Cheap flights from Canada to Illinois from $111

The cheapest month to fly to Illinois from Canada is in July. Flight prices, which tend to average around $214, are often lower during this time because this is during the off-season. If you aren’t able to travel to Illinois during the month of July, then flying in June is also cheap. Prices for this month can be found on momondo for an average of $222.

The cheapest day to depart from Canada to Illinois is on a Thursday when prices can be found for as low as $460. Flights from Canada to Illinois on a Monday will generally be more expensive and average around $733. Keep in mind that these prices on both days could fluctuate depending on the season and the demand.

Our most recent data shows that the best time of day to fly to Illinois is in the evening. Flights from Canada to Illinois during this time can be as low as $363. Flights in the afternoon are often more expensive with an average ticket price of $692.

Fly from Toronto Island to Chicago Midway for the best Canada - Illinois flight prices

You are more likely to see cheaper flights to Illinois from Canada when booking weeks ahead of your departure date. In general, you can expect to find flights to Illinois for around $285 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Illinois from Canada for as low as $195 on momondo.

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

Air Canada, Porter Airlines, and American Airlines are the most popular carriers operating from Canada to Illinois

Air Canada, United Airlines and American Airlines are the top three most popular airlines that fly to Illinois from Canada according to our data. Air Canada is the first choice among our users, with 45% of people opting to fly with this airline when traveling to Illinois. Keep in mind that there are 5 different airlines that fly to Illinois on a routine basis, so you have a few additional options to choose from.

The number of flights available between Canada and Illinois is 110 per day as of March 2026. The most frequent departure time is 4:00PM, with 50% of daily flights leaving in the afternoon.

As of March 2026, there are 773 flights per week flying from Canada to Illinois. The most common day of the week flights depart is Mon, with 15% of flights taking off on this day.