG Winnipeg

34h 15m3 stops Frankfurt am Main Toronto Pearson Intl Calgary

C$ 1,073Multiple Airlines

Mon, 19 Oct - Mon, 26 Oct

2:10 p.m. - 7:10 p.m.YWG Winnipeg-MXP Milan Malpensa

22h 00m2 stops Calgary Paris Charles de Gaulle

7:00 a.m. - 10:20 a.m.MXP Milan Malpensa-YWG Winnipeg

34h 20m2 stops Paris Charles de Gaulle Calgary

C$ 1,075Multiple Airlines

Fri, 6 Nov - Wed, 11 Nov

2:15 p.m. - 1:15 p.m.YWG Winnipeg-MXP Milan Malpensa

16h 00m1 stop Chicago O'Hare Intl

3:15 p.m. - 12:23 p.m.MXP Milan Malpensa-YWG Winnipeg

28h 08m1 stop Chicago O'Hare Intl

C$ 1,089United Airlines

Fri, 6 Nov - Wed, 11 Nov

9:35 a.m. - 10:30 a.m.YWG Winnipeg-MXP Milan Malpensa

18h 55m2 stops Toronto Pearson Intl Kastrup Copenhagen

8:00 p.m. - 7:50 p.m.MXP Milan Malpensa-YWG Winnipeg

30h 50m2 stops Kastrup Copenhagen Toronto Pearson Intl

C$ 1,096Scandinavian Airlines

Tue, 23 Mar - Sun, 4 Apr

Cheap last-minute flights

Enter your travel dates to find the best prices.

2:00 p.m. - 7:30 a.m.YWG Winnipeg-MXP Milan Malpensa

34h 30m2 stops Chicago O'Hare Intl Newark

11:20 a.m. - 12:37 p.m.MXP Milan Malpensa-YWG Winnipeg

56h 17m2 stops Frankfurt am Main Chicago O'Hare Intl

C$ 1,224United Airlines

Fri, 25 Sep - Mon, 5 Oct

7:00 a.m. - 7:30 a.m.YWG Winnipeg-MXP Milan Malpensa

41h 30m2 stops Chicago O'Hare Intl Newark

3:20 p.m. - 12:37 p.m.MXP Milan Malpensa-YWG Winnipeg

28h 17m1 stop Chicago O'Hare Intl

C$ 1,651United Airlines

Fri, 25 Sep - Mon, 5 Oct

4:05 p.m. - 3:35 p.m.YWG Winnipeg-MXP Milan Malpensa

16h 30m2 stops Halifax Intl Dublin

7:15 a.m. - 8:20 p.m.MXP Milan Malpensa-YWG Winnipeg

20h 05m2 stops Paris Charles de Gaulle Calgary

C$ 1,732Multiple Airlines

Fri, 25 Sep - Mon, 5 Oct

4:05 p.m. - 3:35 p.m.YWG Winnipeg-MXP Milan Malpensa

16h 30m2 stops Halifax Intl Dublin

6:55 a.m. - 12:55 a.m.MXP Milan Malpensa-YWG Winnipeg

25h 00m3 stops Frankfurt am Main Vancouver Intl Calgary

C$ 1,739Multiple Airlines

Fri, 25 Sep - Mon, 5 Oct

9:25 a.m. - 5:30 p.m.YWG Winnipeg-MXP Milan Malpensa

25h 05m3 stops Toronto Pearson Intl Ponta Delgada Nordela Barcelona-El Prat

6:55 a.m. - 12:55 a.m.MXP Milan Malpensa-YWG Winnipeg

25h 00m3 stops Frankfurt am Main Vancouver Intl Calgary

C$ 1,794Multiple Airlines

Fri, 25 Sep - Mon, 5 Oct

7:45 a.m. - 8:15 a.m.YWG Winnipeg-MXP Milan Malpensa

17h 30m3 stops Toronto Pearson Intl Detroit Metropolitan Wayne County Frankfurt am Main

9:45 p.m. - 8:20 p.m.MXP Milan Malpensa-YWG Winnipeg

29h 35m2 stops Brussels Bruxelles-National Toronto Pearson Intl

C$ 1,982Multiple Airlines

Fri, 25 Sep - Mon, 5 Oct

2:00 p.m. - 1:20 p.m.YWG Winnipeg-MXP Milan Malpensa

16h 20m1 stop Chicago O'Hare Intl

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

15h 54m1 stop Montreal Pierre Elliott Trudeau Intl

C$ 2,002Multiple Airlines

Fri, 25 Sep - Mon, 5 Oct

7:45 a.m. - 8:15 a.m.YWG Winnipeg-MXP Milan Malpensa

17h 30m3 stops Toronto Pearson Intl Detroit Metropolitan Wayne County Frankfurt am Main

9:45 p.m. - 12:55 a.m.MXP Milan Malpensa-YWG Winnipeg

34h 10m3 stops Brussels Bruxelles-National Toronto Pearson Intl Calgary

C$ 2,047Multiple Airlines

Fri, 25 Sep - Mon, 5 Oct

2:00 p.m. - 1:20 p.m.YWG Winnipeg-MXP Milan Malpensa

16h 20m1 stop Chicago O'Hare Intl

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

15h 54m1 stop Montreal Pierre Elliott Trudeau Intl

C$ 2,156Multiple Airlines

Fri, 25 Sep - Mon, 5 Oct

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Air Canada flights from Winnipeg to Milan

Our best Air Canada deals on Winnipeg to Milan flight tickets

Air Canada

19 Oct

YWG10:50 a.m.Winnipeg

16h 30m

1 stop

MXP10:20 a.m.Milan Malpensa

23 Oct

MXP12:20 p.m.Milan Malpensa

38h 40m

2 stops

YWG8:00 p.m.Winnipeg

C$ 1,023

Air Canada

19 Oct

YWG8:10 a.m.Winnipeg

19h 10m

1 stop

MXP10:20 a.m.Milan Malpensa

23 Oct

MXP12:20 p.m.Milan Malpensa

33h 59m

1 stop

YWG3:19 p.m.Winnipeg

C$ 1,025

Air Canada

19 Oct

YWG10:50 a.m.Winnipeg

16h 30m

1 stop

MXP10:20 a.m.Milan Malpensa

23 Oct

MXP12:20 p.m.Milan Malpensa

38h 40m

2 stops

YWG8:00 p.m.Winnipeg

C$ 1,027

United Airlines flights from Winnipeg to Milan

Our best United Airlines deals on Winnipeg to Milan flight tickets

United Airlines

6 Nov

YWG2:15 p.m.Winnipeg

16h 00m

1 stop

MXP1:15 p.m.Milan Malpensa

11 Nov

MXP3:15 p.m.Milan Malpensa

28h 08m

1 stop

YWG12:23 p.m.Winnipeg

C$ 1,089

United Airlines

25 Sep

YWG2:00 p.m.Winnipeg

34h 30m

2 stops

MXP7:30 a.m.Milan Malpensa

5 Oct

MXP11:20 a.m.Milan Malpensa

56h 17m

2 stops

YWG12:37 p.m.Winnipeg

C$ 1,224

United Airlines

25 Sep

YWG7:00 a.m.Winnipeg

41h 30m

2 stops

MXP7:30 a.m.Milan Malpensa

5 Oct

MXP3:20 p.m.Milan Malpensa

28h 17m

1 stop

YWG12:37 p.m.Winnipeg

C$ 1,651

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

WinnipegMilan

YWG Winnipeg - MXP Milan Malpensa

YWGMXP

Winnipeg

Mon 19/10

4:10 p.m.-10:20 a.m.

1 stop11h 10m

Milan Malpensa

Mon 26/10

12:00 p.m.-4:38 p.m.

1 stop34h 38m

C$ 1,018

WinnipegMilan

YWG Winnipeg - MXP Milan Malpensa

YWGMXP

Winnipeg

Mon 19/10

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

1 stop16h 30m

Milan Malpensa

Fri 23/10

12:20 p.m.-8:00 p.m.

2 stops38h 40m

C$ 1,023

WinnipegMilan

YWG Winnipeg - MXP Milan Malpensa

YWGMXP

Winnipeg

Mon 19/10

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

1 stop16h 30m

Milan Malpensa

Fri 23/10

12:20 p.m.-8:00 p.m.

2 stops38h 40m

C$ 1,025

WinnipegMilan

YWG Winnipeg - MXP Milan Malpensa

YWGMXP

Winnipeg

Mon 19/10

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

1 stop16h 30m

Milan Malpensa

Fri 23/10

12:20 p.m.-8:00 p.m.

2 stops38h 40m

C$ 1,027

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.-8:00 p.m.

3 stops38h 40m

C$ 1,030

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

Mon 26/10

12:00 p.m.-11:49 a.m.

2 stops29h 49m

C$ 1,034

WinnipegMilan

YWG Winnipeg - MXP Milan Malpensa

YWGMXP

Winnipeg

Mon 19/10

7:45 a.m.-3:50 p.m.

2 stops25h 05m

Milan Malpensa

Mon 26/10

7:05 a.m.-11:20 a.m.

3 stops34h 15m

C$ 1,073

WinnipegMilan

YWG Winnipeg - MXP Milan Malpensa

YWGMXP

Winnipeg

Fri 6/11

2:10 p.m.-7:10 p.m.

2 stops22h 00m

Milan Malpensa

Wed 11/11

7:00 a.m.-10:20 a.m.

2 stops34h 20m

C$ 1,075

WinnipegMilan

YWG Winnipeg - MXP Milan Malpensa

YWGMXP

Winnipeg

Fri 6/11

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

1 stop16h 00m

Milan Malpensa

Wed 11/11

3:15 p.m.-12:23 p.m.

1 stop28h 08m

C$ 1,089

WinnipegMilan

YWG Winnipeg - MXP Milan Malpensa

YWGMXP

Winnipeg

Tue 23/3

9:35 a.m.-10:30 a.m.

2 stops18h 55m

Milan Malpensa

Sun 4/4

8:00 p.m.-7:50 p.m.

2 stops30h 50m

C$ 1,096

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

Layovers

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$ 607
Fastest flight time	15h 15m
Direct flights	None

The best one-way flight to Milan from Winnipeg in the past 72 hours is C$ 607. The best round-trip flight deal from Winnipeg to Milan found on momondo in the last 72 hours is C$ 1,018.

The fastest flight from Winnipeg to Milan takes 15h 15m

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. 15h 15m 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.

Stresa

Livigno

Varenna

Bellagio

Menaggio

Lecco

Monza

Asti

Bormio

Levanto

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

Milan Linate Airport

Milan Malpensa Airport

Cheap flights from Winnipeg to Milan from C$ 607

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 5/11. 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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Air Canada flights from Winnipeg to Milan

Our best Air Canada deals on Winnipeg to Milan flight tickets

United Airlines flights from Winnipeg to Milan

Our best United Airlines deals on Winnipeg to Milan flight tickets

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Use the filters below to find and compare flights from Winnipeg to Milan that are best for you.

See travel insights to Milan from

How to get the cheapest flight ticket from Winnipeg to Milan

What is the cheapest month to fly to Milan?

Can stopping save me money on Winnipeg to Milan flights?

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.

Popular Cities in Italy

Popular flights according to clicks in the last 7 days on momondo

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