Cheap flights from Winnipeg to San Francisco from C$ 250

The cheapest month to fly to San Francisco from Winnipeg is in January. Flight prices, which tend to average around C$ 387, are often lower during this time because this is during the off-season. The month of September is another great option to travel to San Francisco, with average flight prices from Winnipeg averaging around C$ 411.

You are more likely to see cheaper flights to San Francisco from Winnipeg when booking weeks ahead of your departure date. In general, you can expect to find flights to San Francisco for around C$ 543 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to San Francisco from Winnipeg for as low as C$ 327 on momondo.

You could potentially save up to 11% on your flight if you consider stops on a Winnipeg to San Francisco flight.

As of November 2026, prices for Winnipeg to San Francisco flights are approximately 19% cheaper when compared to flights at the same time last year.

Flair Airlines and Delta are the most popular carriers operating from Winnipeg to San Francisco

WestJet, Air Canada and Delta are the top three most popular airlines that fly to San Francisco from Winnipeg according to our data. WestJet is the first choice among our users, with 82% of people opting to fly with this airline when travelling to San Francisco. Keep in mind that there are 3 different airlines that fly to San Francisco on a routine basis, so you have a few additional options to choose from.

Calgary (YYC) was the most common stop: 90% of momondo users choosing one-stop flights on this route connected there.

Flights via Calgary (YYC) offer the lowest average round-trip price of C$ 464.

Flights connecting via Calgary (YYC) have the shortest average one-way travel time: 6h 59m.

Calgary (YYC) has the shortest average layover time for this route: 2h 39m.