Source: BBC On 20 June 2019, the League One fixtures for the forthcoming season were announced.

[11] The second round draw was made live on 11 November from Chichester City's stadium, Oaklands Park.

[13] The fourth round draw was made by Alex Scott and David O'Leary on Monday, 6 January.

[15] The second round draw was made on 13 August 2019 following the conclusion of all but one first-round matches.

[17] The draw for the second round was made on 16 November 2019 live on Sky Sports.