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Cheap Flights from Winnipeg to Milan

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Flight deals from Winnipeg to Milan

Looking for a cheap last-minute deal or the best return flight from Winnipeg to Milan? Find the lowest prices on one-way and return tickets right here.
Milan.R 3,773 per passenger.Departing Tue, 13 Jan.One-way flight with WestJet.Outbound indirect flight with WestJet, departs from Winnipeg on Tue, 13 Jan, arriving in Milan Malpensa.Price includes taxes and charges.From R 3,773, select.
Milan.R 3,822 per passenger.Departing Sun, 1 Feb.One-way flight with WestJet.Outbound indirect flight with WestJet, departs from Winnipeg on Sun, 1 Feb, arriving in Milan Malpensa.Price includes taxes and charges.From R 3,822, select.
Milan.R 6,300 per passenger.Departing Tue, 3 Mar.One-way flight with Flair Airlines.Outbound indirect flight with Flair Airlines, departs from Winnipeg on Tue, 3 Mar, arriving in Milan Malpensa.Price includes taxes and charges.From R 6,300, select.
Milan.R 6,797 per passenger.Departing Tue, 30 Dec.One-way flight with WestJet.Outbound indirect flight with WestJet, departs from Winnipeg on Tue, 30 Dec, arriving in Milan Linate.Price includes taxes and charges.From R 6,797, select.
Milan.R 7,531 per passenger.Departing Fri, 4 Sep.One-way flight with WestJet.Outbound indirect flight with WestJet, departs from Winnipeg on Fri, 4 Sep, arriving in Milan Bergamo.Price includes taxes and charges.From R 7,531, select.
Milan.R 12,710 per passenger.Departing Tue, 2 Jun.One-way flight with WestJet.Outbound indirect flight with WestJet, departs from Winnipeg on Tue, 2 Jun, arriving in Milan Malpensa.Price includes taxes and charges.From R 12,710, select.
Map with a flight path from Winnipeg to Milan. A plane icon is halfway along the route with a label that says "1+ stops".
1+ stops

Your route at a glance

Cheapest dealR 9,428
Cheapest monthFebruary
Most popular airlineAir Canada

Find the cheapest month to fly from Winnipeg to Milan

We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like Winnipeg to Milan flights are currently cheapest in January.
Dec
from R 6,797
Jan
from R 3,773
Feb
from R 3,822
Mar
from R 6,300
Apr
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May
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Jun
from R 12,710
Jul
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Aug
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Sep
from R 7,531
Oct
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Nov
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Alternative Winnipeg to Milan routes

Looking for the cheapest, fastest or easiest route from Winnipeg to Milan? You could fly into the following airports instead.

Finding cheap flights from Winnipeg to Milan: Frequently asked questions

There are 4 airports in Milan: Milan Linate, Milan Malpensa, Milan Bergamo, and Verona Brescia.
The best price we found for a return flight from Winnipeg to Milan is R 9,428. This is an estimate based on information collected from different airlines and travel providers over the last 4 days and is subject to change and availability.
Currently, there are no airlines that fly direct from Winnipeg to Milan. But we found flights with one or more stops from R 9,428.
As of December 2025, there are no flights flying from Winnipeg to Milan.
The cheapest month to fly from Winnipeg to Milan is usually February.
If you're flying from Winnipeg Airport, the cheapest airport near Milan is Milan Malpensa – which is 40.6 km away from the centre of Milan. We've found flights into this airport from R 9,428.
After crunching the numbers on our flight calendar, we found that it's currently cheapest to fly from Winnipeg Airport to Milan on Sunday, 1 February 2026.
No airlines currently offer direct flights between Winnipeg Airport and Milan. Most routes have one or more stops.
We show every price from over 1,200 airlines and travel agents, comparing them all so you don’t have to. If you know you want to fly to Milan but you’re not ready to book, set up a Price Alert. We’ll track prices for you, and let you know when they rise or fall.
We crunched all the numbers in our flight calendar and it looks like the cheapest time to book a flight to Milan is around 40 days in advance, so don’t leave your flight to the last minute.
In December, the average temperature is usually around 3°C. August is typically the warmest month in Milan, when it usually averages around 28°C. You can expect the least rain in February. The coldest month is January, with temperatures averaging -1°C. The rainiest month is November.
Currently, WestJet offers the cheapest flight tickets to Milan.

Travelling from Winnipeg James Armstrong Richardson International Airport (YWG) to Milan: what you need to know

  • The timezone in Milan is UTC+1. The city is six hours ahead of Winnipeg, where Winnipeg James Armstrong Richardson International Airport is located.

  • To avoid missing your YWG to Milan flight, allow plenty of time for things like baggage drop and finding your gate. Arriving two hours ahead of international departures and an hour before domestic flights is the general rule.

  • Planning to travel during a peak period like school or public holidays? Expect longer queues at security and check-in. For peace of mind, arrive up to four hours before international flights and two hours before domestic departures.

  • Travelling from central Winnipeg to YWG takes around 55 minutes on public transport. If you ride-share, drive or get a cab, you'll cover the 6 kilometres in 15 minutes or so, depending on traffic conditions.

  • Want a leisurely start to your travels? Stay near YWG. Whether you're catching an early flight from Winnipeg James Armstrong Richardson International Airport to Milan or want to avoid feeling rushed, these hotels put convenience first:

  • When it comes to Winnipeg James Armstrong Richardson International Airport's on-time performance, data shows 61.28% of flights stick to their scheduled arrival time.

  • The address for YWG is 2000 Wellington Avenue.

How to find the cheapest flights from Winnipeg James Armstrong Richardson International Airport (YWG) to Milan

  • The best price we've seen for a one-way Winnipeg James Armstrong Richardson International Airport to Milan flight is R 3,773. The cheapest price for a return flight is R 9,428. Bear in mind fares may change due to availability at the time of booking.

  • To pick up cheap flights from YWG to Milan, book as early as possible. Airlines tend to offer lower fares when tickets first go on sale.

  • Landing cheap tickets from Winnipeg James Armstrong Richardson International Airport to Milan is easier if you're flexible with your travel plans. Try using the 'Whole month' tool to access the best prices across the month and score a fantastic deal.

  • Locking in a cheap flight from YWG to Milan couldn't be easier with Price Alerts. Simply set up one of these automatic notifications and we'll notify you when a better deal is available.

  • Find an affordable flight from Winnipeg James Armstrong Richardson International Airport to Milan with the help of our filters. Select your preferred times, airlines and number of stops, then sort the results by 'Cheapest' for the best deals.

Airports in Milan

Milano Malpensa Airport (MXP)

  • Milano Malpensa Airport (MXP) to the centre of Milan takes around 45 minutes to reach by car. The centre is roughly 48 kilometres away.

  • If you're travelling by public transport, expect a journey time of around 55 minutes.

  • Look into staying at a hotel near MXP if you have a late flight from Winnipeg James Armstrong Richardson International Airport to Milan. Choose one of these options and make your first night all about catching up on rest:

  • Go where the road takes you with a Milano Malpensa Airport rental car. Pick up a set of wheels from Surprice, RentSmart24 or Noleggiare and find adventure across Milan and beyond.

  • Secure the lowest price by reserving your vehicle from Milano Malpensa Airport around one week in advance of your flight from YWG to Milan.

Orio al Serio International Airport (BGY)

  • Orio al Serio International Airport (BGY) is roughly 64 kilometres from the centre of Milan. After your flight from Winnipeg James Armstrong Richardson International Airport to Milan, it'll take you around 1 hour to get to the heart of the city in a cab or ride-share.

  • Public transport will get you there in about 2 hours 20 minutes.

  • Hang the 'Do not disturb' sign on your door and rest at a hotel near BGY. Here are a few options where you can tuck yourself in after your YWG to Milan flight:

  • No need to worry about public transport schedules or cab lines. Pick up an Orio al Serio International Airport rental car and let the journey unfold your way. Compare availability and rates from Surprice, RentSmart24 and Galdieri Rent.

  • Secure your first choice, not your last resort. Booking your ride from BGY two weeks in advance often means better deals and a greater range of vehicles.

Milano Linate Airport (LIN)

  • Milano Linate Airport (LIN) is about 11 kilometres from central Milan. It takes about 30 minutes to get to the city centre in a ride-share or cab once you've hopped off your flight from Winnipeg James Armstrong Richardson International Airport to Milan.

  • If you use public transport, the journey will take you about 45 minutes.

  • Enjoy a low-stress, comfortable start to your break by choosing a hotel near LIN after your YWG to Milan flight. Recover from a day of travel or just take a moment to get your bearings in a new destination at:

  • Whether you're after a zippy compact for solo travel or an SUV to fit everyone and their gear, you'll find the right Milano Linate Airport rental car for you. Browse the range of wheels available from suppliers such as RentSmart24, Drivalia and Noleggiare.

  • If you're searching for a vehicle with specific features, lock in your ride from LIN about four weeks ahead of your flight from Winnipeg James Armstrong Richardson International Airport to Milan. This improves your chances of getting your preferred car, on top of a better deal.

Best time to go to Milan

  • Carefully consider your trip dates before locking in your flight from Winnipeg James Armstrong Richardson International Airport to Milan. The city buzzes during high season, but prices are generally higher and major attractions can get busy. Visit Milan in the low season if you prefer a quieter vibe.

  • The warmest month in Milan is July, with temperatures ranging between 16ºC (61ºF) and 35ºC (95ºF). Book your Winnipeg James Armstrong Richardson International Airport to Milan flight ticket then if that's your idea of comfortable weather.

  • January sees average temperatures of between -1ºC (30ºF) and 9ºC (48ºF). Search for a cheap ticket from YWG to Milan around that time if you like cooler conditions.

More about Milan

  • When it comes to looking for somewhere to rest your head, you'll find the top stays in Milan right here. Check out these options after locking in your flight from Winnipeg James Armstrong Richardson International Airport to Milan:

  • Milan Cathedral and Grande Museo del Duomo di Milano are just two of the top attractions to add to your Milan travel itinerary. Keep the sightseeing going at The Last Supper Museum.

Explore more of Italy

  • Milan has plenty to offer, but there are so many other corners of Italy just waiting to be discovered. About 483 kilometres south-east of Milan, a visit to Rome will keep your itinerary packed. Start with leading attractions like Colosseum, Trevi Fountain and Roman Forum.

  • Turin is another favourite destination in Italy and is around 129 kilometres west of Milan. No trip is complete without a visit to Galleria Sabauda (Palazzo Reale), Egyptian Museum and Royal Palace of Turin.

Plan the rest of your trip from Winnipeg to Milan

Prices shown on this page are estimated lowest prices only. Found in the last 45 days.