| 1 | 3/8/2019 | 1-2 v Rotherham UnitedAFC Wimbledon 1-2 Rotherham United | Sky Bet League One |
| 2 | 10/8/2019 | 1-2 v Fleetwood TownFleetwood Town 2-1 AFC Wimbledon | Sky Bet League One |
| 3 | 13/8/2019 | 2-2 v Milton Keynes DonsAFC Wimbledon 2-2 Milton Keynes Dons | Carabao Cup First Round |
| 4 | 17/8/2019 | 1-1 v Accrington StanleyAFC Wimbledon 1-1 Accrington Stanley | Sky Bet League One |
| 5 | 20/8/2019 | 1-2 v Ipswich TownIpswich Town 2-1 AFC Wimbledon | Sky Bet League One |
| 6 | 24/8/2019 | 1-3 v SunderlandSunderland 3-1 AFC Wimbledon | Sky Bet League One |
| 7 | 31/8/2019 | 0-0 v Wycombe WanderersAFC Wimbledon 0-0 Wycombe Wanderers | Sky Bet League One |
| 8 | 17/9/2019 | 1-2 v Coventry CityCoventry City 2-1 AFC Wimbledon | Sky Bet League One |
| 9 | 21/9/2019 | 1-3 v Bristol RoversAFC Wimbledon 1-3 Bristol Rovers | Sky Bet League One |
| 10 | 22/10/2019 | 0-1 v Burton AlbionBurton Albion 1-0 AFC Wimbledon | Sky Bet League One |
| 11 | 9/11/2019 | 1-1 v Doncaster RoversAFC Wimbledon 1-1 Doncaster Rovers | Emirates FA Cup First Round |
| 12 | 23/11/2019 | 1-0 v GillinghamAFC Wimbledon 1-0 Gillingham | Sky Bet League One |
| 13 | 7/12/2019 | 2-2 v Bolton WanderersBolton Wanderers 2-2 AFC Wimbledon | Sky Bet League One |
| 14 | 14/12/2019 | 2-1 v Doncaster RoversAFC Wimbledon 2-1 Doncaster Rovers | Sky Bet League One |
| 15 | 21/12/2019 | 0-1 v Tranmere RoversTranmere Rovers 1-0 AFC Wimbledon | Sky Bet League One |
| 16 | 26/12/2019 | 2-1 v Bristol RoversBristol Rovers 1-2 AFC Wimbledon | Sky Bet League One |
| 17 | 29/12/2019 | 1-2 v Oxford UnitedAFC Wimbledon 1-2 Oxford United | Sky Bet League One |
| 18 | 1/1/2020 | 1-1 v Southend UnitedAFC Wimbledon 1-1 Southend United | Sky Bet League One |
| 19 | 11/1/2020 | 1-2 v PortsmouthPortsmouth 2-1 AFC Wimbledon | Sky Bet League One |
| 20 | 18/1/2020 | 1-0 v Peterborough UnitedAFC Wimbledon 1-0 Peterborough United | Sky Bet League One |
| 21 | 18/2/2020 | 0-5 v Oxford UnitedOxford United 5-0 AFC Wimbledon | Sky Bet League One |
| 22 | 29/2/2020 | 2-1 v GillinghamGillingham 1-2 AFC Wimbledon | Sky Bet League One |
| 23 | 7/3/2020 | 0-0 v Bolton WanderersAFC Wimbledon 0-0 Bolton Wanderers | Sky Bet League One |
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