C$301 Cheap Flights from Winnipeg to Havana

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Find the cheapest month or even day of the year to fly to Havana

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Flight deals from Winnipeg to Havana

Looking for a cheap last-minute deal or the best return flight from Winnipeg to Havana? Find the lowest prices on one-way and return tickets right here.

Find the cheapest month to fly from Winnipeg to Havana

We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like Winnipeg to Havana flights are currently cheapest in January.

Winnipeg to Havana: Alternative routes

Compare routes from Winnipeg to Havana below. You may find an airport to fly into that's cheaper, faster, or easier than Havana.

Winnipeg to Havana: Flight information

The things to know before you go.
Cheapest flight foundC$301
Cheapest month to flyJanuary

Finding cheap flights from Winnipeg to Havana: Frequently asked questions

The best price we found for a return flight from Winnipeg to Havana is C$493. 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 Havana. But we found flights with one or more stops from C$495.
As of November 2025, there are no flights flying from Winnipeg to Havana.
The cheapest month to fly from Winnipeg to Havana is usually January.
After crunching the numbers on our flight calendar, we found that it's currently cheapest to fly from Winnipeg Airport to Havana Airport on Thursday, January 1, 2026.
No airlines currently offer direct flights between Winnipeg Airport and Havana Airport. 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 Havana 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 Havana is around 40 days in advance, so don’t leave your flight to the last minute.
Currently, WestJet offers the cheapest flight tickets to Havana.

Traveling from Winnipeg James Armstrong Richardson International Airport (YWG) to Jose Marti International Airport (HAV): what you need to know

  • During popular months such as July, you'll want to get to the airport even earlier. Plan to arrive two hours before domestic departures and four hours ahead for an international flight whenever you're traveling during a peak period in general.

  • Before reserving your cheap ticket from YWG to HAV, check if you need a visa to enter Cuba. Visa and travel document requirements can differ and are updated frequently. For the latest information, get in touch with the nearest embassy or consulate of the country you're traveling to.

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

  • C$301 is the best price for a one-way ticket from Winnipeg James Armstrong Richardson International Airport to Jose Marti International Airport. A return flight starts at C$495. These fares may change depending on availability and demand.

  • To get your hands on cheap flight tickets from YWG to HAV, book early. Airlines generally offer lower prices when flights are first made available.

  • Finding cheap flight tickets from Winnipeg James Armstrong Richardson International Airport to Jose Marti International Airport is more likely if you're flexible with your dates. Try using the 'Whole month' search function to see the best prices across each month and snap up a great deal.

  • Sign into your online account or use the app to set up a Price Alert. We'll get in touch straight away if there's a cheaper deal on this route. It's simple to do, and it'll save you time searching for cheap flight tickets from YWG to HAV every day.

  • Play around with filters to find the right journey for you. To see the 'Cheapest,' 'Best' or 'Fastest' flights from Winnipeg James Armstrong Richardson International Airport to Jose Marti International Airport, use the 'Sort by' function. You can also filter by airline, departure and arrival times, and number of stops.

Handy information about Winnipeg James Armstrong Richardson International Airport (YWG)

  • The journey from central Winnipeg to Winnipeg James Armstrong Richardson International Airport takes approximately 55 minutes on public transport. If you ride-share, drive or take a cab, you'll cover the 8 kilometres in 17 minutes or so, depending on traffic conditions.

  • Got an early flight from Winnipeg James Armstrong Richardson International Airport to Jose Marti International Airport? Avoid the hassle of rushing to the airport (and enjoy a little extra shut-eye) by picking one of these hotels near YWG:

Arriving at Jose Marti International Airport (HAV)

Getting from Jose Marti International Airport (HAV) to central Havana

  • Jose Marti International Airport to the center of Havana is around 30 minutes in a car. It's approximately 16 kilometres away. See what options are available, such as cabs, car rentals or ride-sharing services.

When to fly to Jose Marti International Airport (HAV)

  • The quietest month for a flight from Winnipeg James Armstrong Richardson International Airport to Jose Marti International Airport is April, while August is the most popular. Pick the best time to visit Havana based on whether you prefer a laid-back vibe or a more bustling atmosphere.

  • Book your flight from Winnipeg James Armstrong Richardson International Airport to Jose Marti International Airport for July if you'd like to visit Havana during its warmest month. Expect temperatures of between 23ºC and 35ºC.

  • For cooler conditions, search for a cheap ticket from YWG to HAV in January. Temperatures average between 17ºC and 28ºC then.

More about Havana

  • As soon as you've booked your flights from YWG to HAV, you'll need to find somewhere to stay in Havana. Make one of these options your base for exploring this exciting destination:

  • Every great vacation has to include some sightseeing. Old Havana, Malecon and Museo Nacional de Bellas Artes are must-have experiences during your Havana visit.

Complete your Havana trip with hotels and a car rental

  • Once you've secured your cheap ticket to Jose Marti International Airport, explore our low prices and exclusive offers on hotels. You can also compare a range of car rental companies in one place to find the best car rental price for your Havana vacation.

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