| 1 | 8/1/2019 | 1-1 v Cheltenham TownCheltenham Town 1-1 Oxford United | Checkatrade Trophy Second Round |
| 2 | 12/1/2019 | 2-2 v Fleetwood TownFleetwood Town 2-2 Oxford United | Sky Bet League One |
| 3 | 19/1/2019 | 2-1 v PortsmouthOxford United 2-1 Portsmouth | Sky Bet League One |
| 4 | 22/1/2019 | 2-5 v BuryBury 5-2 Oxford United | Checkatrade Trophy Fourth Round |
| 5 | 29/1/2019 | 2-2 v BarnsleyOxford United 2-2 Barnsley | Sky Bet League One |
| 6 | 2/2/2019 | 0-0 v Burton AlbionBurton Albion 0-0 Oxford United | Sky Bet League One |
| 7 | 9/2/2019 | 1-1 v SunderlandOxford United 1-1 Sunderland | Sky Bet League One |
| 8 | 16/2/2019 | 0-1 v Peterborough UnitedOxford United 0-1 Peterborough United | Sky Bet League One |
| 9 | 19/2/2019 | 2-4 v Accrington StanleyAccrington Stanley 4-2 Oxford United | Sky Bet League One |
| 10 | 23/2/2019 | 1-0 v BlackpoolBlackpool 0-1 Oxford United | Sky Bet League One |
| 11 | 2/3/2019 | 2-1 v Scunthorpe UnitedOxford United 2-1 Scunthorpe United | Sky Bet League One |
| 12 | 9/3/2019 | 0-1 v GillinghamGillingham 1-0 Oxford United | Sky Bet League One |
| 13 | 12/3/2019 | 0-0 v RochdaleRochdale 0-0 Oxford United | Sky Bet League One |
| 14 | 16/3/2019 | 1-0 v Bradford CityOxford United 1-0 Bradford City | Sky Bet League One |
| 15 | 23/3/2019 | 1-0 v Coventry CityCoventry City 0-1 Oxford United | Sky Bet League One |
| 16 | 30/3/2019 | 2-1 v Wycombe WanderersOxford United 2-1 Wycombe Wanderers | Sky Bet League One |
| 17 | 13/4/2019 | 0-0 v AFC WimbledonOxford United 0-0 AFC Wimbledon | Sky Bet League One |
| 18 | 22/4/2019 | 3-2 v Shrewsbury TownShrewsbury Town 2-3 Oxford United | Sky Bet League One |
