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Cheap flights from Winnipeg to Italy from C$ 299

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 20/1. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — NAP
11 Jan — 18 Jan1
1 adult
1 adult, Economy, 0 bags

Cheap flight deals from Winnipeg to Italy

Enter your travel dates to find the best prices.

Cheapest flights from Winnipeg to Italy
Explore the most affordable flight options available from Winnipeg to Italy. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 12 December 2025.

Sun 14/128:40 a.m.YWG - FCO
2 stops16h 50mUnited Airlines
Sun 21/1211:00 a.m.FCO - YWG
2 stops55h 57mUnited Airlines
Deal found 9/12C$ 1,965
Fri 26/125:30 a.m.YWG - BLQ
2 stops21h 00mMultiple Airlines
Tue 30/121:20 p.m.BLQ - YWG
3 stops34h 15mMultiple Airlines
Deal found 11/12C$ 2,095
Thu 11/1212:35 p.m.YWG - FCO
2 stops19h 40mAir France
Wed 17/126:00 a.m.FCO - YWG
2 stops17h 55mAir France
Deal found 10/12C$ 2,102
Sun 14/128:20 p.m.YWG - FCO
3 stops34h 40mMultiple Airlines
Sun 21/125:55 a.m.FCO - YWG
3 stops44h 40mMultiple Airlines
Deal found 9/12C$ 2,157
Wed 17/129:45 a.m.YWG - FCO
2 stops16h 35mMultiple Airlines
Thu 8/19:15 p.m.FCO - YWG
2 stops26h 20mMultiple Airlines
Deal found 9/12C$ 2,168
Sun 14/121:45 p.m.YWG - FCO
1 stop12h 35mBrussels Airlines
Sun 21/129:00 p.m.FCO - YWG
2 stops50h 35mBrussels Airlines
Deal found 9/12C$ 2,280
Thu 18/127:05 p.m.YWG - MXP
2 stops55h 50mMultiple Airlines
Tue 6/18:30 a.m.MXP - YWG
2 stops39h 05mMultiple Airlines
Deal found 10/12C$ 2,485
Thu 18/127:05 p.m.YWG - MXP
2 stops55h 50mAir Canada
Tue 6/11:05 p.m.MXP - YWG
1 stop28h 11mAir Canada
Deal found 11/12C$ 2,649
Thu 18/125:30 a.m.YWG - LIN
2 stops25h 45mMultiple Airlines
Tue 6/15:40 p.m.LIN - YWG
2 stops47h 36mMultiple Airlines
Deal found 11/12C$ 2,708
Thu 18/127:05 p.m.YWG - MXP
2 stops55h 50mAir Canada
Mon 5/111:35 a.m.MXP - YWG
2 stops53h 41mAir Canada
Deal found 11/12C$ 2,732
Thu 18/128:15 a.m.YWG - MXP
1 stop18h 40mLufthansa
Tue 6/11:05 p.m.MXP - YWG
1 stop34h 30mLufthansa
Deal found 10/12C$ 2,933
Thu 18/128:15 a.m.YWG - MXP
1 stop18h 40mMultiple Airlines
Mon 5/111:35 a.m.MXP - YWG
2 stops53h 41mMultiple Airlines
Deal found 10/12C$ 2,940

Find flight deals from Winnipeg to Italy

Keep the following information in mind while searching for Winnipeg to Italy flight deals. Data was last updated 12 December 2025.

Round-trip from

C$ 796

One-way from

C$ 299

Popular in

December

Cheapest in

February

Average price

C$ 1,900
Scandinavian Airlines
  • Scandinavian Airlines
  • 28/4-15/5
  • 4 total stops
  • 60h 27m total
  • Winnipeg to Italy
Search Deals
20/1
  • 20/1
  • 3 total stops
  • 28h 00m total
  • Winnipeg to Italy
Search Deals
Highest demand for flights based on searches. 12% potential increase in price (C$ 241 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 5% potential price decrease (C$ 87 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 Italy 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 December 2025.
Use the filters below to find and compare flights from Winnipeg to Italy that are best for you.

Fly from

Winnipeg

Fly to

Italy

Route

Depart

Return

Price

WinnipegMilan

YWG - MXP

YWGMXP

Winnipeg

Tue 28/4

10:45 a.m.-7:10 p.m.

2 stops25h 25m

Milan Malpensa

Fri 15/5

8:00 p.m.-12:02 a.m.

2 stops35h 02m

C$ 796

WinnipegMilan

YWG - MXP

YWGMXP

Winnipeg

Sun 1/2

6:15 a.m.-5:25 p.m.

2 stops28h 10m

Milan Malpensa

Thu 5/2

6:55 a.m.-6:05 p.m.

2 stops42h 10m

C$ 869

WinnipegVenice

YWG - VCE

YWGVCE

Winnipeg

Sun 25/1

6:55 p.m.-10:30 p.m.

2 stops44h 35m

Venice Marco Polo

Thu 29/1

6:10 a.m.-10:08 a.m.

2 stops34h 58m

C$ 872

WinnipegMilan

YWG - LIN

YWGLIN

Winnipeg

Sun 1/2

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

2 stops23h 15m

Milan Linate

Thu 5/2

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

2 stops20h 35m

C$ 874

WinnipegVenice

YWG - VCE

YWGVCE

Winnipeg

Sat 31/1

9:00 p.m.-10:30 p.m.

2 stops42h 30m

Venice Marco Polo

Thu 26/2

6:10 a.m.-12:40 a.m.

2 stops25h 30m

C$ 896

WinnipegRome

YWG - FCO

YWGFCO

Winnipeg

Fri 16/1

7:05 p.m.-11:05 a.m.

1 stop33h 00m

Rome Fiumicino

Sat 31/1

11:15 a.m.-10:15 a.m.

1 stop30h 00m

C$ 898

WinnipegMilan

YWG - MXP

YWGMXP

Winnipeg

Thu 15/1

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

2 stops23h 50m

Milan Malpensa

Wed 28/1

6:55 a.m.-10:41 p.m.

2 stops22h 46m

C$ 903

WinnipegRome

YWG - FCO

YWGFCO

Winnipeg

Wed 8/4

5:45 p.m.-9:05 a.m.

2 stops32h 20m

Rome Fiumicino

Mon 20/4

12:20 p.m.-11:34 a.m.

2 stops54h 14m

C$ 907

WinnipegRome

YWG - FCO

YWGFCO

Winnipeg

Thu 23/4

12:40 p.m.-10:05 a.m.

2 stops38h 25m

Rome Fiumicino

Mon 11/5

12:20 p.m.-8:09 p.m.

2 stops38h 49m

C$ 909

WinnipegMilan

YWG - MXP

YWGMXP

Winnipeg

Thu 15/1

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

1 stop13h 10m

Milan Malpensa

Wed 28/1

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

1 stop28h 11m

C$ 913

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/12

Showing 1-10 of 60 results
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Best time to book a flight from Winnipeg to Italy

Have a flexible travel schedule? Discover the best time to fly to Italy 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 Italy

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

Currently, October is the cheapest month in which you can book a flight from Winnipeg to Italy (average of C$ 681). Flying from Winnipeg to Italy in December is currently the most expensive (average of C$ 1,175). 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 time of day to fly from YWG to IT?

Find hourly flight availability from Winnipeg to Italy. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated 12 December 2025.

Unlike in the evening, when flights are generally more expensive, you can save up to 32% on flights from Winnipeg to Italy by exploring options for tickets at noon.

Reviews of airlines servicing Italy

Get insights into the airlines that provide service to Italy. 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 Italy. Reviews last updated 12 December 2025.
See what other customers who have flown with KLM,United Airlines, andWestJet from Winnipeg to Italy have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
KLM
7.7
Good
1,432 reviews
Check prices

Boarding

7.8

Food

7.2

Entertainment

7.1

Crew

8.3

Comfort

7.6

Overall

7.7

Reviews

1 / 20
8.0
Excellent

Anonymous,Dec 2025

YYC - AMS

Not literally sitting in the very last row in the middle
KLM
7.7
Good
1,432 reviews
KLM
7.7
Good
1,432 reviews
Check prices

Boarding

7.8

Food

7.2

Entertainment

7.1

Crew

8.3

Comfort

7.6

Overall

7.7

Reviews

1 / 20
8.0
Excellent

Anonymous,Dec 2025

YYC - AMS

Not literally sitting in the very last row in the middle
United Airlines
7.4
Good
9,094 reviews
KLM
7.7
Good
1,432 reviews
Check prices

Boarding

7.8

Food

7.2

Entertainment

7.1

Crew

8.3

Comfort

7.6

Overall

7.7

Reviews

1 / 20
8.0
Excellent

Anonymous,Dec 2025

YYC - AMS

Not literally sitting in the very last row in the middle
WestJet
7.2
Good
3,195 reviews
KLM
7.7
Good
1,432 reviews
Check prices

Boarding

7.8

Food

7.2

Entertainment

7.1

Crew

8.3

Comfort

7.6

Overall

7.7

Reviews

1 / 20
8.0
Excellent

Anonymous,Dec 2025

YYC - AMS

Not literally sitting in the very last row in the middle
Air Canada
7.1
Good
10,517 reviews
KLM
7.7
Good
1,432 reviews
Check prices

Boarding

7.8

Food

7.2

Entertainment

7.1

Crew

8.3

Comfort

7.6

Overall

7.7

Reviews

1 / 20
8.0
Excellent

Anonymous,Dec 2025

YYC - AMS

Not literally sitting in the very last row in the middle
Lufthansa
6.8
Okay
7,626 reviews
KLM
7.7
Good
1,432 reviews
Check prices

Boarding

7.8

Food

7.2

Entertainment

7.1

Crew

8.3

Comfort

7.6

Overall

7.7

Reviews

1 / 20
8.0
Excellent

Anonymous,Dec 2025

YYC - AMS

Not literally sitting in the very last row in the middle

Related info for your journey

Find useful and relevant information for your journey from Winnipeg to Italy. 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 Italy?

    Most people fly from Winnipeg (YWG) if they book a flight from Winnipeg to Italy. Winnipeg is conveniently located just 7.3 km from Winnipeg’s city centre.

  • How long is the flight from Winnipeg to Italy?

    Departing from Winnipeg to Italy will take you 25h 25m. There are 7220 km between Winnipeg and Italy. When browsing for deals, the options you’ll see will be for both direct flights and flights with stops.

  • What are the most popular routes from Winnipeg to Italy?

    When deciding which route to take from Winnipeg to Italy consider Winnipeg - Rome Fiumicino, Winnipeg - Milan Malpensa or Winnipeg - Milan Linate as they are the most popular.

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

    Yes. In addition to deals on Winnipeg to Italy flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Winnipeg to Italy?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Winnipeg to Italy.

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

    Yes. Cheapflights offers flight deals from Winnipeg to Italy 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 Italy?

    Currently, October is the cheapest month in which you can book a flight from Winnipeg to Italy (average of C$ 681). Flying from Winnipeg to Italy in December is currently the most expensive (average of C$ 1,175). 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

Browse thousands of different options on Cheapflights for your next trip

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Top 4 airlines flying from Winnipeg to Italy

Discover the top 4 airlines that operate flights from Winnipeg to Italy. 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 December 2025.
AirlineCheapestAverageFlexibilityOn-time
WestJetCheapestC$ 686AverageC$ 1,151FlexibilityNo cancel feeOn-time60%
Search WestJet flights
KLMCheapestC$ 993AverageC$ 1,262FlexibilityNo cancel feeOn-time75%
Search KLM flights
LufthansaCheapestC$ 1,021AverageC$ 1,229FlexibilityNo cancel feeOn-time76%
Search Lufthansa flights
Air CanadaCheapestC$ 1,041AverageC$ 1,282FlexibilityNo cancel feeOn-time67%
Search Air Canada 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 Italy?

Cheapflights helps you search for flights from Winnipeg to Italy via 900+ travel sites so you don’t have to. After performing a flight search, users can also filter their flight selection by filtering for price, number of stops, airlines, and so on.

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

Cheapflights simply makes it quick and affordable to book flights from Winnipeg to Italy by bringing together all flight options from hundreds of airlines and agencies online — and put it in one place for you to choose from. Plus, Cheapflights is 100% free to use for all.

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

Certainly. Search results for flights to Italy from Winnipeg shown to you on Cheapflights can be narrowed down with different useful search filters, which includes flexible booking options.

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

Of course! You can now track prices for flights from Winnipeg to Italy and get an alert from Cheapflights when they change. Have a valid email address ready and click the bell icon next to the flight deals above to set up your price alerts.

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