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Cheap flights from Winnipeg to Milan from C$ 420

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 23/8. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — MIL
28 Jul — 4 Aug1
1 adult
1 adult, Economy, 0 bags

Cheap flight deals from Winnipeg to Milan

Enter your travel dates to find the best prices.

Cheapest flights from Winnipeg to Milan
Explore the most affordable flight options available from Winnipeg to Milan. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 28 June 2026.

Mon 3/87:45 a.m.
YWG
-
MXP
3 stops27h 00m
Multiple Airlines
Wed 19/811:25 p.m.
MXP
-
YWG
3 stops32h 30m
Multiple Airlines
Deal found 28/6C$ 827
Thu 6/87:45 a.m.
YWG
-
MXP
3 stops24h 15m
Multiple Airlines
Wed 19/811:25 p.m.
MXP
-
YWG
3 stops31h 30m
Multiple Airlines
Deal found 25/6C$ 935
Mon 9/115:35 p.m.
YWG
-
MXP
2 stops33h 15m
Delta
Tue 17/1112:00 p.m.
MXP
-
YWG
2 stops18h 34m
Delta
Deal found 25/6C$ 961
Sat 5/912:46 p.m.
YWG
-
MXP
2 stops37h 39m
Delta
Tue 6/109:00 a.m.
MXP
-
YWG
2 stops21h 19m
Delta
Deal found 27/6C$ 964
Sun 8/116:00 a.m.
YWG
-
MXP
2 stops21h 05m
Multiple Airlines
Tue 17/1112:55 p.m.
MXP
-
YWG
1 stop28h 05m
Multiple Airlines
Deal found 25/6C$ 975
Sat 7/112:40 p.m.
YWG
-
MXP
2 stops36h 25m
Air Canada
Mon 16/1112:55 p.m.
MXP
-
YWG
1 stop28h 05m
Air Canada
Deal found 25/6C$ 982
Mon 9/117:15 a.m.
YWG
-
MXP
2 stops19h 50m
Air Canada
Mon 16/1112:55 p.m.
MXP
-
YWG
2 stops29h 54m
Air Canada
Deal found 25/6C$ 989
Sat 7/1111:20 a.m.
YWG
-
MXP
2 stops39h 45m
Air Canada
Fri 20/1112:55 p.m.
MXP
-
YWG
2 stops28h 29m
Air Canada
Deal found 25/6C$ 993
Sun 6/126:00 a.m.
YWG
-
MXP
2 stops21h 05m
Air Canada
Thu 10/1210:30 a.m.
MXP
-
YWG
2 stops30h 30m
Air Canada
Deal found 28/6C$ 999
Mon 7/93:58 p.m.
YWG
-
MXP
2 stops24h 02m
Delta
Mon 5/1011:35 a.m.
MXP
-
YWG
2 stops39h 18m
Delta
Deal found 27/6C$ 1,001
Sun 8/116:00 a.m.
YWG
-
MXP
2 stops21h 05m
Air Canada
Thu 19/1110:30 a.m.
MXP
-
YWG
2 stops17h 44m
Air Canada
Deal found 25/6C$ 1,003
Thu 1/1012:46 p.m.
YWG
-
LIN
2 stops15h 34m
Air France
Mon 5/106:25 a.m.
LIN
-
YWG
2 stops20h 35m
Air France
Deal found 23/6C$ 1,018

Find flight deals from Winnipeg to Milan

Discover tips and strategies to find the most affordable flight options for your journey from Winnipeg (YWG) to Milan (MIL). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated 28 June 2026.

Round-trip from

C$ 827

One-way from

C$ 420

Popular in

September

Cheapest in

February

Average price

C$ 1,141
3/8-19/8
  • 3/8-19/8
  • 6 total stops
  • 59h 30m total
  • Winnipeg to Milan
Search Deals
23/8
  • 23/8
  • 2 total stops
  • 56h 50m total
  • Winnipeg to Milan
Search Deals
Highest demand for flights based on searches. 13% potential increase in price (C$ 269 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease (C$ 77 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in June 2026
Search Deals

Cheapflights 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, Cheapflights users made 629,999 searches. Data last updated 28 June 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 13/9

5:44 p.m.-9:25 a.m.

2 stops32h 41m

Milan Malpensa

Wed 30/9

2:15 p.m.-3:08 p.m.

2 stops31h 53m

C$ 964

WinnipegMilan

YWG - MXP

YWGMXP

Winnipeg

Sun 6/12

2:05 p.m.-10:05 a.m.

1 stop13h 00m

Milan Malpensa

Thu 10/12

10:30 a.m.-10:00 a.m.

2 stops30h 30m

C$ 999

WinnipegMilan

YWG - MXP

YWGMXP

Winnipeg

Mon 7/9

3:58 p.m.-11:00 p.m.

2 stops24h 02m

Milan Malpensa

Mon 5/10

11:35 a.m.-7:53 p.m.

2 stops39h 18m

C$ 1,001

WinnipegMilan

YWG - MXP

YWGMXP

Winnipeg

Tue 8/9

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

2 stops22h 16m

Milan Malpensa

Mon 5/10

11:35 a.m.-11:48 a.m.

2 stops31h 13m

C$ 1,001

WinnipegMilan

YWG - MXP

YWGMXP

Winnipeg

Mon 9/11

12:45 p.m.-2:15 p.m.

2 stops18h 30m

Milan Malpensa

Tue 17/11

12:55 p.m.-4:38 p.m.

1 stop34h 43m

C$ 1,013

WinnipegMilan

YWG - LIN

YWGLIN

Winnipeg

Mon 9/11

12:20 p.m.-11:15 a.m.

2 stops15h 55m

Milan Linate

Tue 17/11

10:55 a.m.-10:50 p.m.

2 stops18h 55m

C$ 1,020

WinnipegMilan

YWG - MXP

YWGMXP

Winnipeg

Mon 9/11

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

1 stop16h 00m

Milan Malpensa

Tue 17/11

3:15 p.m.-11:39 a.m.

1 stop27h 24m

C$ 1,043

WinnipegMilan

YWG - LIN

YWGLIN

Winnipeg

Wed 25/11

12:30 p.m.-3:55 p.m.

2 stops20h 25m

Milan Linate

Sun 29/11

10:55 a.m.-11:50 a.m.

2 stops31h 55m

C$ 1,047

WinnipegMilan

YWG - LIN

YWGLIN

Winnipeg

Mon 3/8

3:58 p.m.-10:50 p.m.

2 stops23h 52m

Milan Linate

Wed 19/8

1:00 p.m.-3:08 p.m.

2 stops33h 08m

C$ 1,047

WinnipegMilan

YWG - MXP

YWGMXP

Winnipeg

Wed 11/11

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

1 stop16h 00m

Milan Malpensa

Thu 19/11

9:45 a.m.-6:29 p.m.

2 stops39h 44m

C$ 1,052

Flights are sorted by cheapest round-trip flights first.

Deals found on 27/6

Showing 1-10 of 27 resultsSorted by cheapest first
1
2
3

Best time to book a flight from Winnipeg to Milan

Have a flexible travel schedule? Discover the best time to fly to Milan from Winnipeg with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Winnipeg to Milan
No data available for this route at this time. Please check back soon.

Reviews of airlines servicing Milan

Get insights into the airlines that provide service to Milan. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Milan. Reviews last updated 28 June 2026.
Get a feel of what it's like to fly with WestJet and Air Canada from Winnipeg to Milan by reading reviews from past customers. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
WestJet
7.2
Good
3,385 reviews
Check prices

Crew

7.9

Entertainment

6.1

Food

6.2

Boarding

7.4

Comfort

7.0

Overall

7.2

Reviews

1 / 20
10.0
Excellent

Joseph,Feb 2026

YYJ - YEG

Is just a domestic flight can't complain at all..but everything is great..
WestJet
7.2
Good
3,385 reviews
WestJet
7.2
Good
3,385 reviews
Check prices

Crew

7.9

Entertainment

6.1

Food

6.2

Boarding

7.4

Comfort

7.0

Overall

7.2

Reviews

1 / 20
10.0
Excellent

Joseph,Feb 2026

YYJ - YEG

Is just a domestic flight can't complain at all..but everything is great..
Air Canada
7.1
Good
11,269 reviews
WestJet
7.2
Good
3,385 reviews
Check prices

Crew

7.9

Entertainment

6.1

Food

6.2

Boarding

7.4

Comfort

7.0

Overall

7.2

Reviews

1 / 20
10.0
Excellent

Joseph,Feb 2026

YYJ - YEG

Is just a domestic flight can't complain at all..but everything is great..

Related info for your journey

Find useful and relevant information for your journey from Winnipeg to Milan. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Winnipeg to Milan?

    Located just 7.3 km from the city centre, Winnipeg is the airport most travellers will use when flying to Milan from Winnipeg. Booking flights from Winnipeg (YWG) to Milan should be relatively easy as there are 0 daily outbound flights to Milan from 0 different airlines.

  • How long is the flight from Winnipeg to Milan?

    A quick flight from Winnipeg to Milan can take about 13h. Delta provides one of the quickest options available for as low as C$ 999. Winnipeg and Milan are separated by a distance of 7220 km. When browsing for deals, the options you’ll see will be for both direct flights and flights with stops.

  • Can I find deals for flights from Winnipeg to Milan that include hotel bookings?

    Yes. In addition to deals on Winnipeg to Milan flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Winnipeg to Milan?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Winnipeg to Milan.

  • Can I find deals for business class flights from Winnipeg to Milan?

    Yes. Cheapflights offers flight deals from Winnipeg to Milan by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

See more FAQs

Travelling to a place near Milan?

Book flights to Milan if you plan to visit one of these locations
Monza
Bellagio

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Alternative routes for Winnipeg to Milan

See prices for flight routes from nearby airports that may be better suited for you.
Winnipeg to Malpensa flights
Winnipeg to Linate flights
Winnipeg to Verona flights

Fly with Cheapflights

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How does Cheapflights help users find flights from Winnipeg to Milan?

Cheapflights goes through 900+ travel sites to look for the best flight deals for flights from Winnipeg to Milan. Too many options? Cheapflights also provides filters for things like airlines, price ranges, and number of stops to help you make a decision easily.

Why should you use Cheapflights to find cheap flight tickets from Winnipeg to Milan?

By finding flights from multiple airlines and providers at completely no cost, Cheapflights helps millions of users like you annually find the best flights to Milan from Winnipeg.

Can Cheapflights find flights from Winnipeg to Milan with no change fees?

Users can book flights with no change fees policies with our dedicated filters. Book flights from Winnipeg to Milan flexibly with Cheapflights today.

Can Cheapflights notify me if prices for flights from Winnipeg to Milan become cheaper?

Not ready to book yet? You can track prices for flights from Winnipeg to Milan on Cheapflights with our Price Alert feature and get notified when better prices are available.

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