Chicago, Illinois
Best Time to Walk in Chicago, by Month
In Chicago, the morning is usually your friend — head out before the heat builds and the day is yours. The easiest months are May, June, September, and October. Through January and February, aim for the warmest part of the day and keep it shorter.
Pick a month
January
Cold — time it carefully
Go late morning through early afternoon.
February
Cold — time it carefully
Go late morning through early afternoon.
May
An easy month — most hours work
Go almost any hour.
June
An easy month — most hours work
Go early morning or the cooler evening.
September
An easy month — most hours work
Go almost any hour.
October
An easy month — most hours work
Go almost any hour.
