| 1 | 3/8/2019 | 1-0 v Southend UnitedCoventry City 1-0 Southend United | Sky Bet League One |
| 2 | 10/8/2019 | 0-0 v Bolton WanderersBolton Wanderers 0-0 Coventry City | Sky Bet League One |
| 3 | 13/8/2019 | 4-1 v Exeter CityCoventry City 4-1 Exeter City | Carabao Cup First Round |
| 4 | 17/8/2019 | 2-0 v Bristol RoversCoventry City 2-0 Bristol Rovers | Sky Bet League One |
| 5 | 20/8/2019 | 3-3 v PortsmouthPortsmouth 3-3 Coventry City | Sky Bet League One |
| 6 | 24/8/2019 | 1-0 v GillinghamCoventry City 1-0 Gillingham | Sky Bet League One |
| 7 | 27/8/2019 | 0-3 v WatfordWatford 3-0 Coventry City | Carabao Cup Second Round |
| 8 | 31/8/2019 | 3-3 v Oxford UnitedOxford United 3-3 Coventry City | Sky Bet League One |
| 9 | 7/9/2019 | 3-2 v BlackpoolCoventry City 3-2 Blackpool | Sky Bet League One |
| 10 | 14/9/2019 | 0-0 v Burton AlbionBurton Albion 0-0 Coventry City | Sky Bet League One |
| 11 | 17/9/2019 | 2-1 v AFC WimbledonCoventry City 2-1 AFC Wimbledon | Sky Bet League One |
| 12 | 28/9/2019 | 1-1 v Doncaster RoversCoventry City 1-1 Doncaster Rovers | Sky Bet League One |
