| 1. Round | 04/08/2018 | Swindon Town | - | Macclesfield Town | 3:2 | ||||
| 2. Round | 11/08/2018 | Lincoln City | - | Swindon Town | 4:1 | ||||
| 3. Round | 18/08/2018 | Swindon Town | - | Tranmere Rovers | 3:2 | ||||
| 4. Round | 21/08/2018 | Crawley Town | - | Swindon Town | 2:2 | ||||
| 5. Round | 25/08/2018 | Forest Green Rovers | - | Swindon Town | 1:1 | ||||
| 6. Round | 01/09/2018 | Swindon Town | - | Milton Keynes Dons | 1:1 | ||||
| 9. Round | 22/09/2018 | Yeovil Town | - | Swindon Town | 0:3 | ||||
| 13. Round | 13/10/2018 | Exeter City | - | Swindon Town | 2:0 | ||||
| 16. Round | 27/10/2018 | Notts County | - | Swindon Town | 1:2 | ||||
| 17. Round | 03/11/2018 | Colchester United | - | Swindon Town | 1:0 | ||||
| 18. Round | 17/11/2018 | Swindon Town | - | Carlisle United | 0:4 |
England