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Cheap flights from Winnipeg to Italy from C$ 367

YWG — NAP
10 Oct — 17 Oct1
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

Mon 12/1012:38 p.m. -
1 stop17h 02m
Thu 5/116:10 a.m. -
2 stops20h 35m
Deal found 8/9C$ 819
Mon 12/1012:38 p.m. -
1 stop17h 02m
Tue 27/106:10 a.m. -
2 stops20h 35m
Deal found 7/9C$ 820
Mon 14/93:58 p.m. -
1 stop13h 42m
Wed 30/92:45 p.m. -
1 stop15h 45m
Deal found 6/9C$ 822
Sat 14/1112:10 p.m. -
2 stops21h 10m
Sun 22/116:10 a.m. -
2 stops20h 35m
Deal found 6/9C$ 823
Thu 17/93:58 p.m. -
1 stop13h 42m
Fri 11/1212:25 p.m. -
1 stop18h 14m
Deal found 9/9C$ 824
Tue 20/105:40 p.m. -
2 stops34h 40m
Tue 3/112:15 p.m. -
2 stops28h 33m
Deal found 9/9C$ 838
Sun 1/115:40 p.m. -
2 stops15h 45m
Fri 6/116:40 a.m. -
2 stops20h 05m
Deal found 7/9C$ 844
Mon 12/105:40 p.m. -
2 stops31h 15m
Thu 29/1010:00 a.m. -
2 stops31h 48m
Deal found 7/9C$ 852
Fri 30/105:40 p.m. -
2 stops32h 05m
Sat 14/1110:55 a.m. -
2 stops32h 05m
Deal found 8/9C$ 853
Sat 19/95:44 p.m. -
2 stops31h 11m
Tue 15/1212:55 p.m. -
2 stops30h 14m
Deal found 9/9C$ 855
Mon 19/105:40 p.m. -
2 stops15h 30m
Tue 3/116:30 a.m. -
2 stops20h 15m
Deal found 9/9C$ 855
Sun 11/105:40 p.m. -
2 stops18h 05m
Tue 27/106:10 a.m. -
2 stops20h 35m
Deal found 7/9C$ 863

Find flight deals from Winnipeg to Italy

Round-trip from

C$ 819

One-way from

C$ 367

Popular in

August

Cheapest in

February

Average price

C$ 1,335
KLM
  • KLM
  • 12/10-5/11
  • 3 total stops
  • 37h 37m total
  • Winnipeg to Italy
Search Deals
29/10-31/12
  • 29/10-31/12
  • 3 total stops
  • 24h 10m total
  • Winnipeg to Italy
Search Deals
Highest demand for flights based on searches. 10% potential increase in price (C$ 189 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease (C$ 23 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in September 2026
Search Deals

Cheapflights Fare Finder

 
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

WinnipegMilan

YWG Winnipeg - LIN Milan Linate

YWGLIN

Winnipeg

Thu 29/10

1:10 p.m.-7:20 p.m.

3 stops24h 10m

Milan Linate

Wed 31/12

12:00 a.m.-5:00 p.m.

Nonstop0h 00m

C$ 367

WinnipegMilan

YWG Winnipeg - MXP Milan Malpensa

YWGMXP

Winnipeg

Thu 29/10

1:10 p.m.-4:55 p.m.

3 stops21h 45m

Milan Malpensa

Wed 31/12

12:00 a.m.-5:00 p.m.

Nonstop0h 00m

C$ 368

WinnipegMilan

YWG Winnipeg - MXP Milan Malpensa

YWGMXP

Winnipeg

Tue 20/10

4:55 p.m.-11:05 p.m.

2 stops23h 10m

Milan Malpensa

Wed 31/12

12:00 a.m.-5:00 p.m.

Nonstop0h 00m

C$ 378

WinnipegMilan

YWG Winnipeg - LIN Milan Linate

YWGLIN

Winnipeg

Tue 20/10

6:00 a.m.-9:55 p.m.

2 stops32h 55m

Milan Linate

Wed 31/12

12:00 a.m.-5:00 p.m.

Nonstop0h 00m

C$ 379

WinnipegRome

YWG Winnipeg - FCO Rome Fiumicino

YWGFCO

Winnipeg

Sat 24/10

2:55 p.m.-4:45 p.m.

3 stops42h 50m

Rome Fiumicino

Wed 31/12

12:00 a.m.-5:00 p.m.

Nonstop0h 00m

C$ 403

WinnipegMilan

YWG Winnipeg - MXP Milan Malpensa

YWGMXP

Winnipeg

Fri 9/10

8:45 p.m.-12:55 a.m.

2 stops45h 10m

Milan Malpensa

Wed 31/12

12:00 a.m.-5:00 p.m.

Nonstop0h 00m

C$ 423

WinnipegNaples

YWG Winnipeg - NAP Naples

YWGNAP

Winnipeg

Sun 25/10

3:45 p.m.-5:00 p.m.

3 stops43h 15m

Naples

Wed 31/12

12:00 a.m.-5:00 p.m.

Nonstop0h 00m

C$ 434

WinnipegRome

YWG Winnipeg - FCO Rome Fiumicino

YWGFCO

Winnipeg

Sat 24/10

7:10 p.m.-1:35 p.m.

1 stop35h 25m

Rome Fiumicino

Wed 31/12

12:00 a.m.-5:00 p.m.

Nonstop0h 00m

C$ 436

WinnipegRome

YWG Winnipeg - FCO Rome Fiumicino

YWGFCO

Winnipeg

Thu 15/10

4:05 p.m.-12:35 a.m.

2 stops49h 30m

Rome Fiumicino

Wed 31/12

12:00 a.m.-5:00 p.m.

Nonstop0h 00m

C$ 438

WinnipegRome

YWG Winnipeg - CIA Rome Ciampino

YWGCIA

Winnipeg

Thu 15/10

6:05 p.m.-9:40 p.m.

3 stops44h 35m

Rome Ciampino

Wed 31/12

12:00 a.m.-5:00 p.m.

Nonstop0h 00m

C$ 458

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/9

Showing 1-10 of 53 resultsSorted by cheapest first
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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

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, March is the cheapest month in which you can book a flight from Winnipeg to Italy (average of C$ 1,034). Flying from Winnipeg to Italy in August is currently the most expensive (average of C$ 1,317). 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 27 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

See what other customers who have flown with KLM,Delta, 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
7.8
Good
1,576 reviews
Check prices

Food

7.3

Crew

8.4

Boarding

7.8

Entertainment

7.2

Overall

7.8

Comfort

7.7

Reviews

1 / 20
4.0
Okay

Abhisek,Aug 2026

JFK - AMS

They didn’t offer any options for breakfast and had only one option which was cold meat and cheese. I would expect at least one more option in premium economy
KLM
7.8
Good
1,576 reviews
KLM
7.8
Good
1,576 reviews
Check prices

Food

7.3

Crew

8.4

Boarding

7.8

Entertainment

7.2

Overall

7.8

Comfort

7.7

Reviews

1 / 20
4.0
Okay

Abhisek,Aug 2026

JFK - AMS

They didn’t offer any options for breakfast and had only one option which was cold meat and cheese. I would expect at least one more option in premium economy
Delta
7.8
Good
8,553 reviews
KLM
7.8
Good
1,576 reviews
Check prices

Food

7.3

Crew

8.4

Boarding

7.8

Entertainment

7.2

Overall

7.8

Comfort

7.7

Reviews

1 / 20
4.0
Okay

Abhisek,Aug 2026

JFK - AMS

They didn’t offer any options for breakfast and had only one option which was cold meat and cheese. I would expect at least one more option in premium economy
WestJet
7.2
Good
3,445 reviews
KLM
7.8
Good
1,576 reviews
Check prices

Food

7.3

Crew

8.4

Boarding

7.8

Entertainment

7.2

Overall

7.8

Comfort

7.7

Reviews

1 / 20
4.0
Okay

Abhisek,Aug 2026

JFK - AMS

They didn’t offer any options for breakfast and had only one option which was cold meat and cheese. I would expect at least one more option in premium economy
Air Canada
7.1
Good
11,608 reviews
KLM
7.8
Good
1,576 reviews
Check prices

Food

7.3

Crew

8.4

Boarding

7.8

Entertainment

7.2

Overall

7.8

Comfort

7.7

Reviews

1 / 20
4.0
Okay

Abhisek,Aug 2026

JFK - AMS

They didn’t offer any options for breakfast and had only one option which was cold meat and cheese. I would expect at least one more option in premium economy
Lufthansa
6.8
Okay
8,212 reviews
KLM
7.8
Good
1,576 reviews
Check prices

Food

7.3

Crew

8.4

Boarding

7.8

Entertainment

7.2

Overall

7.8

Comfort

7.7

Reviews

1 / 20
4.0
Okay

Abhisek,Aug 2026

JFK - AMS

They didn’t offer any options for breakfast and had only one option which was cold meat and cheese. I would expect at least one more option in premium economy

Related info for your journey

  • 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 13h 42m. 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, March is the cheapest month in which you can book a flight from Winnipeg to Italy (average of C$ 1,034). Flying from Winnipeg to Italy in August is currently the most expensive (average of C$ 1,317). 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

Top 3 airlines flying from Winnipeg to Italy

AirlineCheapestAverageFlexibilityOn-time
WestJetCheapestC$ 656AverageC$ 985FlexibilityNo cancel feeOn-time60%
Search WestJet flights
Air CanadaCheapestC$ 853AverageC$ 1,251FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
LufthansaCheapestC$ 1,116AverageC$ 1,874FlexibilityNo cancel feeOn-time76%
Search Lufthansa flights

Fly with Cheapflights

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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