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Cheap flights from Winnipeg to Milan from C$ 480

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 27/7. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — MIL
17 Jun — 24 Jun1
1 adult

Cheap 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 12 June 2025.

Round-trip from

C$ 1,146

One-way from

C$ 480

Popular in

August

Cheapest in

January

Average price

C$ 1,564
WestJet
  • WestJet
  • 23/6-7/7
  • 4 total stops
  • 34h 41m total
  • Winnipeg to Milan
27/7
  • 27/7
  • 2 total stops
  • 27h 10m total
  • Winnipeg to Milan
Highest demand for flights based on searches. 20% potential increase in price (C$ 470 potential increase over avg. RT price).
Cheapest flight prices on average. 3% potential price decrease (C$ 55 potential savings vs. average RT price).
Average for round-trip flights in June 2025

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 12 June 2025.

Mon 23/63:45 p.m.YWG - LIN
2 stops17h 10mWestJet
Mon 7/79:45 a.m.LIN - YWG
2 stops17h 31mWestJet
Deal found 10/6C$ 1,146
Mon 23/612:30 p.m.YWG - MXP
2 stops20h 45mMultiple Airlines
Mon 7/79:00 a.m.MXP - YWG
2 stops22h 13mMultiple Airlines
Deal found 10/6C$ 1,224
Sun 6/710:45 a.m.YWG - MXP
2 stops22h 30mCondor
Tue 22/79:00 a.m.MXP - YWG
2 stops22h 13mCondor
Deal found 11/6C$ 1,587
Sat 28/68:30 a.m.YWG - LIN
2 stops30h 00mMultiple Airlines
Sat 6/97:00 a.m.LIN - YWG
2 stops20h 15mMultiple Airlines
Deal found 10/6C$ 1,601
Sun 6/711:50 a.m.YWG - MXP
2 stops39h 10mAir Canada
Tue 22/712:15 p.m.MXP - YWG
1 stop28h 59mAir Canada
Deal found 11/6C$ 1,683
Sat 28/62:35 p.m.YWG - LIN
2 stops36h 30mKLM
Sat 6/94:50 p.m.LIN - YWG
2 stops35h 35mKLM
Deal found 11/6C$ 1,777
Thu 26/68:35 a.m.YWG - LIN
2 stops22h 20mDelta
Sun 24/86:40 a.m.LIN - YWG
2 stops20h 31mDelta
Deal found 11/6C$ 1,786
Sat 28/62:50 p.m.YWG - MXP
2 stops36h 10mAustrian Airlines
Sat 6/92:45 p.m.MXP - YWG
2 stops39h 40mAustrian Airlines
Deal found 12/6C$ 1,807
Thu 26/63:50 p.m.YWG - MXP
2 stops17h 40mLufthansa
Sun 24/812:15 p.m.MXP - YWG
1 stop15h 14mLufthansa
Deal found 11/6C$ 1,865
Sat 28/67:00 p.m.YWG - MXP
2 stops35h 20mUnited Airlines
Sat 6/93:20 p.m.MXP - YWG
1 stop31h 11mUnited Airlines
Deal found 12/6C$ 1,920
Sat 28/63:50 p.m.YWG - LIN
2 stops37h 10mAir Canada
Sat 6/912:45 p.m.LIN - YWG
2 stops34h 30mAir Canada
Deal found 11/6C$ 1,947
Tue 9/91:35 p.m.YWG - LIN
2 stops15h 25mLufthansa
Sun 21/97:00 a.m.LIN - YWG
2 stops16h 15mLufthansa
Deal found 11/6C$ 8,527

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 12 June 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 23/6

3:45 p.m.-3:55 p.m.

2 stops17h 10m

Milan Linate

Mon 7/7

9:45 a.m.-8:16 p.m.

2 stops17h 31m

C$ 1,146

WinnipegMilan

YWG - MXP

YWGMXP

Winnipeg

Mon 23/6

12:30 p.m.-4:15 p.m.

2 stops20h 45m

Milan Malpensa

Mon 7/7

9:00 a.m.-12:13 a.m.

2 stops22h 13m

C$ 1,224

WinnipegMilan

YWG - MXP

YWGMXP

Winnipeg

Sun 6/7

10:45 a.m.-4:15 p.m.

2 stops22h 30m

Milan Malpensa

Tue 22/7

9:00 a.m.-12:13 a.m.

2 stops22h 13m

C$ 1,587

WinnipegMilan

YWG - LIN

YWGLIN

Winnipeg

Sat 28/6

8:30 a.m.-9:30 p.m.

2 stops30h 00m

Milan Linate

Sat 6/9

7:00 a.m.-8:15 p.m.

2 stops20h 15m

C$ 1,601

WinnipegMilan

YWG - MXP

YWGMXP

Winnipeg

Sun 6/7

11:50 a.m.-10:00 a.m.

2 stops39h 10m

Milan Malpensa

Tue 22/7

12:15 p.m.-10:14 a.m.

1 stop28h 59m

C$ 1,683

WinnipegMilan

YWG - LIN

YWGLIN

Winnipeg

Sat 28/6

2:35 p.m.-10:05 a.m.

2 stops36h 30m

Milan Linate

Sat 6/9

4:50 p.m.-9:25 p.m.

2 stops35h 35m

C$ 1,777

WinnipegMilan

YWG - LIN

YWGLIN

Winnipeg

Thu 26/6

8:35 a.m.-1:55 p.m.

2 stops22h 20m

Milan Linate

Sun 24/8

6:40 a.m.-8:11 p.m.

2 stops20h 31m

C$ 1,786

WinnipegMilan

YWG - MXP

YWGMXP

Winnipeg

Sat 28/6

2:50 p.m.-10:00 a.m.

2 stops36h 10m

Milan Malpensa

Sat 6/9

2:45 p.m.-11:25 p.m.

2 stops39h 40m

C$ 1,807

WinnipegMilan

YWG - MXP

YWGMXP

Winnipeg

Thu 26/6

3:50 p.m.-4:30 p.m.

2 stops17h 40m

Milan Malpensa

Sun 24/8

12:15 p.m.-8:29 p.m.

1 stop15h 14m

C$ 1,865

WinnipegMilan

YWG - MXP

YWGMXP

Winnipeg

Sat 28/6

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

2 stops35h 20m

Milan Malpensa

Sat 6/9

3:20 p.m.-3:31 p.m.

1 stop31h 11m

C$ 1,920

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/6

Showing 1-10 of 15 results
1
2

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?

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 12 June 2025.

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.

Rainfall in Milan by month

Plan your trip to Milan by taking into account the average rainfall totals by month.

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.

Temperature in Milan by month

Plan your trip to Milan by taking into account the average temperature totals by month.

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).

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 12 June 2025.
Read through reviews of airlines operating flights from Winnipeg to Milan, such as Delta, KLM and Austrian Airlines. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.

Boarding

8.2

Comfort

7.9

Entertainment

7.9

Overall

8.0

Food

7.3

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kymberlee,Oct 2024

JFK - ATL

Overall it was good on the flight. Before the flight with checking the bag at JFK was a nightmare. It took way too long and the Delta concierge was very rude to everyone. But other than that it was fine.
8.0
Very good

Boarding

8.2

Comfort

7.9

Entertainment

7.9

Overall

8.0

Food

7.3

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kymberlee,Oct 2024

JFK - ATL

Overall it was good on the flight. Before the flight with checking the bag at JFK was a nightmare. It took way too long and the Delta concierge was very rude to everyone. But other than that it was fine.

Boarding

8.2

Comfort

7.9

Entertainment

7.9

Overall

8.0

Food

7.3

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kymberlee,Oct 2024

JFK - ATL

Overall it was good on the flight. Before the flight with checking the bag at JFK was a nightmare. It took way too long and the Delta concierge was very rude to everyone. But other than that it was fine.

Boarding

8.2

Comfort

7.9

Entertainment

7.9

Overall

8.0

Food

7.3

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kymberlee,Oct 2024

JFK - ATL

Overall it was good on the flight. Before the flight with checking the bag at JFK was a nightmare. It took way too long and the Delta concierge was very rude to everyone. But other than that it was fine.

Boarding

8.2

Comfort

7.9

Entertainment

7.9

Overall

8.0

Food

7.3

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kymberlee,Oct 2024

JFK - ATL

Overall it was good on the flight. Before the flight with checking the bag at JFK was a nightmare. It took way too long and the Delta concierge was very rude to everyone. But other than that it was fine.

Boarding

8.2

Comfort

7.9

Entertainment

7.9

Overall

8.0

Food

7.3

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kymberlee,Oct 2024

JFK - ATL

Overall it was good on the flight. Before the flight with checking the bag at JFK was a nightmare. It took way too long and the Delta concierge was very rude to everyone. But other than that it was fine.

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.

  • 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$ 1,146. Other airlines that can offer you cheap pricing are Condor, from C$ 1,587, and Air Canada, from C$ 1,683. These flights start at 15% 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.

  • 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$ 1,011). 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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Alternative routes for Winnipeg to Milan

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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 12 June 2025.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapestC$ 1,152AverageC$ 1,674FlexibilityNo cancel feeOn-time67%
Search Air Canada flights

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