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Cheap flights from Winnipeg to Milan from C$ 299

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 20/1. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — MIL
11 Jan — 18 Jan1
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 12 December 2025.

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 10/12C$ 2,485
Thu 18/127:05 p.m.YWG - MXP
2 stops55h 50mAir Canada
Tue 6/11:05 p.m.MXP - YWG
1 stop28h 11mAir Canada
Deal found 11/12C$ 2,649
Thu 18/125:30 a.m.YWG - LIN
2 stops25h 45mMultiple Airlines
Tue 6/15:40 p.m.LIN - YWG
2 stops47h 36mMultiple Airlines
Deal found 11/12C$ 2,708
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 11/12C$ 2,732
Thu 18/128:15 a.m.YWG - MXP
1 stop18h 40mLufthansa
Tue 6/11:05 p.m.MXP - YWG
1 stop34h 30mLufthansa
Deal found 10/12C$ 2,933
Thu 18/128:15 a.m.YWG - MXP
1 stop18h 40mMultiple Airlines
Mon 5/111:35 a.m.MXP - YWG
2 stops53h 41mMultiple Airlines
Deal found 10/12C$ 2,940
Thu 18/121:45 p.m.YWG - MXP
1 stop13h 10mBrussels Airlines
Tue 6/11:05 p.m.MXP - YWG
1 stop34h 30mBrussels Airlines
Deal found 10/12C$ 3,012
Thu 18/125:30 a.m.YWG - LIN
2 stops25h 45mAir Canada
Mon 5/12:50 p.m.LIN - YWG
2 stops50h 26mAir Canada
Deal found 11/12C$ 3,035
Thu 18/124:10 p.m.YWG - LIN
2 stops20h 25mWestJet
Mon 5/19:45 a.m.LIN - YWG
2 stops31h 23mWestJet
Deal found 10/12C$ 3,130
Thu 18/121:30 p.m.YWG - LIN
2 stops17h 45mLufthansa
Tue 6/19:45 a.m.LIN - YWG
2 stops21h 09mLufthansa
Deal found 10/12C$ 3,481
Sun 21/1212:20 p.m.YWG - LIN
2 stops16h 10mMultiple Airlines
Sat 3/18:30 p.m.LIN - YWG
2 stops35h 12mMultiple Airlines
Deal found 11/12C$ 4,308

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 12 December 2025.

Round-trip from

C$ 796

One-way from

C$ 299

Popular in

February

Cheapest in

October

Average price

C$ 1,154
Scandinavian Airlines
  • Scandinavian Airlines
  • 28/4-15/5
  • 4 total stops
  • 60h 27m total
  • Winnipeg to Milan
Search Deals
20/1
  • 20/1
  • 3 total stops
  • 28h 00m total
  • Winnipeg to Milan
Search Deals
Highest demand for flights based on searches. 10% potential increase in price (C$ 202 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease (C$ 35 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 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 12 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 28/4

10:45 a.m.-7:10 p.m.

2 stops25h 25m

Milan Malpensa

Fri 15/5

8:00 p.m.-12:02 a.m.

2 stops35h 02m

C$ 796

WinnipegMilan

YWG - MXP

YWGMXP

Winnipeg

Sun 1/2

6:15 a.m.-5:25 p.m.

2 stops28h 10m

Milan Malpensa

Thu 5/2

6:55 a.m.-6:05 p.m.

2 stops42h 10m

C$ 869

WinnipegMilan

YWG - LIN

YWGLIN

Winnipeg

Sun 1/2

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

2 stops23h 15m

Milan Linate

Thu 5/2

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

2 stops20h 35m

C$ 874

WinnipegMilan

YWG - MXP

YWGMXP

Winnipeg

Thu 15/1

4:10 p.m.-11:00 p.m.

2 stops23h 50m

Milan Malpensa

Wed 28/1

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

2 stops22h 46m

C$ 903

WinnipegMilan

YWG - MXP

YWGMXP

Winnipeg

Thu 15/1

1:45 p.m.-9:55 a.m.

1 stop13h 10m

Milan Malpensa

Wed 28/1

1:05 p.m.-10:16 a.m.

1 stop28h 11m

C$ 913

WinnipegMilan

YWG - LIN

YWGLIN

Winnipeg

Thu 15/1

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

2 stops23h 15m

Milan Linate

Wed 28/1

6:30 a.m.-10:41 p.m.

2 stops23h 11m

C$ 920

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$ 964

WinnipegMilan

YWG - MXP

YWGMXP

Winnipeg

Wed 18/2

1:45 p.m.-9:55 a.m.

1 stop13h 10m

Milan Malpensa

Mon 23/2

9:55 p.m.-4:35 p.m.

2 stops25h 40m

C$ 1,001

WinnipegMilan

YWG - MXP

YWGMXP

Winnipeg

Tue 28/4

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

2 stops45h 00m

Milan Malpensa

Fri 15/5

12:20 p.m.-7:47 p.m.

3 stops38h 27m

C$ 1,029

WinnipegMilan

YWG - LIN

YWGLIN

Winnipeg

Wed 18/2

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

2 stops16h 00m

Milan Linate

Mon 23/2

7:00 a.m.-4:35 p.m.

2 stops16h 35m

C$ 1,280

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/12

Showing 1-10 of 27 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 12 December 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 12 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
3,195 reviews
Check prices

Boarding

7.4

Entertainment

6.1

Comfort

7.1

Crew

7.9

Overall

7.2

Food

6.2

Reviews

1 / 20
2.0
Mediocre

Anonymous,Nov 2025

YQU - YYC

After first flight cancelled they barely accommodated our flight to get to our destination, after 36 hours of travel and long layovers we arrived but the worst experience ever! I will definitely put claims in of the lost upgrades and lost time and money we had!!!
WestJet
7.2
Good
3,195 reviews
WestJet
7.2
Good
3,195 reviews
Check prices

Boarding

7.4

Entertainment

6.1

Comfort

7.1

Crew

7.9

Overall

7.2

Food

6.2

Reviews

1 / 20
2.0
Mediocre

Anonymous,Nov 2025

YQU - YYC

After first flight cancelled they barely accommodated our flight to get to our destination, after 36 hours of travel and long layovers we arrived but the worst experience ever! I will definitely put claims in of the lost upgrades and lost time and money we had!!!
Air Canada
7.1
Good
10,516 reviews
WestJet
7.2
Good
3,195 reviews
Check prices

Boarding

7.4

Entertainment

6.1

Comfort

7.1

Crew

7.9

Overall

7.2

Food

6.2

Reviews

1 / 20
2.0
Mediocre

Anonymous,Nov 2025

YQU - YYC

After first flight cancelled they barely accommodated our flight to get to our destination, after 36 hours of travel and long layovers we arrived but the worst experience ever! I will definitely put claims in of the lost upgrades and lost time and money we had!!!

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 13h 10m. Scandinavian Airlines provides one of the quickest options available for as low as C$ 913. 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$ 822. 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 12 December 2025.
AirlineCheapestAverageFlexibilityOn-time
WestJetCheapestC$ 822AverageC$ 1,272FlexibilityNo 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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