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Cheap flights from Winnipeg to Milan from C$ 505

YWG — MIL
21 Oct — 28 Oct1
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 19/101:30 p.m. -
2 stops13h 50m
Fri 23/1012:20 p.m. -
2 stops38h 40m
Deal found 17/9C$ 1,022
Mon 5/102:00 p.m. -
1 stop16h 20m
Tue 20/103:20 p.m. -
1 stop14h 13m
Deal found 16/9C$ 1,379
Mon 5/109:20 a.m. -
2 stops22h 45m
Tue 20/102:30 p.m. -
2 stops36h 25m
Deal found 16/9C$ 1,412
Sun 20/94:05 p.m. -
2 stops20h 20m
Thu 24/97:30 a.m. -
2 stops17h 40m
Deal found 20/9C$ 1,618
Mon 21/911:15 a.m. -
3 stops23h 25m
Mon 5/107:25 a.m. -
3 stops34h 18m
Deal found 21/9C$ 1,703
Mon 21/97:10 p.m. -
2 stops32h 10m
Mon 5/1012:20 p.m. -
1 stop15h 54m
Deal found 21/9C$ 1,984
Sun 20/94:05 p.m. -
2 stops23h 55m
Thu 24/96:45 a.m. -
2 stops35h 25m
Deal found 20/9C$ 2,257
Mon 21/95:44 p.m. -
3 stops32h 06m
Mon 5/106:40 a.m. -
3 stops25h 15m
Deal found 21/9C$ 2,299

Find flight deals from Winnipeg to Milan

Round-trip from

C$ 1,019

One-way from

C$ 505

Popular in

October

Cheapest in

February

Average price

C$ 1,191
KLM
  • KLM
  • 14/1-21/1
  • 4 total stops
  • 37h 54m total
  • Winnipeg to Milan
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2/11-31/12
  • 2/11-31/12
  • 2 total stops
  • 55h 35m total
  • Winnipeg to Milan
Search Deals
Highest demand for flights based on searches. 7% potential increase in price (C$ 133 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease (C$ 46 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in September 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 - LIN Milan Linate

YWGLIN

Winnipeg

Mon 2/11

6:35 p.m.-9:55 p.m.

3 stops44h 20m

Milan Linate

Wed 31/12

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

Nonstop0h 00m

C$ 517

WinnipegMilan

YWG Winnipeg - MXP Milan Malpensa

YWGMXP

Winnipeg

Sun 1/11

8:35 p.m.-9:20 a.m.

3 stops53h 45m

Milan Malpensa

Wed 31/12

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

Nonstop0h 00m

C$ 529

WinnipegMilan

YWG Winnipeg - LIN Milan Linate

YWGLIN

Winnipeg

Sun 1/11

8:35 p.m.-7:25 p.m.

2 stops39h 50m

Milan Linate

Wed 31/12

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

Nonstop0h 00m

C$ 540

WinnipegMilan

YWG Winnipeg - MXP Milan Malpensa

YWGMXP

Winnipeg

Thu 5/11

5:00 a.m.-2:55 p.m.

3 stops50h 55m

Milan Malpensa

Wed 31/12

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

Nonstop0h 00m

C$ 604

WinnipegMilan

YWG Winnipeg - LIN Milan Linate

YWGLIN

Winnipeg

Thu 5/11

6:00 a.m.-10:20 a.m.

3 stops21h 20m

Milan Linate

Wed 31/12

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

Nonstop0h 00m

C$ 673

WinnipegMilan

YWG Winnipeg - MXP Milan Malpensa

YWGMXP

Winnipeg

Tue 22/12

3:45 p.m.-5:25 p.m.

2 stops18h 40m

Milan Malpensa

Wed 31/12

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

Nonstop0h 00m

C$ 944

WinnipegMilan

YWG Winnipeg - LIN Milan Linate

YWGLIN

Winnipeg

Thu 14/1

11:10 a.m.-12:00 p.m.

2 stops17h 50m

Milan Linate

Thu 21/1

10:55 a.m.-11:59 p.m.

2 stops20h 04m

C$ 1,019

WinnipegMilan

YWG Winnipeg - MXP Milan Malpensa

YWGMXP

Winnipeg

Mon 19/10

10:50 a.m.-10:20 a.m.

1 stop16h 30m

Milan Malpensa

Fri 23/10

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

2 stops38h 40m

C$ 1,022

WinnipegMilan

YWG Winnipeg - MXP Milan Malpensa

YWGMXP

Winnipeg

Thu 14/1

5:38 p.m.-9:50 a.m.

2 stops33h 12m

Milan Malpensa

Thu 21/1

12:00 p.m.-11:34 p.m.

2 stops18h 34m

C$ 1,039

WinnipegMilan

YWG Winnipeg - MXP Milan Malpensa

YWGMXP

Winnipeg

Thu 14/1

2:05 p.m.-10:05 a.m.

1 stop13h 00m

Milan Malpensa

Thu 21/1

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

2 stops30h 30m

C$ 1,049

Flights are sorted by cheapest round-trip flights first.

Deals found on 18/9

Showing 1-10 of 18 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 45m. KLM provides one of the quickest options available for as low as C$ 1,351. 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 Malpensa flights
Winnipeg to Linate flights
Winnipeg to Verona flights

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