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Cheap flights from Winnipeg to Milan from C$ 317

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 16/2. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — MIL
27 Jan — 3 Feb1
1 adult
1 adult, Economy, 0 bags

Cheap flight deals from Winnipeg to Milan

Enter your travel dates to find the best prices.

Best flights from Winnipeg to Milan
Discover carefully curated flight deals from Winnipeg to Milan that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated 28 December 2025.

Mon 2/24:10 p.m.YWG - LIN
2 stops23h 15mWestJet
Tue 17/29:45 a.m.LIN - YWG
2 stops17h 20mWestJet
Deal found 26/12C$ 832
Mon 2/212:55 p.m.YWG - MXP
3 stops25h 15mMultiple Airlines
Tue 17/26:30 a.m.MXP - YWG
2 stops20h 35mMultiple Airlines
Deal found 26/12C$ 895
Fri 23/111:53 a.m.YWG - MXP
2 stops22h 32mDelta
Tue 27/112:00 p.m.MXP - YWG
2 stops35h 29mDelta
Deal found 25/12C$ 965
Mon 2/21:45 p.m.YWG - MXP
1 stop13h 10mAir Canada
Tue 17/211:35 a.m.MXP - YWG
2 stops19h 19mAir Canada
Deal found 26/12C$ 973
Sat 24/16:15 a.m.YWG - MXP
2 stops33h 45mWestJet
Sat 31/16:55 a.m.MXP - YWG
2 stops24h 46mWestJet
Deal found 26/12C$ 880
Sat 24/112:10 p.m.YWG - MXP
2 stops20h 45mMultiple Airlines
Sat 31/17:15 a.m.MXP - YWG
2 stops39h 15mMultiple Airlines
Deal found 25/12C$ 972
Wed 11/38:15 a.m.YWG - MXP
1 stop18h 40mAir Canada
Fri 20/312:05 p.m.MXP - YWG
2 stops27h 44mAir Canada
Deal found 26/12C$ 984
Fri 23/16:55 p.m.YWG - LIN
2 stops44h 30mWestJet
Tue 27/16:30 a.m.LIN - YWG
2 stops25h 11mWestJet
Deal found 25/12C$ 907
Fri 23/16:00 a.m.YWG - MXP
2 stops44h 55mMultiple Airlines
Fri 30/11:05 p.m.MXP - YWG
1 stop34h 30mMultiple Airlines
Deal found 26/12C$ 985
Fri 23/16:00 a.m.YWG - MXP
2 stops44h 55mAir Canada
Fri 30/11:05 p.m.MXP - YWG
1 stop28h 11mAir Canada
Deal found 26/12C$ 985
Sat 24/11:45 p.m.YWG - LIN
2 stops21h 05mMultiple Airlines
Sat 31/16:10 a.m.LIN - YWG
2 stops17h 25mMultiple Airlines
Deal found 25/12C$ 1,046
Sat 24/17:50 a.m.YWG - LIN
2 stops31h 35mWestJet
Sat 31/16:30 a.m.LIN - YWG
2 stops25h 11mWestJet
Deal found 26/12C$ 1,058
Wed 11/34:10 p.m.YWG - LIN
2 stops24h 15mWestJet
Fri 20/36:30 a.m.LIN - YWG
2 stops24h 10mWestJet
Deal found 28/12C$ 1,122
Mon 2/24:10 p.m.YWG - LIN
2 stops20h 15mMultiple Airlines
Tue 17/27:15 a.m.LIN - YWG
3 stops19h 50mMultiple Airlines
Deal found 26/12C$ 1,134
Wed 11/35:30 p.m.YWG - LIN
2 stops14h 35mAir Canada
Fri 20/36:10 a.m.LIN - YWG
2 stops16h 25mAir Canada
Deal found 26/12C$ 1,251
Sat 14/35:30 p.m.YWG - LIN
2 stops14h 35mAir Canada
Tue 17/36:15 a.m.LIN - YWG
2 stops16h 20mAir Canada
Deal found 26/12C$ 1,460

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 28 December 2025.

Round-trip from

C$ 832

One-way from

C$ 317

Popular in

February

Cheapest in

October

Average price

C$ 1,144
WestJet
  • WestJet
  • 2/2-17/2
  • 4 total stops
  • 40h 35m total
  • Winnipeg to Milan
Search Deals
16/2
  • 16/2
  • 2 total stops
  • 41h 05m total
  • Winnipeg to Milan
Search Deals
Highest demand for flights based on searches. 10% potential increase in price (C$ 197 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease (C$ 35 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
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 28 December 2025.
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 - LIN

YWGLIN

Winnipeg

Mon 2/2

4:10 p.m.-10:25 p.m.

2 stops23h 15m

Milan Linate

Tue 17/2

9:45 a.m.-8:05 p.m.

2 stops17h 20m

C$ 832

WinnipegMilan

YWG - MXP

YWGMXP

Winnipeg

Sat 24/1

6:15 a.m.-11:00 p.m.

2 stops33h 45m

Milan Malpensa

Sat 31/1

6:55 a.m.-12:41 a.m.

2 stops24h 46m

C$ 880

WinnipegMilan

YWG - MXP

YWGMXP

Winnipeg

Mon 2/2

12:55 p.m.-9:10 p.m.

3 stops25h 15m

Milan Malpensa

Tue 17/2

6:30 a.m.-8:05 p.m.

2 stops20h 35m

C$ 895

WinnipegMilan

YWG - LIN

YWGLIN

Winnipeg

Fri 23/1

6:55 p.m.-10:25 p.m.

2 stops44h 30m

Milan Linate

Tue 27/1

6:30 a.m.-12:41 a.m.

2 stops25h 11m

C$ 907

WinnipegMilan

YWG - MXP

YWGMXP

Winnipeg

Fri 23/1

11:53 a.m.-5:25 p.m.

2 stops22h 32m

Milan Malpensa

Tue 27/1

12:00 p.m.-4:29 p.m.

2 stops35h 29m

C$ 965

WinnipegMilan

YWG - MXP

YWGMXP

Winnipeg

Sat 24/1

12:10 p.m.-3:55 p.m.

2 stops20h 45m

Milan Malpensa

Sat 31/1

7:15 a.m.-3:30 p.m.

2 stops39h 15m

C$ 972

WinnipegMilan

YWG - MXP

YWGMXP

Winnipeg

Mon 2/2

1:45 p.m.-9:55 a.m.

1 stop13h 10m

Milan Malpensa

Tue 17/2

11:35 a.m.-11:54 p.m.

2 stops19h 19m

C$ 973

WinnipegMilan

YWG - MXP

YWGMXP

Winnipeg

Wed 11/3

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

1 stop18h 40m

Milan Malpensa

Fri 20/3

12:05 p.m.-9:49 a.m.

2 stops27h 44m

C$ 984

WinnipegMilan

YWG - MXP

YWGMXP

Winnipeg

Fri 23/1

6:00 a.m.-9:55 a.m.

2 stops44h 55m

Milan Malpensa

Fri 30/1

1:05 p.m.-4:35 p.m.

1 stop34h 30m

C$ 985

WinnipegMilan

YWG - MXP

YWGMXP

Winnipeg

Fri 23/1

6:00 a.m.-9:55 a.m.

2 stops44h 55m

Milan Malpensa

Fri 30/1

1:05 p.m.-10:16 a.m.

1 stop28h 11m

C$ 985

Flights are sorted by cheapest round-trip flights first.

Deals found on 26/12

Showing 1-10 of 26 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 28 December 2025.
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
3,222 reviews
Check prices

Entertainment

6.1

Comfort

7.0

Food

6.2

Crew

7.9

Boarding

7.4

Overall

7.2

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
3,222 reviews
WestJet
7.2
Good
3,222 reviews
Check prices

Entertainment

6.1

Comfort

7.0

Food

6.2

Crew

7.9

Boarding

7.4

Overall

7.2

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
10,562 reviews
WestJet
7.2
Good
3,222 reviews
Check prices

Entertainment

6.1

Comfort

7.0

Food

6.2

Crew

7.9

Boarding

7.4

Overall

7.2

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 2 different airlines.

  • How long is the flight from Winnipeg to Milan?

    A quick flight from Winnipeg to Milan can take about 22h 32m. WestJet provides one of the quickest options available for as low as C$ 965. 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 are the cheapest airlines flying from Winnipeg to Milan round-trip?

    Cheapflights users have booked flights from Winnipeg to Milan round-trip from C$ 814. Another airline that can offer you cheap pricing is Air Canada. These flights start at 37% 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 2 airlines flying from Winnipeg to Milan

Discover the top 2 airlines 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 28 December 2025.
AirlineCheapestAverageFlexibilityOn-time
WestJetCheapestC$ 814AverageC$ 1,260FlexibilityNo cancel feeOn-time60%
Search WestJet flights
Air CanadaCheapestC$ 1,034AverageC$ 1,196FlexibilityNo cancel feeOn-time67%
Search Air Canada flights

Fly with Cheapflights

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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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