Let's assume Ohio State plays in the Big Ten Championship Game. I'll put in the rule that the two teams cannot have played in this regular season (I don't know if the Big Ten will enforce this or not).

Big Ten Championship: Ohio State (5-0) vs. Northwestern (5-1)

Indiana (6-1) vs. Iowa (5-2)
Maryland (2-2) vs. Wisconsin (2-2)
Penn State (2-5) vs. Illinois (2-4) - The Schmolik Bowl as I graduated from both schools
Michigan (2-4) vs. Nebraska (2-4)
Michigan State (2-4) vs. Purdue (2-4)
Rutgers (2-5) vs. Minnesota (2-5)

Indiana just played Wisconsin so Iowa is the next best West opponent. Michigan/Nebraska is the "big name, disappointment" game (Penn State played Nebraska). Rutgers played Illinois and Purdue and Rutgers/Wisconsin would be a laugher so they get Minnesota.

I'm not so sure how set they are on the 2 vs 2, 3 vs 3, thing that was discuessed, but you could go Purdue vs Indiana to let them get their rivalry game in, and then slot teams after that. I'm not even sure who hasnt played and who has.

Updated Standings:

East:
Ohio State (5-0)
Indiana (6-1)
Maryland (2-3)
Penn State (3-5) HTH over Rutgers
Rutgers (3-5)
Michigan (2-4)
Michigan State (2-5)

West:
Northwestern (6-1)
Iowa (6-2)
Minnesota (3-3)
Wisconsin (2-3)
Purdue (2-4)
Illinois (2-5) HTH over Nebraska
Nebraska (2-5)

If you go strictly by the standings:
Ohio State vs. Northwestern
Indiana vs. Iowa
Maryland vs. Minnesota
Penn State vs. Wisconsin
Rutgers vs. Purdue
Michigan vs. Illinois
Michigan State vs. Nebraska

Rutgers and Purdue played this season. You could switch it so Indiana and Purdue and then Iowa and Rutgers would play.

https://fightingillini.com/news/2020/12/...eek-9.aspx

"Friday, December 18
Nebraska at Rutgers – 4pm ET/3pm CT on Big Ten Network
Purdue at Indiana – 7:30pm ET/6:30pm CT on Big Ten Network

Saturday, December 19
Northwestern vs. Ohio State – Noon ET/11am CT on FOX (previously announced)
Minnesota at Wisconsin – 4pm ET/3pm CT on Big Ten Network
Illinois at Penn State – 5:30pm ET/4:30pm CT on FS1
Michigan at Iowa – 7pm ET/6pm CT on ESPN
Michigan State at Maryland – 7:30pm ET/6:30pm CT on Big Ten Network"

Purdue/Indiana and Minnesota/Wisconsin will continue their rivalries. As for Ohio State/Michigan? Oh well.
And the Schmolik Bowl will be played!