As to the teams with a hole in the schedule, Illini/Chicago CPS games should be available weeks 1-3. Slumming with Noble Networks and intercity teams for weeks 4-9 might be the way to go. A "tbd" illini cps team could be the week 9.
Thinking ahead - St. Joe should look into the Metro Suburban and Leo might look into charter conversion (switch to CPS) or a merger/coop with Hales. I think Iggy will have enough to be a pre 1990s Northwestern and DPP-GT might have a shot going that route also.