After finishing the season with a 7-4 conference record during the 2014-15 season, the Chelsea Knights were given the 4th seed in the ISSAC Boys Varsity Playoffs. The Knights were able to defeat GW Community School 75-65 in the first round of the playoffs with the help of Junior Guard Darren Galvin's 33 points and Senior Forward Isaiah Waters 14 points. In the Semifinals, the Knights won a thriller over Capital City Public Charter School 65-63. Galvin lead the team with 33 points and Senior Guard Mike Long added 17. For the ISSAC finals, the Knights were pitted against the ISSAC division winner Kingsbury Day School.
Chelsea School's Advanced Technology students have taken on a software development project in a real-world environment. Using a specific Agiledevelopment method simply referred to as Scrum, students who are enrolled in Chelsea's Information Systems Management (ISM) courses and in the Web Design and Development (WebDev) track are collaborating to upgrade one of the school's essential pieces of software, a web-based application for capturing individual student needs and objectives. It’s one of the tools used to report on a student’s progress toward their IEP objectives at the end of each term.