1. Round | 03/08/2019 | Coventry City | - | Southend United | 1:0 | ||||
2. Round | 10/08/2019 | Bolton Wanderers | - | Coventry City | 0:0 | ||||
3. Round | 17/08/2019 | Coventry City | - | Bristol Rovers | 2:0 | ||||
4. Round | 20/08/2019 | Portsmouth FC | - | Coventry City | 3:3 | ||||
5. Round | 24/08/2019 | Coventry City | - | Gillingham FC | 1:0 | ||||
9. Round | 17/09/2019 | Coventry City | - | AFC Wimbledon | 2:1 | ||||
11. Round | 28/09/2019 | Coventry City | - | Doncaster Rovers | 1:1 | ||||
12. Round | 05/10/2019 | Rotherham United | - | Coventry City | 4:0 | ||||
13. Round | 13/10/2019 | Coventry City | - | Tranmere Rovers | 0:1 | ||||
18. Round | 16/11/2019 | Coventry City | - | Rochdale AFC | 2:1 | ||||
19. Round | 23/11/2019 | Sunderland AFC | - | Coventry City | 1:1 |