What is the cheapest month to book a flight from Winnipeg to Milan?

Currently, February is the cheapest month in which you can book a flight from Winnipeg to Milan (average of C$ 637). Flying from Winnipeg to Milan in July is currently the most expensive (average of C$ 951). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest day to fly from Winnipeg to Milan?

Travelers seeking maximum savings on their Winnipeg to Milan flight should consider departing on Saturday afternoons when fares are most often at their lowest. Friday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.

In terms of precipitation, rainfall in Milan ranges from 55.0 - 132.0 mm per month. May is typically the wettest month, when rainfall can reach 132.0 mm. December is typically the driest time to visit Milan when rainfall is around 55.0 mm.

If weather is an important factor for your trip to Milan, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 22.0 C. Travellers hoping to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 1.0 C).

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

Departing on a Monday is a good option for securing a great price. You can expect to save up to 43% when planning your travel around this day of the week.

What is the cheapest month to fly from Winnipeg to Milan?

Flights from Winnipeg to Milan lean towards being more expensive in July. Prices are generally better when you fly from Winnipeg to Milan in August, with the cheapest ticket starting at C$ 1,019.

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.

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.

C$ 405+ Flights from Winnipeg to Milan

Cheap flight deals from Winnipeg to Milan

Round-trip from	C$ 791
One-way from	C$ 405
Popular in	July
Cheapest in	August
Average price	C$ 1,035

2/2-11/2
4 total stops
44h 35m total
Winnipeg to Milan

Search Deals

27/9
3 total stops
37h 05m total
Winnipeg to Milan

Search Deals

Highest demand for flights based on searches. 11% potential increase in price (C$ 225 potential increase over avg. RT price).

Search Deals

Cheapest flight prices on average. 3% potential price decrease (C$ 62 potential savings vs. average RT price).

Search Deals

Average for round-trip flights in August 2025

Search Deals

Find flight deals from Winnipeg to Milan

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 14 August 2025.

Wed 15/102:35 p.m.YWG - MXP

2 stops36h 55mMultiple Airlines

Thu 23/109:15 a.m.MXP - YWG

2 stops21h 58mMultiple Airlines

Deal found 14/8C$ 999

Wed 15/1011:15 a.m.YWG - MXP

2 stops16h 25mLufthansa

Thu 23/1012:15 p.m.MXP - YWG

1 stop15h 10mLufthansa

Deal found 14/8C$ 1,106

Wed 15/1011:15 a.m.YWG - LIN

2 stops18h 05mAir Canada

Thu 23/107:05 a.m.LIN - YWG

2 stops20h 20mAir Canada

Deal found 14/8C$ 1,122

Wed 15/107:55 a.m.YWG - MXP

1 stop19h 05mAir Canada

Thu 23/1012:15 p.m.MXP - YWG

1 stop15h 10mAir Canada

Deal found 14/8C$ 1,177

Sat 20/910:45 a.m.YWG - MXP

2 stops22h 30mMultiple Airlines

Mon 29/99:00 a.m.MXP - YWG

2 stops22h 13mMultiple Airlines

Deal found 14/8C$ 1,373

Tue 19/82:20 p.m.YWG - MXP

1 stop16h 00mUnited Airlines

Mon 25/89:10 a.m.MXP - YWG

2 stops37h 21mUnited Airlines

Deal found 12/8C$ 1,456

Wed 15/1011:15 a.m.YWG - LIN

2 stops18h 05mBrussels Airlines

Thu 23/101:00 p.m.LIN - YWG

2 stops33h 00mBrussels Airlines

Deal found 14/8C$ 1,518

Sat 20/912:00 p.m.YWG - MXP

1 stop15h 00mAir Canada

Mon 29/912:15 p.m.MXP - YWG

1 stop29h 25mAir Canada

Deal found 14/8C$ 1,540

Fri 19/95:00 a.m.YWG - MXP

2 stops22h 00mAir Canada

Sun 28/912:15 p.m.MXP - YWG

1 stop29h 25mAir Canada

Deal found 14/8C$ 1,548

Tue 19/86:00 a.m.YWG - MXP

2 stops27h 15mMultiple Airlines

Mon 25/89:00 a.m.MXP - YWG

2 stops22h 04mMultiple Airlines

Deal found 12/8C$ 1,556

Sat 20/97:55 a.m.YWG - LIN

2 stops21h 05mAir Canada

Mon 29/97:00 a.m.LIN - YWG

2 stops20h 25mAir Canada

Deal found 13/8C$ 1,643

Sat 20/912:00 p.m.YWG - LIN

2 stops17h 00mMultiple Airlines

Mon 29/97:00 a.m.LIN - YWG

2 stops20h 25mMultiple Airlines

Deal found 14/8C$ 1,645

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 14 August 2025.

Mon 2/24:10 p.m.YWG - MXP

2 stops23h 50mMultiple Airlines

Wed 11/26:20 a.m.MXP - YWG

2 stops20h 45mMultiple Airlines

Deal found 14/8C$ 791

Thu 20/116:15 a.m.YWG - MXP

2 stops29h 35mWestJet

Sun 30/116:55 a.m.MXP - YWG

2 stops25h 01mWestJet

Deal found 14/8C$ 804

Thu 20/111:45 p.m.YWG - MXP

1 stop13h 10mAir Canada

Thu 27/111:05 p.m.MXP - YWG

2 stops17h 39mAir Canada

Deal found 14/8C$ 1,028

Mon 2/21:45 p.m.YWG - MXP

1 stop13h 10mBrussels Airlines

Wed 11/21:05 p.m.MXP - YWG

1 stop34h 30mBrussels Airlines

Deal found 14/8C$ 1,034

Mon 2/29:00 p.m.YWG - LIN

2 stops42h 25mWestJet

Wed 11/26:30 a.m.LIN - YWG

2 stops20h 35mWestJet

Deal found 14/8C$ 834

Thu 20/1110:55 a.m.YWG - MXP

2 stops24h 50mMultiple Airlines

Mon 1/126:15 a.m.MXP - YWG

2 stops23h 26mMultiple Airlines

Deal found 14/8C$ 859

Thu 20/1110:55 a.m.YWG - LIN

2 stops26h 15mMultiple Airlines

Sat 29/118:50 a.m.LIN - YWG

2 stops32h 18mMultiple Airlines

Deal found 14/8C$ 873

Thu 20/111:45 p.m.YWG - MXP

1 stop13h 10mAir Canada

Sun 30/111:05 p.m.MXP - YWG

2 stops17h 39mAir Canada

Deal found 14/8C$ 1,028

Thu 20/1110:55 a.m.YWG - LIN

2 stops26h 15mMultiple Airlines

Mon 1/128:30 a.m.LIN - YWG

2 stops21h 11mMultiple Airlines

Deal found 14/8C$ 878

Thu 20/111:45 p.m.YWG - MXP

1 stop13h 10mAir Canada

Mon 1/1210:40 a.m.MXP - YWG

2 stops36h 55mAir Canada

Deal found 14/8C$ 1,033

Thu 20/111:45 p.m.YWG - MXP

1 stop13h 10mAir Canada

Sat 29/1110:30 a.m.MXP - YWG

2 stops20h 14mAir Canada

Deal found 14/8C$ 1,050

Thu 20/1112:10 p.m.YWG - MXP

2 stops22h 25mMultiple Airlines

Thu 27/117:45 a.m.MXP - YWG

2 stops22h 50mMultiple Airlines

Deal found 14/8C$ 984

Last-minute flights from Winnipeg to Milan
Discover last-minute flight deals from Winnipeg to Milan. Data last updated 14 August 2025 and is based on user searches.

Tue 19/82:20 p.m.YWG - MXP

1 stop16h 00mUnited Airlines

Mon 25/89:10 a.m.MXP - YWG

2 stops37h 21mUnited Airlines

Deal found 12/8C$ 1,456

Tue 19/86:00 a.m.YWG - MXP

2 stops27h 15mMultiple Airlines

Mon 25/89:00 a.m.MXP - YWG

2 stops22h 04mMultiple Airlines

Deal found 12/8C$ 1,556

Tue 19/87:55 a.m.YWG - MXP

1 stop19h 05mAir Canada

Mon 25/83:20 p.m.MXP - YWG

1 stop14h 13mAir Canada

Deal found 12/8C$ 1,748

Tue 19/812:00 p.m.YWG - LIN

2 stops15h 00mLufthansa

Mon 25/83:30 p.m.LIN - YWG

2 stops34h 29mLufthansa

Deal found 12/8C$ 1,842

Tue 19/86:55 p.m.YWG - LIN

3 stops18h 25mMultiple Airlines

Mon 25/87:00 a.m.LIN - YWG

2 stops24h 04mMultiple Airlines

Deal found 12/8C$ 2,768

Wed 27/811:15 a.m.YWG - LIN

2 stops27h 05mMultiple Airlines

Sat 30/89:00 a.m.LIN - YWG

2 stops21h 11mMultiple Airlines

Deal found 14/8C$ 1,661

Fri 19/95:00 a.m.YWG - MXP

2 stops22h 00mAir Canada

Sun 28/912:15 p.m.MXP - YWG

1 stop29h 25mAir Canada

Deal found 14/8C$ 1,548

Fri 19/92:35 p.m.YWG - MXP

2 stops18h 40mMultiple Airlines

Sun 28/99:00 a.m.MXP - YWG

2 stops22h 13mMultiple Airlines

Deal found 14/8C$ 1,580

Fri 19/912:00 p.m.YWG - LIN

2 stops15h 00mMultiple Airlines

Sun 28/912:45 p.m.LIN - YWG

2 stops17h 40mMultiple Airlines

Deal found 14/8C$ 1,681

Fri 19/92:20 p.m.YWG - LIN

2 stops15h 00mUnited Airlines

Sun 28/912:45 p.m.LIN - YWG

2 stops55h 24mUnited Airlines

Deal found 14/8C$ 1,773

Sat 20/910:45 a.m.YWG - MXP

2 stops22h 30mMultiple Airlines

Mon 29/99:00 a.m.MXP - YWG

2 stops22h 13mMultiple Airlines

Deal found 14/8C$ 1,373

Sat 20/912:00 p.m.YWG - MXP

1 stop15h 00mAir Canada

Mon 29/912:15 p.m.MXP - YWG

1 stop29h 25mAir Canada

Deal found 14/8C$ 1,540

One-way flights from Winnipeg to Milan
Search for one-way flight options from Winnipeg to Milan. Find affordable one-way fares based on user searches. Data last updated 14 August 2025.

Sat 27/96:15 p.m.YWG - MXP

3 stops37h 05mMultiple Airlines

Deal found 13/8C$ 405

Sat 27/96:15 p.m.YWG - LIN

3 stops57h 25mMultiple Airlines

Deal found 13/8C$ 456

Mon 1/912:15 p.m.YWG - MXP

3 stops29h 55mMultiple Airlines

Deal found 14/8C$ 542

Mon 1/912:30 p.m.YWG - LIN

2 stops25h 50mMultiple Airlines

Deal found 14/8C$ 591

Sun 31/88:55 p.m.YWG - MXP

2 stops45h 15mMultiple Airlines

Deal found 14/8C$ 597

Sun 31/85:45 p.m.YWG - LIN

3 stops21h 50mMultiple Airlines

Deal found 14/8C$ 842

Sat 27/912:00 p.m.YWG - MXP

1 stop15h 00mLufthansa

Deal found 13/8C$ 1,283

Sun 31/87:55 a.m.YWG - MXP

1 stop19h 05mAir Canada

Deal found 14/8C$ 1,416

Mon 1/912:00 p.m.YWG - MXP

1 stop15h 00mLufthansa

Deal found 14/8C$ 1,454

Fly from

Fly to

Route

Depart

Return

Price

WinnipegMilan

YWG - MXP

YWGMXP

Winnipeg

Mon 2/2

4:10 p.m.-11:00 p.m.

2 stops23h 50m

Milan Malpensa

Wed 11/2

6:20 a.m.-8:05 p.m.

2 stops20h 45m

C$ 791

WinnipegMilan

YWG - MXP

YWGMXP

Winnipeg

Thu 20/11

6:15 a.m.-6:50 p.m.

2 stops29h 35m

Milan Malpensa

Sun 30/11

6:55 a.m.-12:56 a.m.

2 stops25h 01m

C$ 804

WinnipegMilan

YWG - LIN

YWGLIN

Winnipeg

Mon 2/2

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

2 stops42h 25m

Milan Linate

Wed 11/2

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

2 stops20h 35m

C$ 834

WinnipegMilan

YWG - MXP

YWGMXP

Winnipeg

Thu 20/11

10:55 a.m.-6:45 p.m.

2 stops24h 50m

Milan Malpensa

Mon 1/12

6:15 a.m.-10:41 p.m.

2 stops23h 26m

C$ 859

WinnipegMilan

YWG - LIN

YWGLIN

Winnipeg

Thu 20/11

10:55 a.m.-8:10 p.m.

2 stops26h 15m

Milan Linate

Sat 29/11

8:50 a.m.-10:08 a.m.

2 stops32h 18m

C$ 873

WinnipegMilan

YWG - LIN

YWGLIN

Winnipeg

Thu 20/11

10:55 a.m.-8:10 p.m.

2 stops26h 15m

Milan Linate

Mon 1/12

8:30 a.m.-10:41 p.m.

2 stops21h 11m

C$ 878

WinnipegMilan

YWG - MXP

YWGMXP

Winnipeg

Thu 20/11

12:10 p.m.-5:35 p.m.

2 stops22h 25m

Milan Malpensa

Thu 27/11

7:45 a.m.-11:35 p.m.

2 stops22h 50m

C$ 984

WinnipegMilan

YWG - MXP

YWGMXP

Winnipeg

Wed 15/10

2:35 p.m.-10:30 a.m.

2 stops36h 55m

Milan Malpensa

Thu 23/10

9:15 a.m.-12:13 a.m.

2 stops21h 58m

C$ 999

WinnipegMilan

YWG - MXP

YWGMXP

Winnipeg

Thu 20/11

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

1 stop13h 10m

Milan Malpensa

Thu 27/11

1:05 p.m.-11:44 p.m.

2 stops17h 39m

C$ 1,028

WinnipegMilan

YWG - MXP

YWGMXP

Winnipeg

Thu 20/11

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

1 stop13h 10m

Milan Malpensa

Sun 30/11

1:05 p.m.-11:44 p.m.

2 stops17h 39m

C$ 1,028

Flights are sorted by cheapest round-trip flights first.

Deals found on 13/8

Showing 1-10 of 29 results

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

What is the cheapest time of day to fly from YWG to MIL?

A simple way to save on the total cost of your ticket is to fly from Winnipeg to Milan at noon. If you’re flexible enough to do this you can expect to save up to 20% on your trip compared to booking a flight in the afternoon.

Reviews of airlines servicing Milan

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

3,015 reviews

Check prices

Reviews

1 / 20

2.0

Mediocre

Anonymous,Aug 2025

YYJ - YVR

everything was good except we were so delayed we had to sleep on the floor in the vancouver airport … we were stranded there for 12 hours, no vouchers, no compensation, just a cold floor and we arrived at our final destination the following afternoon

WestJet

7.2

Good

3,015 reviews

WestJet

7.2

Good

3,015 reviews

Check prices

Reviews

1 / 20

2.0

Mediocre

Anonymous,Aug 2025

YYJ - YVR

Air Canada

7.1

Good

9,949 reviews

WestJet

7.2

Good

3,015 reviews

Check prices

Reviews

1 / 20

2.0

Mediocre

Anonymous,Aug 2025

YYJ - YVR

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.
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.
What is the cheapest month to book a flight from Winnipeg to Milan?
Currently, February is the cheapest month in which you can book a flight from Winnipeg to Milan (average of C$ 637). Flying from Winnipeg to Milan in July is currently the most expensive (average of C$ 951). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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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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Cheap flights from Winnipeg to Milan from C$ 405

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 27/9. Fares are subject to change and may not be available on all flights or dates of travel.

Cheap flight deals from Winnipeg to Milan

Round-trip from

One-way from

Popular in

Cheapest in

Average price

Find flight deals from Winnipeg to Milan

Cheapest flights from Winnipeg to MilanExplore 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 14 August 2025.

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 14 August 2025.

Cheapflights Fare Finder

Use the filters below to find and compare flights from Winnipeg to Milan that are best for you.

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.

Cheapflights Insights

Everything you need to know about your flight from Winnipeg to Milan

What is the cheapest time of day to fly from YWG to MIL?

Find hourly flight availability from Winnipeg to Milan. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated 14 August 2025.

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 14 August 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.

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?

Can I find deals for flights from Winnipeg to Milan that include hotel bookings?

How can I find direct flights from Winnipeg to Milan?

Can I find deals for business class flights from Winnipeg to Milan?

What is the cheapest month to book a flight from Winnipeg to Milan?

Travelling to a place near Milan?

Browse thousands of different options on Cheapflights for your next trip

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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.

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?

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

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

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

100% Free

Book with Flexibility

Travel Smart

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 14 August 2025.