Oshawa Generals Schedule
All times Eastern
| September 20, 2019 | W | Oshawa Generals 4 at Kingston Frontenacs 1 | Final |
| September 26, 2019 | W | Oshawa Generals 4 at Niagara IceDogs 3 | Final (OT) |
| September 27, 2019 | W | Oshawa Generals 6 at Mississauga Steelheads 5 | Final |
| September 29, 2019 | W | Kingston Frontenacs 1 at Oshawa Generals 4 | Final |
| October 4, 2019 | W | North Bay Battalion 1 at Oshawa Generals 5 | Final |
| October 5, 2019 | W | Oshawa Generals 6 at Hamilton Bulldogs 3 | Final |
| October 6, 2019 | W | Saginaw Spirit 3 at Oshawa Generals 4 | Final |
| October 10, 2019 | W | Oshawa Generals 5 at North Bay Battalion 4 | Final |
| October 11, 2019 | W | Oshawa Generals 5 at Sudbury Wolves 4 | Final |
| October 18, 2019 | L | Sarnia Sting 9 at Oshawa Generals 5 | Final |
| October 20, 2019 | L | Peterborough Petes 2 at Oshawa Generals 1 | Final |
| October 25, 2019 | W | Oshawa Generals 4 at Mississauga Steelheads 3 | Final |
| October 26, 2019 | L | Oshawa Generals 2 at Hamilton Bulldogs 3 | Final (SO) |
| October 27, 2019 | W | Hamilton Bulldogs 2 at Oshawa Generals 3 | Final |
| November 1, 2019 | W | Oshawa Generals 5 at Kingston Frontenacs 1 | Final |
| November 3, 2019 | L | London Knights 5 at Oshawa Generals 1 | Final |
| November 8, 2019 | W | Oshawa Generals 3 at Ottawa 67's 2 | Final |
| November 10, 2019 | W | Kitchener Rangers 2 at Oshawa Generals 4 | Final |
| November 15, 2019 | L | Oshawa Generals 1 at Sudbury Wolves 4 | Final |
| November 16, 2019 | L | Oshawa Generals 1 at Soo Greyhounds 3 | Final |
| November 21, 2019 | W | Oshawa Generals 4 at North Bay Battalion 3 | Final |
| November 22, 2019 | L | Erie Otters 4 at Oshawa Generals 2 | Final |
| November 24, 2019 | W | Sudbury Wolves 0 at Oshawa Generals 7 | Final |
| November 28, 2019 | L | Mississauga Steelheads 7 at Oshawa Generals 4 | Final |
| November 30, 2019 | L | Oshawa Generals 3 at Ottawa 67's 4 | Final |
| December 1, 2019 | Kingston Frontenacs at Oshawa Generals | Ppd. | |
| December 5, 2019 | L | Kingston Frontenacs 5 at Oshawa Generals 4 | Final (SO) |
| December 6, 2019 | L | Oshawa Generals 4 at Kitchener Rangers 6 | Final |
| December 13, 2019 | L | Peterborough Petes 3 at Oshawa Generals 2 | Final |
| December 15, 2019 | W | Guelph Storm 2 at Oshawa Generals 5 | Final |
| December 19, 2019 | L | Oshawa Generals 1 at Peterborough Petes 4 | Final |
| December 20, 2019 | L | Ottawa 67's 5 at Oshawa Generals 4 | Final (OT) |
| December 28, 2019 | W | Oshawa Generals 6 at Barrie Colts 5 | Final (OT) |
| December 29, 2019 | L | North Bay Battalion 6 at Oshawa Generals 5 | Final (OT) |
| January 1, 2020 | L | Ottawa 67's 5 at Oshawa Generals 2 | Final |
| January 3, 2020 | L | Oshawa Generals 4 at Flint Firebirds 5 | Final (OT) |
| January 4, 2020 | L | Oshawa Generals 4 at Saginaw Spirit 8 | Final |
| January 9, 2020 | W | Oshawa Generals 6 at Windsor Spitfires 3 | Final |
| January 10, 2020 | W | Oshawa Generals 4 at Sarnia Sting 3 | Final |
| January 12, 2020 | W | Peterborough Petes 4 at Oshawa Generals 6 | Final |
| January 17, 2020 | L | Mississauga Steelheads 4 at Oshawa Generals 2 | Final |
| January 18, 2020 | Oshawa Generals at Owen Sound Attack | Ppd. | |
| January 19, 2020 | L | Ottawa 67's 5 at Oshawa Generals 3 | Final |
| January 20, 2020 | W | Oshawa Generals 5 at Owen Sound Attack 4 | Final |
| January 23, 2020 | L | Oshawa Generals 0 at Barrie Colts 5 | Final |
| January 25, 2020 | W | Kingston Frontenacs 4 at Oshawa Generals 7 | Final |
| January 26, 2020 | L | Barrie Colts 3 at Oshawa Generals 2 | Final (OT) |
| January 31, 2020 | W | Peterborough Petes 2 at Oshawa Generals 7 | Final |
| February 1, 2020 | L | Oshawa Generals 1 at Peterborough Petes 4 | Final |
| February 2, 2020 | W | Hamilton Bulldogs 2 at Oshawa Generals 3 | Final (OT) |
| February 7, 2020 | W | Sudbury Wolves 2 at Oshawa Generals 5 | Final |
| February 9, 2020 | L | Flint Firebirds 5 at Oshawa Generals 3 | Final |
| February 12, 2020 | W | Kingston Frontenacs 4 at Oshawa Generals 5 | Final |
| February 14, 2020 | L | Soo Greyhounds 6 at Oshawa Generals 5 | Final (SO) |
| February 15, 2020 | L | Oshawa Generals 5 at Erie Otters 6 | Final (SO) |
| February 17, 2020 | W | Owen Sound Attack 3 at Oshawa Generals 4 | Final (OT) |
| February 21, 2020 | L | Oshawa Generals 3 at Kingston Frontenacs 4 | Final (OT) |
| February 22, 2020 | W | Oshawa Generals 5 at Hamilton Bulldogs 2 | Final |
| February 23, 2020 | W | Windsor Spitfires 1 at Oshawa Generals 2 | Final |
| February 27, 2020 | W | Oshawa Generals 4 at Peterborough Petes 3 | Final (SO) |
| February 28, 2020 | L | Oshawa Generals 1 at Ottawa 67's 4 | Final |
| March 1, 2020 | L | Ottawa 67's 4 at Oshawa Generals 3 | Final (OT) |
| March 6, 2020 | L | Oshawa Generals 3 at Guelph Storm 4 | Final (SO) |
| March 8, 2020 | L | Oshawa Generals 1 at London Knights 3 | Final |
| March 13, 2020 | Oshawa Generals at Ottawa 67's | Cancelled | |
| March 14, 2020 | Oshawa Generals at Peterborough Petes | Cancelled | |
| March 15, 2020 | Niagara IceDogs at Oshawa Generals | Cancelled | |
| March 18, 2020 | Barrie Colts at Oshawa Generals | Cancelled | |
| March 20, 2020 | Oshawa Generals at Kingston Frontenacs | Cancelled | |
| March 22, 2020 | Hamilton Bulldogs at Oshawa Generals | Cancelled |
