| 23. Round | 26/12/2019 | Scunthorpe United | - | Walsall FC | 0:2 | ||||
| 28. Round | 18/01/2020 | Bradford City | - | Scunthorpe United | 2:2 | ||||
| 29. Round | 25/01/2020 | Scunthorpe United | - | Crewe Alexandra | 2:2 |  |
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| 30. Round | 28/01/2020 | Northampton Town | - | Scunthorpe United | 3:0 | ||||
| 31. Round | 01/02/2020 | Crawley Town | - | Scunthorpe United | 3:1 | ||||
| 32. Round | 08/02/2020 | Scunthorpe United | - | Cheltenham Town | 1:0 | ||||
| 33. Round | 11/02/2020 | Scunthorpe United | - | Cambridge United | 0:2 | ||||
| 35. Round | 22/02/2020 | Scunthorpe United | - | Forest Green Rovers | 1:0 | ||||
| 36. Round | 29/02/2020 | Port Vale FC | - | Scunthorpe United | 2:2 | ||||
| 34. Round | 03/03/2020 | Swindon Town | - | Scunthorpe United | 2:0 | ||||
| 37. Round | 07/03/2020 | Scunthorpe United | - | Grimsby Town | 0:2 |  |
England