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Cheap flights from Winnipeg to Milan from C$ 596

YWG — MIL
29 Nov — 6 Dec1
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

Mon 23/114:45 p.m. -
2 stops20h 40m
Mon 30/118:50 p.m. -
3 stops34h 09m
Deal found 25/10C$ 890
Mon 23/113:10 p.m. -
3 stops24h 15m
Mon 30/116:30 a.m. -
2 stops24h 40m
Deal found 25/10C$ 947
Thu 12/118:15 a.m. -
2 stops19h 50m
Fri 27/111:05 p.m. -
2 stops28h 19m
Deal found 25/10C$ 1,039
Mon 23/1112:20 p.m. -
2 stops15h 45m
Mon 30/1112:55 p.m. -
1 stop28h 20m
Deal found 25/10C$ 1,050
Wed 9/126:15 a.m. -
2 stops26h 00m
Sun 13/121:05 p.m. -
1 stop28h 10m
Deal found 27/10C$ 1,074
Thu 12/1112:20 p.m. -
2 stops15h 45m
Fri 27/116:25 a.m. -
2 stops17h 13m
Deal found 25/10C$ 1,157
Thu 12/113:15 p.m. -
2 stops15h 05m
Fri 27/116:25 a.m. -
2 stops17h 13m
Deal found 25/10C$ 1,173
Sun 20/129:35 p.m. -
2 stops42h 50m
Sun 3/16:30 a.m. -
2 stops40h 55m
Deal found 25/10C$ 2,550
Fri 18/1210:35 a.m. -
2 stops22h 25m
Sun 3/12:15 p.m. -
2 stops16h 09m
Deal found 26/10C$ 3,724

Find flight deals from Winnipeg to Milan

Round-trip from

C$ 890

One-way from

C$ 596

Popular in

December

Cheapest in

February

Average price

C$ 1,003
23/11-30/11
  • 23/11-30/11
  • 5 total stops
  • 54h 49m total
  • Winnipeg to Milan
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12/12-31/12
  • 12/12-31/12
  • 3 total stops
  • 42h 00m total
  • Winnipeg to Milan
Search Deals
Highest demand for flights based on searches. 25% potential increase in price (C$ 559 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease (C$ 58 potential savings vs. average RT price).
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Average for round-trip flights in October 2026
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Cheapflights Fare Finder

 
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 Winnipeg - MXP Milan Malpensa

YWGMXP

Winnipeg

Sat 12/12

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

3 stops42h 00m

Milan Malpensa

Wed 31/12

12:00 a.m.-5:00 p.m.

Nonstop0h 00m

C$ 596

WinnipegMilan

YWG Winnipeg - LIN Milan Linate

YWGLIN

Winnipeg

Sat 12/12

9:35 p.m.-9:10 p.m.

3 stops41h 35m

Milan Linate

Wed 31/12

12:00 a.m.-5:00 p.m.

Nonstop0h 00m

C$ 706

WinnipegMilan

YWG Winnipeg - MXP Milan Malpensa

YWGMXP

Winnipeg

Tue 22/12

9:35 p.m.-2:55 p.m.

2 stops35h 20m

Milan Malpensa

Wed 31/12

12:00 a.m.-5:00 p.m.

Nonstop0h 00m

C$ 771

WinnipegMilan

YWG Winnipeg - MXP Milan Malpensa

YWGMXP

Winnipeg

Sun 7/2

1:10 p.m.-5:15 p.m.

3 stops22h 05m

Milan Malpensa

Sat 13/2

8:25 a.m.-11:20 a.m.

2 stops32h 55m

C$ 1,027

WinnipegMilan

YWG Winnipeg - MXP Milan Malpensa

YWGMXP

Winnipeg

Thu 12/11

8:15 a.m.-10:05 a.m.

2 stops19h 50m

Milan Malpensa

Fri 27/11

1:05 p.m.-11:24 a.m.

2 stops28h 19m

C$ 1,039

WinnipegMilan

YWG Winnipeg - LIN Milan Linate

YWGLIN

Winnipeg

Sun 7/2

12:24 p.m.-11:15 a.m.

2 stops16h 51m

Milan Linate

Sat 13/2

10:55 a.m.-12:59 a.m.

2 stops20h 04m

C$ 1,067

WinnipegMilan

YWG Winnipeg - MXP Milan Malpensa

YWGMXP

Winnipeg

Wed 9/12

6:15 a.m.-2:15 p.m.

2 stops26h 00m

Milan Malpensa

Sun 13/12

1:05 p.m.-11:15 a.m.

1 stop28h 10m

C$ 1,074

WinnipegMilan

YWG Winnipeg - MXP Milan Malpensa

YWGMXP

Winnipeg

Fri 26/3

8:40 a.m.-12:20 p.m.

2 stops45h 40m

Milan Malpensa

Fri 9/4

3:20 p.m.-8:55 p.m.

2 stops36h 35m

C$ 1,115

WinnipegMilan

YWG Winnipeg - LIN Milan Linate

YWGLIN

Winnipeg

Fri 26/3

2:45 p.m.-6:50 p.m.

2 stops22h 05m

Milan Linate

Thu 8/4

7:00 a.m.-12:08 a.m.

2 stops24h 08m

C$ 1,127

WinnipegMilan

YWG Winnipeg - LIN Milan Linate

YWGLIN

Winnipeg

Sun 24/1

9:05 a.m.-12:20 p.m.

2 stops21h 15m

Milan Linate

Thu 28/1

6:25 a.m.-11:00 a.m.

2 stops34h 35m

C$ 1,127

Flights are sorted by cheapest round-trip flights first.

Deals found on 28/10

Showing 1-10 of 16 resultsSorted by cheapest first
1
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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

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.

Related info for your journey

  • 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 19h 50m. Air Canada provides one of the quickest options available for as low as C$ 1,039. 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
Monza
Bellagio

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Alternative routes for Winnipeg to Milan

Winnipeg to Verona flights
Winnipeg to Malpensa flights
Winnipeg to Linate flights

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