
The OJHL Coach-of-the-Year Award is awarded to the Head Coach that is adjudged to have contributed the most to his club’s success throughout the course of the regular season.
- 2023-24 – Mark Joslin (Brantford 99ers)
- 2022-23 – Vince Bellissimo (Toronto Jr. Canadiens)
- 2021-22 – Rob Pearson (Pickering Panthers)
- 2019-20 – Derek Smith (Wellington Dukes)
- 2018-19 – Mike Tarantino (Oakville Blades)
- 2017-18 – John Dean (Toronto Patriots)
- 2016-17 – Greg Walters (Georgetown Raiders)
- 2015-16 – Mark Jooris (Burlington Cougars)
- 2014-15 – James Richmond (Aurora Tigers)
- 2013-14 – James Richmond (Aurora Tigers)
- 2012-13 – Michael Peca (Buffalo Jr. Sabres)
- 2011-12 – Greg Walters (Georgetown Raiders)
- 2010-11 – Brian Perrin (Newmarket Hurricanes)
*Awarded by Division in Previous Years
- 2009-10
- Evan Robinson (KIngston) OJAHL
- Curtis Hodgins (Bowmanville) CCHL East
- Mark Jooris (Burlington) CCHL West
- 2008-09
- Evan Robinson (Kingston) Ruddock
- Marty Abrams (Wellington) Central
- Dale Hawerchuk (Orangeville) Phillips
- James Richmond (Georgetown) MacKinnon
- 2007-08
- Frank Carnevale (Vaughan), Rich Ricci (St. Michaels) South
- Dan West (Bowmanville) East
- Bart Crashley (Couchiching) North
- Randy Novak (Milton) West
- 2006-07
- John Winder (Pickering) South
- Curtis Hodgins (Bowmanville) East
- Jerome Dupont (Aurora) North
- Don Edwards (Oakville) West
- 2005-06
- Mark Filippone (Vaughan) South
- Evan Robinson (Kingston) East
- Norm McAuley (Collingwood) North
- John McDonald (Hamilton) West
- 2004-05
- Steve Cooke (Wexford), John Winder (Pickering) South
- Bret Meyers (Port Hope) East
- Tom McCarthy (Huntsville) North
- Randy Novak (Brampton) West
- 2003-04
- Chris DiPiero (St. Michaels) South
- Curtis Hodgins (Trenton) East
- Ray Flaherty (Couchiching) North
- Randy Gumbley (Streetsville) West
- 2002-03
- Russ Herrington (Markham) South
- Rod McGillis (Trenton) East
- Marty Williamson (Aurora) North
- Wes Wiseman (Burlington) West
- 2001-02
- Chris DiPiero (St. Michaels) South
- Marty Abrams (Wellington) East
- Ray Flaherty (Couchiching) North
- Jay Anderson (Oakville) West
- 2000-01
- Frank Carnevale (Thornhill)
- Paul Bedford (Lindsay) East
- Brad Selwood (Newmarket) North
- Matt English (Buffalo) West
- 1999-00
- Lindsay Hofford (Vaughan) South
- Marty Abrams (Wellington) East
- Ray Flaherty (Couchiching) North
- Rick Tarasuk (Streetsville) West
- 1998-99
- Roy Reid (Bancroft) East
- Brad Selwood (Aurora) Central
- Lindsay Hofford (Bramalea) West
- 1997-98
- Curtis Hodgins (Bowmanville) East
- Rob O’Brien (Brampton) West
- 1996-97
- J.J. Johnston (Peterborough) East
- Frank Carnevale (Brampton) West
- 1995-96
- Tom Dickey (Collingwood) East
- Lindsay Hofford (Bramalea), Gregg Carrigan (Milton) West
- 1994-95
- Marty Sullivan (Lindsay) East
- Mike Kalapaca (Streetsville), Glenn Walsh (Hamilton) West
- 1993-94
- Scott Jackson (Orillia) East
- Greg Ireland (Oakville) West
- 1992-93
- Don Melanson (Peterborough) East
- Rick Bince (Milton) West