MSU, Wisconsin, Iowa, and Illinois won the B1G during that period. The B1G west teams have a shot at winning the conference now due to the title game, but the talent gap has become so wide that it’s actually become more difficult despite just needing one win.
It is unbelievable the revisionist history regarding the big ten. It was so much easier to win the big ten pre-Nebraska expansion.
11 team conference, you play 8.
You could miss 1 or 2 of the top 4
Go 1-1 against the other teams in the top 4 and share a title without ever having to beat a top 2 team in the conference. For a long while you could tie.
1993 big ten champion Wisconsin’s best win was against 4th/5th place Indiana/Michigan (these two didn’t play each other). They missed Iowa and lost to 4-7 Minnesota. Big ten champs! Not a division, the conference Rose Bowl baby.
1996 northwestern. Goes to rose bowl. Co-champions. Missed the other co champ. Lost to 3rd place team. Also missed 5-3 Michigan state. Rose bowl!
The easiest time to win the big ten was an 8 game conference schedule from when penn state was added to when Nebraska joined. No conference championship, you missed playing 20% of the conference each year, could claim co championships. You could lose to the team you tied with and still hang the banner.
The two teams closest to a big ten title in my lifetime were not 2019 or 2014 or 2016 because of the setup. The two closest teams were 1999 and 2003. Flip one result (Wisconsin in OT in 1999 and Michigan in 2003) and the gophers are big ten champs and in rose bowl either year.
Pre penn state you were playing 9/9 other big ten teams and couldn’t miss someone due to schedule.
Post about 2000 the expansion to 12 games meant you could go 2-6 in conference and make a bowl.
Post Nebraska everyone had to beat the second best team in the conference to win the division (if second best team was in your division) or to win the conference championship game. Sometimes you had to beat the second best team twice if you crossed over with them.
There is one exception to this. It is is when Wisconsin got into the championship with a third in the division finish because both penn state and Ohio state were on probation the same year.