If I was constrained by the equipment limitations you have, I would still like to travel high, probably no less than 6.5K but even 8.5k might be okay despite the often prevailing winds from the west to stay in smooth air and maximize TAS and gliding distance.
I could not go nonstop in my Archer but maybe you can in your Comanche, but lots of small airports to fuel or overnight.
To avoid most airspace complications my routing would be KBDR SAX BWZ FDK LDN KECP. I don’t know if the VORs are still functional but this routing will clear most complicating airspace requiring a slight wider berth north of NY Class B, a slight wider SE excursion to Allentown Class C, a tiny tiny NE deviation from Washington Class B, a very small SE deviation from Roanoke Class C. You would be barely clear of Charlotte Class B, and need a slight SE deviation at Greenville Spartanburg Class C, then straight through some MOAs which are hopefully not hot to KECP.
Overall, this is fairly straight after avoiding the NY airspace to the west. Hopefully, you have a GPS connected to your IPAD EFB to create waypoints for those slight deviations around the above airspaces, to give you a magenta guidance other than your eyeballs or VORs.