| 1. Ronde | 02.09.2023 | De Graafschap [U21] | - | Twente/Heracles [U21] | 2:0 | ||||
| 3. Ronde | 16.09.2023 | De Graafschap [U21] | - | SC Cambuur [U21] | 3:1 |  |
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| 4. Ronde | 23.09.2023 | De Graafschap [U21] | - | FC Groningen [U21] | 0:2 | ||||
| 6. Ronde | 07.10.2023 | De Graafschap [U21] | - | Go Ahead Eagles [U21] | 4:0 | ||||
| 2. Ronde | 21.10.2023 | FC Volendam [U21] | - | De Graafschap [U21] | 1:3 | ||||
| 13. Ronde | 02.12.2023 | De Graafschap [U21] | - | FC Volendam [U21] | 3:1 | ||||
| 7. Ronde | 16.12.2023 | Feyenoord [U21] | - | De Graafschap [U21] | 2:0 |
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