| 1 | Sat 3 Aug 2019 | 1-1 v SunderlandSunderland 1-1 Oxford United | Sky Bet League One |
| 2 | Tue 13 Aug 2019 | 1-0 v Peterborough UnitedOxford United 1-0 Peterborough United | Carabao Cup First Round |
| 3 | Sat 17 Aug 2019 | 1-2 v BlackpoolBlackpool 2-1 Oxford United | Sky Bet League One |
| 4 | Sat 24 Aug 2019 | 1-3 v Bristol RoversBristol Rovers 3-1 Oxford United | Sky Bet League One |
| 5 | Tue 27 Aug 2019 | 2-2 v MillwallOxford United 2-2 Millwall | Carabao Cup Second Round |
| 6 | Sat 31 Aug 2019 | 3-3 v Coventry CityOxford United 3-3 Coventry City | Sky Bet League One |
| 7 | Sat 7 Sep 2019 | 1-2 v Fleetwood TownFleetwood Town 2-1 Oxford United | Sky Bet League One |
| 8 | Wed 25 Sep 2019 | 4-0 v West Ham UnitedOxford United 4-0 West Ham United | Carabao Cup Third Round |
| 9 | Sat 28 Sep 2019 | 3-0 v GillinghamOxford United 3-0 Gillingham | Sky Bet League One |
| 10 | Tue 8 Oct 2019 | 2-2 v PortsmouthOxford United 2-2 Portsmouth | Leasing.com Trophy Southern Group B |
| 11 | Sat 19 Oct 2019 | 2-1 v Rotherham UnitedRotherham United 1-2 Oxford United | Sky Bet League One |
| 12 | Sat 2 Nov 2019 | 1-1 v PortsmouthPortsmouth 1-1 Oxford United | Sky Bet League One |
| 13 | Sun 10 Nov 2019 | 2-0 v Hayes & Yeading UnitedHayes & Yeading United 0-2 Oxford United | Emirates FA Cup First Round |
| 14 | Sat 23 Nov 2019 | 4-0 v Southend UnitedSouthend United 0-4 Oxford United | Sky Bet League One |
| 15 | Sat 30 Nov 2019 | 1-0 v WalsallWalsall 0-1 Oxford United | Emirates FA Cup Second Round |
| 16 | Wed 18 Dec 2019 | 1-3 v Manchester CityOxford United 1-3 Manchester City | Carabao Cup Quarter Final |
| 17 | Sat 11 Jan 2020 | 1-3 v Rotherham UnitedOxford United 1-3 Rotherham United | Sky Bet League One |
| 18 | Sat 25 Jan 2020 | 0-0 v Newcastle UnitedNewcastle United 0-0 Oxford United | Emirates FA Cup Fourth Round |
| 19 | Tue 4 Feb 2020 | 2-3 v Newcastle UnitedOxford United 2-3 Newcastle United | Emirates FA Cup Fourth Round Replay |
| 20 | Sat 15 Feb 2020 | 0-1 v SunderlandOxford United 0-1 Sunderland | Sky Bet League One |
| 21 | Tue 18 Feb 2020 | 5-0 v AFC WimbledonOxford United 5-0 AFC Wimbledon | Sky Bet League One |
| 22 | Sat 22 Feb 2020 | 1-0 v Ipswich TownIpswich Town 0-1 Oxford United | Sky Bet League One |
| 23 | Tue 25 Feb 2020 | 3-0 v Accrington StanleyOxford United 3-0 Accrington Stanley | Sky Bet League One |
| 24 | Sat 29 Feb 2020 | 2-1 v Southend UnitedOxford United 2-1 Southend United | Sky Bet League One |
| 25 | Sat 7 Mar 2020 | 3-2 v Shrewsbury TownShrewsbury Town 2-3 Oxford United | Sky Bet League One |
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