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 | ||||
6. Round | 31/08/2019 | Oxford United | - | Coventry City | 3:3 | ||||
7. Round | 07/09/2019 | Coventry City | - | Blackpool FC | 3:2 | ||||
8. Round | 14/09/2019 | Burton Albion | - | Coventry City | 0:0 | ||||
9. Round | 17/09/2019 | Coventry City | - | AFC Wimbledon | 2:1 | ||||
11. Round | 28/09/2019 | Coventry City | - | Doncaster Rovers | 1:1 |