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Cheap flights from Winnipeg to Italy from C$ 509

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 20/3. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — NAP
26 Feb — 5 Mar1
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 27 January 2026.

Sun 22/212:40 p.m.
YWG
-
LIN
2 stops26h 45m
WestJet
Tue 10/36:30 a.m.
LIN
-
YWG
2 stops22h 10m
WestJet
Deal found 25/1C$ 727
Sun 12/411:55 a.m.
YWG
-
FCO
1 stop15h 10m
Delta
Thu 16/410:10 a.m.
FCO
-
YWG
2 stops37h 12m
Delta
Deal found 25/1C$ 872
Sat 31/111:53 a.m.
YWG
-
VCE
2 stops40h 27m
Delta
Wed 4/212:20 p.m.
VCE
-
YWG
2 stops42h 18m
Delta
Deal found 24/1C$ 872
Sun 22/28:15 a.m.
YWG
-
MXP
1 stop18h 40m
Air Canada
Tue 10/312:05 p.m.
MXP
-
YWG
2 stops17h 49m
Air Canada
Deal found 25/1C$ 897
Sun 1/25:21 p.m.
YWG
-
FLR
2 stops38h 04m
Delta
Thu 5/212:20 p.m.
FLR
-
YWG
2 stops53h 43m
Delta
Deal found 24/1C$ 923
Tue 3/312:10 p.m.
YWG
-
MXP
2 stops22h 40m
Multiple Airlines
Sun 8/37:50 a.m.
MXP
-
YWG
2 stops21h 45m
Multiple Airlines
Deal found 27/1C$ 934
Tue 3/39:00 p.m.
YWG
-
LIN
2 stops42h 25m
WestJet
Sun 8/36:30 a.m.
LIN
-
YWG
2 stops33h 37m
WestJet
Deal found 27/1C$ 935
Tue 28/48:15 a.m.
YWG
-
MXP
1 stop19h 05m
Air Canada
Fri 15/512:20 p.m.
MXP
-
YWG
2 stops38h 27m
Air Canada
Deal found 26/1C$ 982
Sun 1/26:15 a.m.
YWG
-
LIN
2 stops33h 10m
WestJet
Thu 5/29:45 a.m.
LIN
-
YWG
2 stops17h 20m
WestJet
Deal found 25/1C$ 984
Mon 16/21:45 p.m.
YWG
-
FCO
2 stops41h 15m
Multiple Airlines
Tue 24/28:05 p.m.
FCO
-
YWG
2 stops45h 10m
Multiple Airlines
Deal found 26/1C$ 986
Tue 3/38:15 a.m.
YWG
-
MXP
1 stop18h 40m
Air Canada
Sun 8/311:40 a.m.
MXP
-
YWG
2 stops18h 14m
Air Canada
Deal found 27/1C$ 993
Tue 24/38:15 a.m.
YWG
-
FCO
2 stops26h 55m
Air Canada
Mon 30/312:45 p.m.
FCO
-
YWG
2 stops28h 22m
Air Canada
Deal found 26/1C$ 1,000

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 27 January 2026.

Round-trip from

C$ 872

One-way from

C$ 581

Popular in

December

Cheapest in

February

Average price

C$ 1,071
Delta
  • Delta
  • 12/4-16/4
  • 3 total stops
  • 52h 22m total
  • Winnipeg to Italy
Search Deals
11/3
  • 11/3
  • 3 total stops
  • 40h 50m total
  • Winnipeg to Italy
Search Deals
Highest demand for flights based on searches. 10% potential increase in price (C$ 194 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease (C$ 73 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
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 27 January 2026.
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 - LIN

YWGLIN

Winnipeg

Sun 22/2

12:40 p.m.-10:25 p.m.

2 stops26h 45m

Milan Linate

Tue 10/3

6:30 a.m.-10:40 p.m.

2 stops22h 10m

C$ 727

WinnipegRome

YWG - FCO

YWGFCO

Winnipeg

Sun 12/4

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

1 stop15h 10m

Rome Fiumicino

Thu 16/4

10:10 a.m.-4:22 p.m.

2 stops37h 12m

C$ 872

WinnipegMilan

YWG - MXP

YWGMXP

Winnipeg

Sun 22/2

8:15 a.m.-9:55 a.m.

1 stop18h 40m

Milan Malpensa

Tue 10/3

12:05 p.m.-11:54 p.m.

2 stops17h 49m

C$ 897

WinnipegMilan

YWG - MXP

YWGMXP

Winnipeg

Tue 3/3

12:10 p.m.-5:50 p.m.

2 stops22h 40m

Milan Malpensa

Sun 8/3

7:50 a.m.-10:35 p.m.

2 stops21h 45m

C$ 934

WinnipegMilan

YWG - LIN

YWGLIN

Winnipeg

Tue 3/3

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

2 stops42h 25m

Milan Linate

Sun 8/3

6:30 a.m.-9:07 a.m.

2 stops33h 37m

C$ 935

WinnipegRome

YWG - FCO

YWGFCO

Winnipeg

Sat 2/5

5:20 p.m.-10:05 a.m.

2 stops33h 45m

Rome Fiumicino

Fri 15/5

10:10 a.m.-4:54 p.m.

2 stops37h 44m

C$ 949

WinnipegMilan

YWG - MXP

YWGMXP

Winnipeg

Tue 28/4

8:15 a.m.-10:20 a.m.

1 stop19h 05m

Milan Malpensa

Fri 15/5

12:20 p.m.-7:47 p.m.

2 stops38h 27m

C$ 982

WinnipegMilan

YWG - MXP

YWGMXP

Winnipeg

Sat 16/5

5:38 p.m.-12:05 p.m.

2 stops35h 27m

Milan Malpensa

Sun 24/5

6:45 a.m.-8:09 p.m.

2 stops20h 24m

C$ 993

WinnipegRome

YWG - FCO

YWGFCO

Winnipeg

Tue 24/3

8:15 a.m.-5:10 p.m.

2 stops26h 55m

Rome Fiumicino

Mon 30/3

12:45 p.m.-10:07 a.m.

2 stops28h 22m

C$ 1,000

WinnipegMilan

YWG - MXP

YWGMXP

Winnipeg

Thu 30/4

8:45 a.m.-1:20 p.m.

2 stops21h 35m

Milan Malpensa

Wed 13/5

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

1 stop27h 32m

C$ 1,015

Flights are sorted by cheapest round-trip flights first.

Deals found on 27/1

Showing 1-10 of 47 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$ 676). Flying from Winnipeg to Italy in December is currently the most expensive (average of C$ 1,167). 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.

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 27 January 2026.
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
1,443 reviews
Check prices

Boarding

7.8

Crew

8.4

Food

7.3

Comfort

7.6

Overall

7.7

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Snapyou,Jan 2026

TPA - LHR

Flight operated by Virgin Atlantic - usual high standard service by Virgin.
KLM
7.7
Good
1,443 reviews
KLM
7.7
Good
1,443 reviews
Check prices

Boarding

7.8

Crew

8.4

Food

7.3

Comfort

7.6

Overall

7.7

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Snapyou,Jan 2026

TPA - LHR

Flight operated by Virgin Atlantic - usual high standard service by Virgin.
United Airlines
7.4
Good
9,210 reviews
KLM
7.7
Good
1,443 reviews
Check prices

Boarding

7.8

Crew

8.4

Food

7.3

Comfort

7.6

Overall

7.7

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Snapyou,Jan 2026

TPA - LHR

Flight operated by Virgin Atlantic - usual high standard service by Virgin.
WestJet
7.2
Good
3,252 reviews
KLM
7.7
Good
1,443 reviews
Check prices

Boarding

7.8

Crew

8.4

Food

7.3

Comfort

7.6

Overall

7.7

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Snapyou,Jan 2026

TPA - LHR

Flight operated by Virgin Atlantic - usual high standard service by Virgin.
Air Canada
7.1
Good
10,666 reviews
KLM
7.7
Good
1,443 reviews
Check prices

Boarding

7.8

Crew

8.4

Food

7.3

Comfort

7.6

Overall

7.7

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Snapyou,Jan 2026

TPA - LHR

Flight operated by Virgin Atlantic - usual high standard service by Virgin.
Lufthansa
6.8
Okay
7,749 reviews
KLM
7.7
Good
1,443 reviews
Check prices

Boarding

7.8

Crew

8.4

Food

7.3

Comfort

7.6

Overall

7.7

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Snapyou,Jan 2026

TPA - LHR

Flight operated by Virgin Atlantic - usual high standard service by Virgin.

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 15h 10m. There are 7726 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$ 676). Flying from Winnipeg to Italy in December is currently the most expensive (average of C$ 1,167). 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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Alternative routes for Winnipeg to Italy

See prices for flight routes from nearby airports that may be better suited for you.
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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 27 January 2026.
AirlineCheapestAverageFlexibilityOn-time
WestJetCheapestC$ 681AverageC$ 1,140FlexibilityNo cancel feeOn-time60%
Search WestJet flights
KLMCheapestC$ 986AverageC$ 1,315FlexibilityNo cancel feeOn-time75%
Search KLM flights
LufthansaCheapestC$ 1,014AverageC$ 1,221FlexibilityNo cancel feeOn-time76%
Search Lufthansa flights
Air CanadaCheapestC$ 1,031AverageC$ 1,281FlexibilityNo 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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