Cheap flights from Winnipeg to Cancún from C$ 238

In general, September is the cheapest month to fly from Winnipeg to Cancún. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around C$ 590. The month of November is another great option to travel to Cancún, with average flight prices from Winnipeg averaging around C$ 595.

The cheapest day to depart from Winnipeg to Cancún is on a Tuesday. Travellers who choose to depart for Cancún on a Tuesday will often find tickets for as low as C$ 738. If your travel schedule is flexible, try to avoid departing on a Saturday because tickets tend to average around C$ 961. These prices are subject to change though, so be sure to set up a Price Alert for flights to Cancún.

Our data shows that the cheapest Winnipeg to Cancún flights are usually those with departure times at noon. Our users have found flights to Cancún at noon for as low as C$ 726. Flights to Cancún are more costly in the morning, with an average ticket price of C$ 857. Departure times in the morning fall within the peak daily travel times, which is why tickets can be more expensive.

Fly from Winnipeg to Cancun for the best Winnipeg - Cancun flight prices

You are more likely to see cheaper flights to Cancún from Winnipeg when booking weeks ahead of your departure date. In general, you can expect to find flights to Cancún for around C$ 732 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Cancún from Winnipeg for as low as C$ 643 on momondo.

There are 2 cabin classes available to choose from on Winnipeg to Cancun flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

You could potentially save up to 6% on your flight if you consider stops on a Winnipeg to Cancún flight.

As of February 2026, prices for Winnipeg to Cancún flights are approximately 88% more expensive when compared to flights at the same time last year.

WestJet, Flair Airlines, and United Airlines are the most popular carriers operating from Winnipeg to Cancun

WestJet, Air Canada and United Airlines are the top three most popular airlines that fly to Cancún from Winnipeg according to our data. WestJet is the first choice among our users, with 85% of people opting to fly with this airline when travelling to Cancún. Keep in mind that there are 5 different airlines that fly to Cancún on a routine basis, so you have a few additional options to choose from.

Historically, on average around 16% of flights between Winnipeg and Cancún have experienced a delay on any given week. The average delay length over the past 12 months has been 132 minutes.

Generally, flights departing in the morning tend to experience fewer delays. Flights departing in the early afternoon have, in the past, seen delays more frequently in comparison.

Sunday is statistically the day of the week that experiences the fewest delays on this flight route. Thursday has historically seen more delays on average compared to the rest of the week.

According to our data, Air Canada has had the least delays on this route over the last 12 months, with about 5% of their flights experiencing any sort of delay.

Toronto (YYZ) was the most common stop: 69% of momondo users choosing one-stop flights on this route connected there.

Flights via Chicago (ORD) offer the lowest average round-trip price of C$ 606.

Flights connecting via Chicago (ORD) have the shortest average one-way travel time: 7h 28m.

Chicago (ORD) has the shortest average layover time for this route: 2h 24m.