The school board decided in 2005 that, due to its poor performance, Englewood would be phased out over a three-year period to allow the freshmen who had entered to be the final class to graduate.
[7][8] In 2002, 18-year-old Englewood senior Maurice Davis was shot to death at a bus stop located in front of the school.
Its charter was revoked in 2023 over mismanagement and misconduct allegations despite a track record of college admissions success.
Englewood competed in the Chicago Public League (CPL) and was a member of the Illinois High School Association (IHSA).
In 1925, with the Chicago Cardinals trailing the Pottsville Maroons a half game lead in the standings, two extra games were scheduled by the Cardinals against the inferior Milwaukee Badgers and Hammond Pros, both of which were NFL members at the time, to close the standings gap.
Art Folz, an Englewood High School graduate and a substitute quarterback for the Cardinals, convinced four players from Englewood High School to join the Milwaukee Badgers for the game under assumed names, thereby ensuring that the Cardinals' opponent was not a pro caliber club.
[12] NFL President Joseph Carr later learned that high school players had been used and told reporters the 59-0 Cardinals win would be stricken from the record.
The Cardinals' owner, Chris O'Brien, was also fined $1,000 by Carr for allowing his team play a game against high schoolers, even though he claimed that he was unaware of the players' status.
[13] However prior to the 1926 season, Folz's lifetime ban was lifted, however he chose not to return to pro football.
[13] The Englewood players were also forgiven, and two of them, William Thompson and Charles Richardson, earned high school all-star recognition at the end of the season.