Find flights
When to book
Airlines
FAQs

Cheap flights from Winnipeg to Milan from C$ 454

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 15/9. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — MIL
26 Aug — 2 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
Explore the most affordable flight options available from Winnipeg to Milan. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 27 July 2026.

Thu 15/101:25 p.m.
YWG
-
MXP
2 stops13h 55m
Air Canada
Mon 19/1012:20 p.m.
MXP
-
YWG
2 stops38h 40m
Air Canada
Deal found 22/7C$ 992
Thu 15/108:00 a.m.
YWG
-
LIN
2 stops22h 55m
Delta
Mon 19/106:40 a.m.
LIN
-
YWG
2 stops20h 13m
Delta
Deal found 21/7C$ 1,044
Fri 7/83:58 p.m.
YWG
-
MXP
2 stops24h 02m
Delta
Fri 14/811:25 a.m.
MXP
-
YWG
2 stops36h 27m
Delta
Deal found 25/7C$ 1,050
Fri 25/91:30 p.m.
YWG
-
MXP
2 stops37h 50m
Air Canada
Sat 3/1011:20 a.m.
MXP
-
YWG
2 stops42h 13m
Air Canada
Deal found 22/7C$ 1,144
Fri 25/95:44 p.m.
YWG
-
LIN
2 stops15h 11m
Delta
Sat 3/106:40 a.m.
LIN
-
YWG
2 stops23h 50m
Delta
Deal found 21/7C$ 1,200
Sun 30/812:46 p.m.
YWG
-
LIN
2 stops14h 19m
Delta
Fri 18/96:25 a.m.
LIN
-
YWG
2 stops36h 26m
Delta
Deal found 25/7C$ 1,210
Fri 25/92:00 p.m.
YWG
-
LIN
2 stops17h 40m
Lufthansa
Sat 3/1012:40 p.m.
LIN
-
YWG
2 stops40h 53m
Lufthansa
Deal found 22/7C$ 1,291
Fri 7/86:05 p.m.
YWG
-
LIN
2 stops21h 25m
Multiple Airlines
Fri 14/81:00 p.m.
LIN
-
YWG
2 stops18h 55m
Multiple Airlines
Deal found 25/7C$ 1,309
Sat 29/812:46 p.m.
YWG
-
LIN
2 stops14h 19m
Multiple Airlines
Sat 19/92:55 p.m.
LIN
-
YWG
2 stops17h 00m
Multiple Airlines
Deal found 25/7C$ 1,382
Fri 25/92:00 p.m.
YWG
-
LIN
2 stops17h 40m
Multiple Airlines
Sat 3/107:00 a.m.
LIN
-
YWG
2 stops18h 12m
Multiple Airlines
Deal found 25/7C$ 1,446
Sat 1/812:56 p.m.
YWG
-
LIN
2 stops45h 39m
United Airlines
Sun 23/86:50 a.m.
LIN
-
YWG
2 stops22h 43m
United Airlines
Deal found 26/7C$ 1,454

Find flight deals from Winnipeg to Milan

Discover tips and strategies to find the most affordable flight options for your journey from Winnipeg (YWG) to Milan (MIL). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated 27 July 2026.

Round-trip from

C$ 992

One-way from

C$ 454

Popular in

September

Cheapest in

February

Average price

C$ 1,123
Air Canada
  • Air Canada
  • 15/10-19/10
  • 4 total stops
  • 52h 35m total
  • Winnipeg to Milan
Search Deals
15/9
  • 15/9
  • 3 total stops
  • 52h 25m total
  • Winnipeg to Milan
Search Deals
Highest demand for flights based on searches. 13% potential increase in price (C$ 272 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease (C$ 76 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in July 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Winnipeg to Milan that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 629,999 searches. Data last updated 27 July 2026.
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 - MXP

YWGMXP

Winnipeg

Thu 15/10

1:25 p.m.-10:20 a.m.

2 stops13h 55m

Milan Malpensa

Mon 19/10

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

2 stops38h 40m

C$ 992

WinnipegMilan

YWG - LIN

YWGLIN

Winnipeg

Thu 15/10

8:00 a.m.-1:55 p.m.

2 stops22h 55m

Milan Linate

Mon 19/10

6:40 a.m.-7:53 p.m.

2 stops20h 13m

C$ 1,044

WinnipegMilan

YWG - MXP

YWGMXP

Winnipeg

Fri 25/9

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

2 stops37h 50m

Milan Malpensa

Sat 3/10

11:20 a.m.-10:33 p.m.

2 stops42h 13m

C$ 1,144

WinnipegMilan

YWG - LIN

YWGLIN

Winnipeg

Fri 25/9

5:44 p.m.-3:55 p.m.

2 stops15h 11m

Milan Linate

Sat 3/10

6:40 a.m.-11:30 p.m.

2 stops23h 50m

C$ 1,200

WinnipegMilan

YWG - MXP

YWGMXP

Winnipeg

Sat 29/8

8:05 p.m.-8:30 a.m.

2 stops29h 25m

Milan Malpensa

Sat 5/9

11:10 a.m.-11:10 a.m.

2 stops31h 00m

C$ 1,203

WinnipegMilan

YWG - MXP

YWGMXP

Winnipeg

Fri 25/9

5:25 p.m.-10:20 a.m.

2 stops33h 55m

Milan Malpensa

Sat 3/10

6:15 a.m.-11:07 p.m.

2 stops23h 52m

C$ 1,215

WinnipegMilan

YWG - MXP

YWGMXP

Winnipeg

Fri 7/8

7:00 a.m.-1:20 p.m.

1 stop23h 20m

Milan Malpensa

Fri 14/8

3:20 p.m.-11:52 a.m.

1 stop27h 32m

C$ 1,247

WinnipegMilan

YWG - LIN

YWGLIN

Winnipeg

Fri 25/9

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

2 stops17h 40m

Milan Linate

Sat 3/10

12:40 p.m.-10:33 p.m.

2 stops40h 53m

C$ 1,291
Quickest round-trip

WinnipegMilan

YWG - LIN

YWGLIN

Winnipeg

Sun 30/8

12:46 p.m.-10:05 a.m.

2 stops14h 19m

Milan Linate

Sat 19/9

2:55 p.m.-12:55 a.m.

2 stops17h 00m

C$ 1,382

WinnipegMilan

YWG - LIN

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.-6:12 p.m.

2 stops18h 12m

C$ 1,446

Flights are sorted by cheapest round-trip flights first.

Deals found on 24/7

Showing 1-10 of 23 resultsSorted by cheapest first
1
2
3

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
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

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$ 1,058 and C$ 1,784 in October.
The cheapest round-trip price found within the last 5 days was C$ 992 on Air Canada (15 Oct-19 Oct).

Reviews of airlines servicing Milan

Get insights into the airlines that provide service to Milan. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Milan. Reviews last updated 27 July 2026.
Get a feel of what it's like to fly with WestJet and 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.
WestJet
7.2
Good
3,415 reviews
Check prices

Comfort

7.0

Crew

7.9

Food

6.2

Entertainment

6.1

Overall

7.2

Boarding

7.4

Reviews

1 / 20
10.0
Excellent

Joseph,Feb 2026

YYJ - YEG

Is just a domestic flight can't complain at all..but everything is great..
WestJet
7.2
Good
3,415 reviews
WestJet
7.2
Good
3,415 reviews
Check prices

Comfort

7.0

Crew

7.9

Food

6.2

Entertainment

6.1

Overall

7.2

Boarding

7.4

Reviews

1 / 20
10.0
Excellent

Joseph,Feb 2026

YYJ - YEG

Is just a domestic flight can't complain at all..but everything is great..
Air Canada
7.1
Good
11,391 reviews
WestJet
7.2
Good
3,415 reviews
Check prices

Comfort

7.0

Crew

7.9

Food

6.2

Entertainment

6.1

Overall

7.2

Boarding

7.4

Reviews

1 / 20
10.0
Excellent

Joseph,Feb 2026

YYJ - YEG

Is just a domestic flight can't complain at all..but everything is great..

Related info for your journey

Find useful and relevant information for your journey from Winnipeg to Milan. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • 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 55m. Air Canada provides one of the quickest options available for as low as C$ 992. 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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Winnipeg to Milan

See prices for flight routes from nearby airports that may be better suited for you.
Winnipeg to Malpensa flights
Winnipeg to Linate flights
Winnipeg to Verona flights

Fly with Cheapflights

Find the best flight deals on Cheapflights, where travelers can enjoy low prices and a wide availability of flights to their desired destinations.

How does Cheapflights help users find flights from Winnipeg to Milan?

Cheapflights goes through 900+ travel sites to look for the best flight deals for flights from Winnipeg to Milan. Too many options? Cheapflights also provides filters for things like airlines, price ranges, and number of stops to help you make a decision easily.

Why should you use Cheapflights to find cheap flight tickets from Winnipeg to Milan?

By finding flights from multiple airlines and providers at completely no cost, Cheapflights helps millions of users like you annually find the best flights to Milan from Winnipeg.

Can Cheapflights find flights from Winnipeg to Milan with no change fees?

Users can book flights with no change fees policies with our dedicated filters. Book flights from Winnipeg to Milan flexibly with Cheapflights today.

Can Cheapflights notify me if prices for flights from Winnipeg to Milan become cheaper?

Not ready to book yet? You can track prices for flights from Winnipeg to Milan on Cheapflights with our Price Alert feature and get notified when better prices are available.

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.