| August |
| Sat 26/8/1989 | NCELP | Armthorpe Welfare |  | 2-1 |  | Bridlington Trinity | |
| Tue 29/8/1989 | NCELP | Thackley |  | 2-2 | | Bridlington Trinity | |
| September |
| Sat 9/9/1989 | NCELP | Sutton Town |  | 2-1 | | Bridlington Trinity | |
| Sat 16/9/1989 | NCELP | Bridlington Trinity | | 4-0 |  | Ossett Albion | |
| Sat 23/9/1989 | NCELP | Grimethorpe Miners Welfare |  | 1-4 | | Bridlington Trinity | |
| Sat 30/9/1989 | NCELP | Pontefract Collieries |  | 0-4 | | Bridlington Trinity | |
| October |
| Sat 7/10/1989 | FAVP | Bridlington Trinity | | 5-3 |  | Annfield Plain | |
| Sat 14/10/1989 | NCELP | Hatfield Main |  | 0-4 | | Bridlington Trinity | |
| Sat 21/10/1989 | NCELP | Bridlington Town |  | 2-1 | | Bridlington Trinity | |
| Sat 28/10/1989 | NCELP | Bridlington Trinity | | 4-0 | | Hatfield Main | |
| November |
| Sat 4/11/1989 | FAV1 | Bridlington Trinity | | 0-1 | | Dunston Federation Brewery | |
| Sat 11/11/1989 | ERSC1 | Bridlington Trinity | | 1-2 | | Bridlington Town | |
| Sat 18/11/1989 | NCELP | Denaby United |  | 3-1 | | Bridlington Trinity | |
| Sat 25/11/1989 | NCELP | Brigg Town |  | 3-4 | | Bridlington Trinity | |
| December |
| Sat 2/12/1989 | NCELP | Bridlington Trinity | | 4-0 |  | Guiseley | |
| Sat 9/12/1989 | NCELP | Bridlington Trinity | | 1-3 |  | Harrogate Railway | |
| Sat 16/12/1989 | LC2 | Sheffield |  | 3-2 | | Bridlington Trinity | |
| Sat 23/12/1989 | NCELP | Bridlington Trinity | | 3-1 |  | Hallam | |
| Tue 26/12/1989 | NCELP | Bridlington Trinity | | 3-2 | | Thackley | |
| Sat 30/12/1989 | NCELP | Bridlington Trinity | | 2-1 | | Sheffield | |
| January |
| Sat 6/1/1990 | NCELP | Belper Town |  | 1-1 | | Bridlington Trinity | |
| Sat 27/1/1990 | NCELP | Bridlington Trinity | | 5-1 | | Grimethorpe Miners Welfare | |
| February |
| Sat 3/2/1990 | NCELP | Ossett Albion | | 0-10 | | Bridlington Trinity | |
| Sat 10/2/1990 | NCELP | Hallam | | 1-1 | | Bridlington Trinity | |
| Sat 17/2/1990 | NCELP | North Ferriby United |  | 1-1 | | Bridlington Trinity | |
| Sat 24/2/1990 | NCELP | Bridlington Trinity | | 3-2 | | Brigg Town | |
| March |
| Sat 3/3/1990 | NCELP | Bridlington Trinity | | 1-0 | | Sutton Town | |
| Sat 10/3/1990 | NCELP | Bridlington Trinity | | 1-1 | | Belper Town | |
| Sat 17/3/1990 | NCELP | Guiseley | | 4-3 | | Bridlington Trinity | |
| Sat 24/3/1990 | NCELP | Bridlington Trinity | | 1-0 | | Denaby United | |
| Sat 31/3/1990 | NCELP | Harrogate Railway | | 2-3 | | Bridlington Trinity | |
| April |
| Sat 7/4/1990 | NCELP | Bridlington Trinity | | 1-1 |  | North Shields | |
| Sat 14/4/1990 | NCELP | Sheffield | | 1-0 | | Bridlington Trinity | |
| Tue 17/4/1990 | NCELP | Bridlington Trinity | | 1-2 | | North Ferriby United | |
| Sat 21/4/1990 | NCELP | Bridlington Trinity | | 1-2 | | Bridlington Town | |
| Sat 28/4/1990 | NCELP | North Shields | | 2-1 | | Bridlington Trinity | |
| May |
| Wed 2/5/1990 | NCELP | Bridlington Trinity | | 2-0 | | Pontefract Collieries | |
| Sat 5/5/1990 | NCELP | Bridlington Trinity | | 3-1 | | Armthorpe Welfare | |