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Cheap flights from Winnipeg to Milan from C$ 361

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 13/2. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — MIL
30 Jan — 6 Feb1
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 31 December 2025.

Wed 31/125:30 p.m.YWG - MXP
2 stops33h 25mMultiple Airlines
Wed 7/16:40 p.m.MXP - YWG
2 stops36h 14mMultiple Airlines
Deal found 30/12C$ 2,078
Wed 31/129:45 a.m.YWG - LIN
3 stops26h 05mMultiple Airlines
Wed 7/18:40 p.m.LIN - YWG
3 stops32h 04mMultiple Airlines
Deal found 30/12C$ 2,207

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 31 December 2025.

Round-trip from

C$ 732

One-way from

C$ 361

Popular in

February

Cheapest in

October

Average price

C$ 1,146
27/1-3/2
  • 27/1-3/2
  • 4 total stops
  • 64h 22m total
  • Winnipeg to Milan
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13/2
  • 13/2
  • 2 total stops
  • 52h 30m total
  • Winnipeg to Milan
Search Deals
Highest demand for flights based on searches. 10% potential increase in price (C$ 199 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease (C$ 35 potential savings vs. average RT price).
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Average for round-trip flights in December 2025
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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 31 December 2025.
Use the filters below to find and compare flights from Winnipeg to Milan that are best for you.

Fly from

Winnipeg

Fly to

Milan

Route

Depart

Return

Price

WinnipegMilan

YWG - MXP

YWGMXP

Winnipeg

Tue 27/1

6:15 a.m.-7:00 p.m.

2 stops29h 45m

Milan Malpensa

Tue 3/2

6:30 a.m.-10:07 a.m.

2 stops34h 37m

C$ 732

WinnipegMilan

YWG - LIN

YWGLIN

Winnipeg

Fri 23/1

7:50 a.m.-10:25 p.m.

2 stops31h 35m

Milan Linate

Tue 27/1

6:30 a.m.-3:21 p.m.

2 stops39h 51m

C$ 908

WinnipegMilan

YWG - MXP

YWGMXP

Winnipeg

Mon 2/2

7:05 a.m.-9:55 a.m.

2 stops19h 50m

Milan Malpensa

Tue 17/2

1:05 p.m.-9:44 a.m.

2 stops27h 39m

C$ 920

WinnipegMilan

YWG - MXP

YWGMXP

Winnipeg

Sat 10/1

6:55 p.m.-11:00 p.m.

2 stops45h 05m

Milan Malpensa

Sat 24/1

6:55 a.m.-10:41 p.m.

2 stops22h 46m

C$ 928

WinnipegMilan

YWG - MXP

YWGMXP

Winnipeg

Fri 23/1

6:40 a.m.-5:25 p.m.

2 stops27h 45m

Milan Malpensa

Tue 27/1

12:00 p.m.-4:29 p.m.

2 stops35h 29m

C$ 965

WinnipegMilan

YWG - MXP

YWGMXP

Winnipeg

Wed 11/3

8:15 a.m.-8:55 a.m.

1 stop18h 40m

Milan Malpensa

Fri 20/3

12:05 p.m.-9:49 a.m.

2 stops27h 44m

C$ 987

WinnipegMilan

YWG - LIN

YWGLIN

Winnipeg

Sat 10/1

6:55 p.m.-10:25 p.m.

2 stops44h 30m

Milan Linate

Sat 24/1

6:30 a.m.-11:53 a.m.

2 stops36h 23m

C$ 1,009

WinnipegMilan

YWG - MXP

YWGMXP

Winnipeg

Tue 28/4

1:45 p.m.-10:20 a.m.

1 stop13h 35m

Milan Malpensa

Fri 15/5

12:20 p.m.-11:13 p.m.

2 stops17h 53m

C$ 1,034

WinnipegMilan

YWG - LIN

YWGLIN

Winnipeg

Sat 24/1

7:50 a.m.-10:25 p.m.

2 stops31h 35m

Milan Linate

Sat 31/1

9:45 a.m.-10:07 a.m.

2 stops31h 22m

C$ 1,058

WinnipegMilan

YWG - LIN

YWGLIN

Winnipeg

Mon 2/2

1:30 p.m.-2:05 p.m.

2 stops17h 35m

Milan Linate

Tue 17/2

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

2 stops17h 20m

C$ 1,079

Flights are sorted by cheapest round-trip flights first.

Deals found on 30/12

Showing 1-10 of 15 results
1
2

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 31 December 2025.
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
3,228 reviews
Check prices

Comfort

7.0

Food

6.2

Overall

7.2

Boarding

7.4

Crew

7.9

Entertainment

6.1

Reviews

1 / 20
2.0
Mediocre

Blaine,Dec 2025

YYC - YVR

The worst I’ve ever had in 50 years of flying
WestJet
7.2
Good
3,228 reviews
WestJet
7.2
Good
3,228 reviews
Check prices

Comfort

7.0

Food

6.2

Overall

7.2

Boarding

7.4

Crew

7.9

Entertainment

6.1

Reviews

1 / 20
2.0
Mediocre

Blaine,Dec 2025

YYC - YVR

The worst I’ve ever had in 50 years of flying
Air Canada
7.1
Good
10,571 reviews
WestJet
7.2
Good
3,228 reviews
Check prices

Comfort

7.0

Food

6.2

Overall

7.2

Boarding

7.4

Crew

7.9

Entertainment

6.1

Reviews

1 / 20
2.0
Mediocre

Blaine,Dec 2025

YYC - YVR

The worst I’ve ever had in 50 years of flying

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 1 airline.

  • How long is the flight from Winnipeg to Milan?

    A quick flight from Winnipeg to Milan can take about 19h 50m. WestJet provides one of the quickest options available for as low as C$ 920. 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.

  • What is the cheapest airline to fly from Winnipeg to Milan round-trip?

    Cheapflights users have booked flights from Winnipeg to Milan round-trip from C$ 816. This flight start at 37% lower than the current average price 3 months from now.

  • 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

Top airline flying from Winnipeg to Milan

Discover the top airline that operate flights from Winnipeg to Milan. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 629,999 searches. Data last updated 31 December 2025.
AirlineCheapestAverageFlexibilityOn-time
WestJetCheapestC$ 816AverageC$ 1,263FlexibilityNo cancel feeOn-time60%
Search WestJet 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?

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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.

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