Win Draw Loss Upcoming Void Postponed On 10 May 2019, the U's announced their pre-season fixtures.

Source: BBC On Thursday, 20 June 2019, the EFL League One fixtures were released.

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

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

[66] After convincingly beating Premier League opponents West Ham in the third round, Oxford were eliminated at the quarter-final stage by eventual winners Manchester City, who had also beaten them in the same competition in an earlier round the previous season.