Narrative:

Aircraft X was direct for the arrival in to ZZZ. This route put the aircraft in a direct conflict with many westbound departures; so I turned the aircraft to a 080 heading to provide lateral separation. Aircraft X was level at 17;000' which was fine with me until I got it north of the westbound departure track. When the aircraft was in the vicinity of the hinkley airport the pilot requested lower. I asked what altitude and he requested 12;000 (maybe 11;000?). There was some insistence in his tone so I coordinated with west departures at C90 to get him lower. The controller I spoke to questioned the apreq; but I made it clear that I thought that the pilot really did need lower. They approved 15;000' on the current heading and gave me a freq. I then shipped the aircraft to C90 and I observed the aircraft descend to 14;000'.C90 then called me back on the land line asking what was up with giving them someone low flying through their airspace. They also said that the pilot told them that he did not want lower. I made it very clear that yes; the pilot did request lower and even stated that he would like 12;000'; maybe 11;000' and that I would not have called them about it if the pilot didn't ask. A different C90 controller called me back later and asked if I would work the aircraft at 14;000' northbound and I said I gladly would. Aircraft X checked back in on my frequency and again requested lower. I asked the pilot to 'say again request' and he said he wanted lower. I then questioned the pilot saying that he requested lower but then said he didn't want lower with TRACON and now he's requesting lower again. Then pilot then very firmly stated that he never requested lower. So then I confirmed that he wanted to stay at 14;000' and the pilot said that he wanted lower; 10;000.' I then immediately called C90 and said something isn't right with this pilot and that we need to get him lower. They said they'd call me back. They did quickly and said to send him direct ZZZ and descend to 7;000' which I did. The aircraft was then shipped to C90 with no incident.no recommendations; it was just a very strange event that I thought needed to be noted.

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Original NASA ASRS Text

Title: ZAU Center Controller reported an aircraft repeatedly requested lower altitudes than said they didn't request lower altitudes so the Controller descended the aircraft suspecting the pilot was suffering some sort of illness.

Narrative: Aircraft X was direct for the arrival in to ZZZ. This route put the aircraft in a direct conflict with many westbound departures; so I turned the aircraft to a 080 heading to provide lateral separation. Aircraft X was level at 17;000' which was fine with me until I got it north of the westbound departure track. When the aircraft was in the vicinity of the Hinkley airport the pilot requested lower. I asked what altitude and he requested 12;000 (maybe 11;000?). There was some insistence in his tone so I coordinated with West Departures at C90 to get him lower. The controller I spoke to questioned the APREQ; but I made it clear that I thought that the pilot really did need lower. They approved 15;000' on the current heading and gave me a freq. I then shipped the aircraft to C90 and I observed the aircraft descend to 14;000'.C90 then called me back on the land line asking what was up with giving them someone low flying through their airspace. They also said that the pilot told them that he did not want lower. I made it very clear that yes; the pilot did request lower and even stated that he would like 12;000'; maybe 11;000' and that I would not have called them about it if the pilot didn't ask. A different C90 controller called me back later and asked if I would work the aircraft at 14;000' northbound and I said I gladly would. Aircraft X checked back in on my frequency and again requested lower. I asked the pilot to 'say again request' and he said he wanted lower. I then questioned the pilot saying that he requested lower but then said he didn't want lower with TRACON and now he's requesting lower again. Then pilot then very firmly stated that he never requested lower. So then I confirmed that he wanted to stay at 14;000' and the pilot said that he wanted lower; 10;000.' I then immediately called C90 and said something isn't right with this pilot and that we need to get him lower. They said they'd call me back. They did quickly and said to send him direct ZZZ and descend to 7;000' which I did. The aircraft was then shipped to C90 with no incident.No recommendations; it was just a very strange event that I thought needed to be noted.

Data retrieved from NASA's ASRS site and automatically converted to unabbreviated mixed upper/lowercase text. This report is for informational purposes with no guarantee of accuracy. See NASA's ASRS site for official report.