Cheap flights from Chicago O'Hare Intl Airport to Canada from $102

If you aren’t able to travel during the month of December, then book flights to Canada from Chicago O'Hare Intl Airport during September instead. Flights to Canada in September, while not as cheap as those in December, still average around $265.

Our data shows that Thursday is the least expensive day to fly to Canada. Tickets to fly out on this day can be as low as $426. When flying out on a Sunday, the most expensive travel day of the week, you can expect to see flight prices from Chicago O'Hare Intl Airport to Canada for around $729.

In the evening is the cheapest time of day to fly from Chicago O'Hare Intl Airport to Canada when you can find flight prices for as low as $410. Flying to Canada in the evening is an ideal time because this is during off-peak travel hours. In contrast, the most expensive time of day to depart to Canada is in the afternoon when prices are around $742.

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

You are more likely to see cheaper flights to Canada from Chicago O'Hare Intl Airport when booking weeks ahead of your departure date. In general, you can expect to find flights to Canada for around $305 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Canada from Chicago O'Hare Intl Airport for as low as $203 on momondo.

Air Canada, United Airlines, and Delta are the most popular carriers operating from Chicago O'Hare Intl to Canada

United Airlines, Air Canada and American Airlines are the top three most popular airlines that fly to Canada from Chicago O'Hare Intl Airport according to our data. United Airlines is the first choice among our users, with 34% of people opting to fly with this airline when traveling to Canada. Keep in mind that there are 9 different airlines that fly to Canada on a routine basis, so you have a few additional options to choose from.

Historically, on average around 21% of flights between Chicago and Canada have experienced a delay on any given week. The average delay length over the past 12 months has been 137 minutes.

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

Tuesday is statistically the day of the week which experiences the fewest number of 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 have had the least number of delays on this route over the last 12 months; with about 18% of their flights experiencing any sort of delay.

116 flights are operational daily from Chicago O'Hare Intl Airport to Canada as of May 2026. The most popular departure time for this route is 2:00PM, with 46% of flights per day taking off at noon.

As of May 2026, there are 812 flights per week flying from Chicago O'Hare Intl Airport to Canada. The most common day of the week flights depart is Fri, with 15% of flights taking off on this day.