| Group G | 03/09/2019 | Stevenage FC | - | Milton Keynes Dons | 0:3 | ||||
| Group G | 29/10/2019 | Stevenage FC | - | Fulham FC U23 | 4:2 pso | ||||
| 2. Round | 03/12/2019 | Colchester United | - | Stevenage FC | 1:2 | ||||
| Round of 16 | 08/01/2020 | Bristol Rovers | - | Stevenage FC | 0:1 |  |
| Group G | 03/09/2019 | Stevenage FC | - | Milton Keynes Dons | 0:3 | ||||
| Group G | 29/10/2019 | Stevenage FC | - | Fulham FC U23 | 4:2 pso | ||||
| 2. Round | 03/12/2019 | Colchester United | - | Stevenage FC | 1:2 | ||||
| Round of 16 | 08/01/2020 | Bristol Rovers | - | Stevenage FC | 0:1 | |
| Craig Anthony Robert Mackail-Smith | |
| Born: | 25.02.1984 |
| Place of birth: |
Watford, 
England |
| Nationality: |
Scotland
England |
| Height: | 178 cm |
| Weight: | 78 kg |
| Position(s): | Centre Forward Right Winger |
| Foot: | right |