Cheap flights from Toronto to Illinois from $151

The cheapest month to fly to Illinois from Toronto is in January. Flight prices, which tend to average around $259, 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 January, then flying in February is also cheap. Prices for this month can be found on momondo for an average of $273.

The cheapest day to depart from Toronto to Illinois is on a Friday when prices can be found for as low as $498. Flights from Toronto to Illinois on a Monday will generally be more expensive and average around $685. 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 Toronto to Illinois during this time can be as low as $465. Flights in the afternoon are often more expensive with an average ticket price of $809.

Fly from Toronto Island to Chicago O'Hare Intl for the best Toronto - Illinois flight prices

You are more likely to see cheaper flights to Illinois from Toronto when booking weeks ahead of your departure date. In general, you can expect to find flights to Illinois for around $316 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Illinois from Toronto for as low as $226 on momondo.

There are 4 cabin classes available to choose from on Toronto 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 Toronto to Illinois

Air Canada, United Airlines and Porter Airlines are the top three most popular airlines that fly to Illinois from Toronto according to our data. Air Canada is the first choice among our users, with 49% of people opting to fly with this airline when traveling to Illinois. Keep in mind that there are 4 different airlines that fly to Illinois on a routine basis, so you have a few additional options to choose from.

63 flights are operational daily from Toronto to Illinois as of November 2026. The most popular departure time for this route is 3:00PM, with 45% of flights per day taking off in the afternoon.

As of November 2026, there are 447 flights per week flying from Toronto to Illinois. The most common day of the week flights depart is Thu, with 15% of flights taking off on this day.