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 | Sarnia Sting at Oshawa Generals | 7:35 p.m. | |
| October 20, 2019 | Peterborough Petes at Oshawa Generals | 6:05 p.m. | |
| October 25, 2019 | Oshawa Generals at Mississauga Steelheads | 7:00 p.m. | |
| October 26, 2019 | Oshawa Generals at Hamilton Bulldogs | 4:00 p.m. | |
| October 27, 2019 | Hamilton Bulldogs at Oshawa Generals | 6:05 p.m. | |
| November 1, 2019 | Oshawa Generals at Kingston Frontenacs | 7:00 p.m. | |
| November 3, 2019 | London Knights at Oshawa Generals | 6:05 p.m. | |
| November 8, 2019 | Oshawa Generals at Ottawa 67's | 7:00 p.m. | |
| November 10, 2019 | Kitchener Rangers at Oshawa Generals | 6:05 p.m. | |
| November 15, 2019 | Oshawa Generals at Sudbury Wolves | 7:05 p.m. | |
| November 16, 2019 | Oshawa Generals at Soo Greyhounds | 7:07 p.m. | |
| November 21, 2019 | Oshawa Generals at North Bay Battalion | 7:00 p.m. | |
| November 22, 2019 | Erie Otters at Oshawa Generals | 7:35 p.m. | |
| November 24, 2019 | Sudbury Wolves at Oshawa Generals | 2:05 p.m. | |
| November 28, 2019 | Mississauga Steelheads at Oshawa Generals | 7:05 p.m. | |
| November 30, 2019 | Oshawa Generals at Ottawa 67's | 2:00 p.m. | |
| December 1, 2019 | Kingston Frontenacs at Oshawa Generals | 6:05 p.m. | |
| December 6, 2019 | Oshawa Generals at Kitchener Rangers | 7:30 p.m. | |
| December 13, 2019 | Peterborough Petes at Oshawa Generals | 7:35 p.m. | |
| December 15, 2019 | Guelph Storm at Oshawa Generals | 6:05 p.m. | |
| December 19, 2019 | Oshawa Generals at Peterborough Petes | 7:05 p.m. | |
| December 20, 2019 | Ottawa 67's at Oshawa Generals | 7:35 p.m. | |
| December 28, 2019 | Oshawa Generals at Barrie Colts | 7:30 p.m. | |
| December 29, 2019 | North Bay Battalion at Oshawa Generals | 6:05 p.m. | |
| January 1, 2020 | Ottawa 67's at Oshawa Generals | 2:05 p.m. | |
| January 3, 2020 | Oshawa Generals at Flint Firebirds | 7:00 p.m. | |
| January 4, 2020 | Oshawa Generals at Saginaw Spirit | 7:05 p.m. | |
| January 9, 2020 | Oshawa Generals at Windsor Spitfires | 7:05 p.m. | |
| January 10, 2020 | Oshawa Generals at Sarnia Sting | 7:05 p.m. | |
| January 12, 2020 | Peterborough Petes at Oshawa Generals | 6:05 p.m. | |
| January 17, 2020 | Mississauga Steelheads at Oshawa Generals | 7:35 p.m. | |
| January 18, 2020 | Oshawa Generals at Owen Sound Attack | 7:30 p.m. | |
| January 19, 2020 | Ottawa 67's at Oshawa Generals | 6:05 p.m. | |
| January 23, 2020 | Oshawa Generals at Barrie Colts | 7:30 p.m. | |
| January 25, 2020 | Kingston Frontenacs at Oshawa Generals | 7:05 p.m. | |
| January 26, 2020 | Barrie Colts at Oshawa Generals | 6:05 p.m. | |
| January 31, 2020 | Peterborough Petes at Oshawa Generals | 7:35 p.m. | |
| February 1, 2020 | Oshawa Generals at Peterborough Petes | 7:05 p.m. | |
| February 2, 2020 | Hamilton Bulldogs at Oshawa Generals | 2:05 p.m. | |
| February 7, 2020 | Sudbury Wolves at Oshawa Generals | 7:35 p.m. | |
| February 9, 2020 | Flint Firebirds at Oshawa Generals | 6:05 p.m. | |
| February 12, 2020 | Kingston Frontenacs at Oshawa Generals | 7:05 p.m. | |
| February 14, 2020 | Soo Greyhounds at Oshawa Generals | 7:35 p.m. | |
| February 15, 2020 | Oshawa Generals at Erie Otters | 7:00 p.m. | |
| February 17, 2020 | Owen Sound Attack at Oshawa Generals | 2:05 p.m. | |
| February 21, 2020 | Oshawa Generals at Kingston Frontenacs | 7:00 p.m. | |
| February 22, 2020 | Oshawa Generals at Hamilton Bulldogs | 4:00 p.m. | |
| February 23, 2020 | Windsor Spitfires at Oshawa Generals | 6:05 p.m. | |
| February 27, 2020 | Oshawa Generals at Peterborough Petes | 7:05 p.m. | |
| February 28, 2020 | Oshawa Generals at Ottawa 67's | 7:00 p.m. | |
| March 1, 2020 | Ottawa 67's at Oshawa Generals | 6:05 p.m. | |
| March 6, 2020 | Oshawa Generals at Guelph Storm | 7:30 p.m. | |
| March 8, 2020 | Oshawa Generals at London Knights | 6:00 p.m. | |
| March 13, 2020 | Oshawa Generals at Ottawa 67's | 7:00 p.m. | |
| March 14, 2020 | Oshawa Generals at Peterborough Petes | 7:05 p.m. | |
| March 15, 2020 | Niagara IceDogs at Oshawa Generals | 6:05 p.m. | |
| March 18, 2020 | Barrie Colts at Oshawa Generals | 7:05 p.m. | |
| March 20, 2020 | Oshawa Generals at Kingston Frontenacs | 7:00 p.m. | |
| March 22, 2020 | Hamilton Bulldogs at Oshawa Generals | 6:05 p.m. |
