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Cheap flights from Winnipeg to Milan from C$ 344

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 18/1. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — MIL
19 Dec — 26 Dec1
1 adult
1 adult, Economy, 0 bags

Find 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 19 November 2025.

Wed 3/126:55 p.m.YWG - LIN
2 stops44h 30mWestJet
Sun 7/126:30 a.m.LIN - YWG
2 stops39h 51mWestJet
Deal found 18/11C$ 924
Thu 18/121:45 p.m.YWG - LIN
2 stops15h 10mAir Canada
Mon 5/16:15 a.m.LIN - YWG
2 stops17h 20mAir Canada
Deal found 19/11C$ 1,898
Thu 18/127:05 p.m.YWG - MXP
2 stops55h 50mMultiple Airlines
Tue 6/18:30 a.m.MXP - YWG
2 stops39h 05mMultiple Airlines
Deal found 18/11C$ 2,469
Thu 18/128:15 a.m.YWG - MXP
1 stop18h 40mLufthansa
Tue 6/15:25 p.m.MXP - YWG
2 stops37h 29mLufthansa
Deal found 18/11C$ 2,497
Thu 18/121:45 p.m.YWG - LIN
2 stops15h 10mMultiple Airlines
Tue 6/12:50 p.m.LIN - YWG
2 stops16h 04mMultiple Airlines
Deal found 19/11C$ 2,507
Thu 18/128:15 a.m.YWG - MXP
1 stop18h 40mAir Canada
Tue 6/11:05 p.m.MXP - YWG
1 stop34h 30mAir Canada
Deal found 18/11C$ 2,640
Thu 18/127:05 p.m.YWG - MXP
2 stops55h 50mAir Canada
Mon 5/111:35 a.m.MXP - YWG
2 stops53h 41mAir Canada
Deal found 18/11C$ 2,729
Sun 21/125:30 p.m.YWG - MXP
2 stops18h 35mLOT
Sat 3/17:50 p.m.MXP - YWG
2 stops44h 59mLOT
Deal found 18/11C$ 3,110
Thu 18/121:45 p.m.YWG - LIN
2 stops14h 05mBrussels Airlines
Tue 6/15:40 p.m.LIN - YWG
2 stops29h 55mBrussels Airlines
Deal found 19/11C$ 3,280
Sun 21/126:55 p.m.YWG - LIN
2 stops41h 40mWestJet
Sat 3/16:30 a.m.LIN - YWG
2 stops34h 38mWestJet
Deal found 18/11C$ 3,439
Thu 18/121:45 p.m.YWG - LIN
2 stops14h 05mBrussels Airlines
Mon 5/17:00 a.m.LIN - YWG
2 stops16h 35mBrussels Airlines
Deal found 18/11C$ 3,623
Sun 21/128:15 a.m.YWG - MXP
1 stop18h 40mLufthansa
Sat 3/16:55 a.m.MXP - YWG
2 stops16h 40mLufthansa
Deal found 17/11C$ 4,126

Cheap 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 19 November 2025.

Round-trip from

C$ 864

One-way from

C$ 449

Popular in

June

Cheapest in

October

Average price

C$ 1,155
WestJet
  • WestJet
  • 9/3-19/3
  • 4 total stops
  • 47h 40m total
  • Winnipeg to Milan
Search Deals
18/1
  • 18/1
  • 3 total stops
  • 25h 40m total
  • Winnipeg to Milan
Search Deals
High demand for flights, 1% potential price rise
Search Deals
Cheapest flight prices on average. 1% potential price decrease (C$ 30 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in November 2025
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 19 November 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 - LIN

YWGLIN

Winnipeg

Wed 3/12

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

2 stops44h 30m

Milan Linate

Sun 7/12

6:30 a.m.-12:41 a.m.

2 stops25h 11m

C$ 924

WinnipegMilan

YWG - MXP

YWGMXP

Winnipeg

Wed 11/3

1:45 p.m.-8:55 a.m.

1 stop13h 10m

Milan Malpensa

Fri 20/3

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

2 stops27h 44m

C$ 1,049

WinnipegMilan

YWG - MXP

YWGMXP

Winnipeg

Sat 9/5

6:35 p.m.-10:20 a.m.

2 stops56h 45m

Milan Malpensa

Fri 15/5

12:15 p.m.-5:45 p.m.

2 stops36h 30m

C$ 1,091

WinnipegMilan

YWG - MXP

YWGMXP

Winnipeg

Sun 1/2

11:05 a.m.-12:35 p.m.

2 stops18h 30m

Milan Malpensa

Wed 4/2

5:25 p.m.-11:54 p.m.

2 stops37h 29m

C$ 1,134

WinnipegMilan

YWG - MXP

YWGMXP

Winnipeg

Sat 9/5

7:00 a.m.-6:35 p.m.

3 stops28h 35m

Milan Malpensa

Fri 15/5

11:50 p.m.-6:10 p.m.

3 stops25h 20m

C$ 1,140

WinnipegMilan

YWG - LIN

YWGLIN

Winnipeg

Sat 9/5

6:35 p.m.-2:10 p.m.

2 stops36h 35m

Milan Linate

Fri 15/5

6:55 a.m.-3:04 p.m.

2 stops15h 09m

C$ 1,280

WinnipegMilan

YWG - MXP

YWGMXP

Winnipeg

Thu 18/12

8:15 a.m.-9:55 a.m.

1 stop18h 40m

Milan Malpensa

Tue 6/1

1:05 p.m.-11:54 p.m.

2 stops17h 49m

C$ 1,826

WinnipegMilan

YWG - LIN

YWGLIN

Winnipeg

Thu 18/12

1:45 p.m.-11:55 a.m.

2 stops15h 10m

Milan Linate

Mon 5/1

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

2 stops17h 20m

C$ 1,898

WinnipegMilan

YWG - MXP

YWGMXP

Winnipeg

Thu 18/12

11:05 a.m.-11:05 a.m.

2 stops17h 00m

Milan Malpensa

Tue 6/1

6:20 a.m.-7:34 p.m.

2 stops20h 14m

C$ 2,105

WinnipegMilan

YWG - LIN

YWGLIN

Winnipeg

Thu 18/12

11:05 a.m.-9:15 a.m.

2 stops39h 10m

Milan Linate

Tue 6/1

5:50 p.m.-4:35 p.m.

2 stops29h 45m

C$ 2,841

Flights are sorted by cheapest round-trip flights first.

Deals found on 19/11

Showing 1-10 of 24 results
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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

What is the cheapest time of day to fly from YWG to MIL?

Find hourly flight availability from Winnipeg to Milan. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated 19 November 2025.

A simple way to save on the total cost of your ticket is to fly from Winnipeg to Milan at noon. If you’re flexible enough to do this you can expect to save up to 16% on your trip compared to booking a flight in the afternoon.

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 19 November 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
3,168 reviews
Check prices

Crew

7.9

Food

6.2

Comfort

7.1

Overall

7.2

Boarding

7.4

Entertainment

6.1

Reviews

1 / 20
2.0
Mediocre

Anonymous,Aug 2025

YYJ - YVR

everything was good except we were so delayed we had to sleep on the floor in the vancouver airport … we were stranded there for 12 hours, no vouchers, no compensation, just a cold floor and we arrived at our final destination the following afternoon
WestJet
7.2
Good
3,168 reviews
WestJet
7.2
Good
3,168 reviews
Check prices

Crew

7.9

Food

6.2

Comfort

7.1

Overall

7.2

Boarding

7.4

Entertainment

6.1

Reviews

1 / 20
2.0
Mediocre

Anonymous,Aug 2025

YYJ - YVR

everything was good except we were so delayed we had to sleep on the floor in the vancouver airport … we were stranded there for 12 hours, no vouchers, no compensation, just a cold floor and we arrived at our final destination the following afternoon
Air Canada
7.1
Good
10,462 reviews
WestJet
7.2
Good
3,168 reviews
Check prices

Crew

7.9

Food

6.2

Comfort

7.1

Overall

7.2

Boarding

7.4

Entertainment

6.1

Reviews

1 / 20
2.0
Mediocre

Anonymous,Aug 2025

YYJ - YVR

everything was good except we were so delayed we had to sleep on the floor in the vancouver airport … we were stranded there for 12 hours, no vouchers, no compensation, just a cold floor and we arrived at our final destination the following afternoon

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 10m. WestJet provides one of the quickest options available for as low as C$ 1,049. 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?

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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?

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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.

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