Cheap flights from Chicago O'Hare Intl Airport to Calgary from C$ 150

The cheapest month to fly to Calgary from Chicago O'Hare Intl Airport is in January. Flight prices, which tend to average around C$ 318, are often lower during this time because this is during the off-season. If you aren’t able to travel during the month of January, then book flights to Calgary from Chicago O'Hare Intl Airport during October instead. Flights to Calgary in October, while not as cheap as those in January, still average around C$ 392.

The cheapest day to depart on your flight to Calgary is on a Monday when prices can be found for as low as C$ 247. This is often the case because there is less demand to fly during this day of the week. On the other hand, Friday 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$ 610.

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$ 256. If you have a flexible travel schedule, then try to avoid flying in the afternoon when prices are C$ 486 on average. Flights to Calgary from Chicago O'Hare Intl Airport in the afternoon 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$ 482 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$ 440 on momondo.

There is only 1 cabin class available to choose from on Chicago O'Hare Intl Airport to Calgary flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

No. A direct flight is the cheapest option for a flight between Chicago O'Hare Intl Airport to Calgary.

As of September 2026, prices for Chicago O'Hare Intl Airport to Calgary flights are approximately 25% cheaper when compared to flights at the same time last year.

Historically, on average around 27% 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 148 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.

Tuesday is statistically the day of the week that experiences the fewest delays on this flight route. Sunday 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 24% of their flights experiencing any sort of delay.

The number of flights available between Chicago O'Hare Intl Airport and Calgary is 11 per day as of September 2026. The most frequent departure time is 8:00p.m., with 64% of daily flights leaving in the evening.

82 flights are operational weekly from Chicago O'Hare Intl Airport to Calgary as of September 2026. The most popular departure day for this route is Fri, with 17% of flights per week taking off on this day.