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Cheap flights from Winnipeg to Milan from C$ 423

YWG — MIL
18 Nov — 25 Nov1
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

Wed 9/124:05 p.m. -
2 stops13h 20m
Sun 13/121:05 p.m. -
1 stop29h 00m
Deal found 16/10C$ 1,074
Mon 28/123:05 p.m. -
1 stop12h 00m
Sun 10/16:30 a.m. -
2 stops22h 54m
Deal found 15/10C$ 1,119
Mon 28/126:55 p.m. -
2 stops32h 10m
Sun 10/12:40 p.m. -
2 stops16h 44m
Deal found 15/10C$ 1,136
Mon 28/124:05 p.m. -
2 stops19h 45m
Sun 10/16:25 a.m. -
2 stops18h 13m
Deal found 15/10C$ 1,210
Mon 28/123:10 p.m. -
2 stops21h 10m
Sun 10/112:30 p.m. -
3 stops30h 35m
Deal found 15/10C$ 1,601
Thu 17/1210:35 a.m. -
3 stops21h 20m
Sun 10/16:25 a.m. -
3 stops25h 45m
Deal found 18/10C$ 1,973
Thu 17/1212:10 p.m. -
2 stops16h 50m
Sun 10/16:30 a.m. -
2 stops21h 15m
Deal found 18/10C$ 2,037
Thu 17/127:35 p.m. -
2 stops18h 00m
Sun 10/112:30 p.m. -
2 stops28h 45m
Deal found 18/10C$ 2,382
Thu 17/126:00 a.m. -
2 stops46h 35m
Sun 10/111:00 p.m. -
2 stops52h 50m
Deal found 18/10C$ 5,069

Find flight deals from Winnipeg to Milan

Round-trip from

C$ 1,074

One-way from

C$ 423

Popular in

December

Cheapest in

February

Average price

C$ 1,013
Air Canada
  • Air Canada
  • 9/12-13/12
  • 3 total stops
  • 42h 20m total
  • Winnipeg to Milan
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10/11-31/12
  • 10/11-31/12
  • 3 total stops
  • 48h 40m total
  • Winnipeg to Milan
Search Deals
Highest demand for flights based on searches. 17% potential increase in price (C$ 354 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease (C$ 63 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.

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Fly to

Route

Depart

Return

Price

Cheapest round-trip

WinnipegMilan

YWG Winnipeg - MXP Milan Malpensa

YWGMXP

Winnipeg

Tue 10/11

4:45 p.m.-11:25 p.m.

3 stops48h 40m

Milan Malpensa

Wed 31/12

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

Nonstop0h 00m

C$ 423

WinnipegBergamo

YWG Winnipeg - BGY Bergamo Orio Al Serio

YWGBGY

Winnipeg

Tue 10/11

4:45 p.m.-10:30 p.m.

3 stops47h 45m

Bergamo Orio Al Serio

Wed 31/12

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

Nonstop0h 00m

C$ 428

WinnipegMilan

YWG Winnipeg - LIN Milan Linate

YWGLIN

Winnipeg

Tue 10/11

4:45 p.m.-8:55 p.m.

3 stops46h 10m

Milan Linate

Wed 31/12

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

Nonstop0h 00m

C$ 476

WinnipegBergamo

YWG Winnipeg - BGY Bergamo Orio Al Serio

YWGBGY

Winnipeg

Thu 3/12

9:35 p.m.-6:45 a.m.

3 stops51h 10m

Bergamo Orio Al Serio

Wed 31/12

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

Nonstop0h 00m

C$ 527

WinnipegMilan

YWG Winnipeg - MXP Milan Malpensa

YWGMXP

Winnipeg

Thu 3/12

4:45 p.m.-3:55 p.m.

2 stops17h 10m

Milan Malpensa

Wed 31/12

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

Nonstop0h 00m

C$ 551

WinnipegMilan

YWG Winnipeg - LIN Milan Linate

YWGLIN

Winnipeg

Thu 3/12

4:45 p.m.-6:20 p.m.

2 stops19h 35m

Milan Linate

Wed 31/12

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

Nonstop0h 00m

C$ 557

WinnipegMilan

YWG Winnipeg - MXP Milan Malpensa

YWGMXP

Winnipeg

Tue 22/12

8:35 a.m.-10:00 p.m.

2 stops31h 25m

Milan Malpensa

Wed 31/12

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

Nonstop0h 00m

C$ 946

WinnipegMilan

YWG Winnipeg - MXP Milan Malpensa

YWGMXP

Winnipeg

Wed 9/12

4:05 p.m.-11:25 a.m.

2 stops13h 20m

Milan Malpensa

Sun 13/12

1:05 p.m.-12:05 p.m.

1 stop29h 00m

C$ 1,074

WinnipegMilan

YWG Winnipeg - LIN Milan Linate

YWGLIN

Winnipeg

Sun 24/1

9:05 a.m.-11:20 a.m.

2 stops20h 15m

Milan Linate

Thu 28/1

6:25 a.m.-12:00 p.m.

2 stops35h 35m

C$ 1,122

WinnipegMilan

YWG Winnipeg - LIN Milan Linate

YWGLIN

Winnipeg

Sun 24/1

12:30 p.m.-10:15 a.m.

2 stops15h 45m

Milan Linate

Thu 28/1

6:30 a.m.-1:50 p.m.

2 stops37h 20m

C$ 1,128

Flights are sorted by cheapest round-trip flights first.

Deals found on 14/10

Showing 1-10 of 27 resultsSorted by cheapest first
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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 13h 20m. Air Canada provides one of the quickest options available for as low as C$ 1,074. 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 Linate flights
Winnipeg to Malpensa flights
Winnipeg to Verona flights

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