| 1 | Tue 12 Sep | 81-1 v Hungerford TownHungerford Town 1-1 Dorchester Town | Southern League - Premier South |
| 2 | Sat 23 Sep | 83-1 v Didcot TownDorchester Town 3-1 Didcot Town | Southern League - Premier South |
| 3 | Tue 26 Sep | 80-5 v Plymouth ParkwayPlymouth Parkway 5-0 Dorchester Town | Southern League - Premier South |
| 4 | Sat 7 Oct | 81-3 v Merthyr TownMerthyr Town 3-1 Dorchester Town | Isuzu FA Trophy Third Qualifying Round |
| 5 | Wed 11 Oct | 82-2 v Gosport BoroughGosport Borough 2-2 Dorchester Town | Southern League - Premier South |
| 6 | Sat 21 Oct | 80-1 v HendonHendon 1-0 Dorchester Town | Southern League - Premier South |
| 7 | Tue 24 Oct | 81-2 v SholingDorchester Town 1-2 Sholing | Southern League - Premier South |
| 8 | Sat 28 Oct | 81-1 v Hayes & Yeading UnitedDorchester Town 1-1 Hayes & Yeading United | Southern League - Premier South |
| 9 | Sat 11 Nov | 84-1 v Basingstoke TownDorchester Town 4-1 Basingstoke Town | Southern League - Premier South |
| 10 | Tue 14 Nov | 81-2 v Bracknell TownDorchester Town 1-2 Bracknell Town | Southern League - Premier South |
| 11 | Sat 25 Nov | 82-3 v SalisburySalisbury 3-2 Dorchester Town | Southern League - Premier South |
| 12 | Sat 9 Dec | 82-1 v Swindon SupermarineSwindon Supermarine 1-2 Dorchester Town | Southern League - Premier South |
| 13 | Sat 16 Dec | 81-2 v Walton & HershamDorchester Town 1-2 Walton & Hersham | Southern League - Premier South |
| 14 | Sat 23 Dec | 80-2 v Chesham UnitedChesham United 2-0 Dorchester Town | Southern League - Premier South |
| 15 | Tue 26 Dec | 81-2 v Poole TownDorchester Town 1-2 Poole Town | Southern League - Premier South |
| 16 | Sat 6 Jan | 82-4 v Hungerford TownDorchester Town 2-4 Hungerford Town | Southern League - Premier South |
| 17 | Sat 13 Jan | 82-0 v Harrow BoroughHarrow Borough 0-2 Dorchester Town | Southern League - Premier South |
| 18 | Sat 20 Jan | 8 3-2 v Merthyr TownDorchester Town 3-2 Merthyr Town | Southern League - Premier South |
| 19 | Sat 27 Jan | 80-0 v Plymouth ParkwayDorchester Town 0-0 Plymouth Parkway | Southern League - Premier South |
| 20 | Sat 3 Feb | 81-0 v Didcot TownDidcot Town 0-1 Dorchester Town | Southern League - Premier South |
| 21 | Tue 6 Feb | 81-1 v Hanwell TownHanwell Town 1-1 Dorchester Town | Southern League - Premier South |
| 22 | Sat 10 Feb | 80-3 v Gosport BoroughDorchester Town 0-3 Gosport Borough | Southern League - Premier South |
| 23 | Sat 17 Feb | 83-1 v Bracknell TownBracknell Town 1-3 Dorchester Town | Southern League - Premier South |
| 24 | Sat 24 Feb | 82-2 v HendonDorchester Town 2-2 Hendon | Southern League - Premier South |
| 25 | Wed 28 Feb | 84-4 v AFC TottonAFC Totton 4-4 Dorchester Town | Southern League - Premier South |
| 26 | Sat 9 Mar | 82-1 v Beaconsfield TownDorchester Town 2-1 Beaconsfield Town | Southern League - Premier South |
| 27 | Sat 16 Mar | 84-3 v Beaconsfield TownBeaconsfield Town 3-4 Dorchester Town | Southern League - Premier South |
| 28 | Sat 23 Mar | 81-0 v SalisburyDorchester Town 1-0 Salisbury | Southern League - Premier South |
| 29 | Sat 30 Mar | 81-1 v Winchester CityWinchester City 1-1 Dorchester Town | Southern League - Premier South |
| 30 | Mon 1 Apr | 82-1 v Tiverton TownDorchester Town 2-1 Tiverton Town | Southern League - Premier South |
| 31 | Sat 6 Apr | 81-0 v Hayes & Yeading UnitedHayes & Yeading United 0-1 Dorchester Town | Southern League - Premier South |
| 32 | Tue 9 Apr | 82-1 v SholingSholing 1-2 Dorchester Town | Southern League - Premier South |
| 33 | Sat 13 Apr | 8 2-1 v Hanwell TownDorchester Town 2-1 Hanwell Town | Southern League - Premier South |
| 34 | Tue 16 Apr | 82-0 v Tiverton TownTiverton Town 0-2 Dorchester Town | Southern League - Premier South |
| 35 | Sat 20 Apr | 81-3 v Basingstoke TownBasingstoke Town 3-1 Dorchester Town | Southern League - Premier South |
| 36 | Sat 27 Apr | 80-4 v AFC TottonDorchester Town 0-4 AFC Totton | Southern League - Premier South |
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