[4] The program has a history of producing NFL talent, with 14 alumni reaching the professional ranks of the National Football League.

City College became one of the first high schools in the Baltimore-area to play football, which meant that there were no organized teams at the same level.

[12] The annual meeting of the two teams has led to one of the longest continuous public high school football rivalries in the nation.

According to William Tippett, Jr, class of 1919, City's team did not even have a practice field because of its location in Downtown Baltimore.

[15] The 1936 team won all nine of its games, but was stripped of the MSA title when one of running back Arthur Deckleman was ruled ineligible.

The investigating committee gave the title to the McDonough High School, which City had beaten, 12–0, during the regular season.

[17] In 1941, an undefeated City College went to Florida, to play Miami High School in the Orange Bowl stadium.

The Knights, used to playing in cool autumnal or cold winter weather, lost to Miami High with the temperature exceeding 90 °F.

Young had actually been a history teacher at City, but an assistant coach at rival Calvert Hall College.

Young's summer camps were brutal with an emphasis on running and conditioning as opposed to tackling and kicking.

[13] One of the most memorable City–Poly games occurred on Thanksgiving Day 1965, at Baltimore's Memorial Stadium, with some 25,000 fans and alumni in attendance.

[21] Two Knights from that game, Sykes and Person went on to the National Football League; former Baltimore Mayor Kurt Schmoke was the quarterback and Maryland Delegate Curt Anderson was the captain of that team.

George Petrides, a 1967 City College graduate, served as head football coach from 1975 until he retired in 2015.

During the 1960s, Petrides played on City College teams that never lost a game, but at the beginning of his coaching career, he was faced with almost impossible circumstances.

During his 40 years at the helm of the football program, Petrides' teams racked up 257 wins, 141 losses, and one tie.

[27] Petrides' teams won five Maryland Scholastic Association championships and two Baltimore City Division I titles.

In October, 2024, City beat Poly 40-0 running their winning streak over their cross-town rival to 12 games.

[13] The program has a history of producing talented players who ultimately play professional football at the highest level.

[5] This list includes current NFL player Malik Hamm (Baltimore Ravens), as well as former NFL players like Charles Tapper, Bryant Johnson, and others, showcasing the program's ability to develop athletes capable of competing at the highest levels of the football.