I think we get tag at least 2 more 90s.
Potential windows the Last few days of the month and again Labor Day week after this slightly BN period relaxes.
Also can’t completely discount Late SEP/early OCT.
There are 6 total OCT 90s in the record books for CHI, the hottest being 10/6/63 a balmy 94 degrees.
Kinda neat going back in time and finding 90s in the record book all the way from APR10th-OCT6th in the Chicagoland area. Obviously odds are lower some months, but can never completely discount a 90 during those 7 months.
https://www.weather.gov/lot/90_degrees