I can not personally vouch for her (maybe others can).  But, Holly Berry had been a very popular PS in Chicago.  I'm not sure if she's still accepting appointments.  Her TER profile has been removed.

I’ve seen Kennedy Caillouette, and, Allstar Allie. Not recently, but, both were hot and nasty.

Natasha James is super hot, young and tight and offers PSE with anal.  I saw her in July for a 2 hour PSE session (no anal) and left very satisfied.  It was my first and only PSE experience to date, but will definitely repeat as soon as she is back from her tour in September.  

Also trying to book Marilyn Redd and Christie L'Armour in Chicago for PSE and both have very good reviews here.  Marilyn is available now and Christie is on a tour through most of September.