Please be aware that Chicago has multiple airports and that these results are only for O'Hare International airport.
The best month to arrive at Chicago is November and the most expensive month to fly is March. (Average prices, based on 225 datapoints.)
The best day to arrive at Chicago is Saturday and it would be best to avoid Tuesday, as prices are on average 137.34% higher than on Saturday. (Average prices, based on 210 datapoints.)
The cheapest airline flying to Chicago is Air Canada. They are 88% cheaper than British Airways. (Average prices, based on 253 datapoints.)
At Chicago the most flights depart around 13:00. (Hourly flights, based on 360 datapoints.)
From Chicago it is on average the cheapest to fly to Toronto and to Denver. (Average prices, based on 135 datapoints.)
From Chicago most of the flights depart to Toronto, second best connected from Chicago is San Francisco. (Daily flights, based on 62 datapoints.)