| 1 | Sat 17 Aug 2019 | 12-1 v Phoenix SportsPhoenix Sports 1-2 Ashford United |
| 2 | Mon 26 Aug 2019 | 15-0 v Three BridgesThree Bridges 0-5 Ashford United |
| 3 | Sat 31 Aug 2019 | 12-0 v Burgess Hill TownAshford United 2-0 Burgess Hill Town |
| 4 | Tue 17 Sep 2019 | 12-1 v SittingbourneAshford United 2-1 Sittingbourne |
| 5 | Sat 21 Sep 2019 | 13-1 v East Grinstead TownEast Grinstead Town 1-3 Ashford United |
| 6 | Sat 5 Oct 2019 | 11-2 v Cray Valley PMAshford United 1-2 Cray Valley PM |
| 7 | Sat 19 Oct 2019 | 1 0-3 v Sevenoaks TownSevenoaks Town 3-0 Ashford United |
| 8 | Sat 9 Nov 2019 | 11-4 v VCD AthleticAshford United 1-4 VCD Athletic |
| 9 | Tue 12 Nov 2019 | 14-3 v WhyteleafeWhyteleafe 3-4 Ashford United |
| 10 | Sat 16 Nov 2019 | 12-2 v Herne BayHerne Bay 2-2 Ashford United |
| 11 | Sat 23 Nov 2019 | 12-3 v WhitehawkAshford United 2-3 Whitehawk |
| 12 | Tue 26 Nov 2019 | 14-2 v RamsgateAshford United 4-2 Ramsgate |
| 13 | Sat 30 Nov 2019 | 14-1 v Hythe TownHythe Town 1-4 Ashford United |
| 14 | Tue 3 Dec 2019 | 11-3 v GuernseyAshford United 1-3 Guernsey |
| 15 | Sat 7 Dec 2019 | 10-1 v Haywards Heath TownHaywards Heath Town 1-0 Ashford United |
| 16 | Sat 14 Dec 2019 | 11-0 v Hastings UnitedAshford United 1-0 Hastings United |
| 17 | Thu 26 Dec 2019 | 12-1 v Whitstable TownWhitstable Town 1-2 Ashford United |
| 18 | Wed 1 Jan 2020 | 13-0 v Three BridgesAshford United 3-0 Three Bridges |
| 19 | Sat 4 Jan 2020 | 1 7-0 v Burgess Hill TownBurgess Hill Town 0-7 Ashford United |
| 20 | Sat 11 Jan 2020 | 12-0 v Faversham TownAshford United 2-0 Faversham Town |
| 21 | Sat 18 Jan 2020 | 14-1 v Sevenoaks TownAshford United 4-1 Sevenoaks Town |
| 22 | Sat 25 Jan 2020 | 11-3 v Cray Valley PMCray Valley PM 3-1 Ashford United |
| 23 | Sat 1 Feb 2020 | 15-0 v East Grinstead TownAshford United 5-0 East Grinstead Town |
| 24 | Tue 4 Feb 2020 | 11-0 v SittingbourneSittingbourne 0-1 Ashford United |
| 25 | Sat 8 Feb 2020 | 13-0 v Hastings UnitedHastings United 0-3 Ashford United |
| 26 | Sat 15 Feb 2020 | 11-1 v Haywards Heath TownAshford United 1-1 Haywards Heath Town |
| 27 | Sat 22 Feb 2020 | 16-0 v GuernseyGuernsey 0-6 Ashford United |
| 28 | Sat 29 Feb 2020 | 12-3 v Chichester CityAshford United 2-3 Chichester City |
| 29 | Tue 3 Mar 2020 | 13-2 v Chichester CityChichester City 2-3 Ashford United |
| 30 | Sat 7 Mar 2020 | 11-3 v VCD AthleticVCD Athletic 3-1 Ashford United |
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