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Cheap flights from Winnipeg to Milan from C$ 400

YWG — MIL
21 Sep — 28 Sep1
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

Sun 4/1010:50 a.m. -
1 stop16h 30m
Tue 20/1012:20 p.m. -
1 stop15h 54m
Deal found 17/8C$ 940
Sun 4/106:05 p.m. -
2 stops33h 05m
Tue 20/108:00 a.m. -
2 stops19h 20m
Deal found 17/8C$ 971
Thu 5/118:05 a.m. -
2 stops29h 00m
Wed 11/117:00 a.m. -
2 stops34h 05m
Deal found 19/8C$ 987
Mon 19/101:30 p.m. -
2 stops13h 50m
Fri 23/1012:20 p.m. -
1 stop15h 54m
Deal found 17/8C$ 1,000
Sat 17/1010:50 a.m. -
1 stop16h 30m
Mon 26/1011:55 a.m. -
2 stops28h 29m
Deal found 21/8C$ 1,018
Sat 17/103:20 p.m. -
2 stops36h 00m
Mon 26/106:10 a.m. -
2 stops21h 04m
Deal found 21/8C$ 1,031
Sat 17/104:10 p.m. -
2 stops14h 20m
Mon 26/107:00 a.m. -
2 stops17h 28m
Deal found 21/8C$ 1,068
Thu 5/118:05 a.m. -
2 stops19h 00m
Wed 11/112:45 p.m. -
2 stops15h 59m
Deal found 19/8C$ 1,097
Fri 25/92:00 p.m. -
2 stops39h 00m
Sat 3/106:50 a.m. -
2 stops34h 07m
Deal found 17/8C$ 1,472
Fri 25/92:00 p.m. -
2 stops17h 40m
Sat 3/107:00 a.m. -
2 stops21h 14m
Deal found 18/8C$ 1,588
Mon 24/84:05 p.m. -
2 stops19h 35m
Mon 31/86:55 a.m. -
2 stops20h 50m
Deal found 18/8C$ 1,882

Find flight deals from Winnipeg to Milan

Round-trip from

C$ 940

One-way from

C$ 400

Popular in

September

Cheapest in

February

Average price

C$ 1,354
Air Canada
  • Air Canada
  • 4/10-20/10
  • 2 total stops
  • 32h 24m total
  • Winnipeg to Milan
Search Deals
1/10
  • 1/10
  • 2 total stops
  • 38h 30m total
  • Winnipeg to Milan
Search Deals
Highest demand for flights based on searches. 11% potential increase in price (C$ 209 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease (C$ 67 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in August 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

Sun 4/10

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

1 stop16h 30m

Milan Malpensa

Tue 20/10

12:20 p.m.-9:14 p.m.

1 stop15h 54m

C$ 940

WinnipegMilan

YWG Winnipeg - LIN Milan Linate

YWGLIN

Winnipeg

Sun 4/10

6:05 p.m.-10:10 a.m.

2 stops33h 05m

Milan Linate

Tue 20/10

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

2 stops19h 20m

C$ 971
Quickest round-trip

WinnipegMilan

YWG Winnipeg - MXP Milan Malpensa

YWGMXP

Winnipeg

Mon 19/10

1:30 p.m.-10:20 a.m.

2 stops13h 50m

Milan Malpensa

Fri 23/10

12:20 p.m.-9:14 p.m.

1 stop15h 54m

C$ 1,000

WinnipegMilan

YWG Winnipeg - MXP Milan Malpensa

YWGMXP

Winnipeg

Thu 5/11

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

1 stop19h 00m

Milan Malpensa

Wed 11/11

10:30 a.m.-9:14 p.m.

2 stops17h 44m

C$ 1,021

WinnipegMilan

YWG Winnipeg - LIN Milan Linate

YWGLIN

Winnipeg

Sun 24/1

2:05 p.m.-12:20 p.m.

2 stops15h 15m

Milan Linate

Thu 28/1

6:25 a.m.-4:38 p.m.

2 stops17h 13m

C$ 1,086

WinnipegMilan

YWG Winnipeg - LIN Milan Linate

YWGLIN

Winnipeg

Thu 5/11

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

2 stops19h 00m

Milan Linate

Wed 11/11

2:45 p.m.-11:44 p.m.

2 stops15h 59m

C$ 1,097

WinnipegMilan

YWG Winnipeg - LIN Milan Linate

YWGLIN

Winnipeg

Fri 25/9

2:00 p.m.-12:00 p.m.

2 stops39h 00m

Milan Linate

Sat 3/10

6:50 a.m.-9:57 a.m.

2 stops34h 07m

C$ 1,472

WinnipegMilan

YWG Winnipeg - LIN Milan Linate

YWGLIN

Winnipeg

Fri 25/9

2:00 p.m.-2:40 p.m.

2 stops17h 40m

Milan Linate

Sat 3/10

7:00 a.m.-9:14 p.m.

2 stops21h 14m

C$ 1,588
Cheapest one-way

WinnipegMilan

YWG Winnipeg - MXP Milan Malpensa

YWGMXP

Winnipeg

Thu 1/10

6:05 p.m.-3:35 p.m.

2 stops38h 30m

C$ 400

WinnipegMilan

YWG Winnipeg - MXP Milan Malpensa

YWGMXP

Winnipeg

Sat 3/10

10:45 a.m.-12:05 a.m.

3 stops30h 20m

C$ 427

Flights are sorted by cheapest round-trip flights first.

Deals found on 17/8

Showing 1-10 of 16 resultsSorted by cheapest first
1
2

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

How much does it cost to fly round-trip from Winnipeg to Milan?

Airfare is below average for this route at the moment.
Winnipeg to Milan flights typically cost between C$ 1,257 and C$ 1,697 in October.
The cheapest round-trip price found within the last 5 days was C$ 940 on Air Canada (4 Oct-20 Oct).

Reviews of airlines servicing Milan

Get a feel of what it's like to fly with 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.
Air Canada
7.1
Good
11,514 reviews
Check prices

Entertainment

6.8

Boarding

7.3

Comfort

7.1

Crew

7.8

Food

6.3

Overall

7.1

Reviews

1 / 20
8.0
Excellent

Micheline,Aug 2026

YUL - LAX

The wheelchair was offered asa i presented myself, the staff was attentive, friendly and helpful. The check in was quick and i was delivered to my gate in a timely manner. My carryon bag did not fit under the aisle seat, but does fit under the middle seat. I had no access to my carryon as it had to go in the overhead bin. The wheelchair was available as i deplaned. The attendant was very helpful and friendly. I’ve noticed a big improvement in this service during the last few years. Thanks.🙏
Air Canada
7.1
Good
11,514 reviews
Air Canada
7.1
Good
11,514 reviews
Check prices

Entertainment

6.8

Boarding

7.3

Comfort

7.1

Crew

7.8

Food

6.3

Overall

7.1

Reviews

1 / 20
8.0
Excellent

Micheline,Aug 2026

YUL - LAX

The wheelchair was offered asa i presented myself, the staff was attentive, friendly and helpful. The check in was quick and i was delivered to my gate in a timely manner. My carryon bag did not fit under the aisle seat, but does fit under the middle seat. I had no access to my carryon as it had to go in the overhead bin. The wheelchair was available as i deplaned. The attendant was very helpful and friendly. I’ve noticed a big improvement in this service during the last few years. Thanks.🙏

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 16h 30m. Air Canada provides one of the quickest options available for as low as C$ 940. Winnipeg and Milan are separated by a distance of 7220 km.

  • 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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