| Groep 1 | 03.09.2019 | Grimsby Town | - | Scunthorpe United | 1:2 | ||||
| Groep 1 | 24.09.2019 | Scunthorpe United | - | Leicester City U23 | 1:3 d.p. | ||||
| Groep 1 | 12.11.2019 | Scunthorpe United | - | Sunderland AFC | 3:0 |  |
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| 2e Ronde | 27.11.2019 | Blackpool FC | - | Scunthorpe United | 1:3 | |
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| Achtste finale | 08.01.2020 | Scunthorpe United | - | Manchester City U23 | 3:1 | ||||
| Kwartfinale | 21.01.2020 | Portsmouth FC | - | Scunthorpe United | 2:1 | |
Soedan