C$ 389 Find Cheap Flights from Winnipeg to Italy

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Winnipeg to Italy departing on 25/5. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

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Flight Deals

Best Italy Flight Deals from Winnipeg

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Rome
Rome2 stopsC$ 967
Milan
Milan2 stopsC$ 919
Venice
Venice1 stopC$ 1,137
Naples
Naples3 stopsC$ 1,083
Florence
Florence2 stopsC$ 1,107
Bologna
Bologna3 stopsC$ 1,324
Trieste
Trieste2 stopsC$ 2,240
Verona
Verona3 stopsC$ 1,379
Rome
Rome2 stopsC$ 967
Milan
Milan2 stopsC$ 919
Venice
Venice1 stopC$ 1,137
Naples
Naples3 stopsC$ 1,083
Florence
Florence2 stopsC$ 1,107
Bologna
Bologna3 stopsC$ 1,324
Trieste
Trieste2 stopsC$ 2,240
Verona
Verona3 stopsC$ 1,379

Cheap Flights from Winnipeg to Italy

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Winnipeg to Italy that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Winnipeg to Italy

Sun, 26 Apr - Mon, 4 May
Delta Logo
5:20 p.m. - 12:05 p.m.
YWG
-
MXP
35h 45m
2 stops
Delta Logo
2:15 p.m. - 10:56 a.m.
MXP
-
YWG
51h 41m
2 stops
C$ 919Delta
Thu, 7 May - Thu, 14 May
Delta Logo
5:41 p.m. - 11:00 p.m.
YWG
-
MXP
46h 19m
2 stops
Delta Logo
2:15 p.m. - 10:54 a.m.
MXP
-
YWG
27h 39m
2 stops
C$ 962Delta
Mon, 25 May - Tue, 9 Jun
Multiple Airlines Logo
4:55 p.m. - 11:45 p.m.
YWG
-
FCO
23h 50m
2 stops
Multiple Airlines Logo
3:00 p.m. - 10:10 p.m.
FCO
-
YWG
14h 10m
1 stop
C$ 967Multiple Airlines
Fri, 5 Jun - Fri, 12 Jun
Multiple Airlines Logo
4:25 p.m. - 11:20 p.m.
YWG
-
FCO
23h 55m
2 stops
Multiple Airlines Logo
3:00 p.m. - 9:20 a.m.
FCO
-
YWG
25h 20m
2 stops
C$ 968Multiple Airlines
Sun, 10 May - Thu, 14 May
Air Canada Logo
2:00 p.m. - 9:30 a.m.
YWG
-
VCE
12h 30m
1 stop
Air Canada Logo
12:20 p.m. - 9:29 p.m.
VCE
-
YWG
16h 09m
1 stop
C$ 1,137Air Canada
Sun, 10 May - Thu, 14 May
Air Canada Logo
8:00 a.m. - 9:30 a.m.
YWG
-
VCE
18h 30m
2 stops
Air Canada Logo
12:20 p.m. - 9:29 p.m.
VCE
-
YWG
16h 09m
1 stop
C$ 1,143Air Canada
Sun, 3 May - Tue, 19 May
United Airlines Logo
2:00 p.m. - 12:50 p.m.
YWG
-
FLR
15h 50m
2 stops
United Airlines Logo
10:45 a.m. - 11:52 a.m.
FLR
-
YWG
56h 07m
2 stops
C$ 1,321United Airlines
Sun, 31 May - Thu, 4 Jun
United Airlines Logo
7:00 a.m. - 5:55 p.m.
YWG
-
PSA
27h 55m
2 stops
United Airlines Logo
10:40 a.m. - 11:52 a.m.
PSA
-
YWG
56h 12m
2 stops
C$ 1,893United Airlines
Fri, 31 Jul - Mon, 17 Aug
Lufthansa Logo
4:05 p.m. - 6:30 p.m.
YWG
-
SUF
19h 25m
2 stops
Lufthansa Logo
3:20 p.m. - 9:19 p.m.
SUF
-
YWG
36h 59m
2 stops
C$ 3,698Lufthansa
Fri, 31 Jul - Mon, 17 Aug
Lufthansa Logo
4:05 p.m. - 6:30 p.m.
YWG
-
SUF
19h 25m
2 stops
Lufthansa Logo
11:15 a.m. - 3:14 p.m.
SUF
-
YWG
34h 59m
2 stops
C$ 3,706Lufthansa
Booking Insights

KAYAK's insights & trends for Winnipeg to Italy flights

Get data-powered insights and trends into flights from Winnipeg to Italy to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest month to fly from Winnipeg to Italy?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Winnipeg to Italy, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Winnipeg to Italy is January, when tickets cost C$ 998 (return) on average. On the other hand, the most expensive months are December and June, when the average cost of round-trip tickets is C$ 1,639 and C$ 1,343 respectively.

Good to know

Low seasonApril
Cheapest flightC$ 389
Best time to beat the crowds (4% less expensive on average)
Most popular time to fly (1% more expensive on average)
Flight from Winnipeg to Milan

FAQs - booking Italy flights

  • Is it necessary to obtain a visa before a flight from Winnipeg to Italy?

    If you're a Canadian citizen traveling to Italy, you should know that it is one of the Schengen area countries. This means that you can visit other countries within the Schengen area without needing a visa for stays up to 90 days. If you plan on staying longer than 90 days, you will need to obtain the appropriate visa from the high commission or embassy of the country or countries you plan to visit before your trip.

  • What car child seat laws should I be aware of in Italy?

    When traveling to Italy with children, it's important to be aware of the country's child car seat laws. Children under 4 years of age must ride in a car seat appropriate for their age and size. Children between 4 and 12 years old must also use a car seat or booster seat if they are shorter than 150 cm. It's recommended to bring your own car seat, but they can also be rented from car rental companies. Failure to comply with these laws can result in fines.

  • What are some reasons to upgrade to business class for a flight on WestJet?

    Upgrading to business class on WestJet for flights from Winnipeg to Italy can provide numerous benefits. In addition to a more comfortable seat and extra legroom, passengers can enjoy enhanced food and beverage options, priority boarding, and access to exclusive lounges. Business class passengers also have the opportunity to earn more frequent flyer points, making it easier to earn rewards for future flights.

  • As an environmentally conscious traveler, which airline should I choose for this trip?

    Air Canada is committed to sustainability and reducing their environmental impact. They have implemented numerous initiatives to achieve this goal, such as investing in fuel-efficient aircraft, reducing waste and emissions, and utilizing renewable energy sources. They also work with communities and organizations to support environmental conservation efforts. 

  • How does KAYAK find such low prices on flights from Winnipeg to Italy?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Winnipeg to Italy.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Winnipeg to Italy?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Winnipeg to Italy is likely to change within 7 days, so travellers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Winnipeg to Italy?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly from Winnipeg to Italy with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Winnipeg to Italy?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying from Winnipeg to Italy up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Top tips for finding cheap flights to Italy

  • One of the most popular airport destinations in Italy for travelers departing Winnipeg James Armstrong Richardson International Airport (YWG) is the Leonardo da Vinci International Airport (FCO). One of the quickest trips you can make to this airport is on a one-stop flight aboard Air Canada that has a layover at Toronto Pearson International Airport (YYZ).
  • Travelers departing from Winnipeg James Armstrong Richardson International Airport who want to make their way to the Malpensa International Airport (MXP) can do so quite easily on a one-stop flight aboard Air Canada that has a layover at Montréal-Pierre Elliott Trudeau International Airport (YUL).
  • When leaving on an early morning flight from Winnipeg James Armstrong Richardson International Airport to Italy, a good option is to stay at the Grand Winnipeg Airport Hotel to ease the stress of your travel day.
  • When you are looking for the easiest way to get from the Winnipeg James Armstrong Richardson International Airport to Venice Marco Polo Airport (VCE), you can travel on a one-stop flight that utilizes WestJet and Delta and has a layover at Atlanta Hartsfield-Jackson International Airport (ATL).
  • Passengers traveling aboard Air Canada from Winnipeg James Armstrong Richardson International Airport can wait for their flight to Italy in this airline's Maple Leaf Lounge location past the security checkpoints in the main terminal.

Reviews of the top 5 airlines flying from Winnipeg to Italy

 
Need help choosing which airline to fly with from Winnipeg to Italy? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.9
DeltaOverall score based on 8397 reviews
8.1Boarding
7.8Entertainment
7.9Comfort
7.2Food
8.5Crew
Airline reviews

Flight from Fort Wayne to Atlanta was the smallest in terms of cabin space that I've ever seen. A carry on I've used for 20 years BARELY fit in overhead compartment. I'm 5'10" and felt very cramped. Not the best experience.

10.0 ExcellentRay, Apr 2026
FWA - ATL
Read more Delta reviews

Flight from Fort Wayne to Atlanta was the smallest in terms of cabin space that I've ever seen. A carry on I've used for 20 years BARELY fit in overhead compartment. I'm 5'10" and felt very cramped. Not the best experience.

Flight delayed. Air broken. Cabin was hot enough to pass out. Delta shuttle’s becoming worse and worse.

Excellent service, I love the soft blush pink mood lighting on the 767-400ER during meal service. The overhead gasper vents on the 767-400ER were also very strong with a lot of airflow to keep me comfortable on my flight.

We landed and sat on the tarmac for 45 minutes because they only have one gate at the airport and there was another plane running late so we had to wait

Boarding and crew were fantastic, but I paid for a window seat with no window. Seat 11D on a CRJ-900 apparently does not have a window. Lesson learned.

Delta flights recently are always delayed AND at jfk tney get the gates further away (need To walk 20’ to get to them/all the way at the end of the terminal). Not sure whats happening but price doesnt match experience!

Flight was delayed and no reasons provided. After the passengers were boarded, the crew made announcement that the captain has jot arrived and he would take another 15 mins. All passengers patiently sat until the captain came and started. Terrible experience!

This was my first time flying Delta ever and I had a great experience!

Comfort Plus seat 11E seemed smaller than prior flights. The movie selection is good. Watched most of the most recent Tron movie. I'll watch the remaining part later as my movie is saved in the Delta Seatback Experience.

The only thing nice I can say is the flight crew was really nice and apologetic about the situation. They shared as much information as they had and advised us on what we could do about missing connecting flights. The boarding process was so slow. The gate agent was working by herself and should have had someone working with her. It took almost an hour to board because she was trying to board a full flight of people and provide customer service to everyone who was flying standby and/or had questions. It was really chaotic. This didn't help the fact that we were delayed and folks were missing connections the longer it took.

The flight was delayed. The aircraft was unclean. Promised seat was not given due to change in Aircraft. Not one crew on ground was in a position to give any response. Amsterdam Airport is AVIODABLE Over crowded. Over Expensive. Poor Services.

It was really nice experience by flying this klm flight.I personally recommend everyone to please try this klm flight

Crew is not the cheerful type. very slow meal service (this is their style as have flown this many times)

I’m grateful for the KLM Air France shuttle bus service to Ottawa. However due to construction and other issues related to the chaotic Uber pickup system at YUL, it’s a challenge to find the Kelios bus service to Ottawa. The signs are not clear or even available. No staff to guide passengers. It’s a stressful experience.

Delay on my previous leg, had to run to catch my flight. But that happens. Overall ok.

At the airport, terrible, I do not want to even remember it. It was too humiliating for a business class passenger.

They forgot to serve food and the crew was very unfriendly. Never experienced such a bad KLM flight. Usually fly from Toronto. New York was different.

Couldn’t get boarding pass in SLC even with help from a redcoat, so had to find a desk in AMS to get boarding pass. Technical problems so not sure why. Very inconvenient. The KLM app is not as user friendly as most apps. Also had to wait almost an hour on the tarmac for a fuel truck, which caused us to miss a connecting bus in LUX.

The immigration hall in Amsterdam was understaffed, so passport checking was slower than it should be for a major airport. They need to get the automatic readers up and running for non EU passport holders. Waiting in line after a long flight feels a bit abusive.

First of all we couldn’t check in online, then we learn at the airport we were on stand by for KLM’s mistake of overbooking. The seats were not comfy at all. Our luggage got lost.

I didn’t have any food but my Prosecco hit the spot. We left on time and the crew was friendly.

The pricing was split into an ultra basic fare with a comfort seat upgrade. This is misleading. Never were we shown an ultra basic fare. What this did because the fare category was ultra basic we could not bid on an upgrade first class seat. All e mails from WestJet were for ultra basic category with my wife and I upset as we could not confirm this with anyone from your firm.The check in counter were not going to allow our carry on but after some checking saw we had ultra basic and a comfort seat upgrade. They could not figure out how this was done. Now we have to go through this again at the gate in Mexico. Unless I missed it - please let customers know the billing in future. Respectfully. Gary & Nancy Moughtin

Flight didn’t happen because both my connections were lost and Toronto wouldn’t let me board. I was checked in to all 3 flights at the check-in fest in Dublin.

The flight didn’t happen because they apparently lost my check in and wouldn’t let me board.

Access to movies was rather confusing. Apart from that, I have no complaints.

I wasn’t able to book or pay for a seat and they forgot to check me in for my third flight so I spent 24 hours in Toronto waiting for another one.

I wasn’t checked in for the third leg of my flight, my bag was checked through to Dublin but when I went to the gate in Toronto they said I wasn’t on the flight and had given my seat away. I had to wait 24 hours for another flight and instead on the one I had booked it was now 2 flights.

Flight was delayed for 5hours. Food vouchers just aren’t good enough

The agents at the Kelowna YLW airport were really grumpy. Same with oversized baggage person. Staff on the plane were great.

Flight was early. That’s the only positive I can share. I paid for wifi on the flight and it didn’t allow me to use any streaming services so it was a waste of $20. West Jet also lost my ski equipment on my way to a ski vacation. They told me it would be delivered to the hotel as soon as it arrived at the airport. It was never delivered. I had to pick it up at the airport on my way home. I am completely disgusted with my experience on west jet

This was my second leg of my trip and was delayed so was worried about my connection in Montreal. Still hungry so on boarding I asked a flight attendant if I could use my $14.00 voucher on the plane for food as I was starving. She said she would check and let me know but she never came back. So no food again as none was offered. Had to get my bags and check them again and that was ok but don’t understand why I had to go through security and because of them almost missed my flight. No food offered nor possibility to purchase food so still hungry and just watched a movie and hoped I could get food when I landed. Was able to use the $14.00 voucher to buy something and had my family bring food as I was now starving. I’ve been travelling on AC for years and this was my worst experience ever. After our flight got cancelled in SXM and was told the staff there didn’t work for AC so couldn’t do much to help us was not a good experience

Rude flight attendants with poor service. Worst first class experience I’ve ever had.

Staff looked unprofessional. Sloppy uniforms and hardly a smile to be found

After 3 hours of delays, they ended up cancelling my flight. And although I could purchase one-way tickets to get to my destination, they would not offer me these flights as compensation for the cancelled flight, and I didn't end up making it home until 13 hours after I was originally supposed to arrive. It made for an extremely strenuous end to an otherwise good trip.

The plane was very cramped to point there was no way not to touch person beside you and a stewardess screamed at my son when I touched her arm to get her attention to let her know she forgot to give him his dinner when she passed him and gave a dinner to passenger behind him. Very inappropriate response and She never came back to apologize and other stewardess said she was sorry “if I felt” she was inappropriate. Horrible experience and she should be reprimanded for her behavior

After waiting in the airport from 7am (to make sure we had enough time for security), our flight was continually delayed until it was canceled. They tried to book us on a Delta flight, which we considered and even went to the Delta terminal with our luggage (which was stowed and then available once the flight was canceled (about 15 min away) but were then informed that we would need to retrieve our luggage at LaGuardia and then recheck in to Air Canada in New York, grab our luggage, and then get to the air canada terminal and re-check in. We decided against it, took our luggage into an uber home and then drive the 6.5 hours (one way) to Montreal instead.

Be careful about the bad policy and when purchasing seats

It was great to have a vegetarian meal option, but departure was delayed because they had oversold the flight. Air Canada, you’re in charge of how many tickets are sold: don’t oversell!

Very disappointed with premier lounge. Food selection very poor, both coffee machines out of order. For the price you charge for an upgrade, the seats don’t fully recline, movie selection is old. Not very good value. Asian airlines are light years ahead at a more affordable price.

Boarded late then sat on the Tarmac for 90 minutes for no reason

The flight got delayed 3 hours from Montreal and we missed our connecting flight so it was a long journey

The service and food was excellent. The remote control for entertainment did not function properly.

All was good, except my USB charging did not work, so my phone got drained and I could not charge it. Same happened to my neighbour.

A bit more space? Not practical, I know. I felt squished in but part of that could have been the man sitting next to me.

The plane (Mitsubishi CRJ) felt old, creaking and not very new. The crew was okay. Hot water provision was broken so hot beverages could't be served.

Not bad. We had preboarding tickets but the preboarding was badly managed. We lined up behind all the parents with little kids etc and when we got to the front of the line the attendant deliberately turned away from us and ignored us until I asked to be allowed to go to the gate. She started telling us that we had to wait until I told her we had preboarding then she let us through.

Everything well done and customer oriented There entertainment system is difficult to navigate

Boarding and flight update was fantastic as I experienced about a 10-15 delayed for both flights. The food served onboard was great; the service of the flight attendants was excellent.

They delayed my flight from Toronto Pearson for one hour and Frankfurt to Abuja for 2HRS, So sad

Complete mess. Our reservation was mistakenly cancelled. After almost missing the connection and walking all over the Munich airport, the Service desk got involved and we were run to our flight. Not all 4 of us in Business and not seated together as originally booked. This was the worst treatment I have ever had. And I travel a lot. 1K million miler.

Everything you need to know for your flight from Winnipeg to Italy

Information on your arrival and departure airports