This is a list of Grey Cup winning head coaches.
Grey Cup Coach Team Opponent (Head coach) Score Host city112thCorey MaceSaskatchewan RoughridersMontreal Alouettes (Jason Maas) 25–17Winnipeg111thRyan Dinwiddie (2) Toronto ArgonautsWinnipeg Blue Bombers (Mike O'Shea) 41–24Vancouver110thJason Maas Montreal AlouettesWinnipeg Blue Bombers (Mike O'Shea) 28–24Hamilton109thRyan Dinwiddie Toronto ArgonautsWinnipeg Blue Bombers (Mike O'Shea) 24–23Regina108thMike O'Shea (2)Winnipeg Blue BombersHamilton Tiger-Cats (Orlondo Steinauer) 33–25Hamilton107thMike O'SheaWinnipeg Blue BombersHamilton Tiger-Cats (Orlondo Steinauer) 33–12Calgary106thDave DickensonCalgary StampedersOttawa Redblacks (Rick Campbell) 27–16Edmonton105thMarc Trestman (3)Toronto ArgonautsCalgary Stampeders (Dave Dickenson) 27–24Ottawa104thRick CampbellOttawa RedblacksCalgary Stampeders (Dave Dickenson) 39–33Toronto103rdChris JonesEdmonton EskimosOttawa Redblacks (Rick Campbell) 26–20Winnipeg102ndJohn Hufnagel (2)Calgary StampedersHamilton Tiger-Cats (Kent Austin) 20–16Vancouver101stCorey ChamblinSaskatchewan RoughridersHamilton Tiger-Cats (Kent Austin) 45–23Regina100thScott MilanovichToronto ArgonautsCalgary Stampeders (John Hufnagel) 35–22Toronto99thWally Buono (5)BC LionsWinnipeg Blue Bombers (Paul LaPolice) 34–23Vancouver98thMarc Trestman (2)Montreal AlouettesSaskatchewan Roughriders (Ken Miller) 21–18Edmonton97thMarc TrestmanMontreal AlouettesSaskatchewan Roughriders (Ken Miller) 28–27Calgary96thJohn HufnagelCalgary StampedersMontreal Alouettes (Marc Trestman) 22–14Montreal95thKent AustinSaskatchewan RoughridersWinnipeg Blue Bombers (Doug Berry) 23–19Toronto94thWally Buono (4)British Columbia LionsMontreal Alouettes (Jim Popp) 25–14Winnipeg93rdDanny MaciociaEdmonton EskimosMontreal Alouettes (Don Matthews) 38–35Vancouver92ndPinball ClemonsToronto ArgonautsBritish Columbia Lions (Wally Buono) 27–19Ottawa91stTom HigginsEdmonton EskimosMontreal Alouettes (Don Matthews) 34–22Regina90thDon Matthews (5)Montreal AlouettesEdmonton Eskimos (Tom Higgins) 25–16Edmonton89thWally Buono (3)Calgary StampedersWinnipeg Blue Bombers (Dave Ritchie) 27–19Montreal88thSteve BurattoBritish Columbia LionsMontreal Alouettes (Charlie Taaffe) 28–26Calgary87th Ron Lancaster (2)Hamilton Tiger-CatsCalgary Stampeders (Wally Buono) 32–21Vancouver86thWally Buono (2)Calgary StampedersHamilton Tiger-Cats (Ron Lancaster) 26–24Winnipeg85thDon Matthews (4)Toronto ArgonautsSaskatchewan Roughriders (Jim Daley) 47–23Edmonton84thDon Matthews (3)Toronto ArgonautsEdmonton Eskimos (Ron Lancaster) 43–27Hamilton83rdDon Matthews (2)Baltimore StallionsCalgary Stampeders (Wally Buono) 37–20Regina82ndDave RitchieBritish Columbia LionsBaltimore CFLers (Don Matthews) 26–23Vancouver81stRon LancasterEdmonton EskimosWinnipeg Blue Bombers (Cal Murphy) 33–23Calgary80thWally BuonoCalgary StampedersWinnipeg Blue Bombers (Cal Murphy) 24–10Toronto79thAdam RitaToronto ArgonautsCalgary Stampeders (Wally Buono) 36–21Winnipeg78thMike Riley (2)Winnipeg Blue BombersEdmonton Eskimos (Joe Faragalli) 50–11Vancouver77thJohn GregorySaskatchewan RoughridersHamilton Tiger-Cats (Al Bruno) 43–40Toronto76thMike RileyWinnipeg Blue BombersBritish Columbia Lions (Larry Donovan) 22–21Ottawa75thJoe FaragalliEdmonton EskimosToronto Argonauts (Bob O'Billovich) 38–36Vancouver74thAl BrunoHamilton Tiger-CatsEdmonton Eskimos (Jackie Parker) 39–15Vancouver73rdDon MatthewsBritish Columbia LionsHamilton Tiger-Cats (Al Bruno) 37–24Montreal72ndCal MurphyWinnipeg Blue BombersHamilton Tiger-Cats (Al Bruno) 47–17Edmonton71stBob O'BillovichToronto ArgonautsBritish Columbia Lions (Don Matthews) 18–17Vancouver70thHugh Campbell (5)Edmonton EskimosToronto Argonauts (Bob O'Billovich) 32–16Toronto69thHugh Campbell (4)Edmonton EskimosOttawa Rough Riders (George Brancato) 26–23Toronto68thHugh Campbell (3)Edmonton EskimosHamilton Tiger-Cats (George Brancato) 48–10Toronto67thHugh Campbell (2)Edmonton EskimosMontreal Alouettes (Joe Scannella) 17–9Montreal66thHugh CampbellEdmonton EskimosMontreal Alouettes (Joe Scannella) 20–13Toronto65thMarv Levy (2)Montreal AlouettesEdmonton Eskimos (Hugh Campbell) 41–6Montreal64thGeorge BrancatoOttawa Rough RidersSaskatchewan Roughriders (John Payne) 23–20Toronto63rdRay JauchEdmonton EskimosMontreal Alouettes (Marv Levy) 9–8Calgary62ndMarv LevyMontreal AlouettesEdmonton Eskimos (Ray Jauch) 20–7Vancouver61stJack GottaOttawa Rough RidersEdmonton Eskimos (Ray Jauch) 22–18Toronto60thJerry WilliamsHamilton Tiger-CatsSaskatchewan Roughriders (Dave Skrien) 13–10Hamilton59thJim DuncanCalgary StampedersToronto Argonauts (Leo Cahill) 14–11Vancouver58thSam EtcheverryMontreal AlouettesCalgary Stampeders (Jim Duncan) 23–10Toronto57thFrank Clair (5)Ottawa Rough RidersSaskatchewan Roughriders (Eagle Keys) 29–11Montreal56thFrank Clair (4)Ottawa Rough RidersCalgary Stampeders (Jerry Williams) 24–21Toronto55thRalph Sazio (3)Hamilton Tiger-CatsSaskatchewan Roughriders (Eagle Keys) 24–1Ottawa54thEagle KeysSaskatchewan RoughridersOttawa Rough Riders (Frank Clair) 29–14Vancouver53rdRalph Sazio (2)Hamilton Tiger-CatsWinnipeg Blue Bombers (Bud Grant) 22–16Toronto52ndDave SkrienB.C. LionsHamilton Tiger-Cats (Ralph Sazio) 34–24Toronto51stRalph SazioHamilton Tiger-CatsB.C. Lions (Dave Skrien) 21–10Vancouver50thBud Grant (4)Winnipeg Blue BombersHamilton Tiger-Cats (Jim Trimble) 28–27Toronto49thBud Grant (3)Winnipeg Blue BombersHamilton Tiger-Cats (Jim Trimble) 21–24Toronto48thFrank Clair (3)Ottawa Rough RidersEdmonton Eskimos (Eagle Keys) 16–6Vancouver47thBud Grant (2)Winnipeg Blue BombersHamilton Tiger-Cats (Jim Trimble) 21–7Toronto46thBud GrantWinnipeg Blue BombersHamilton Tiger-Cats (Jim Trimble) 35–28Vancouver45thJim TrimbleHamilton Tiger-CatsWinnipeg Blue Bombers (Bud Grant) 32–7Toronto44thPop Ivy (3)Edmonton EskimosMontreal Alouettes (Peahead Walker) 50–27Toronto43rdPop Ivy (2)Edmonton EskimosMontreal Alouettes (Peahead Walker) 34–19Vancouver42ndPop IvyEdmonton EskimosMontreal Alouettes (Peahead Walker) 26–25Toronto41stCarl M. VoylesHamilton Tiger-CatsWinnipeg Blue Bombers (George Trafton) 12–6Toronto40thFrank Clair (2)Toronto ArgonautsEdmonton Eskimos (Frank Filchock) 21–11Toronto39thClem CroweOttawa Rough RidersSaskatchewan Roughriders (Harry Smith) 21–14Toronto38thFrank ClairToronto ArgonautsWinnipeg Blue Bombers (Frank Larson) 13–0Toronto37thLew Hayman (5)Montreal AlouettesCalgary Stampeders (Les Lear) 28–15Toronto36thLes LearCalgary StampedersOttawa Rough Riders (Walt Masters) 12–7Toronto35thTeddy Morris (3)Toronto ArgonautsWinnipeg Blue Bombers (Jack West) 10–9Toronto34thTeddy Morris (2)Toronto ArgonautsWinnipeg Blue Bombers (Jack West) 28–6Toronto33rdTeddy MorrisToronto ArgonautsWinnipeg Blue Bombers (Bert Warwick) 35–0Toronto32ndGlen BrownSt. Hyacinthe-Donnacona NavyHamilton Flying Wildcats (Eddie McLean) 7–6Hamilton31stBrian TimmisHamilton Flying WildcatsWinnipeg RCAF Bombers (Red Threlfall) 23–14Toronto30thLew Hayman (4)Toronto RCAF HurricanesWinnipeg RCAF Bombers (Red Threlfall) 8–5Toronto29thRed Threlfall (2)Winnipeg Blue BombersOttawa Rough Riders (Ross Trimble) 18–16Toronto28thRoss TrimbleOttawa Rough RidersToronto Balmy Beach Beachers (Alex Ponton) 8–2 12–5Toronto Ottawa27thRed ThrelfallWinnipeg Blue BombersOttawa Rough Riders (Ross Trimble) 8–7Ottawa26thLew Hayman (3)Toronto ArgonautsWinnipeg Blue Bombers (Red Threlfall) 30–7Toronto25thLew Hayman (2)Toronto ArgonautsWinnipeg Blue Bombers (Red Threlfall) 4–3Toronto24thArt Massucci (2)Sarnia ImperialsOttawa Rough Riders (Billy Hughes) 26–20Toronto23rdBob FritzWinnipeg 'PegsHamilton Tigers (Fred Veale) 18–12Hamilton22ndArt MassucciSarnia ImperialsRegina Roughriders (Greg Gassick) 20–12Toronto21stLew HaymanToronto ArgonautsSarnia Imperials (Pat Quellette) 4–3Sarnia20thBilly Hughes (4)Hamilton TigersRegina Roughriders (Al Ritchie) 25–6Hamilton19thClary ForanMontreal AAA Winged WheelersRegina Roughriders (Al Ritchie) 22–0Montreal18thAlex PontonToronto Balmy Beach BeachersRegina Roughriders (Al Ritchie) 11–6Toronto17thMike Rodden (2)Hamilton TigersRegina Roughriders (Al Ritchie) 14–3Hamilton16thMike RoddenHamilton TigersRegina Roughriders (Al Ritchie) 30–0Hamilton15thHarry HobbsToronto Balmy Beach BeachersHamilton Tigers (Mike Rodden) 9–6Toronto14thDave McCann (2)Ottawa SenatorsToronto Varsity Blues (Ron McPherson) 10–7Toronto13thDave McCannOttawa SenatorsWinnipeg Tammany Tigers (Harold Roth) 24–1Ottawa12thBilly Hughes (3)Queen's UniversityToronto Balmy Beach Beachers (A. Rodden & A. Buett) 11–2Toronto11thBilly Hughes (2)Queen's UniversityRegina Roughriders (Jack Eadie) 54–0Toronto10thBilly HughesQueen's UniversityEdmonton Elks (William "Deacon" White) 13–1Kingston9thSinc McEvenueToronto ArgonautsEdmonton Eskimos (William "Deacon" White) 23–0Toronto8thLaddie CasselsUniversity of TorontoToronto Argonauts (Mike Rodden) 16–3Toronto7thLiz Marriott (3)Hamilton TigersToronto Rowing and Athletic Association (Ed Livingstone) 13–7Toronto6thBilly FouldsToronto ArgonautsUniversity of Toronto (Hugh Gall) 14–2Toronto5thLiz Marriott (2)Hamilton TigersToronto Parkdale Canoe Club (Ed Livingstone) 44–2Hamilton4thLiz MarriottHamilton AlertsUniversity of Toronto (Jack Newton) 11–4Hamilton3rdA.B. WrightUniversity of TorontoToronto Argonauts (Billy Foulds) 14–7Toronto2ndHarry Griffith (2)University of TorontoHamilton Tigers (Seppi DuMoulin) 16–7Hamilton1stHarry GriffithUniversity of TorontoToronto Parkdale Canoe Club (Ed Livingstone) 26–6Toronto
Head coaches with multiple Grey Cup wins Head coach Wins Years won Team(s)Lew Hayman51933, 1937, 1938, 1942, 1949Toronto Argonauts, Toronto RCAF Hurricanes, Montreal AlouettesFrank Clair51950, 1952, 1960, 1968, 1969Toronto Argonauts, Ottawa RoughridersHugh Campbell51978, 1979, 1980, 1981, 1982Edmonton EskimosDon Matthews51985, 1995, 1996, 1997, 2002BC Lions, Baltimore Stallions, Toronto Argonauts, Montreal AlouettesWally Buono51992, 1998, 2001, 2006, 2011Calgary Stampeders, BC LionsBilly Hughes 41922, 1923, 1924, 1932Queen's University, Hamilton TigersBud Grant41958, 1959, 1961, 1962Winnipeg Blue BombersLiz Marriott31912, 1913, 1915Hamilton Alerts, Hamilton TigersTeddy Morris31945, 1946, 1947Toronto ArgonautsPop Ivy31954, 1955, 1956Edmonton EskimosRalph Sazio31963, 1965, 1967Hamilton Tiger-CatsMarc Trestman32009, 2010, 2017Montreal Alouettes,Toronto ArgonautsHarry Griffith21909, 1910University of TorontoDave McCann21925, 1926Ottawa SenatorsMike Rodden21928, 1929Hamilton TigersArt Massucci21934, 1936Sarnia ImperialsRed Threlfall 21939, 1941Winnipeg Blue BombersMarv Levy21974, 1977Montreal AlouettesMike Riley21988, 1990Winnipeg Blue BombersRon Lancaster 21993, 1999Edmonton Eskimos, Hamilton Tiger-CatsJohn Hufnagel22008, 2014Calgary StampedersMike O'Shea22019, 2021Winnipeg Blue BombersRyan Dinwiddie22022, 2024Toronto Argonauts