| Date | Competition | Home | | | | Away | Scored | MOTM | | | |
| 08/10/2023 | Division One | Rimswell F.C |
4
|
V
|
5
| Middleton Rangers F.C | 0 |
|
|
-
|
|
| 22/10/2023 | Ian Gorman Memorial Trophy Second Round | Middleton Rangers F.C |
2
|
V
|
1
| Billingham Town U23's | 1 |
|
|
|
|
| 29/10/2023 | Division One | Middleton Rangers F.C |
9
|
V
|
2
| Darlington Young Bulls F.C | 2 |
|
|
|
|
| 12/11/2023 | Alan Close Round Two | Rimswell F.C |
4
|
V
|
1
| Middleton Rangers F.C | 1 |
MOTM
|
|
|
|
| 17/12/2023 | Division One | Billingham Salutation F.C |
3
|
V
|
6
| Middleton Rangers F.C | 3 |
|
|
|
|
| 14/01/2024 | Division One | Darlington Young Bulls F.C |
3
|
V
|
0
| Middleton Rangers F.C | 0 |
|
|
|
|
| 28/01/2024 | Division One | Middleton Rangers F.C |
2
|
V
|
7
| Billingham Town U23's | 0 |
|
|
|
|
| 25/02/2024 | Division One | Middleton Rangers F.C |
1
|
V
|
1
| Beckfields F.C | 0 |
|
|
|
|
| 03/03/2024 | Division One | Penny Black F.C |
7
|
V
|
1
| Middleton Rangers F.C | 0 |
|
|
|
|
| 10/03/2024 | Division One | Middleton Rangers F.C |
6
|
V
|
2
| The Station Steamers F.C | 1 |
|
|
|
|
| 07/04/2024 | Division One | Fox Covert F.C |
7
|
V
|
4
| Middleton Rangers F.C | 1 |
|
|
|
|
| 14/04/2024 | Division One | The Station Steamers F.C |
1
|
V
|
3
| Middleton Rangers F.C | 0 |
|
|
|
|