| Date | Competition | Home | | | | Away | Scored | MOTM | | | |
| 26/08/2023 | First Division | BARNARD CASTLE FOOTBALL CLUB |
1
|
V
|
3
| CHESTER LE STREET UNITED PV | 0 |
|
|
|
|
| 02/09/2023 | First Division | FERRYHILL ATHLETIC FC |
6
|
V
|
0
| CHESTER LE STREET UNITED PV | 0 |
MOTM
|
|
|
|
| 09/09/2023 | Durham County FA Minor Cup Prelim Round | Darlington Railway Athletic Reserves |
3
|
V
|
2
| CHESTER LE STREET UNITED PV | 0 |
|
|
|
|
| 16/09/2023 | First Division | BILLINGHAM TOWN RESERVES |
1
|
V
|
3
| CHESTER LE STREET UNITED PV | 0 |
|
|
|
|
| 07/10/2023 | Clem Smith Bowl Preliminary Round | DURHAM FC CORINTHIANS DEVELOPMENT |
1
|
V
|
2
| CHESTER LE STREET UNITED PV | 1 |
|
|
|
|
| 14/10/2023 | First Division | CONSETT AFC RESERVES |
1
|
V
|
0
| CHESTER LE STREET UNITED PV | 0 |
|
|
|
|
| 21/10/2023 | Washington Aged Peoples Trophy 1st Round | CHESTER LE STREET UNITED PV |
0
|
V
|
3
| SHILDON RAILWAY | 0 |
|
|
|
|
| 04/11/2023 | Clem Smith Bowl 1st Round | CHESTER LE STREET UNITED PV |
3
|
V
|
2
| HETTON JUNIORS FC | 0 |
|
|
|
|
| 18/11/2023 | 1st Division League Challenge Cup 1st Round | CHESTER LE STREET UNITED PV |
1
|
V
|
2
| BIRTLEY TOWN DEVELOPMENT | 0 |
|
|
|
|
| 25/11/2023 | First Division | BELMONT UNITED |
1
|
V
|
1
| CHESTER LE STREET UNITED PV | 0 |
|
|
-
|
|
| 13/01/2024 | First Division | CHESTER LE STREET UNITED PV |
4
|
V
|
0
| DURHAM CITY AFC | 0 |
|
|
|
|
| 20/01/2024 | First Division | BIRTLEY TOWN DEVELOPMENT |
2
|
V
|
1
| CHESTER LE STREET UNITED PV | 0 |
|
|
|
|