Since 2000, the school's enrolment has expanded with the development of the surrounding area.

The school sports teams and athletic programs have won a number of OFSAA championships; wrestling (1991, 1992, 1993, 1995), curling (1996, 1998), and rugby (1982).

Chinguacousy became competitive in basketball and has won several titles since 2000.

In June 2016, the school changed its logo and school mascot to the Chinguacousy Timberwolves after a call to indigenous and aboriginal inclusiveness from the Peel District School Board.

The team won the VEX Robotics World Championship in 2014.