| 1. Round | 04/08/2018 | Portsmouth FC | - | Luton Town | 1:0 |  |
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| 2. Round | 11/08/2018 | Luton Town | - | Sunderland AFC | 1:1 | ||||
| 3. Round | 18/08/2018 | Peterborough United | - | Luton Town | 3:1 | ||||
| 8. Round | 15/09/2018 | Luton Town | - | Bristol Rovers | 1:0 | ||||
| 11. Round | 02/10/2018 | Oxford United | - | Luton Town | 1:2 | ||||
| 12. Round | 06/10/2018 | Luton Town | - | Scunthorpe United | 3:2 | ||||
| 15. Round | 23/10/2018 | Luton Town | - | Accrington Stanley | 4:1 | ||||
| 16. Round | 27/10/2018 | AFC Wimbledon | - | Luton Town | 0:2 | ||||
| 17. Round | 03/11/2018 | Rochdale AFC | - | Luton Town | 0:0 | ||||
| 19. Round | 24/11/2018 | Gillingham FC | - | Luton Town | 1:3 | ||||
| 25. Round | 29/12/2018 | Walsall FC | - | Luton Town | 2:2 | ||||
| 29. Round | 19/01/2019 | Luton Town | - | Peterborough United | 4:0 | ||||
| 27. Round | 29/01/2019 | Luton Town | - | Portsmouth FC | 3:2 | ||||
| 32. Round | 09/02/2019 | Luton Town | - | Wycombe Wanderers | 3:0 | ||||
| 33. Round | 16/02/2019 | Fleetwood Town | - | Luton Town | 1:2 | ||||
| 42. Round | 13/04/2019 | Charlton Athletic | - | Luton Town | 3:1 | |
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| 43. Round | 20/04/2019 | Accrington Stanley | - | Luton Town | 0:3 |
Ireland