Gameplan
| Date | Round | Match | Match | Res. | Attendance | |
|---|---|---|---|---|---|---|
| 20.01.2023 |  | Matchday 16 | West Ham U21 - Man Utd U21 | - | 2:3 | 600 |
| 10.02.2023 | | Matchday 18 | West Ham U21 - Fulham FC U21 | - | 1:0 | 250 |
| 27.02.2023 | | Matchday 20 | West Ham U21 - Brighton U21 | - | 3:2 | 155 |
| 03.03.2023 | | Matchday 21 | West Ham U21 - Man City U21 | - | 1:5 | 354 |
| 01.04.2023 | | Matchday 23 | West Ham U21 - Blackburn U21 | - | 1:3 | 233 |
| 28.04.2023 | | Matchday 26 | West Ham U21 - Leicester U21 | - | 2:0 | 272 |
| 29.04.2023 |  | Matchday 22 | West Ham United - Fulham FC | - | 3:2 | |
| 18.08.2023 | | Matchday 2 | West Ham U21 - Sunderl. U21 | - | 2:0 | 272 |
| 01.09.2023 | | Matchday 4 | West Ham U21 - Everton FC U21 | - | 3:1 | 200 |
| 22.09.2023 | | Matchday 5 | West Ham U21 - Southampt. U21 | - | 3:3 | 240 |
| 21.10.2023 |  | Group B | West Ham United - Derby County | - | 2:1 | |
| 27.10.2023 | | Matchday 7 | West Ham U21 - Middlesb. U21 | - | 5:0 | 240 |
| 01.12.2023 | | Matchday 9 | West Ham U21 - Nottingham U21 | - | 3:1 | 240 |
| 08.12.2023 |  | 3. Round | West Ham United - Southampton FC | - | 4:2 | 250 |