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Cheap flights from Winnipeg to Milan from C$ 439

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 31/5. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — MIL
17 May — 24 May1
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 17 April 2026.

Mon 27/45:20 p.m.
YWG
-
MXP
2 stops30h 25m
Delta
Tue 12/52:15 p.m.
MXP
-
YWG
2 stops27h 39m
Delta
Deal found 12/4C$ 920
Wed 27/54:25 p.m.
YWG
-
MXP
3 stops24h 10m
Multiple Airlines
Wed 3/611:25 p.m.
MXP
-
YWG
3 stops32h 30m
Multiple Airlines
Deal found 12/4C$ 967
Sun 10/55:41 p.m.
YWG
-
MXP
2 stops14h 04m
Delta
Thu 14/56:45 a.m.
MXP
-
YWG
2 stops35h 09m
Delta
Deal found 12/4C$ 997
Mon 27/45:30 a.m.
YWG
-
MXP
2 stops21h 50m
Air Canada
Tue 12/512:20 p.m.
MXP
-
YWG
1 stop16h 09m
Air Canada
Deal found 12/4C$ 999
Mon 27/45:20 p.m.
YWG
-
LIN
2 stops21h 00m
Delta
Tue 12/56:25 a.m.
LIN
-
YWG
2 stops17h 26m
Delta
Deal found 12/4C$ 1,008
Wed 27/55:41 p.m.
YWG
-
LIN
2 stops15h 14m
Multiple Airlines
Wed 3/610:10 p.m.
LIN
-
YWG
2 stops32h 16m
Multiple Airlines
Deal found 12/4C$ 1,082
Mon 25/511:55 a.m.
YWG
-
MXP
2 stops28h 05m
Delta
Tue 9/62:15 p.m.
MXP
-
YWG
2 stops28h 41m
Delta
Deal found 12/4C$ 1,099
Sat 30/511:00 a.m.
YWG
-
MXP
1 stop16h 20m
Air Canada
Thu 11/612:20 p.m.
MXP
-
YWG
1 stop16h 09m
Air Canada
Deal found 16/4C$ 1,115
Mon 25/54:05 p.m.
YWG
-
MXP
2 stops21h 15m
Multiple Airlines
Tue 9/66:40 a.m.
MXP
-
YWG
3 stops25h 15m
Multiple Airlines
Deal found 12/4C$ 1,126
Mon 25/55:10 a.m.
YWG
-
MXP
2 stops22h 10m
Air Canada
Tue 9/612:20 p.m.
MXP
-
YWG
1 stop16h 09m
Air Canada
Deal found 12/4C$ 1,166
Wed 27/53:15 p.m.
YWG
-
MXP
2 stops15h 45m
Air Canada
Wed 3/612:20 p.m.
MXP
-
YWG
1 stop16h 09m
Air Canada
Deal found 12/4C$ 1,178
Mon 25/52:00 p.m.
YWG
-
LIN
2 stops13h 55m
Multiple Airlines
Tue 9/67:00 a.m.
LIN
-
YWG
2 stops15h 14m
Multiple Airlines
Deal found 12/4C$ 1,215

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 17 April 2026.

Round-trip from

C$ 920

One-way from

C$ 439

Popular in

February

Cheapest in

March

Average price

C$ 1,149
Delta
  • Delta
  • 27/4-12/5
  • 4 total stops
  • 58h 04m total
  • Winnipeg to Milan
Search Deals
31/5
  • 31/5
  • 3 total stops
  • 35h 45m total
  • Winnipeg to Milan
Search Deals
Highest demand for flights based on searches. 3% potential increase in price (C$ 60 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease (C$ 34 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in April 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 17 April 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

Mon 27/4

5:20 p.m.-6:45 a.m.

2 stops30h 25m

Milan Malpensa

Tue 12/5

2:15 p.m.-10:54 a.m.

2 stops27h 39m

C$ 920

WinnipegMilan

YWG - MXP

YWGMXP

Winnipeg

Sun 10/5

5:41 p.m.-2:45 p.m.

2 stops14h 04m

Milan Malpensa

Thu 14/5

6:45 a.m.-10:54 a.m.

2 stops35h 09m

C$ 997

WinnipegMilan

YWG - LIN

YWGLIN

Winnipeg

Mon 27/4

5:20 p.m.-9:20 p.m.

2 stops21h 00m

Milan Linate

Tue 12/5

6:25 a.m.-4:51 p.m.

2 stops17h 26m

C$ 1,008

WinnipegMilan

YWG - MXP

YWGMXP

Winnipeg

Wed 27/5

12:00 p.m.-3:10 p.m.

2 stops20h 10m

Milan Malpensa

Wed 3/6

11:25 p.m.-9:40 p.m.

2 stops29h 15m

C$ 1,074

WinnipegMilan

YWG - LIN

YWGLIN

Winnipeg

Wed 27/5

5:41 p.m.-3:55 p.m.

2 stops15h 14m

Milan Linate

Wed 3/6

10:10 p.m.-11:26 p.m.

2 stops32h 16m

C$ 1,082

WinnipegMilan

YWG - MXP

YWGMXP

Winnipeg

Mon 25/5

11:55 a.m.-11:00 p.m.

2 stops28h 05m

Milan Malpensa

Tue 9/6

2:15 p.m.-11:56 a.m.

2 stops28h 41m

C$ 1,099

WinnipegMilan

YWG - MXP

YWGMXP

Winnipeg

Wed 27/5

3:15 p.m.-2:00 p.m.

2 stops15h 45m

Milan Malpensa

Wed 3/6

12:20 p.m.-9:29 p.m.

1 stop16h 09m

C$ 1,178

WinnipegMilan

YWG - MXP

YWGMXP

Winnipeg

Sun 7/6

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

2 stops22h 10m

Milan Malpensa

Thu 11/6

12:20 p.m.-8:02 p.m.

2 stops38h 42m

C$ 1,191
Quickest round-trip

WinnipegMilan

YWG - LIN

YWGLIN

Winnipeg

Mon 25/5

2:00 p.m.-10:55 a.m.

2 stops13h 55m

Milan Linate

Tue 9/6

7:00 a.m.-3:14 p.m.

2 stops15h 14m

C$ 1,215

WinnipegMilan

YWG - LIN

YWGLIN

Winnipeg

Sun 7/6

5:42 p.m.-10:50 p.m.

2 stops22h 08m

Milan Linate

Thu 11/6

6:40 a.m.-3:04 p.m.

2 stops15h 24m

C$ 1,282

Flights are sorted by cheapest round-trip flights first.

Deals found on 16/4

Showing 1-10 of 34 resultsSorted by cheapest first
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2
3
4

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 17 April 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
3,321 reviews
Check prices

Entertainment

6.1

Crew

7.9

Overall

7.2

Boarding

7.4

Comfort

7.0

Food

6.2

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
3,321 reviews
WestJet
7.2
Good
3,321 reviews
Check prices

Entertainment

6.1

Crew

7.9

Overall

7.2

Boarding

7.4

Comfort

7.0

Food

6.2

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
10,932 reviews
WestJet
7.2
Good
3,321 reviews
Check prices

Entertainment

6.1

Crew

7.9

Overall

7.2

Boarding

7.4

Comfort

7.0

Food

6.2

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 45m. Delta provides one of the quickest options available for as low as C$ 1,178. 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$ 817. This flight start at 29% 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 Linate flights
Winnipeg to Malpensa 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 17 April 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.

Can Cheapflights notify me if prices for flights from Winnipeg to Milan become cheaper?

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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