Cheap flights from Toronto to Illinois from C$ 211

In general, January is the cheapest month to fly from Toronto to Illinois. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around C$ 362. If you don’t want to visit Illinois in January, then you should wait until February to fly from Toronto, when ticket prices are also cheap, with an average price of C$ 382.

According to our data, Friday is the cheapest day to fly to Illinois from Toronto. The lowest ticket price found for a Friday departure recently was C$ 705. Keep in mind that prices can always vary depending on your route and whether or not you are flying domestic or international. The most expensive day to fly to Illinois is Tuesday, with ticket prices averaging around C$ 947.

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 C$ 734. If you have a flexible travel schedule, then try to avoid flying in the afternoon when prices are C$ 1,143 on average. Flights to Illinois from Toronto in the afternoon are generally more expensive because this time of day is more convenient for travellers’ schedules.

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 C$ 442 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 C$ 316 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.

Porter Airlines, Air Transat, and United 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 60% of people opting to fly with this airline when travelling 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.

As of November 2026, there are 60 flights per day flying from Toronto to Illinois. The most common time of day flights depart is 3:00p.m., with 45% of flights taking off in the afternoon.

As of November 2026, 424 flights take off from Toronto and land in Illinois each week. The most common flight departure day for this route is Mon, with 16% of weekly flights taking off on this day.