| Date | Competition | Home | | | | Away | Scored | MOTM | | | |
| 20/08/2023 | Premiership | The Wynyard F.C |
5
|
V
|
6
| Belle Vue Rovers F.C | 2 |
MOTM
|
|
|
|
| 27/08/2023 | Premiership | Cleveland F.C |
6
|
V
|
2
| The Wynyard F.C | 0 |
|
|
|
|
| 03/09/2023 | Durham Sunday Cup | The Wynyard F.C |
6
|
V
|
3
| HOUGHTON TOWN F.C | 0 |
|
|
|
|
| 24/09/2023 | Premiership | The Wynyard F.C |
9
|
V
|
5
| Village Park Rangers F.C | 0 |
|
|
|
|
| 01/10/2023 | Durham Sunday Cup | GATESHEAD EAGLE F.C |
0
|
V
|
6
| The Wynyard F.C | 0 |
|
|
|
|
| 08/10/2023 | Premiership | The Wynyard F.C |
2
|
V
|
3
| Thornaby The Griffin FC | 2 |
|
|
|
|
| 22/10/2023 | Ian Gorman Memorial Trophy Second Round | The Wynyard F.C |
7
|
V
|
3
| Yarm Albion F.C | 3 |
MOTM
|
|
|
|
| 12/11/2023 | Durham Sunday Cup | SUNDERLAND HYLTON CASTLE PT HAULAGE |
0
|
V
|
3
| The Wynyard F.C | 0 |
|
|
|
|
| 26/11/2023 | Durham Sunday Cup | Peterlee Catholic Club |
4
|
V
|
1
| The Wynyard F.C | 0 |
|
|
|
|
| 10/12/2023 | Premiership | The Wynyard F.C |
12
|
V
|
1
| Coulby Newham F.C | 1 |
|
|
|
|
| 14/01/2024 | Premiership | The Wynyard F.C |
4
|
V
|
5
| Thornaby Nash F.C | 0 |
|
|
-
|
|
| 18/02/2024 | Ian Gorman Memorial Trophy Third Round | The Wynyard F.C |
4
|
V
|
0
| Yarm Athletic F.C | 0 |
|
|
|
|
| 25/02/2024 | Premiership | The Wynyard F.C |
6
|
V
|
1
| Yarm Albion F.C | 5 |
MOTM
|
|
|
|
| 03/03/2024 | John Jackson Memorial Trophy Round Two | The Wynyard F.C |
4
|
V
|
0
| Belle Vue Rovers F.C | 1 |
MOTM
|
|
-
|
|
| 10/03/2024 | Premiership | The Wynyard F.C |
1
|
V
|
5
| Norton George And Dragon | 0 |
|
|
|
|
| 07/04/2024 | John Jackson Memorial Trophy Semi Final | Cleveland F.C |
1
|
V
|
2
| The Wynyard F.C | 0 |
|
|
|
|
| 14/04/2024 | Ian Gorman Memorial Trophy Semi Final | The Wynyard F.C |
2
|
V
|
4
| Fox Covert F.C | 0 |
MOTM
|
|
|
|