Following that successful stint, Chapdelaine was selected as the head coach for the Université Laval Rouge et Or football program in just its second year of existence in 1997.

That year, the Stampeders won the 89th Grey Cup, thanks in part to a blocked punt return for a touchdown in the fourth quarter of the game.

Chapdelaine translated that success into a promotion with the Edmonton Eskimos as their assistant head coach and offensive coordinator in 2007.

We won his third Grey Cup championship in 2011 as the Lions overcame an 0-5 start to that season to finish with an 11-7 record and west division title.

[4] On February 4, 2014, it was announced that Chapdelaine was hired as the head coach of the Simon Fraser Clan, marking a return to his alma mater and American football rules.

[7] The Roughriders sustained an injury to starting quarterback Darian Durant and struggled all year, finishing dead last in the CFL with a 3-15 record.

Chapdelaine was hired by the Montreal Alouettes on February 8, 2016 as their receivers coach and special advisor to the offensive coordinator, Anthony Calvillo, who was entering his first full season in that role.

Despite front office changes and a new general manager, on December 14, 2016, the Alouettes announced that Chapdelaine would remain as their head coach for the 2017 season.

His eldest son, Matt Chapdelaine, played as a wide receiver for the Alberta Golden Bears before transferring to Simon Fraser University.

His younger son, Justin Chapdelaine, played quarterback and receiver for the Queen's Golden Gaels and was an offensive assistant with Jacques in Saskatchewan in 2015.