1989, 2006, 2007, 2012, 2013 Housatonic Valley Athletic League Champions
2002, 2003 New England Champions
2013, 2014 New England Finalists
“We were fortunate to have some legendary coaches and supporters during our careers at Chase. Ray Behr and Carol Deming have been staples for Chase Athletics for many years and built an incredibly successful program. Our coaches, Harold Zaccagnini and Ed Boulanger, came into each season with a goal of winning a New England Championship, and they made sure that we were prepared to accomplish that. While academics are highly stressed at Chase, the athletic facilities are top-notch, and the students have all the tools to be successful and play at the next level. Once you walk into the Goss Field House and see all the banners on the wall, you know what the expectations are.” - Head Coach Tim Fitzpatrick '03
Chase Collegiate Varsity Basketball plays a sixteen game schedule within the New England Preparatory School Athletic Council League (NEPSAC) along with the seven-team Housatonic Valley Athletic League (HVAL).
In the 2015 season, Chase placed second in the HVAL and finished with a 15-8 record. The Highlanders also earned a spot in the NEPSAC Tournament, where the team earned their way into the Semi-Finals. Senior captains Blake Hardy '16 and Ethan Vance '16 finished third and ninth on the Chase Leader-board for total points with 1517 and 928 respectively.