Canadian Soccer League Awards
The Canadian Soccer League Awards is an annual awards ceremony for several individual performances at the end of the season.The event was established in 1998, when the Canadian National Soccer League merged with the stillborn Ontario Professional Soccer League to form the Canadian Professional Soccer League. The ceremony has been traditionally held at awards banquet at the end of the season with the exception in 2008, 2009, and 2010 where they were given out before the CSL Championship final. In 2010, the league began distributing awards to the Second Division for the first time.
First Division awards
Most Valuable Player Award
The league's MVP award.| Year | Name | Nationality | Club | Ref. |
| 1998 | Rene Martin | North York Astros | ||
| 1999 | Elvis Thomas | Toronto Olympians | ||
| 2000 | Willy Giummarra | York Region Shooters | ||
| 2001 | Abraham Osman | Ottawa Wizards | ||
| 2002 | Abraham Osman | Ottawa Wizards | ||
| 2003 | Phil Ionadi | Brampton Hitmen | ||
| 2004 | Danny Amaral | Toronto Supra | ||
| 2005 | Desmond Humphrey | Vaughan Shooters | ||
| 2006 | Saša Viciknez | Serbian White Eagles | ||
| 2007 | Nicolas Lesage | Trois Rivieres Attak | ||
| 2008 | Daniel Nascimento | Brampton Lions | ||
| 2009 | Saša Viciknez | Serbian White Eagles | ||
| 2010 | Tihomir Maletic | Toronto Croatia | ||
| 2011 | Tihomir Maletic | Toronto Croatia | ||
| 2012 | Marin Vučemilović-Grgić | Toronto Croatia | ||
| 2013 | Guillaume Surot | Kingston FC | ||
| 2014 | Marin Vučemilović-Grgić | London City | ||
| 2015 | Josip Keran | Toronto Croatia |
Golden Boot Award
The Golden Boot is the leagues leading scorer.| Year | Name | Nationality | Club | Ref. |
| 1998 | Gus Kouzmanis | Toronto Olympians | ||
| 1999 | Eddy Berdusco | Toronto Olympians | ||
| 2000 | Gus Kouzmanis | Toronto Olympians | ||
| 2001 | Kevin Nelson | Ottawa Wizards | ||
| 2002 | Darren Tilley | Mississauga Olympians | ||
| 2003 | Carlo Arghittu | St. Catharines Wolves | ||
| 2004 | Paul Munster | London City | ||
| 2005 | Aaron Byrd | Windsor Border Stars | ||
| 2006 | Gabriel Pop | Serbian White Eagles | ||
| 2007 | Nicolas Lesage | Trois Rivieres Attak | ||
| 2008 | Daniel Nascimento | Brampton Lions | ||
| 2009 | Reda Agourram | Trois Rivieres Attak | ||
| 2010 | Tihomir Maletic | Toronto Croatia | ||
| 2011 | Stefan Vukovic | TFC Academy | ||
| 2012 | Dražen Vuković | SC Waterloo Region | ||
| 2013 | Guillaume Surot | Kingston FC | ||
| 2014 | Marin Vučemilović-Grgić | London City | ||
| 2015 | Richard West | York Region Shooters | ||
| 2016 | Sergiy Ivliev | FC Ukraine United | ||
| 2017 | Aleksandar Stojiljković | Scarborough SC | ||
| 2018 | Sani Dey | Hamilton City SC | ||
| 2019 | Mykola Temniuk | FC Vorkuta |
Goalkeeper of the Year Award
| Year | Name | Nationality | Club | Ref. |
| 1998 | Dino Perri | St. Catharines Wolves | ||
| 1999 | George Azcurra | Toronto Croatia | ||
| 2000 | Piotr Libicz | North York Astros | ||
| 2001 | George Azcurra Luciano Miranda | Toronto Croatia North York Astros | ||
| 2002 | George Azcurra | Toronto Croatia | ||
| 2003 | Simon Eaddy | Ottawa Wizards | ||
| 2004 | George Azcurra | Toronto Croatia | ||
| 2005 | Haidar Al-Shaïbani | London City | ||
| 2006 | George Azcurra | Toronto Croatia | ||
| 2007 | Claudio Perri | St. Catharines Wolves | ||
| 2008 | Andrew Olivieri | Trois-Rivières Attak | ||
| 2009 | Dan Pelc | Serbian White Eagles | ||
| 2010 | Milos Kocic | Serbian White Eagles | ||
| 2011 | Scott Cliff | SC Toronto | ||
| 2012 | Antonio Ilic | Toronto Croatia | ||
| 2013 | Antonio Ilic | Toronto Croatia | ||
| 2014 | Vladimir Vujasinović | Burlington SC | ||
| 2015 | Andrew Stinger | Burlington SC |
Defender of the Year Award
| Year | Name | Nationality | Club | Ref. |
| 2000 | Bayete Smith | Toronto Olympians | ||
| 2001 | Kurt Ramsey | North York Astros | ||
| 2002 | Domagoj Sain | Toronto Croatia | ||
| 2003 | Domagoj Sain | Toronto Croatia | ||
| 2004 | Justin Marshall | Windsor Border Stars | ||
| 2005 | Fil Rocca | Windsor Border Stars | ||
| 2006 | Fil Rocca | Windsor Border Stars | ||
| 2007 | Domagoj Šain | Toronto Croatia | ||
| 2008 | Carlos Zeballos | North York Astros | ||
| 2009 | Mirko Medic | Serbian White Eagles | ||
| 2010 | Rick Titus | York Region Shooters | ||
| 2011 | Sven Arapovic | Toronto Croatia | ||
| 2012 | Maxim Tissot | Montreal Impact Academy | ||
| 2013 | Sven Arapovic | Toronto Croatia | ||
| 2014 | Josip Keran Nikola Stanojevic | Toronto Croatia Burlington SC | ||
| 2015 | Nikola Stanojevic | Burlington SC |
Rookie of the Year Award
| Year | Name | Nationality | Club | Ref. |
| 1998 | Tom Bianchi | London City | ||
| 1999 | Semir Mesanovic | London City | ||
| 2000 | Jimmy Kuzmanovski | Oshawa Flames | ||
| 2001 | Kevin Nelson | Ottawa Wizards | ||
| 2002 | Darren Tilley | Mississauga Olympians | ||
| 2003 | McDonald Yobe | Ottawa Wizards | ||
| 2004 | Paul Munster | London City | ||
| 2005 | Dennis Peeters | London City | ||
| 2006 | Uarlem Castro | Toronto Supra Portuguese | ||
| 2007 | Tihomir Maletić | Toronto Croatia | ||
| 2008 | Adrian Pena | TFC Academy | ||
| 2009 | Reda Agourram | Trois Rivieres Attak | ||
| 2010 | Thomas Beattie | London City | ||
| 2011 | Akil DeFreitas | Capital City F.C. | ||
| 2012 | Jonathan Osorio | SC Toronto | ||
| 2013 | Guillaume Surot | Kingston FC | ||
| 2014 | Aleksandar Stojiljković | SC Waterloo Region | ||
| 2015 | Ihor Melnyk | Toronto Atomic |
Coach of the Year Award
Harry Paul Gauss Memorial Award
First introduced in 2004 as the CPSL President's Award, but was renamed in 2006 in honor of Harry Gauss. The award is presented to the individual who has shown allegiance, commitment and support to the league and its member clubs.Referee of the Year Award
The Referee of the Year award is voted on by the CSL Referee Committee.| Year | Name | Nationality | Ref. |
| 1998 | Bill Teeuwen | ||
| 1999 | Silviu Petrescu | ||
| 2000 | Steve Cahoon | ||
| 2001 | Amato De Luca | ||
| 2002 | Michael Lambert | ||
| 2003 | Michael Lambert | ||
| 2004 | Amato De Luca | ||
| 2005 | Andre Jasinski | ||
| 2006 | Mercey Watfa | ||
| 2007 | Joe Fletcher | ||
| 2008 | Isaac Raymond | ||
| 2009 | Justin Tasev | ||
| 2010 | Geoff Gamble | ||
| 2011 | David Barrie | ||
| 2012 | David Barrie | ||
| 2013 | Justin Tasev | ||
| 2014 | Marco Jaramillo | ||
| 2015 | Goran Babic |
Fair Play and Respect Award
The Fair Play and Respect Award is awarded to the club which, in the opinion of the CSL Discipline Committee, has demonstrated good discipline on the field of play and has exhibited a high level of respect for the game officials in the regular playing season| Year | Name | Ref. |
| 1998 | London City | |
| 1999 | Toronto Olympians | |
| 2000 | Toronto Olympians | |
| 2001 | Durham Flames | |
| 2002 | Mississauga Olympians | |
| 2003 | Durham Flames | |
| 2004 | Durham Storm | |
| 2005 | North York Astros | |
| 2006 | Caribbean Selects | |
| 2007 | Trois-Rivières Attak | |
| 2008 | Trois-Rivières Attak | |
| 2009 | TFC Academy | |
| 2010 | TFC Academy | |
| 2011 | Niagara United | |
| 2012 | TFC Academy | |
| 2013 | SC Waterloo Region | |
| 2014 | Kingston FC | |
| 2015 | Burlington SC |
Media and Broadcaster Award
The Media and Broadcaster Award is awarded to the individuals who have shown interest and loyalty in reporting CSL news and matches.| Year | Name | Role | Ref. |
| 2011 | Jeremy Milani | Television producer for Rogers TV. | |
| 2012 | Robin Glover | Covering and providing game reports for the CNSL, CPSL and the CSL since 1995. | |
| 2012 | Enio Perruzza | For announcing CNSL, CPSL and the CSL matches for 26 years. |
Second Division awards
Most Valuable Player Award
The league's MVP award.| Year | Name | Nationality | Club | Ref. |
| 2010 | Sergio Camargo | TFC Academy II | ||
| 2011 | Jorgo Nika | SC Toronto B | ||
| 2012 | Gino Berardi | Windsor Stars B | ||
| 2013 | Younan Samara | London City B | ||
| 2014 | Mademba Ba | Kingston FC B | ||
| 2015 | Arsenije Japalak | Brantford Galaxy B |