| 29. Round | 19/01/2019 | Scunthorpe United | - | Sunderland AFC | 1:1 |  |
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| 30. Round | 26/01/2019 | Fleetwood Town | - | Scunthorpe United | 0:1 | ||||
| 31. Round | 02/02/2019 | Barnsley FC | - | Scunthorpe United | 2:0 | ||||
| 33. Round | 16/02/2019 | Gillingham FC | - | Scunthorpe United | 1:0 | ||||
| 34. Round | 23/02/2019 | Scunthorpe United | - | Doncaster Rovers | 1:1 | ||||
| 36. Round | 09/03/2019 | Scunthorpe United | - | Bristol Rovers | 0:1 | ||||
| 38. Round | 16/03/2019 | Portsmouth FC | - | Scunthorpe United | 2:0 | ||||
| 39. Round | 23/03/2019 | Rochdale AFC | - | Scunthorpe United | 3:1 | ||||
| 40. Round | 30/03/2019 | Scunthorpe United | - | AFC Wimbledon | 1:2 | ||||
| 41. Round | 06/04/2019 | Shrewsbury Town | - | Scunthorpe United | 1:1 | ||||
| 42. Round | 13/04/2019 | Scunthorpe United | - | Burton Albion | 0:3 | ||||
| 43. Round | 19/04/2019 | Scunthorpe United | - | Blackpool FC | 0:0 | ||||
| 44. Round | 22/04/2019 | Charlton Athletic | - | Scunthorpe United | 4:0 | ||||
| 45. Round | 27/04/2019 | Scunthorpe United | - | Bradford City | 2:3 | ||||
| 46. Round | 04/05/2019 | Plymouth Argyle | - | Scunthorpe United | 3:2 |  |
England
Ireland 