| 1 | Tue 17 Sep 2019 | 1-2 v Coventry CityCoventry City 2-1 AFC Wimbledon | Sky Bet League One |
| 2 | Sat 21 Sep 2019 | 1-3 v Bristol RoversAFC Wimbledon 1-3 Bristol Rovers | Sky Bet League One |
| 3 | Sat 28 Sep 2019 | 2-3 v Peterborough UnitedPeterborough United 3-2 AFC Wimbledon | Sky Bet League One |
| 4 | Tue 8 Oct 2019 | 3-0 v Leyton OrientAFC Wimbledon 3-0 Leyton Orient | Leasing.com Trophy Southern Group C |
| 5 | Sat 12 Oct 2019 | 4-1 v Southend UnitedSouthend United 1-4 AFC Wimbledon | Sky Bet League One |
| 6 | Sat 19 Oct 2019 | 1-0 v PortsmouthAFC Wimbledon 1-0 Portsmouth | Sky Bet League One |
| 7 | Tue 22 Oct 2019 | 0-1 v Burton AlbionBurton Albion 1-0 AFC Wimbledon | Sky Bet League One |
| 8 | Sat 2 Nov 2019 | 1-1 v Lincoln CityAFC Wimbledon 1-1 Lincoln City | Sky Bet League One |
| 9 | Sat 16 Nov 2019 | 0-2 v BlackpoolBlackpool 2-0 AFC Wimbledon | Sky Bet League One |
| 10 | Tue 19 Nov 2019 | 0-2 v Doncaster RoversDoncaster Rovers 2-0 AFC Wimbledon | Emirates FA Cup First Round Replay |
| 11 | Sat 23 Nov 2019 | 1-0 v GillinghamAFC Wimbledon 1-0 Gillingham | Sky Bet League One |
| 12 | Sat 7 Dec 2019 | 2-2 v Bolton WanderersBolton Wanderers 2-2 AFC Wimbledon | Sky Bet League One |
| 13 | Sun 29 Dec 2019 | 1-2 v Oxford UnitedAFC Wimbledon 1-2 Oxford United | Sky Bet League One |
| 14 | Wed 1 Jan 2020 | 1-1 v Southend UnitedAFC Wimbledon 1-1 Southend United | Sky Bet League One |
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