| 1 | Sat 23 Nov 2019 | 1-1 v SunderlandSunderland 1-1 Coventry City | Sky Bet League One |
| 2 | Tue 3 Dec 2019 | 0-2 v Milton Keynes DonsMilton Keynes Dons 2-0 Coventry City | Leasing.com Trophy Second Round |
| 3 | Sat 7 Dec 2019 | 1-1 v Ipswich TownCoventry City 1-1 Ipswich Town | Sky Bet League One |
| 4 | Tue 10 Dec 2019 | 2-1 v Ipswich TownIpswich Town 1-2 Coventry City | Emirates FA Cup Second Round Replay |
| 5 | Sat 14 Dec 2019 | 1-2 v Shrewsbury TownShrewsbury Town 2-1 Coventry City | Sky Bet League One |
| 6 | Sun 29 Dec 2019 | 4-1 v Wycombe WanderersWycombe Wanderers 1-4 Coventry City | Sky Bet League One |
| 7 | Sun 5 Jan 2020 | 2-2 v Bristol RoversBristol Rovers 2-2 Coventry City | Emirates FA Cup Third Round |
| 8 | Tue 14 Jan 2020 | 3-0 v Bristol RoversCoventry City 3-0 Bristol Rovers | Emirates FA Cup Third Round Replay |
| 9 | Sat 18 Jan 2020 | 1-0 v Doncaster RoversDoncaster Rovers 0-1 Coventry City | Sky Bet League One |
| 10 | Sat 1 Feb 2020 | 2-1 v Bristol RoversBristol Rovers 1-2 Coventry City | Sky Bet League One |
| 11 | Tue 4 Feb 2020 | 2-2 v Birmingham CityBirmingham City 2-2 Coventry City | Emirates FA Cup Fourth Round Replay |
| 12 | Sat 8 Feb 2020 | 2-1 v Bolton WanderersCoventry City 2-1 Bolton Wanderers | Sky Bet League One |
| 13 | Tue 11 Feb 2020 | 1-0 v PortsmouthCoventry City 1-0 Portsmouth | Sky Bet League One |
| 14 | Sat 22 Feb 2020 | 2-1 v RochdaleRochdale 1-2 Coventry City | Sky Bet League One |
| 15 | Sun 1 Mar 2020 | 1-0 v SunderlandCoventry City 1-0 Sunderland | Sky Bet League One |
| 16 | Sat 7 Mar 2020 | 1-0 v Ipswich TownIpswich Town 0-1 Coventry City | Sky Bet League One |
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