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Cheap flights from Winnipeg to Milan from C$ 389

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 25/5. 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 Milan

Cheap round-trip flights

Enter your travel dates to find the best prices.
Delta Logo
5:20 p.m. - 12:05 p.m.
YWG
-
MXP
35h 45m
2 stops
Delta Logo
2:15 p.m. - 10:56 a.m.
MXP
-
YWG
51h 41m
2 stops
C$ 919Delta
Sun, 26 Apr - Mon, 4 May
Delta Logo
5:20 p.m. - 2:45 p.m.
YWG
-
MXP
38h 25m
2 stops
Delta Logo
2:15 p.m. - 11:26 p.m.
MXP
-
YWG
40h 11m
2 stops
C$ 954Delta
Sun, 3 May - Sun, 10 May
Delta Logo
5:42 p.m. - 10:50 p.m.
YWG
-
LIN
22h 08m
2 stops
Delta Logo
6:40 a.m. - 3:04 p.m.
LIN
-
YWG
15h 24m
2 stops
C$ 1,000Delta
Sun, 7 Jun - Thu, 11 Jun
Delta Logo
5:42 p.m. - 10:50 p.m.
YWG
-
LIN
22h 08m
2 stops
Delta Logo
6:40 a.m. - 3:04 p.m.
LIN
-
YWG
15h 24m
2 stops
C$ 1,001Delta
Sun, 7 Jun - Thu, 11 Jun
Delta Logo
5:42 p.m. - 10:50 p.m.
YWG
-
LIN
22h 08m
2 stops
Delta Logo
6:40 a.m. - 3:04 p.m.
LIN
-
YWG
15h 24m
2 stops
C$ 1,004Delta
Sun, 7 Jun - Thu, 11 Jun
Delta Logo
3:50 p.m. - 5:35 p.m.
YWG
-
MXP
18h 45m
2 stops
Delta Logo
9:00 a.m. - 11:26 p.m.
MXP
-
YWG
21h 26m
2 stops
C$ 1,108Delta
Tue, 19 May - Wed, 3 Jun
Multiple Airlines Logo
6:15 a.m. - 12:50 p.m.
YWG
-
MXP
23h 35m
2 stops
Multiple Airlines Logo
7:25 a.m. - 9:20 a.m.
MXP
-
YWG
32h 55m
3 stops
C$ 1,113Multiple Airlines
Sun, 3 May - Sun, 10 May
Air Canada Logo
6:00 a.m. - 10:20 a.m.
YWG
-
MXP
45h 20m
3 stops
Air Canada Logo
9:45 a.m. - 10:09 a.m.
MXP
-
YWG
31h 24m
2 stops
C$ 1,163Air Canada
Sun, 26 Apr - Mon, 4 May
Air Canada Logo
8:10 a.m. - 1:50 p.m.
YWG
-
MXP
22h 40m
2 stops
Air Canada Logo
12:20 p.m. - 10:09 a.m.
MXP
-
YWG
28h 49m
1 stop
C$ 1,205Air Canada
Sun, 31 May - Thu, 4 Jun
Air Canada Logo
5:10 a.m. - 1:50 p.m.
YWG
-
MXP
25h 40m
2 stops
Air Canada Logo
12:20 p.m. - 3:14 p.m.
MXP
-
YWG
33h 54m
1 stop
C$ 1,206Air Canada
Sun, 31 May - Thu, 4 Jun

United Airlines flights from Winnipeg to Milan

Our best United Airlines deals on Winnipeg to Milan flight tickets
United Airlines
3 May
YWG2:00 p.m.Winnipeg
40h 20m
2 stops
MXP1:20 p.m.Milan Malpensa
10 May
MXP3:20 p.m.Milan Malpensa
27h 32m
1 stop
YWG11:52 a.m.Winnipeg
C$ 1,212
United Airlines
22 May
YWG7:00 a.m.Winnipeg
42h 15m
2 stops
MXP8:15 a.m.Milan Malpensa
6 Jun
MXP3:20 p.m.Milan Malpensa
14h 13m
1 stop
YWG10:33 p.m.Winnipeg
C$ 1,433
United Airlines
25 May
YWG2:00 p.m.Winnipeg
17h 40m
2 stops
LIN2:40 p.m.Milan Linate
30 Jun
LIN10:35 a.m.Milan Linate
19h 45m
3 stops
YWG11:20 p.m.Winnipeg
C$ 2,403

Delta flights from Winnipeg to Milan

Our best Delta deals on Winnipeg to Milan flight tickets
Delta
26 Apr
YWG5:20 p.m.Winnipeg
35h 45m
2 stops
MXP12:05 p.m.Milan Malpensa
4 May
MXP2:15 p.m.Milan Malpensa
51h 41m
2 stops
YWG10:56 a.m.Winnipeg
C$ 919
Delta
3 May
YWG5:20 p.m.Winnipeg
38h 25m
2 stops
MXP2:45 p.m.Milan Malpensa
10 May
MXP2:15 p.m.Milan Malpensa
40h 11m
2 stops
YWG11:26 p.m.Winnipeg
C$ 954
Delta
7 Jun
YWG5:42 p.m.Winnipeg
22h 08m
2 stops
LIN10:50 p.m.Milan Linate
11 Jun
LIN6:40 a.m.Milan Linate
15h 24m
2 stops
YWG3:04 p.m.Winnipeg
C$ 1,000

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 April 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 - MXP

YWGMXP

Winnipeg

Sun 26/4

5:20 p.m.-12:05 p.m.

2 stops35h 45m

Milan Malpensa

Mon 4/5

2:15 p.m.-10:56 a.m.

2 stops51h 41m

C$ 919

WinnipegMilan

YWG - MXP

YWGMXP

Winnipeg

Sun 3/5

5:20 p.m.-2:45 p.m.

2 stops38h 25m

Milan Malpensa

Sun 10/5

2:15 p.m.-11:26 p.m.

2 stops40h 11m

C$ 954
Quickest round-trip

WinnipegMilan

YWG - LIN

YWGLIN

Winnipeg

Sun 7/6

5:42 p.m.-10:50 p.m.

2 stops22h 08m

Milan Linate

Thu 11/6

6:40 a.m.-3:04 p.m.

2 stops15h 24m

C$ 1,000

WinnipegMilan

YWG - LIN

YWGLIN

Winnipeg

Sun 7/6

5:42 p.m.-10:50 p.m.

2 stops22h 08m

Milan Linate

Thu 11/6

6:40 a.m.-3:04 p.m.

2 stops15h 24m

C$ 1,001

WinnipegMilan

YWG - LIN

YWGLIN

Winnipeg

Sun 7/6

5:42 p.m.-10:50 p.m.

2 stops22h 08m

Milan Linate

Thu 11/6

6:40 a.m.-3:04 p.m.

2 stops15h 24m

C$ 1,004

WinnipegMilan

YWG - MXP

YWGMXP

Winnipeg

Tue 19/5

3:50 p.m.-5:35 p.m.

2 stops18h 45m

Milan Malpensa

Wed 3/6

9:00 a.m.-11:26 p.m.

2 stops21h 26m

C$ 1,108

WinnipegMilan

YWG - MXP

YWGMXP

Winnipeg

Sun 3/5

6:15 a.m.-12:50 p.m.

2 stops23h 35m

Milan Malpensa

Sun 10/5

7:25 a.m.-9:20 a.m.

3 stops32h 55m

C$ 1,113

WinnipegMilan

YWG - MXP

YWGMXP

Winnipeg

Sun 26/4

6:00 a.m.-10:20 a.m.

3 stops45h 20m

Milan Malpensa

Mon 4/5

9:45 a.m.-10:09 a.m.

2 stops31h 24m

C$ 1,163

WinnipegMilan

YWG - MXP

YWGMXP

Winnipeg

Sun 31/5

8:10 a.m.-1:50 p.m.

2 stops22h 40m

Milan Malpensa

Thu 4/6

12:20 p.m.-10:09 a.m.

1 stop28h 49m

C$ 1,205

WinnipegMilan

YWG - MXP

YWGMXP

Winnipeg

Sun 31/5

5:10 a.m.-1:50 p.m.

2 stops25h 40m

Milan Malpensa

Thu 4/6

12:20 p.m.-3:14 p.m.

1 stop33h 54m

C$ 1,206

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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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

Can stopping save me money on Winnipeg to Milan flights?

You could potentially save up to 57% 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

13h 55m

Direct flights

None
The fastest flight from Winnipeg to Milan takes 13h 55m
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. 13h 55m 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 many operators does momondo search for flights from Winnipeg Airport to Milan?

  • 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?

Best airlines flying from Winnipeg to Milan

Compare and see reviews for airlines that fly from Winnipeg to Milan with momondo
Airline
Rating
Free Cancellation
Price
WestJetPriceFrom C$ 825Free CancellationRating
7.2
3,317 reviews
Search WestJet flights

Travelling to a place near Milan?

Book flights to Milan if you plan to visit one of these locations
Assago
Livigno
Stresa
Varenna
Lecco
Asti
Monza
Bellagio
Cernobbio
Menaggio
Levanto
Moltrasio
Porlezza

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