Cheap flights from Chicago O'Hare Intl Airport to Canada from C$ 123

In general, February is the cheapest month to fly from Chicago O'Hare Intl Airport to Canada. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around C$ 298. If you’re not able to fly to Canada in February, then July is your next best option. Flight prices from Chicago O'Hare Intl Airport to Canada during July average around C$ 325.

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 C$ 296. If your travel schedule is flexible, try to avoid departing on a Monday because tickets tend to average around C$ 506. These prices are subject to change though, so be sure to set up a Price Alert for flights to Canada.

According to our data, the cheapest time of day to fly to Canada is in the evening. momondo users have found flights departing from Chicago O'Hare Intl Airport to Canada in the evening for as low as C$ 265. Keep in mind that these prices may fluctuate based on what airline you choose and the time of year you plan to travel. In the morning is when there is more demand to fly to Canada, so prices are often more expensive at around C$ 451 per ticket.

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 C$ 401 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 C$ 198 on momondo.

There are 4 cabin classes available to choose from on Chicago O'Hare Intl to Canada flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

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

United Airlines, Air Canada and WestJet 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 53% of people opting to fly with this airline when travelling to Canada. Keep in mind that there are 3 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 138 minutes.

Generally, flights departing in the morning tend to experience fewer delays. Flights departing in the evening 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 17% of their flights experiencing any sort of delay.

As of March 2026, 103 flights take off from Chicago O'Hare Intl Airport and land in Canada each day. The most common flight departure time for this route is 6:00p.m., with 41% of daily flights taking off at noon.

As of March 2026, 725 flights take off from Chicago O'Hare Intl Airport and land in Canada each week. The most common flight departure day for this route is Mon, with 15% of weekly flights taking off on this day.