| 21. Round | 08/12/2018 | Crewe Alexandra | - | Oldham Athletic | 0:2 | ||||
| 22. Round | 15/12/2018 | Exeter City | - | Crewe Alexandra | 1:0 |  |
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| 26. Round | 01/01/2019 | Bury FC | - | Crewe Alexandra | 3:1 | ||||
| 27. Round | 05/01/2019 | Morecambe FC | - | Crewe Alexandra | 2:2 | ||||
| 28. Round | 12/01/2019 | Crewe Alexandra | - | Newport County | 3:2 | ||||
| 32. Round | 09/02/2019 | Macclesfield Town | - | Crewe Alexandra | 3:3 | ||||
| 31. Round | 12/02/2019 | Crewe Alexandra | - | Carlisle United | 2:1 | ||||
| 34. Round | 23/02/2019 | Crewe Alexandra | - | Exeter City | 1:2 | ||||
| 35. Round | 02/03/2019 | Crewe Alexandra | - | Northampton Town | 0:2 | ||||
| 36. Round | 08/03/2019 | Tranmere Rovers | - | Crewe Alexandra | 1:0 | ||||
| 38. Round | 16/03/2019 | Crewe Alexandra | - | Crawley Town | 6:1 |  |
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| 42. Round | 13/04/2019 | Crewe Alexandra | - | Notts County | 3:0 | ||||
| 43. Round | 19/04/2019 | Crewe Alexandra | - | Yeovil Town | 2:0 | ||||
| 44. Round | 22/04/2019 | Swindon Town | - | Crewe Alexandra | 1:2 | ||||
| 45. Round | 27/04/2019 | Crewe Alexandra | - | Forest Green Rovers | 4:3 | ||||
| 46. Round | 04/05/2019 | Grimsby Town | - | Crewe Alexandra | 2:0 |
England