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Cheap flights from Winnipeg to Milan from C$ 387

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 13/9. 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
1 adult, Economy, 0 bags

Find the cheapest flights from Winnipeg to Milan

Cheap round-trip flights

Enter your travel dates to find the best prices.
Multiple Airlines Logo
9:20 a.m. - 12:15 a.m.YWG  Winnipeg-MXP Milan Malpensa
31h 55m3 stops Toronto Pearson Intl Glasgow Intl London Stansted
Multiple Airlines Logo
6:40 a.m. - 12:55 a.m.MXP  Milan Malpensa-YWG Winnipeg
25h 15m3 stops Madrid Barajas Halifax Intl Toronto Pearson Intl
C$ 949Multiple Airlines
Tue, 15 Sep - Tue, 22 Sep
Multiple Airlines Logo
10:10 a.m. - 5:30 p.m.YWG  Winnipeg-MXP Milan Malpensa
24h 20m2 stops Calgary Barcelona-El Prat
Multiple Airlines Logo
8:40 a.m. - 10:10 p.m.MXP  Milan Malpensa-YWG Winnipeg
20h 30m2 stops Barcelona-El Prat Calgary
C$ 979Multiple Airlines
Sat, 26 Sep - Sun, 11 Oct
Multiple Airlines Logo
10:50 a.m. - 10:20 a.m.YWG  Winnipeg-MXP Milan Malpensa
16h 30m1 stop Montreal Pierre Elliott Trudeau Intl
Multiple Airlines Logo
11:55 a.m. - 10:05 a.m.MXP  Milan Malpensa-YWG Winnipeg
28h 10m1 stop Montreal Pierre Elliott Trudeau Intl
C$ 993Multiple Airlines
Wed, 21 Oct - Fri, 30 Oct
Delta Logo
5:44 p.m. - 11:00 p.m.YWG  Winnipeg-MXP Milan Malpensa
22h 16m2 stops Minneapolis St Paul Paris Charles de Gaulle
Delta Logo
11:35 a.m. - 11:30 p.m.MXP  Milan Malpensa-YWG Winnipeg
18h 55m2 stops Boston Logan Intl Minneapolis St Paul
C$ 997Delta
Tue, 15 Sep - Tue, 22 Sep
Air Canada Logo
10:50 a.m. - 10:20 a.m.YWG  Winnipeg-MXP Milan Malpensa
16h 30m1 stop Montreal Pierre Elliott Trudeau Intl
Air Canada Logo
12:20 p.m. - 9:14 p.m.MXP  Milan Malpensa-YWG Winnipeg
15h 54m1 stop Montreal Pierre Elliott Trudeau Intl
C$ 1,002Air Canada
Sun, 11 Oct - Thu, 15 Oct
Air Canada Logo
1:25 p.m. - 10:20 a.m.YWG  Winnipeg-MXP Milan Malpensa
13h 55m2 stops Ottawa Montreal Pierre Elliott Trudeau Intl
Air Canada Logo
12:20 p.m. - 9:14 p.m.MXP  Milan Malpensa-YWG Winnipeg
15h 54m1 stop Montreal Pierre Elliott Trudeau Intl
C$ 1,004Air Canada
Sun, 11 Oct - Thu, 15 Oct
Air Canada Logo
1:25 p.m. - 10:20 a.m.YWG  Winnipeg-MXP Milan Malpensa
13h 55m2 stops Ottawa Montreal Pierre Elliott Trudeau Intl
Air Canada Logo
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$ 1,009Air Canada
Sun, 11 Oct - Thu, 15 Oct
Air Canada Logo
1:25 p.m. - 10:20 a.m.YWG  Winnipeg-MXP Milan Malpensa
13h 55m2 stops Ottawa Montreal Pierre Elliott Trudeau Intl
Air Canada Logo
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$ 1,011Air Canada
Sun, 11 Oct - Thu, 15 Oct
Air Canada Logo
1:25 p.m. - 10:20 a.m.YWG  Winnipeg-MXP Milan Malpensa
13h 55m2 stops Ottawa Montreal Pierre Elliott Trudeau Intl
Air Canada Logo
12:20 p.m. - 9:14 p.m.MXP  Milan Malpensa-YWG Winnipeg
15h 54m1 stop Montreal Pierre Elliott Trudeau Intl
C$ 1,014Air Canada
Sun, 11 Oct - Thu, 15 Oct
Air Canada Logo
8:10 a.m. - 10:20 a.m.YWG  Winnipeg-MXP Milan Malpensa
19h 10m1 stop Montreal Pierre Elliott Trudeau Intl
Air Canada Logo
12:20 p.m. - 9:59 a.m.MXP  Milan Malpensa-YWG Winnipeg
28h 39m1 stop Montreal Pierre Elliott Trudeau Intl
C$ 1,015Air Canada
Sun, 11 Oct - Thu, 15 Oct

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Delta flights from Winnipeg to Milan

Our best Delta deals on Winnipeg to Milan flight tickets
Delta
15 Sep
YWG5:44 p.m.Winnipeg
22h 16m
2 stops
MXP11:00 p.m.Milan Malpensa
22 Sep
MXP11:35 a.m.Milan Malpensa
18h 55m
2 stops
YWG11:30 p.m.Winnipeg
C$ 997
Delta
22 Nov
YWG5:35 p.m.Winnipeg
34h 40m
2 stops
LIN11:15 a.m.Milan Linate
26 Nov
LIN1:00 p.m.Milan Linate
34h 44m
2 stops
YWG4:44 p.m.Winnipeg
C$ 1,033
Delta
22 Nov
YWG5:35 p.m.Winnipeg
34h 40m
2 stops
LIN11:15 a.m.Milan Linate
26 Nov
LIN1:00 p.m.Milan Linate
34h 44m
2 stops
YWG4:44 p.m.Winnipeg
C$ 1,035

Air Canada flights from Winnipeg to Milan

Our best Air Canada deals on Winnipeg to Milan flight tickets
Air Canada
11 Oct
YWG10:50 a.m.Winnipeg
16h 30m
1 stop
MXP10:20 a.m.Milan Malpensa
15 Oct
MXP12:20 p.m.Milan Malpensa
15h 54m
1 stop
YWG9:14 p.m.Winnipeg
C$ 1,002
Air Canada
11 Oct
YWG1:25 p.m.Winnipeg
13h 55m
2 stops
MXP10:20 a.m.Milan Malpensa
15 Oct
MXP12:20 p.m.Milan Malpensa
15h 54m
1 stop
YWG9:14 p.m.Winnipeg
C$ 1,004
Air Canada
11 Oct
YWG1:25 p.m.Winnipeg
13h 55m
2 stops
MXP10:20 a.m.Milan Malpensa
15 Oct
MXP12:20 p.m.Milan Malpensa
15h 52m
2 stops
YWG9:12 p.m.Winnipeg
C$ 1,009

momondo Fare Finder

 
Customize your flight search to find flights from Winnipeg to Milan 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 8 August 2026.
Use the filters below to find and compare flights from Winnipeg to Milan that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

WinnipegMilan

YWG Winnipeg - MXP Milan Malpensa

YWGMXP

Winnipeg

Tue 15/9

9:20 a.m.-12:15 a.m.

3 stops31h 55m

Milan Malpensa

Tue 22/9

6:40 a.m.-12:55 a.m.

3 stops25h 15m

C$ 949

WinnipegMilan

YWG Winnipeg - MXP Milan Malpensa

YWGMXP

Winnipeg

Sat 26/9

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

2 stops24h 20m

Milan Malpensa

Sun 11/10

8:40 a.m.-10:10 p.m.

2 stops20h 30m

C$ 979

WinnipegMilan

YWG Winnipeg - MXP Milan Malpensa

YWGMXP

Winnipeg

Wed 21/10

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

1 stop16h 30m

Milan Malpensa

Fri 30/10

11:55 a.m.-10:05 a.m.

1 stop28h 10m

C$ 993

WinnipegMilan

YWG Winnipeg - MXP Milan Malpensa

YWGMXP

Winnipeg

Tue 15/9

5:44 p.m.-11:00 p.m.

2 stops22h 16m

Milan Malpensa

Tue 22/9

11:35 a.m.-11:30 p.m.

2 stops18h 55m

C$ 997

WinnipegMilan

YWG Winnipeg - MXP Milan Malpensa

YWGMXP

Winnipeg

Sun 11/10

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

1 stop16h 30m

Milan Malpensa

Thu 15/10

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

1 stop15h 54m

C$ 1,002

WinnipegMilan

YWG Winnipeg - MXP Milan Malpensa

YWGMXP

Winnipeg

Sun 11/10

1:25 p.m.-10:20 a.m.

2 stops13h 55m

Milan Malpensa

Thu 15/10

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

1 stop15h 54m

C$ 1,004
Quickest round-trip

WinnipegMilan

YWG Winnipeg - MXP Milan Malpensa

YWGMXP

Winnipeg

Sun 11/10

1:25 p.m.-10:20 a.m.

2 stops13h 55m

Milan Malpensa

Thu 15/10

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

2 stops15h 52m

C$ 1,009

WinnipegMilan

YWG Winnipeg - MXP Milan Malpensa

YWGMXP

Winnipeg

Sun 11/10

1:25 p.m.-10:20 a.m.

2 stops13h 55m

Milan Malpensa

Thu 15/10

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

2 stops15h 52m

C$ 1,011

WinnipegMilan

YWG Winnipeg - MXP Milan Malpensa

YWGMXP

Winnipeg

Sun 11/10

1:25 p.m.-10:20 a.m.

2 stops13h 55m

Milan Malpensa

Thu 15/10

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

1 stop15h 54m

C$ 1,014

WinnipegMilan

YWG Winnipeg - MXP Milan Malpensa

YWGMXP

Winnipeg

Sun 11/10

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

1 stop19h 10m

Milan Malpensa

Thu 15/10

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

1 stop28h 39m

C$ 1,015

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Milan from

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

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$ 1,363 to C$ 1,770.
The lowest price recently found on this route was C$ 949.

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

Fastest flight time

15h 15m

Direct flights

None
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.
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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.

  • What is the most popular airline from Winnipeg to Milan?

Travelling to a place near Milan?

Book flights to Milan if you plan to visit one of these locations
Varenna
Assago
Livigno
Bellagio
Menaggio
Stresa
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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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
Milan Linate Airport
Milan Malpensa Airport