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Cheap flights from Winnipeg to Milan from C$ 389

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 28/2. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — MIL
14 Feb — 21 Feb1
1 adult
1 adult, Economy, 0 bags

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 15 January 2026.

Round-trip from

C$ 885

One-way from

C$ 389

Popular in

February

Cheapest in

October

Average price

C$ 1,499
WestJet
  • WestJet
  • 23/1-27/1
  • 4 total stops
  • 53h 56m total
  • Winnipeg to Milan
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28/2
  • 28/2
  • 3 total stops
  • 40h 35m total
  • Winnipeg to Milan
Search Deals
Highest demand for flights based on searches. 10% potential increase in price (C$ 213 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease (C$ 36 potential savings vs. average RT price).
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Average for round-trip flights in January 2026
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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 15 January 2026.

Fri 23/17:50 a.m.
YWG
-
LIN
2 stops28h 45m
WestJet
Tue 27/16:30 a.m.
LIN
-
YWG
2 stops25h 11m
WestJet
Deal found 13/1C$ 885
Tue 20/112:40 p.m.
YWG
-
LIN
2 stops26h 45m
WestJet
Tue 27/16:30 a.m.
LIN
-
YWG
2 stops36h 23m
WestJet
Deal found 14/1C$ 944
Thu 22/15:21 p.m.
YWG
-
MXP
2 stops38h 34m
Delta
Mon 26/112:00 p.m.
MXP
-
YWG
2 stops30h 03m
Delta
Deal found 14/1C$ 959
Wed 11/38:15 a.m.
YWG
-
MXP
1 stop18h 40m
Air Canada
Fri 20/312:05 p.m.
MXP
-
YWG
2 stops27h 39m
Air Canada
Deal found 14/1C$ 969
Thu 22/11:45 p.m.
YWG
-
MXP
1 stop13h 10m
Air Canada
Mon 26/110:40 a.m.
MXP
-
YWG
2 stops30h 36m
Air Canada
Deal found 14/1C$ 981
Tue 20/12:20 p.m.
YWG
-
MXP
2 stops34h 10m
United Airlines
Tue 27/19:45 a.m.
MXP
-
YWG
2 stops33h 12m
United Airlines
Deal found 15/1C$ 999
Sat 14/37:20 p.m.
YWG
-
MXP
2 stops39h 20m
Air Canada
Thu 19/312:05 p.m.
MXP
-
YWG
2 stops38h 23m
Air Canada
Deal found 15/1C$ 1,002
Sat 28/27:20 p.m.
YWG
-
MXP
2 stops29h 10m
United Airlines
Sat 7/310:30 a.m.
MXP
-
YWG
2 stops55h 27m
United Airlines
Deal found 14/1C$ 1,005
Tue 20/18:15 a.m.
YWG
-
MXP
1 stop18h 40m
Lufthansa
Tue 27/16:55 a.m.
MXP
-
YWG
2 stops16h 40m
Lufthansa
Deal found 15/1C$ 1,006
Tue 28/46:00 a.m.
YWG
-
MXP
2 stops21h 20m
Air Canada
Fri 15/512:20 p.m.
MXP
-
YWG
1 stop28h 49m
Air Canada
Deal found 14/1C$ 1,014
Sat 14/35:30 p.m.
YWG
-
LIN
2 stops18h 40m
Multiple Airlines
Wed 18/37:20 a.m.
LIN
-
YWG
2 stops39h 15m
Multiple Airlines
Deal found 15/1C$ 1,063
Sat 28/22:20 p.m.
YWG
-
LIN
2 stops43h 35m
United Airlines
Sat 7/36:10 a.m.
LIN
-
YWG
2 stops35h 47m
United Airlines
Deal found 14/1C$ 1,170

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 15 January 2026.
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

Wed 11/3

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

1 stop18h 40m

Milan Malpensa

Fri 20/3

12:05 p.m.-9:44 a.m.

2 stops27h 39m

C$ 969

WinnipegMilan

YWG - MXP

YWGMXP

Winnipeg

Sat 14/3

7:20 p.m.-4:40 p.m.

2 stops39h 20m

Milan Malpensa

Thu 19/3

12:05 p.m.-8:28 p.m.

2 stops38h 23m

C$ 1,002

WinnipegMilan

YWG - MXP

YWGMXP

Winnipeg

Sat 28/2

7:20 p.m.-7:30 a.m.

2 stops29h 10m

Milan Malpensa

Sat 7/3

10:30 a.m.-10:57 a.m.

2 stops55h 27m

C$ 1,005

WinnipegMilan

YWG - MXP

YWGMXP

Winnipeg

Tue 28/4

6:00 a.m.-10:20 a.m.

2 stops21h 20m

Milan Malpensa

Fri 15/5

12:20 p.m.-10:09 a.m.

1 stop28h 49m

C$ 1,014

WinnipegMilan

YWG - MXP

YWGMXP

Winnipeg

Sat 14/3

7:20 p.m.-12:35 p.m.

2 stops35h 15m

Milan Malpensa

Wed 18/3

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

2 stops24h 40m

C$ 1,053

WinnipegMilan

YWG - LIN

YWGLIN

Winnipeg

Sat 14/3

5:30 p.m.-6:10 p.m.

2 stops18h 40m

Milan Linate

Wed 18/3

7:20 a.m.-4:35 p.m.

2 stops39h 15m

C$ 1,063

WinnipegMilan

YWG - LIN

YWGLIN

Winnipeg

Sat 28/2

2:20 p.m.-4:55 p.m.

2 stops43h 35m

Milan Linate

Sat 7/3

6:10 a.m.-10:57 a.m.

2 stops35h 47m

C$ 1,170

WinnipegMilan

YWG - LIN

YWGLIN

Winnipeg

Fri 27/3

7:20 p.m.-1:40 p.m.

2 stops36h 20m

Milan Linate

Sat 4/4

12:40 p.m.-10:07 a.m.

2 stops52h 27m

C$ 1,262

WinnipegMilan

YWG - LIN

YWGLIN

Winnipeg

Fri 13/3

5:30 p.m.-7:55 p.m.

2 stops44h 25m

Milan Linate

Wed 18/3

7:20 a.m.-4:35 p.m.

2 stops39h 15m

C$ 1,288

WinnipegMilan

YWG - LIN

YWGLIN

Winnipeg

Thu 12/2

8:15 a.m.-11:55 a.m.

2 stops20h 40m

Milan Linate

Sun 22/2

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

2 stops52h 00m

C$ 1,301

Flights are sorted by cheapest round-trip flights first.

Deals found on 14/1

Showing 1-10 of 26 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
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 15 January 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
3,242 reviews
Check prices

Food

6.2

Boarding

7.4

Overall

7.2

Crew

7.9

Comfort

7.0

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
3,242 reviews
WestJet
7.2
Good
3,242 reviews
Check prices

Food

6.2

Boarding

7.4

Overall

7.2

Crew

7.9

Comfort

7.0

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
10,622 reviews
WestJet
7.2
Good
3,242 reviews
Check prices

Food

6.2

Boarding

7.4

Overall

7.2

Crew

7.9

Comfort

7.0

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 18h 40m. Air Canada provides one of the quickest options available for as low as C$ 969. 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$ 828. 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 15 January 2026.
AirlineCheapestAverageFlexibilityOn-time
WestJetCheapestC$ 828AverageC$ 1,282FlexibilityNo 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?

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?

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