I came up with this new route today (CHI-IND-CIN-Dayton-Columbus-PGH-PHL-NYP).
Let's assume this is the only new route added between CHI and the NEC.
While it does give a direct route from the Keystone Route to CHI without transferring, it probably doesn't help them much as almost every stop would still be served quicker by several hours by a transfer in PGH (or in the case of PHL, in WAS or NYP).
The route leaves CHI 1 hour later than the Cardinal and arrives one hour earlier which helps with transfers to/from western trains.
The times in IND are 1 hour worse than the Cardinal/Hoosier State in both directions.
The westbound time for CIN puts it closer to midnight which they may appreciate (and it gives them an extra hour leeway for a western transfer). I don't think 3:27am vs. 4:35am makes any difference. However, this train would be daily.
The Dayton times (6:05am eastbound and 11:20pm westbound) are close to the graveyard shift but just outside although I'm sure they would take anything right now.
The Columbus times (7:40am eastbound and 9:50pm westbound) are great although again they'd probably take anything.
The NYP to PGH times work out great if traveling only between the cities (they would be roughly the opposite of the current Pennsylvanian).
While the train certainly doesn't take care of my #1 goal, it does re-introduce service to Columbus and Dayton, gives Cincinnati a daily train to Chicago and the East Coast, and introduces many east coast to Ohio pairs including Pittsburgh and Cincinnati, two cities with a sports rivalry in MLB (Pirates/Reds) and the NFL (Steelers/Bengals).
In a perfect world, this train would be on top of my previous Liberty Limited and Lake Cities proposals (or Broadway Limited and Manhattan Limited as Nate suggested).
Amtrak recently extended the PGH to Columbus thruway bus to Trotwood/Dayton and Indianapolis allowing these cities to connect with the CL and Pennsylvanian in PGH (although it requires a horrible wait in PGH in the middle of the night).
http://www.amtrak.com/ccurl/208/804/Amtrak-System-Timetable-Winter-Spring-2016.pdf
Maybe this leads to a train to these cities.
Buckeye Limited December 2015 via Cincinnati and Dayton.pdf