| 1. Round | 03/08/2019 | Scunthorpe United | - | Swindon Town | 0:2 | ||||
| 2. Round | 10/08/2019 | Cheltenham Town | - | Scunthorpe United | 4:1 | ||||
| 3. Round | 17/08/2019 | Scunthorpe United | - | Crawley Town | 2:2 | ||||
| 4. Round | 20/08/2019 | Cambridge United | - | Scunthorpe United | 3:2 |  |
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| 5. Round | 24/08/2019 | Macclesfield Town | - | Scunthorpe United | 1:0 | |
England