We can’t promise you there’s any active aviators out of ORD, we do have Roscoe who is an active member, Envoy FO, based in DFW that shares his experiences, schedules and advice.
If you’re a cadet for Envoy, I recommend reviewing Adam’s shared link, AND also seeing about getting in personal contact with an Envoy ORD pilot if your questions revolve around ORD specifically. I have flown with many ORD pilots and have had them join in the jumpseat, many of which enjoy ORD.