Cheap flights from Chicago O'Hare Intl Airport to Toronto from C$ 133

If you aren’t able to travel during the month of September, then book flights to Toronto Pearson Intl Airport from Chicago O'Hare Intl Airport during July instead. Flights to Toronto Pearson Intl Airport in July, while not as cheap as those in September, still average around C$ 318.

Our data shows that Friday is the least expensive day to fly to Toronto Pearson Intl Airport. Tickets to fly out on this day can be as low as C$ 309. When flying out on a Monday, the most expensive travel day of the week, you can expect to see flight prices from Chicago O'Hare Intl Airport to Toronto Pearson Intl Airport for around C$ 506.

Our data shows that the cheapest Chicago O'Hare Intl Airport to Toronto Pearson Intl Airport flights are usually those with departure times in the evening. Our users have found flights to Toronto Pearson Intl Airport in the evening for as low as C$ 265. If you have a flexible travel schedule, then try to avoid flying in the morning when prices are C$ 451 on average. Flights to Toronto Pearson Intl Airport from Chicago O'Hare Intl Airport in the morning are generally more expensive because this time of day is more convenient for travellers’ schedules.

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

You are more likely to see cheaper flights to Toronto Pearson Intl Airport from Chicago O'Hare Intl Airport when booking weeks ahead of your departure date. In general, you can expect to find flights to Toronto Pearson Intl Airport for around C$ 400 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Toronto Pearson Intl Airport from Chicago O'Hare Intl Airport for as low as C$ 198 on momondo.

There are 3 cabin classes available to choose from on Chicago O'Hare Intl to Toronto Pearson Intl flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Historically, on average around 20% of flights between Chicago and Toronto have experienced a delay on any given week. The average delay length over the past 12 months has been 132 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.

The number of flights available between Chicago O'Hare Intl Airport and Toronto Pearson Intl Airport is 58 per day as of March 2026. The most frequent departure time is 6:00p.m., with 36% of daily flights leaving at noon.

407 flights are operational weekly from Chicago O'Hare Intl Airport to Toronto Pearson Intl Airport as of March 2026. The most popular departure day for this route is Fri, with 16% of flights per week taking off on this day.