Cheap flights from Calgary to Winnipeg from C$ 99

The cheapest month to fly to Winnipeg from Calgary is in September. Flight prices, which tend to average around C$ 137, are often lower during this time because this is during the off-season. If you are unable to visit Winnipeg during the month of September, then departing from Calgary during the month October is also very affordable. Most momondo users find prices during this month for around C$ 145.

Our data shows that Thursday is the least expensive day to fly to Winnipeg. Tickets to fly out on this day can be as low as C$ 237. Be sure to avoid booking your departure on a Sunday as prices are generally higher than usual. According to our data, the average ticket price to Winnipeg on Sunday is C$ 392.

At noon is the cheapest time of day to fly from Calgary to Winnipeg when you can find flight prices for as low as C$ 198. Flying to Winnipeg at noon is an ideal time because this is during off-peak travel hours. Flights to Winnipeg are more costly in the evening, with an average ticket price of C$ 362. Departure times in the evening fall within the peak daily travel times, which is why tickets can be more expensive.

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

You are more likely to see cheaper flights to Winnipeg from Calgary when booking weeks ahead of your departure date. In general, you can expect to find flights to Winnipeg for around C$ 252 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Winnipeg from Calgary for as low as C$ 169 on momondo.

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

Flair Airlines and WestJet are the most popular carriers operating from Calgary to Winnipeg

WestJet, Flair Airlines and Air Canada are the top three most popular airlines that fly to Winnipeg from Calgary according to our data. WestJet is the first choice among our users, with 72% of people opting to fly with this airline when travelling to Winnipeg. Keep in mind that there are 3 different airlines that fly to Winnipeg on a routine basis, so you have a few additional options to choose from.

Historically, on average around 19% of flights between Calgary and Winnipeg have experienced a delay on any given week. The average delay length over the past 12 months has been 120 minutes.

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

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

According to our data, WestJet has had the least delays on this route over the last 12 months, with about 18% of their flights experiencing any sort of delay.

As of February 2026, 11 flights take off from Calgary and land in Winnipeg each day. The most common flight departure time for this route is 3:00p.m., with 53% of daily flights taking off in the afternoon.

The number of flights available between Calgary and Winnipeg is 82 per week as of February 2026. The most frequent departure day is Tue, with 22% of weekly flights leaving on this day.