Cheap flights from Toronto Pearson Intl Airport to Chicago from $149

According to our data, Tuesday is the cheapest day to fly to Chicago Midway Airport from Toronto Pearson Intl Airport. The lowest ticket price found for a Tuesday departure recently was $228. Keep in mind that prices can always vary depending on your route and whether or not you are flying domestic or international. On the other hand, Thursday is the most expensive day to depart from Toronto Pearson Intl Airport because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $304.

Flying to Chicago Midway Airport from Toronto Pearson Intl Airport in the afternoon is the least expensive time of day to depart. momondo users have found prices as low as $263 when looking at flights departing in the afternoon. Try not to purchase tickets at noon because they tend to be around $320. Of course, these prices can vary depending on the time of year and what airport you fly to.

Historically, on average around 30% of flights between Toronto and Chicago have experienced a delay on any given week. The average delay length over the past 12 months has been 80 minutes.

Generally, flights departing in the morning tend to experience fewer delays. Flights at night have, in the past, seen delays more frequently in comparison.

Monday is statistically the day of the week which experiences the fewest number of delays on this flight route. Friday has historically seen more delays on average compared to the rest of the week.

According to our data, Delta have had the least number of delays on this route over the last 12 months; with about 53% of their flights experiencing any sort of delay.