Cheap flights from Chicago O'Hare Intl Airport to Calgary from C$ 146

The cheapest month to fly to Calgary from Chicago O'Hare Intl Airport is in October. Flight prices, which tend to average around C$ 306, are often lower during this time because this is during the off-season. If you aren’t able to travel during the month of October, then book flights to Calgary from Chicago O'Hare Intl Airport during January instead. Flights to Calgary in January, while not as cheap as those in October, still average around C$ 312.

The cheapest day to depart on your flight to Calgary is on a Thursday when prices can be found for as low as C$ 349. This is often the case because there is less demand to fly during this day of the week. On the other hand, Saturday is the most expensive day to depart from Chicago O'Hare Intl Airport because it is more convenient for both business and leisure travellers. As a result, prices tend to be around C$ 507.

Our data shows that the cheapest Chicago O'Hare Intl Airport to Calgary flights are usually those with departure times at noon. Our users have found flights to Calgary at noon for as low as C$ 252. If you have a flexible travel schedule, then try to avoid flying in the evening when prices are C$ 392 on average. Flights to Calgary from Chicago O'Hare Intl Airport in the evening are generally more expensive because this time of day is more convenient for travellers’ schedules.

Fly from Chicago O'Hare Intl to Calgary for the best Chicago O'Hare Intl - Calgary flight prices

You are more likely to see cheaper flights to Calgary from Chicago O'Hare Intl Airport when booking weeks ahead of your departure date. In general, you can expect to find flights to Calgary for around C$ 409 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Calgary from Chicago O'Hare Intl Airport for as low as C$ 330 on momondo.

You could potentially save up to 2% on your flight if you consider stops on a Chicago O'Hare Intl Airport to Calgary flight.

As of May 2026, prices for Chicago O'Hare Intl Airport to Calgary flights are approximately 34% cheaper when compared to flights at the same time last year.

Historically, on average around 31% of flights between Chicago and Calgary have experienced a delay on any given week. The average delay length over the past 12 months has been 140 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.

Thursday 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, United Airlines has had the least delays on this route over the last 12 months, with about 27% of their flights experiencing any sort of delay.

The number of flights available between Chicago O'Hare Intl Airport and Calgary is 4 per day as of May 2026. The most frequent departure time is 8:00a.m., with 88% of daily flights leaving at noon.

29 flights are operational weekly from Chicago O'Hare Intl Airport to Calgary as of May 2026. The most popular departure day for this route is Thu, with 24% of flights per week taking off on this day.