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Cheap flights from Winnipeg to Milan from C$ 504

YWG — MIL
4 Nov — 11 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

Mon 19/1010:50 a.m. -
1 stop16h 30m
Fri 23/1012:20 p.m. -
2 stops38h 40m
Deal found 1/10C$ 1,043
Fri 27/113:40 p.m. -
2 stops13h 45m
Fri 4/1212:55 p.m. -
2 stops29h 14m
Deal found 4/10C$ 1,057
Fri 27/116:32 p.m. -
2 stops14h 23m
Fri 4/1210:55 a.m. -
2 stops21h 04m
Deal found 4/10C$ 1,059
Sun 1/117:00 a.m. -
2 stops44h 05m
Wed 18/1110:30 a.m. -
2 stops31h 30m
Deal found 3/10C$ 1,061
Sun 1/116:55 p.m. -
2 stops38h 30m
Wed 18/116:25 a.m. -
2 stops17h 13m
Deal found 3/10C$ 1,133
Fri 27/112:15 p.m. -
1 stop16h 00m
Fri 4/1211:20 a.m. -
2 stops56h 03m
Deal found 4/10C$ 1,264
Sun 1/1111:00 a.m. -
2 stops17h 05m
Wed 18/116:40 a.m. -
3 stops25h 04m
Deal found 3/10C$ 1,647
Fri 9/102:00 p.m. -
2 stops20h 30m
Wed 14/106:50 a.m. -
2 stops21h 07m
Deal found 4/10C$ 1,808
Sun 1/119:35 a.m. -
2 stops17h 20m
Wed 18/118:15 a.m. -
3 stops23h 29m
Deal found 3/10C$ 1,999
Fri 9/1010:45 a.m. -
2 stops17h 25m
Wed 14/106:45 a.m. -
3 stops25h 10m
Deal found 4/10C$ 2,237
Fri 27/118:15 a.m. -
2 stops44h 20m
Fri 4/1212:35 p.m. -
2 stops33h 34m
Deal found 4/10C$ 4,182

Find flight deals from Winnipeg to Milan

Round-trip from

C$ 1,043

One-way from

C$ 504

Popular in

December

Cheapest in

February

Average price

C$ 1,520
Air Canada
  • Air Canada
  • 19/10-23/10
  • 3 total stops
  • 55h 10m total
  • Winnipeg to Milan
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17/11-31/12
  • 17/11-31/12
  • 3 total stops
  • 32h 25m total
  • Winnipeg to Milan
Search Deals
Highest demand for flights based on searches. 14% potential increase in price (C$ 296 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease (C$ 59 potential savings vs. average RT price).
Search Deals
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

WinnipegBergamo

YWG Winnipeg - BGY Bergamo Orio Al Serio

YWGBGY

Winnipeg

Tue 17/11

6:35 p.m.-6:50 a.m.

3 stops30h 15m

Bergamo Orio Al Serio

Wed 31/12

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

Nonstop0h 00m

C$ 513

WinnipegMilan

YWG Winnipeg - LIN Milan Linate

YWGLIN

Winnipeg

Tue 17/11

12:10 p.m.-6:30 p.m.

3 stops24h 20m

Milan Linate

Wed 31/12

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

Nonstop0h 00m

C$ 539

WinnipegMilan

YWG Winnipeg - MXP Milan Malpensa

YWGMXP

Winnipeg

Tue 22/12

8:35 p.m.-4:25 p.m.

2 stops37h 50m

Milan Malpensa

Wed 31/12

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

Nonstop0h 00m

C$ 916

WinnipegMilan

YWG Winnipeg - MXP Milan Malpensa

YWGMXP

Winnipeg

Mon 19/10

8:10 a.m.-10:20 a.m.

1 stop19h 10m

Milan Malpensa

Fri 23/10

12:20 p.m.-3:19 p.m.

1 stop33h 59m

C$ 1,043

WinnipegMilan

YWG Winnipeg - LIN Milan Linate

YWGLIN

Winnipeg

Fri 27/11

6:32 p.m.-2:55 p.m.

2 stops14h 23m

Milan Linate

Fri 4/12

10:55 a.m.-1:59 a.m.

2 stops21h 04m

C$ 1,059

WinnipegMilan

YWG Winnipeg - MXP Milan Malpensa

YWGMXP

Winnipeg

Sun 1/11

7:00 a.m.-9:05 a.m.

2 stops44h 05m

Milan Malpensa

Wed 18/11

10:30 a.m.-12:00 p.m.

2 stops31h 30m

C$ 1,061

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$ 1,116

WinnipegMilan

YWG Winnipeg - LIN Milan Linate

YWGLIN

Winnipeg

Thu 25/3

6:50 p.m.-4:55 p.m.

2 stops40h 05m

Milan Linate

Mon 5/4

6:25 p.m.-4:29 p.m.

2 stops53h 04m

C$ 1,183

WinnipegMilan

YWG Winnipeg - MXP Milan Malpensa

YWGMXP

Winnipeg

Tue 17/11

2:15 p.m.-12:15 p.m.

1 stop16h 00m

Milan Malpensa

Wed 31/12

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

Nonstop0h 00m

C$ 1,201

WinnipegMilan

YWG Winnipeg - MXP Milan Malpensa

YWGMXP

Winnipeg

Fri 27/11

2:15 p.m.-12:15 p.m.

1 stop16h 00m

Milan Malpensa

Fri 4/12

11:20 a.m.-1:23 p.m.

2 stops56h 03m

C$ 1,264

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/10

Showing 1-10 of 15 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 14h 23m. Air Canada provides one of the quickest options available for as low as C$ 1,059. 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.

  • 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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