This is the data that counts:
[1.]
761, East St. Louis (Senior), 1925-2016 (761-199-36)
[2.]
734, Chicago (Mount Carmel), 1924-2016 (734-240-31)
So with one less season, ESL is up in the win column. That's indisputable math.
My reference to 100 years was based on Belleville West's 100 years of football that was celebrated in 2016. They've been playing East Saint Louis for the Alton Southern Bell trophy for as long. So while those games might not have counted as "high school games" but more clubs, the games were played.
https://www.bnd.com/sports/high-school/prep-football/article105192376.html