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Cheap flights from Winnipeg to Milan from C$ 373

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 25/2. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — MIL
1 Mar — 8 Mar1
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 30 January 2026.

Mon 9/212:10 p.m.
YWG
-
MXP
2 stops23h 35m
Multiple Airlines
Tue 17/27:10 a.m.
MXP
-
YWG
2 stops39h 20m
Multiple Airlines
Deal found 29/1C$ 882
Sat 7/311:53 a.m.
YWG
-
MXP
2 stops35h 37m
Delta
Fri 13/311:00 a.m.
MXP
-
YWG
2 stops54h 01m
Delta
Deal found 27/1C$ 910
Fri 24/45:20 p.m.
YWG
-
MXP
2 stops30h 25m
Delta
Tue 5/52:15 p.m.
MXP
-
YWG
2 stops33h 07m
Delta
Deal found 28/1C$ 911
Tue 3/312:10 p.m.
YWG
-
MXP
2 stops22h 40m
Multiple Airlines
Sun 8/37:50 a.m.
MXP
-
YWG
2 stops21h 45m
Multiple Airlines
Deal found 27/1C$ 922
Tue 3/39:00 p.m.
YWG
-
LIN
2 stops42h 25m
WestJet
Sun 8/36:30 a.m.
LIN
-
YWG
2 stops33h 37m
WestJet
Deal found 27/1C$ 924
Sat 25/48:15 a.m.
YWG
-
MXP
1 stop19h 05m
Multiple Airlines
Tue 5/512:20 p.m.
MXP
-
YWG
1 stop33h 44m
Multiple Airlines
Deal found 28/1C$ 956
Fri 24/47:05 p.m.
YWG
-
MXP
2 stops32h 15m
Multiple Airlines
Tue 5/512:20 p.m.
MXP
-
YWG
1 stop33h 44m
Multiple Airlines
Deal found 28/1C$ 957
Sat 7/211:53 a.m.
YWG
-
MXP
2 stops38h 52m
Delta
Tue 17/26:55 a.m.
MXP
-
YWG
2 stops35h 06m
Delta
Deal found 29/1C$ 964
Tue 28/46:00 a.m.
YWG
-
MXP
2 stops21h 20m
Air Canada
Fri 15/512:20 p.m.
MXP
-
YWG
3 stops38h 27m
Air Canada
Deal found 27/1C$ 976
Sat 7/37:20 p.m.
YWG
-
MXP
2 stops54h 35m
Multiple Airlines
Fri 13/312:05 p.m.
MXP
-
YWG
1 stop34h 30m
Multiple Airlines
Deal found 27/1C$ 978
Tue 3/38:15 a.m.
YWG
-
MXP
1 stop18h 40m
Air Canada
Sun 8/311:40 a.m.
MXP
-
YWG
2 stops18h 14m
Air Canada
Deal found 27/1C$ 980
Sat 7/211:53 a.m.
YWG
-
MXP
2 stops38h 52m
Delta
Mon 16/211:35 a.m.
MXP
-
YWG
2 stops54h 26m
Delta
Deal found 29/1C$ 982

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 30 January 2026.

Round-trip from

C$ 882

One-way from

C$ 373

Popular in

June

Cheapest in

October

Average price

C$ 1,459
9/2-17/2
  • 9/2-17/2
  • 4 total stops
  • 62h 55m total
  • Winnipeg to Milan
Search Deals
WestJet
  • WestJet
  • 25/2
  • 2 total stops
  • 44h 30m total
  • Winnipeg to Milan
Search Deals
Highest demand for flights based on searches. 2% potential increase in price (C$ 35 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease (C$ 28 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 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 30 January 2026.
Use the filters below to find and compare flights from Winnipeg to Milan that are best for you.

Fly from

Winnipeg

Fly to

Milan

Route

Depart

Return

Price

WinnipegMilan

YWG - MXP

YWGMXP

Winnipeg

Sat 7/3

11:53 a.m.-6:30 a.m.

2 stops35h 37m

Milan Malpensa

Fri 13/3

11:00 a.m.-11:01 a.m.

2 stops54h 01m

C$ 910

WinnipegMilan

YWG - MXP

YWGMXP

Winnipeg

Tue 3/3

12:10 p.m.-5:50 p.m.

2 stops22h 40m

Milan Malpensa

Sun 8/3

7:50 a.m.-10:35 p.m.

2 stops21h 45m

C$ 922

WinnipegMilan

YWG - LIN

YWGLIN

Winnipeg

Tue 3/3

9:00 p.m.-10:25 p.m.

2 stops42h 25m

Milan Linate

Sun 8/3

6:30 a.m.-9:07 a.m.

2 stops33h 37m

C$ 924

WinnipegMilan

YWG - MXP

YWGMXP

Winnipeg

Sat 25/4

7:05 a.m.-10:20 a.m.

2 stops20h 15m

Milan Malpensa

Tue 5/5

12:20 p.m.-3:04 p.m.

1 stop33h 44m

C$ 957

WinnipegMilan

YWG - MXP

YWGMXP

Winnipeg

Fri 24/4

7:05 p.m.-10:20 a.m.

2 stops32h 15m

Milan Malpensa

Tue 5/5

12:20 p.m.-3:04 p.m.

1 stop33h 44m

C$ 957

WinnipegMilan

YWG - MXP

YWGMXP

Winnipeg

Tue 28/4

8:15 a.m.-10:20 a.m.

1 stop19h 05m

Milan Malpensa

Fri 15/5

12:20 p.m.-11:13 p.m.

2 stops17h 53m

C$ 976

WinnipegMilan

YWG - MXP

YWGMXP

Winnipeg

Sat 7/3

7:20 p.m.-8:55 a.m.

2 stops54h 35m

Milan Malpensa

Fri 13/3

12:05 p.m.-4:35 p.m.

1 stop34h 30m

C$ 978

WinnipegMilan

YWG - MXP

YWGMXP

Winnipeg

Tue 3/3

8:15 a.m.-9:55 a.m.

1 stop18h 40m

Milan Malpensa

Sun 8/3

11:40 a.m.-11:54 p.m.

2 stops18h 14m

C$ 980

WinnipegMilan

YWG - LIN

YWGLIN

Winnipeg

Sat 7/3

12:55 p.m.-3:55 p.m.

2 stops20h 00m

Milan Linate

Fri 13/3

9:45 a.m.-12:39 a.m.

2 stops20h 54m

C$ 988

WinnipegMilan

YWG - LIN

YWGLIN

Winnipeg

Sat 25/4

12:40 p.m.-12:00 p.m.

2 stops16h 20m

Milan Linate

Tue 5/5

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

2 stops17h 00m

C$ 988

Flights are sorted by cheapest round-trip flights first.

Deals found on 29/1

Showing 1-10 of 37 results
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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
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
No data available for this route at this time. Please check back soon.

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 30 January 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
3,252 reviews
Check prices

Food

6.2

Overall

7.2

Boarding

7.4

Crew

7.9

Entertainment

6.1

Comfort

7.0

Reviews

1 / 20
2.0
Mediocre

Blaine,Dec 2025

YYC - YVR

The worst I’ve ever had in 50 years of flying
WestJet
7.2
Good
3,252 reviews
WestJet
7.2
Good
3,252 reviews
Check prices

Food

6.2

Overall

7.2

Boarding

7.4

Crew

7.9

Entertainment

6.1

Comfort

7.0

Reviews

1 / 20
2.0
Mediocre

Blaine,Dec 2025

YYC - YVR

The worst I’ve ever had in 50 years of flying
Air Canada
7.1
Good
10,667 reviews
WestJet
7.2
Good
3,252 reviews
Check prices

Food

6.2

Overall

7.2

Boarding

7.4

Crew

7.9

Entertainment

6.1

Comfort

7.0

Reviews

1 / 20
2.0
Mediocre

Blaine,Dec 2025

YYC - YVR

The worst I’ve ever had in 50 years of flying

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 1 airline.

  • How long is the flight from Winnipeg to Milan?

    A quick flight from Winnipeg to Milan can take about 35h 37m. Delta provides one of the quickest options available for as low as C$ 910. 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.

  • What is the cheapest airline to fly from Winnipeg to Milan round-trip?

    Cheapflights users have booked flights from Winnipeg to Milan round-trip from C$ 806. This flight start at 36% lower than the current average price 3 months from now.

  • 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

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

Top airline flying from Winnipeg to Milan

Discover the top airline that operate flights from Winnipeg to Milan. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 629,999 searches. Data last updated 30 January 2026.
AirlineCheapestAverageFlexibilityOn-time
WestJetCheapestC$ 806AverageC$ 1,247FlexibilityNo cancel feeOn-time60%
Search WestJet 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.

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