I hope that I am wrong, but I have heard that Homefirst only attends VBACs if you have already had a VBAC. Definitely call and set up an appointment for a consultation if you have not already had one (they're fee).
We use Homefirst for family medicine and really like the doctors. I did not choose them for my birth because I wanted a midwife, but I have heard wonderful things about them. My midwife does not do HBAC or I would definitely recommend her. My experiences with the doctors at homefirst have all been very positive, they are very caring people. The only downside would be their additional fee of $2000 per birth that is not covered by insurance.
As far as the man thing, the majority of women having babies in hospitals have male OBs and no one thinks too much of it, so I wouldn't worry about it outside of your own personal comfort level. I think they have a few midwives who attend births for them that are outside of their usual area- if you are near me I think they have a midwife out of Rockford or McHenry who attends the births so that might help the situation.
Does Sarah Simmons have someone providing backup for her around that time that would be willing to take you as a patient? Chances are slim that you would deliver right on your due date. Debbie Boucher is another wonderful midwife (CNM) doing homebirths in this area, but I don't think she does HBAC. It wouldn't hurt to ask, though. Her website is www.yourbirth.com . My midwife is Jennifer at A Woman's Place (www.awomansplacechicago.com) . She does not do HBAC but she does do hospital VBAC if you choose that route and is super fantastic-ly awesome:)
There may be some certified professional midwives out there who are working "under the radar" due to Illinois licensing restrictions- I would try making contact with local childbirth educators, lactation consultants, etc and see if anyone has any recommendations.
There is a Grayslake Homebirth and Midwifery Meetup next Thursday (in Libertyville). If you go to Meetup.com you can join the group and come to the meeting or at least e-mail the members and maybe someone will have some recommendations for you. It's a very friendly group and most have had homebirths or are birth providers of some sort.
Editing: Good luck with your birth!