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Cheap flights from Winnipeg to Milan from C$ 378

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 4/12. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — MIL
19 Nov — 26 Nov1
1 adult
1 adult, Economy

Find flight deals from Winnipeg to Milan

Enter your travel dates to find the best prices.

Best flights from Winnipeg to Milan
Discover carefully curated flight deals from Winnipeg to Milan that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated 20 October 2025.

Sun 1/34:10 p.m.YWG - LIN
2 stops23h 15mWestJet
Wed 4/36:30 a.m.LIN - YWG
2 stops20h 35mWestJet
Deal found 17/10C$ 934
Sun 1/31:45 p.m.YWG - MXP
2 stops15h 50mAir Canada
Thu 5/31:05 p.m.MXP - YWG
2 stops38h 23mAir Canada
Deal found 17/10C$ 1,074
Sun 1/31:45 p.m.YWG - MXP
2 stops15h 50mLufthansa
Thu 5/31:05 p.m.MXP - YWG
1 stop34h 30mLufthansa
Deal found 17/10C$ 1,074
Sun 29/32:15 p.m.YWG - MXP
1 stop16h 05mUnited Airlines
Sun 5/411:25 a.m.MXP - YWG
2 stops55h 14mUnited Airlines
Deal found 18/10C$ 1,224
Sun 29/310:55 a.m.YWG - MXP
2 stops20h 00mMultiple Airlines
Sun 5/411:10 a.m.MXP - YWG
3 stops37h 55mMultiple Airlines
Deal found 18/10C$ 1,386
Sun 29/32:15 p.m.YWG - LIN
2 stops15h 05mUnited Airlines
Sun 5/412:45 p.m.LIN - YWG
2 stops53h 54mUnited Airlines
Deal found 18/10C$ 1,269

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 20 October 2025.

Round-trip from

C$ 934

One-way from

C$ 652

Popular in

July

Cheapest in

October

Average price

C$ 1,098
WestJet
  • WestJet
  • 1/3-4/3
  • 4 total stops
  • 43h 50m total
  • Winnipeg to Milan
Search Deals
WestJet
  • WestJet
  • 5/11
  • 2 total stops
  • 24h 55m total
  • Winnipeg to Milan
Search Deals
Highest demand for flights based on searches. 14% potential increase in price (C$ 312 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease (C$ 56 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in October 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 20 October 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

Sun 1/3

4:10 p.m.-10:25 p.m.

2 stops23h 15m

Milan Linate

Wed 4/3

6:30 a.m.-8:05 p.m.

2 stops20h 35m

C$ 934

WinnipegMilan

YWG - MXP

YWGMXP

Winnipeg

Sun 1/3

1:45 p.m.-12:35 p.m.

2 stops15h 50m

Milan Malpensa

Thu 5/3

1:05 p.m.-8:28 p.m.

2 stops38h 23m

C$ 1,074

WinnipegMilan

YWG - MXP

YWGMXP

Winnipeg

Sun 1/3

1:45 p.m.-12:35 p.m.

2 stops15h 50m

Milan Malpensa

Thu 5/3

1:05 p.m.-4:35 p.m.

1 stop34h 30m

C$ 1,074

WinnipegMilan

YWG - MXP

YWGMXP

Winnipeg

Sun 29/3

2:15 p.m.-1:20 p.m.

1 stop16h 05m

Milan Malpensa

Sun 5/4

11:25 a.m.-11:39 a.m.

2 stops55h 14m

C$ 1,224

WinnipegMilan

YWG - LIN

YWGLIN

Winnipeg

Sun 29/3

2:15 p.m.-12:20 p.m.

2 stops15h 05m

Milan Linate

Sun 5/4

12:45 p.m.-11:39 a.m.

2 stops53h 54m

C$ 1,269

WinnipegMilan

YWG - MXP

YWGMXP

Winnipeg

Sun 29/3

10:55 a.m.-1:55 p.m.

2 stops20h 00m

Milan Malpensa

Sun 5/4

11:10 a.m.-6:05 p.m.

3 stops37h 55m

C$ 1,386

WinnipegMilan

YWG - LIN

YWGLIN

Winnipeg

Thu 4/12

12:40 p.m.-8:10 p.m.

2 stops24h 30m

C$ 378

WinnipegMilan

YWG - MXP

YWGMXP

Winnipeg

Thu 4/12

4:10 p.m.-11:40 p.m.

2 stops24h 30m

C$ 388

WinnipegMilan

YWG - MXP

YWGMXP

Winnipeg

Wed 5/11

10:55 a.m.-6:50 p.m.

2 stops24h 55m

C$ 652

WinnipegMilan

YWG - LIN

YWGLIN

Winnipeg

Mon 15/12

4:10 p.m.-10:25 p.m.

2 stops23h 15m

C$ 984

Flights are sorted by cheapest round-trip flights first.

Deals found on 20/10

Showing 1-10 of 18 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

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 20 October 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 20 October 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
3,129 reviews
Check prices

Food

6.2

Crew

7.9

Boarding

7.4

Overall

7.2

Entertainment

6.1

Comfort

7.1

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
3,129 reviews
WestJet
7.2
Good
3,129 reviews
Check prices

Food

6.2

Crew

7.9

Boarding

7.4

Overall

7.2

Entertainment

6.1

Comfort

7.1

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
10,335 reviews
WestJet
7.2
Good
3,129 reviews
Check prices

Food

6.2

Crew

7.9

Boarding

7.4

Overall

7.2

Entertainment

6.1

Comfort

7.1

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 15h 50m. WestJet provides one of the quickest options available for as low as C$ 1,074. 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
Bellagio

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Alternative routes for Winnipeg to Milan

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

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