| 29. Round | 19/01/2019 | Scunthorpe United | - | Sunderland AFC | 1:1 | ||||
| 31. Round | 02/02/2019 | Barnsley FC | - | Scunthorpe United | 2:0 | ||||
| 32. Round | 09/02/2019 | Scunthorpe United | - | Accrington Stanley | 2:0 |  |
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| 33. Round | 16/02/2019 | Gillingham FC | - | Scunthorpe United | 1:0 | |
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| 35. Round | 02/03/2019 | Oxford United | - | Scunthorpe United | 2:1 | ||||
| 36. Round | 09/03/2019 | Scunthorpe United | - | Bristol Rovers | 0:1 | ||||
| 37. Round | 12/03/2019 | Scunthorpe United | - | Southend United | 4:1 | |
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| 40. Round | 30/03/2019 | Scunthorpe United | - | AFC Wimbledon | 1:2 | ||||
| 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 |
Netherlands