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Cheap flights from Winnipeg to Milan from C$ 388

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 15/6. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — MIL
4 Jun — 11 Jun1
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 5 May 2026.

Fri 29/55:41 p.m.
YWG
-
MXP
2 stops30h 04m
Delta
Fri 5/66:45 a.m.
MXP
-
YWG
2 stops23h 41m
Delta
Deal found 1/5C$ 1,030
Mon 8/65:41 p.m.
YWG
-
LIN
2 stops15h 14m
Delta
Thu 11/69:45 a.m.
LIN
-
YWG
2 stops56h 53m
Delta
Deal found 3/5C$ 1,034
Fri 29/511:40 a.m.
YWG
-
MXP
3 stops21h 10m
Multiple Airlines
Fri 5/66:55 a.m.
MXP
-
YWG
2 stops25h 00m
Multiple Airlines
Deal found 1/5C$ 1,122
Sun 14/611:00 a.m.
YWG
-
MXP
2 stops19h 50m
Air Canada
Thu 18/612:20 p.m.
MXP
-
YWG
1 stop16h 09m
Air Canada
Deal found 30/4C$ 1,131
Mon 1/611:55 a.m.
YWG
-
LIN
2 stops15h 10m
Delta
Fri 5/66:40 a.m.
LIN
-
YWG
2 stops35h 14m
Delta
Deal found 4/5C$ 1,148
Fri 19/610:45 a.m.
YWG
-
MXP
3 stops26h 20m
Multiple Airlines
Mon 29/69:55 a.m.
MXP
-
YWG
2 stops31h 10m
Multiple Airlines
Deal found 30/4C$ 1,152
Mon 8/68:00 a.m.
YWG
-
LIN
2 stops21h 20m
Air Canada
Thu 11/610:35 a.m.
LIN
-
YWG
2 stops35h 39m
Air Canada
Deal found 30/4C$ 1,212
Mon 1/65:10 a.m.
YWG
-
MXP
2 stops22h 10m
Air Canada
Thu 4/611:20 a.m.
MXP
-
YWG
2 stops42h 18m
Air Canada
Deal found 4/5C$ 1,215
Sat 16/55:41 p.m.
YWG
-
LIN
2 stops15h 14m
Delta
Sun 24/56:40 a.m.
LIN
-
YWG
2 stops35h 14m
Delta
Deal found 4/5C$ 1,292
Sun 20/92:55 p.m.
YWG
-
MXP
2 stops27h 00m
Multiple Airlines
Tue 29/99:25 p.m.
MXP
-
YWG
2 stops29h 00m
Multiple Airlines
Deal found 3/5C$ 1,297
Sat 1/87:00 a.m.
YWG
-
MXP
3 stops35h 15m
Multiple Airlines
Tue 25/86:30 p.m.
MXP
-
YWG
3 stops30h 40m
Multiple Airlines
Deal found 30/4C$ 1,299
Fri 19/64:05 p.m.
YWG
-
LIN
2 stops22h 35m
Multiple Airlines
Mon 29/61:10 p.m.
LIN
-
YWG
2 stops27h 55m
Multiple Airlines
Deal found 30/4C$ 1,339

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 5 May 2026.

Round-trip from

C$ 1,030

One-way from

C$ 388

Popular in

February

Cheapest in

March

Average price

C$ 1,239
Delta
  • Delta
  • 29/5-5/6
  • 4 total stops
  • 53h 45m total
  • Winnipeg to Milan
Search Deals
15/6
  • 15/6
  • 3 total stops
  • 47h 25m total
  • Winnipeg to Milan
Search Deals
Highest demand for flights based on searches. 3% potential increase in price (C$ 49 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease (C$ 33 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in May 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 5 May 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 - LIN

YWGLIN

Winnipeg

Mon 8/6

6:40 a.m.-10:05 a.m.

2 stops20h 25m

Milan Linate

Thu 11/6

12:20 p.m.-11:38 a.m.

2 stops54h 18m

C$ 1,034

WinnipegMilan

YWG - MXP

YWGMXP

Winnipeg

Sun 14/6

11:00 a.m.-9:50 a.m.

2 stops15h 50m

Milan Malpensa

Thu 18/6

12:20 p.m.-3:14 p.m.

1 stop33h 54m

C$ 1,136

WinnipegMilan

YWG - LIN

YWGLIN

Winnipeg

Mon 1/6

11:55 a.m.-10:05 a.m.

2 stops15h 10m

Milan Linate

Fri 5/6

6:40 a.m.-10:54 a.m.

2 stops35h 14m

C$ 1,148

WinnipegMilan

YWG - MXP

YWGMXP

Winnipeg

Fri 19/6

10:45 a.m.-8:05 p.m.

3 stops26h 20m

Milan Malpensa

Mon 29/6

9:55 a.m.-10:05 a.m.

2 stops31h 10m

C$ 1,152

WinnipegMilan

YWG - MXP

YWGMXP

Winnipeg

Mon 1/6

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

2 stops22h 10m

Milan Malpensa

Thu 4/6

11:20 a.m.-10:38 p.m.

2 stops42h 18m

C$ 1,215

WinnipegMilan

YWG - LIN

YWGLIN

Winnipeg

Sat 16/5

5:41 p.m.-3:55 p.m.

2 stops15h 14m

Milan Linate

Sun 24/5

6:40 a.m.-10:54 a.m.

2 stops35h 14m

C$ 1,292

WinnipegMilan

YWG - LIN

YWGLIN

Winnipeg

Fri 19/6

4:05 p.m.-9:40 p.m.

2 stops22h 35m

Milan Linate

Mon 29/6

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

2 stops27h 55m

C$ 1,339

WinnipegMilan

YWG - MXP

YWGMXP

Winnipeg

Sat 1/8

8:05 p.m.-1:15 a.m.

1 stop22h 10m

Milan Malpensa

Tue 25/8

8:00 p.m.-6:10 p.m.

2 stops29h 10m

C$ 1,408

WinnipegMilan

YWG - MXP

YWGMXP

Winnipeg

Sat 16/5

7:20 p.m.-9:50 a.m.

2 stops31h 30m

Milan Malpensa

Sun 24/5

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

1 stop27h 32m

C$ 1,423
Quickest round-trip

WinnipegMilan

YWG - MXP

YWGMXP

Winnipeg

Fri 29/5

3:15 p.m.-2:10 p.m.

2 stops15h 55m

Milan Malpensa

Fri 5/6

12:20 p.m.-9:29 p.m.

1 stop16h 09m

C$ 1,494

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/5

Showing 1-10 of 32 resultsSorted by cheapest first
1
2
3
4

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?

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 5 May 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
3,331 reviews
Check prices

Food

6.2

Boarding

7.4

Entertainment

6.1

Comfort

7.0

Crew

7.9

Overall

7.2

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
3,331 reviews
WestJet
7.2
Good
3,331 reviews
Check prices

Food

6.2

Boarding

7.4

Entertainment

6.1

Comfort

7.0

Crew

7.9

Overall

7.2

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
10,998 reviews
WestJet
7.2
Good
3,331 reviews
Check prices

Food

6.2

Boarding

7.4

Entertainment

6.1

Comfort

7.0

Crew

7.9

Overall

7.2

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 1 airline.

  • How long is the flight from Winnipeg to Milan?

    A quick flight from Winnipeg to Milan can take about 15h 50m. Delta provides one of the quickest options available for as low as C$ 1,136. 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$ 811. This flight start at 30% 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 Linate flights
Winnipeg to Malpensa 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 5 May 2026.
AirlineCheapestAverageFlexibilityOn-time
WestJetCheapestC$ 811AverageC$ 1,255FlexibilityNo 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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