Highest temperatures by year. Webthis table shows the number of daily high temperature records in chicago that were set in each decade since 1901. Webaccording to the national weather service, the warmest official high temperature recorded in the city came on july 24, 1934, when the high was clocked at. Webthe highest temperature ever recorded in chicago, illinois was 106 °f which occurred on july 13, 1995. Webthe city of chicago has officially tied a record for warmest heat index in recorded history, and also has hit 100 degrees for…