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Cheap flights from Winnipeg to Milan from C$ 471

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 1/9. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — MIL
12 Aug — 19 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 13 July 2026.

Sun 9/85:42 p.m.
YWG
-
MXP
2 stops32h 43m
Delta
Thu 20/811:35 a.m.
MXP
-
YWG
2 stops36h 17m
Delta
Deal found 10/7C$ 961
Sun 6/126:00 a.m.
YWG
-
MXP
2 stops21h 05m
Air Canada
Thu 10/1210:30 a.m.
MXP
-
YWG
2 stops30h 35m
Air Canada
Deal found 7/7C$ 997
Thu 6/85:42 p.m.
YWG
-
MXP
2 stops22h 18m
Delta
Mon 17/811:35 a.m.
MXP
-
YWG
2 stops31h 19m
Delta
Deal found 10/7C$ 998
Sun 20/910:45 a.m.
YWG
-
LIN
2 stops16h 20m
KLM
Fri 25/911:00 a.m.
LIN
-
YWG
2 stops17h 40m
KLM
Deal found 7/7C$ 1,025
Sat 8/85:42 p.m.
YWG
-
LIN
2 stops19h 03m
Delta
Sat 22/81:00 p.m.
LIN
-
YWG
2 stops33h 08m
Delta
Deal found 10/7C$ 1,039
Wed 18/116:35 a.m.
YWG
-
LIN
2 stops20h 25m
Delta
Sun 22/116:30 a.m.
LIN
-
YWG
2 stops36h 20m
Delta
Deal found 9/7C$ 1,046
Fri 11/96:15 a.m.
YWG
-
MXP
3 stops27h 20m
Multiple Airlines
Fri 18/96:30 a.m.
MXP
-
YWG
3 stops25h 25m
Multiple Airlines
Deal found 9/7C$ 1,067
Mon 10/85:42 p.m.
YWG
-
LIN
2 stops15h 13m
Multiple Airlines
Thu 20/82:55 p.m.
LIN
-
YWG
2 stops17h 00m
Multiple Airlines
Deal found 10/7C$ 1,077
Sun 20/98:10 a.m.
YWG
-
MXP
1 stop19h 10m
Air Canada
Fri 25/912:20 p.m.
MXP
-
YWG
1 stop15h 54m
Air Canada
Deal found 7/7C$ 1,083
Sun 20/910:50 a.m.
YWG
-
MXP
1 stop16h 30m
Air Canada
Thu 24/912:20 p.m.
MXP
-
YWG
1 stop28h 39m
Air Canada
Deal found 8/7C$ 1,086
Sun 20/912:20 p.m.
YWG
-
MXP
2 stops15h 00m
Lufthansa
Fri 25/912:20 p.m.
MXP
-
YWG
2 stops17h 57m
Lufthansa
Deal found 7/7C$ 1,097
Sun 9/84:25 p.m.
YWG
-
LIN
2 stops23h 05m
Multiple Airlines
Wed 19/84:50 p.m.
LIN
-
YWG
2 stops29h 18m
Multiple Airlines
Deal found 10/7C$ 1,138

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 13 July 2026.

Round-trip from

C$ 961

One-way from

C$ 471

Popular in

September

Cheapest in

February

Average price

C$ 1,128
Delta
  • Delta
  • 9/8-20/8
  • 4 total stops
  • 69h 00m total
  • Winnipeg to Milan
Search Deals
1/9
  • 1/9
  • 3 total stops
  • 24h 15m total
  • Winnipeg to Milan
Search Deals
Highest demand for flights based on searches. 14% potential increase in price (C$ 275 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 July 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 13 July 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 9/8

5:42 p.m.-9:25 a.m.

2 stops32h 43m

Milan Malpensa

Mon 17/8

11:35 a.m.-3:08 p.m.

2 stops34h 33m

C$ 961

WinnipegMilan

YWG - MXP

YWGMXP

Winnipeg

Sun 6/12

6:00 a.m.-10:05 a.m.

2 stops21h 05m

Milan Malpensa

Thu 10/12

10:30 a.m.-10:05 a.m.

2 stops30h 35m

C$ 997

WinnipegMilan

YWG - LIN

YWGLIN

Winnipeg

Wed 18/11

6:35 a.m.-10:00 a.m.

2 stops20h 25m

Milan Linate

Sun 22/11

6:30 a.m.-11:50 a.m.

2 stops36h 20m

C$ 1,046

WinnipegMilan

YWG - MXP

YWGMXP

Winnipeg

Fri 11/9

6:15 a.m.-4:35 p.m.

3 stops27h 20m

Milan Malpensa

Fri 18/9

6:30 a.m.-12:55 a.m.

3 stops25h 25m

C$ 1,067

WinnipegMilan

YWG - LIN

YWGLIN

Winnipeg

Mon 10/8

5:42 p.m.-3:55 p.m.

2 stops15h 13m

Milan Linate

Thu 20/8

2:55 p.m.-12:55 a.m.

2 stops17h 00m

C$ 1,077

WinnipegMilan

YWG - MXP

YWGMXP

Winnipeg

Sun 20/9

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

1 stop16h 30m

Milan Malpensa

Thu 24/9

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

1 stop28h 39m

C$ 1,089

WinnipegMilan

YWG - MXP

YWGMXP

Winnipeg

Sun 20/9

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

2 stops15h 00m

Milan Malpensa

Fri 25/9

12:20 p.m.-11:17 p.m.

2 stops17h 57m

C$ 1,097

WinnipegMilan

YWG - MXP

YWGMXP

Winnipeg

Sun 20/9

11:15 a.m.-4:05 p.m.

3 stops21h 50m

Milan Malpensa

Fri 25/9

6:10 a.m.-8:30 p.m.

2 stops21h 20m

C$ 1,098

WinnipegMilan

YWG - MXP

YWGMXP

Winnipeg

Fri 25/9

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

2 stops37h 50m

Milan Malpensa

Sat 3/10

11:20 a.m.-10:33 p.m.

2 stops42h 13m

C$ 1,131

WinnipegMilan

YWG - LIN

YWGLIN

Winnipeg

Mon 21/9

5:44 p.m.-9:20 p.m.

2 stops20h 36m

Milan Linate

Thu 24/9

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

2 stops33h 08m

C$ 1,193

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/7

Showing 1-10 of 24 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 13 July 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
3,409 reviews
Check prices

Boarding

7.4

Entertainment

6.1

Overall

7.2

Crew

7.9

Comfort

7.0

Food

6.2

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
3,409 reviews
WestJet
7.2
Good
3,409 reviews
Check prices

Boarding

7.4

Entertainment

6.1

Overall

7.2

Crew

7.9

Comfort

7.0

Food

6.2

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
11,331 reviews
WestJet
7.2
Good
3,409 reviews
Check prices

Boarding

7.4

Entertainment

6.1

Overall

7.2

Crew

7.9

Comfort

7.0

Food

6.2

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 21h 05m. Delta provides one of the quickest options available for as low as C$ 997. 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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