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Cheap flights from Winnipeg to Milan from C$ 483

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 25/5. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — MIL
21 Apr — 28 Apr1
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 22 March 2026.

Wed 6/55:10 a.m.
YWG
-
MXP
2 stops22h 10m
Air Canada
Wed 13/512:20 p.m.
MXP
-
YWG
1 stop16h 09m
Air Canada
Deal found 22/3C$ 914
Sat 23/53:15 p.m.
YWG
-
MXP
2 stops37h 35m
Multiple Airlines
Mon 8/612:20 p.m.
MXP
-
YWG
2 stops29h 48m
Multiple Airlines
Deal found 20/3C$ 916
Thu 11/65:10 a.m.
YWG
-
MXP
2 stops22h 10m
Air Canada
Mon 15/612:20 p.m.
MXP
-
YWG
2 stops29h 48m
Air Canada
Deal found 17/3C$ 948
Sat 23/57:20 p.m.
YWG
-
MXP
2 stops33h 30m
Air Canada
Mon 8/63:20 p.m.
MXP
-
YWG
1 stop14h 13m
Air Canada
Deal found 19/3C$ 949
Wed 6/52:00 p.m.
YWG
-
MXP
1 stop16h 20m
United Airlines
Wed 13/53:20 p.m.
MXP
-
YWG
1 stop27h 32m
United Airlines
Deal found 22/3C$ 971
Sat 2/57:20 p.m.
YWG
-
MXP
2 stops35h 30m
Air Canada
Sat 9/53:20 p.m.
MXP
-
YWG
1 stop27h 32m
Air Canada
Deal found 17/3C$ 1,003
Wed 6/512:00 p.m.
YWG
-
LIN
2 stops17h 00m
KLM
Wed 13/56:40 a.m.
LIN
-
YWG
2 stops15h 15m
KLM
Deal found 22/3C$ 1,019
Sat 16/53:15 p.m.
YWG
-
LIN
2 stops43h 30m
Lufthansa
Mon 25/56:50 a.m.
LIN
-
YWG
2 stops23h 28m
Lufthansa
Deal found 22/3C$ 1,028
Sun 17/58:00 a.m.
YWG
-
LIN
2 stops21h 20m
Air Canada
Thu 21/510:35 a.m.
LIN
-
YWG
2 stops42h 58m
Air Canada
Deal found 17/3C$ 1,044
Sun 17/52:00 p.m.
YWG
-
LIN
2 stops15h 20m
United Airlines
Thu 21/510:35 a.m.
LIN
-
YWG
2 stops42h 58m
United Airlines
Deal found 19/3C$ 1,051
Sat 16/57:20 p.m.
YWG
-
LIN
2 stops31h 40m
Air Canada
Sun 24/56:50 a.m.
LIN
-
YWG
2 stops36h 02m
Air Canada
Deal found 19/3C$ 1,055
Sat 21/1112:40 p.m.
YWG
-
LIN
2 stops18h 15m
Multiple Airlines
Mon 21/126:30 a.m.
LIN
-
YWG
2 stops24h 04m
Multiple Airlines
Deal found 19/3C$ 1,058

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 22 March 2026.

Round-trip from

C$ 916

One-way from

C$ 483

Popular in

February

Cheapest in

August

Average price

C$ 1,300
Air Canada
  • Air Canada
  • 23/5-8/6
  • 4 total stops
  • 67h 23m total
  • Winnipeg to Milan
Search Deals
25/5
  • 25/5
  • 3 total stops
  • 43h 20m total
  • Winnipeg to Milan
Search Deals
Highest demand for flights based on searches. 12% potential increase in price (C$ 236 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease (C$ 32 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in March 2026
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 22 March 2026.
Use the filters below to find and compare flights from Winnipeg to Milan that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

WinnipegMilan

YWG - MXP

YWGMXP

Winnipeg

Sat 23/5

3:15 p.m.-11:50 a.m.

2 stops37h 35m

Milan Malpensa

Mon 8/6

12:20 p.m.-11:08 a.m.

2 stops29h 48m

C$ 916

WinnipegMilan

YWG - MXP

YWGMXP

Winnipeg

Thu 11/6

5:10 a.m.-10:20 a.m.

2 stops22h 10m

Milan Malpensa

Mon 15/6

12:20 p.m.-11:08 a.m.

2 stops29h 48m

C$ 948

WinnipegMilan

YWG - MXP

YWGMXP

Winnipeg

Sat 23/5

7:20 p.m.-11:50 a.m.

2 stops33h 30m

Milan Malpensa

Mon 8/6

3:20 p.m.-10:33 p.m.

1 stop14h 13m

C$ 949

WinnipegMilan

YWG - MXP

YWGMXP

Winnipeg

Wed 6/5

2:00 p.m.-1:20 p.m.

1 stop16h 20m

Milan Malpensa

Wed 13/5

3:20 p.m.-11:52 a.m.

1 stop27h 32m

C$ 971
Quickest round-trip

WinnipegMilan

YWG - LIN

YWGLIN

Winnipeg

Wed 6/5

12:00 p.m.-12:00 p.m.

2 stops17h 00m

Milan Linate

Wed 13/5

6:40 a.m.-2:55 p.m.

2 stops15h 15m

C$ 1,019

WinnipegMilan

YWG - MXP

YWGMXP

Winnipeg

Sat 2/5

7:20 p.m.-1:50 p.m.

2 stops35h 30m

Milan Malpensa

Sat 9/5

9:45 a.m.-10:09 a.m.

2 stops31h 24m

C$ 1,025

WinnipegMilan

YWG - LIN

YWGLIN

Winnipeg

Sun 17/5

8:00 a.m.-12:20 p.m.

2 stops21h 20m

Milan Linate

Thu 21/5

10:35 a.m.-10:33 p.m.

2 stops42h 58m

C$ 1,044

WinnipegMilan

YWG - LIN

YWGLIN

Winnipeg

Sun 17/5

2:00 p.m.-12:20 p.m.

2 stops15h 20m

Milan Linate

Thu 21/5

10:35 a.m.-10:33 p.m.

2 stops42h 58m

C$ 1,051

WinnipegMilan

YWG - LIN

YWGLIN

Winnipeg

Sat 16/5

7:20 p.m.-10:00 a.m.

2 stops31h 40m

Milan Linate

Sun 24/5

6:50 a.m.-11:52 a.m.

2 stops36h 02m

C$ 1,055

WinnipegMilan

YWG - MXP

YWGMXP

Winnipeg

Sat 16/5

7:20 p.m.-9:50 a.m.

2 stops55h 30m

Milan Malpensa

Sun 24/5

3:20 p.m.-2:18 p.m.

2 stops29h 58m

C$ 1,145

Flights are sorted by cheapest round-trip flights first.

Deals found on 19/3

Showing 1-10 of 31 resultsSorted by cheapest first
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3
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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 22 March 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
3,300 reviews
Check prices

Boarding

7.4

Overall

7.2

Comfort

7.0

Entertainment

6.1

Food

6.2

Crew

7.9

Reviews

1 / 20
10.0
Excellent

Joseph,Feb 2026

YYJ - YEG

Is just a domestic flight can't complain at all..but everything is great..
WestJet
7.2
Good
3,300 reviews
WestJet
7.2
Good
3,300 reviews
Check prices

Boarding

7.4

Overall

7.2

Comfort

7.0

Entertainment

6.1

Food

6.2

Crew

7.9

Reviews

1 / 20
10.0
Excellent

Joseph,Feb 2026

YYJ - YEG

Is just a domestic flight can't complain at all..but everything is great..
Air Canada
7.1
Good
10,830 reviews
WestJet
7.2
Good
3,300 reviews
Check prices

Boarding

7.4

Overall

7.2

Comfort

7.0

Entertainment

6.1

Food

6.2

Crew

7.9

Reviews

1 / 20
10.0
Excellent

Joseph,Feb 2026

YYJ - YEG

Is just a domestic flight can't complain at all..but everything is great..

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 15h 20m. Air Canada provides one of the quickest options available for as low as C$ 1,051. Winnipeg and Milan are separated by a distance of 7263 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$ 817. This flight start at 30% 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 22 March 2026.
AirlineCheapestAverageFlexibilityOn-time
WestJetCheapestC$ 817AverageC$ 1,265FlexibilityNo cancel feeOn-time60%
Search WestJet flights

Fly with Cheapflights

Find the best flight deals on Cheapflights, where travelers can enjoy low prices and a wide availability of flights to their desired destinations.

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.

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Not ready to book yet? You can track prices for flights from Winnipeg to Milan on Cheapflights with our Price Alert feature and get notified when better prices are available.

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