Cheap flights from Winnipeg to Italy from C$ 414

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 6/7. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — NAP
9 Jul — 16 Jul1
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 9 June 2026.

Sun 1/116:35 a.m.
YWG
-
FCO
2 stops20h 00m
Delta
Sun 8/1112:25 p.m.
FCO
-
YWG
1 stop14h 51m
Delta
Deal found 8/6C$ 922
Fri 11/96:15 a.m.
YWG
-
MXP
3 stops34h 20m
Multiple Airlines
Wed 16/911:25 p.m.
MXP
-
YWG
3 stops32h 30m
Multiple Airlines
Deal found 4/6C$ 940
Wed 12/86:15 a.m.
YWG
-
MXP
3 stops32h 55m
Multiple Airlines
Thu 20/811:20 p.m.
MXP
-
YWG
2 stops28h 10m
Multiple Airlines
Deal found 4/6C$ 947
Mon 8/64:05 p.m.
YWG
-
MXP
3 stops19h 00m
Multiple Airlines
Mon 15/65:20 p.m.
MXP
-
YWG
2 stops35h 20m
Multiple Airlines
Deal found 5/6C$ 948
Thu 11/611:00 a.m.
YWG
-
FCO
1 stop15h 15m
Air Canada
Mon 22/62:20 p.m.
FCO
-
YWG
1 stop31h 54m
Air Canada
Deal found 6/6C$ 951
Fri 25/94:05 p.m.
YWG
-
FCO
1 stop12h 40m
Air Canada
Mon 5/102:20 p.m.
FCO
-
YWG
1 stop13h 54m
Air Canada
Deal found 8/6C$ 952
Tue 1/95:42 p.m.
YWG
-
FCO
2 stops15h 53m
Delta
Tue 22/99:00 a.m.
FCO
-
YWG
2 stops21h 30m
Delta
Deal found 8/6C$ 958
Sun 30/83:58 p.m.
YWG
-
FCO
2 stops33h 57m
Delta
Sun 6/92:45 p.m.
FCO
-
YWG
1 stop28h 09m
Delta
Deal found 8/6C$ 959
Thu 11/611:00 a.m.
YWG
-
FCO
1 stop15h 15m
Air Canada
Sat 20/62:20 p.m.
FCO
-
YWG
2 stops26h 40m
Air Canada
Deal found 6/6C$ 964
Mon 6/75:41 p.m.
YWG
-
FLR
2 stops18h 59m
Delta
Fri 10/76:40 a.m.
FLR
-
YWG
2 stops17h 11m
Delta
Deal found 8/6C$ 980
Tue 16/65:41 p.m.
YWG
-
NAP
2 stops17h 34m
Delta
Fri 19/612:30 p.m.
NAP
-
YWG
2 stops54h 26m
Delta
Deal found 8/6C$ 999
Fri 12/67:00 a.m.
YWG
-
CIA
3 stops30h 40m
Multiple Airlines
Fri 19/611:30 a.m.
CIA
-
YWG
3 stops37h 40m
Multiple Airlines
Deal found 8/6C$ 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 9 June 2026.

Round-trip from

C$ 922

One-way from

C$ 414

Popular in

December

Cheapest in

January

Average price

C$ 1,283
Delta
  • Delta
  • 1/11-8/11
  • 3 total stops
  • 34h 51m total
  • Winnipeg to Italy
6/7
  • 6/7
  • 3 total stops
  • 45h 05m total
  • Winnipeg to Italy
High demand for flights, 0% potential price rise
Cheapest flight prices on average. 1% potential price decrease (C$ 19 potential savings vs. average RT price).
Average for round-trip flights in June 2026

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 9 June 2026.
Use the filters below to find and compare flights from Winnipeg to Italy that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

WinnipegRome

YWG - FCO

YWGFCO

Winnipeg

Sun 1/11

6:35 a.m.-9:35 a.m.

2 stops20h 00m

Rome Fiumicino

Sun 8/11

12:25 p.m.-8:16 p.m.

1 stop14h 51m

C$ 922

WinnipegMilan

YWG - MXP

YWGMXP

Winnipeg

Fri 11/9

6:15 a.m.-11:35 p.m.

3 stops34h 20m

Milan Malpensa

Wed 16/9

11:25 p.m.-12:55 a.m.

3 stops32h 30m

C$ 940

WinnipegMilan

YWG - MXP

YWGMXP

Winnipeg

Wed 12/8

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

3 stops32h 55m

Milan Malpensa

Thu 20/8

11:20 p.m.-8:30 p.m.

2 stops28h 10m

C$ 947

WinnipegRome

YWG - FCO

YWGFCO

Winnipeg

Sun 30/8

3:58 p.m.-8:55 a.m.

2 stops33h 57m

Rome Fiumicino

Sun 6/9

2:45 p.m.-11:54 a.m.

1 stop28h 09m

C$ 959

WinnipegFlorence

YWG - FLR

YWGFLR

Winnipeg

Mon 6/7

5:41 p.m.-7:40 p.m.

2 stops18h 59m

Florence Peretola

Fri 10/7

6:40 a.m.-4:51 p.m.

2 stops17h 11m

C$ 980

WinnipegRome

YWG - FCO

YWGFCO

Winnipeg

Sat 25/7

5:41 p.m.-12:40 p.m.

1 stop11h 59m

Rome Fiumicino

Tue 11/8

2:45 p.m.-3:08 p.m.

1 stop31h 23m

C$ 986

WinnipegRome

YWG - FCO

YWGFCO

Winnipeg

Fri 11/9

12:40 p.m.-11:25 a.m.

2 stops15h 45m

Rome Fiumicino

Tue 6/10

6:05 a.m.-8:16 p.m.

2 stops21h 11m

C$ 999

WinnipegRome

YWG - FCO

YWGFCO

Winnipeg

Tue 1/9

7:40 p.m.-11:45 a.m.

1 stop33h 05m

Rome Fiumicino

Tue 22/9

5:45 p.m.-6:12 p.m.

2 stops31h 27m

C$ 1,001

WinnipegMilan

YWG - MXP

YWGMXP

Winnipeg

Mon 3/8

3:58 p.m.-6:45 a.m.

2 stops31h 47m

Milan Malpensa

Fri 14/8

6:45 a.m.-11:30 p.m.

2 stops23h 45m

C$ 1,008

WinnipegRome

YWG - FCO

YWGFCO

Winnipeg

Wed 16/9

7:00 a.m.-5:10 p.m.

2 stops27h 10m

Rome Fiumicino

Wed 7/10

10:20 a.m.-10:24 p.m.

2 stops19h 04m

C$ 1,053

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/6

Showing 1-10 of 48 resultsSorted by cheapest first
1
2
3
...
5

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, September is the cheapest month in which you can book a flight from Winnipeg to Italy (average of C$ 494). Flying from Winnipeg to Italy in July is currently the most expensive (average of C$ 1,033). 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.

How far ahead should I book a flight from Winnipeg to Italy?

To ensure you get the cheapest price possible for a flight from Winnipeg to Italy, you should look to book at least 77 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.

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 9 June 2026.
See what other customers who have flown with Delta,KLM, 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.

Overall

7.9

Boarding

8.1

Crew

8.5

Entertainment

7.8

Comfort

7.8

Food

7.2

Reviews

1 / 20
4.0
Okay

Joel,May 2026

ATL - JAX

The flight was delivered 50 minutes and taxing took what felt like 20 minutes to takeoff.

Overall

7.9

Boarding

8.1

Crew

8.5

Entertainment

7.8

Comfort

7.8

Food

7.2

Reviews

1 / 20
4.0
Okay

Joel,May 2026

ATL - JAX

The flight was delivered 50 minutes and taxing took what felt like 20 minutes to takeoff.

Overall

7.9

Boarding

8.1

Crew

8.5

Entertainment

7.8

Comfort

7.8

Food

7.2

Reviews

1 / 20
4.0
Okay

Joel,May 2026

ATL - JAX

The flight was delivered 50 minutes and taxing took what felt like 20 minutes to takeoff.

Overall

7.9

Boarding

8.1

Crew

8.5

Entertainment

7.8

Comfort

7.8

Food

7.2

Reviews

1 / 20
4.0
Okay

Joel,May 2026

ATL - JAX

The flight was delivered 50 minutes and taxing took what felt like 20 minutes to takeoff.

Overall

7.9

Boarding

8.1

Crew

8.5

Entertainment

7.8

Comfort

7.8

Food

7.2

Reviews

1 / 20
4.0
Okay

Joel,May 2026

ATL - JAX

The flight was delivered 50 minutes and taxing took what felt like 20 minutes to takeoff.

Overall

7.9

Boarding

8.1

Crew

8.5

Entertainment

7.8

Comfort

7.8

Food

7.2

Reviews

1 / 20
4.0
Okay

Joel,May 2026

ATL - JAX

The flight was delivered 50 minutes and taxing took what felt like 20 minutes to takeoff.

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 12h 40m. 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?

  • 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, September is the cheapest month in which you can book a flight from Winnipeg to Italy (average of C$ 494). Flying from Winnipeg to Italy in July is currently the most expensive (average of C$ 1,033). 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

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Top 2 airlines flying from Winnipeg to Italy

Discover the top 2 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 9 June 2026.
AirlineCheapestAverageFlexibilityOn-time
WestJetCheapestC$ 664AverageC$ 1,215FlexibilityNo cancel feeOn-time60%
Search WestJet flights
Air CanadaCheapestC$ 1,010AverageC$ 1,237FlexibilityNo 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.

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.