Cheap flights from Illinois to Calgary from C$ 189

The cheapest month to fly to Calgary from Illinois is in November. Flight prices, which tend to average around C$ 85, are often lower during this time because this is during the off-season. If you aren’t able to travel during the month of November, then book flights to Calgary from Illinois during October instead. Flights to Calgary in October, while not as cheap as those in November, still average around C$ 87.

The cheapest day to depart on your flight to Calgary is on a Thursday when prices can be found for as low as C$ 398. 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 Illinois because it is more convenient for both business and leisure travellers. As a result, prices tend to be around C$ 529.

Our data shows that the cheapest Illinois 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$ 262. If you have a flexible travel schedule, then try to avoid flying in the afternoon when prices are C$ 425 on average. Flights to Calgary from Illinois 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 Illinois - Calgary flight prices

You are more likely to see cheaper flights to Calgary from Illinois when booking weeks ahead of your departure date. In general, you can expect to find flights to Calgary for around C$ 456 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Calgary from Illinois for as low as C$ 430 on momondo.

There are 4 cabin classes available to choose from on Illinois to Calgary flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

As of June 2026, 13 flights take off from Illinois and land in Calgary each day. The most common flight departure time for this route is 8:00p.m., with 66% of daily flights taking off in the evening.

As of June 2026, there are 93 flights per week flying from Illinois to Calgary. The most common day of the week flights depart is Thu, with 16% of flights taking off on this day.