The Fenwick Boys’ Basketball program is one of the top programs in the Chicago land area. In the 2016-17 season the varsity team finished runner up in IHSA 3A State Championship Playoffs. During the 2015–2016 season, the program (Freshman, Sophomore and Varsity) went an undefeated 27–0 in the Chicago Catholic League. More important than the wins, are the life skills like teamwork, perseverance, and leadership that the program instills in each of its players.

Recent History
2020-21 Catholic League Blue Champions
2016-17 IHSA 3A State Runner Up 
2016–17 Team Set Wins Record (30-5)
Back to Back to Back Undefeated Catholic League Champions (2015-18)
Guard/Forward Bryce Hopkins '21 - 1st Team All State for 2019-20 Season - Honorable Mention All State for 2018-19 Season - CCL Lawless Player of the Year (2019-20 & 2020-21)
Forward Jamal Nixon '17 - 2nd Team All-State in 3A for 2016-17 Season
Guard Mike Smith ’16 – 1^st Team All- State Player for 2015–2016 season