| 1 | Sat 31 Aug | 22-1 v AFC Telford UnitedGainsborough Trinity 2-1 AFC Telford United | Emirates FA Cup First Qualifying Round |
| 2 | Sat 7 Sep | 121-2 v Lancaster CityGainsborough Trinity 1-2 Lancaster City | Northern Premier League - Premier Division |
| 3 | Tue 10 Sep | 82-0 v Matlock TownMatlock Town 0-2 Gainsborough Trinity | Northern Premier League - Premier Division |
| 4 | Sat 14 Sep | 82-1 v Grantham TownGainsborough Trinity 2-1 Grantham Town | Emirates FA Cup Second Qualifying Round |
| 5 | Tue 17 Sep | 80-3 v Basford UnitedGainsborough Trinity 0-3 Basford United | Northern Premier League - Premier Division |
| 6 | Sat 21 Sep | 81-1 v Stockton TownGainsborough Trinity 1-1 Stockton Town | Northern Premier League - Premier Division |
| 7 | Sat 28 Sep | 122-1 v DarlingtonDarlington 1-2 Gainsborough Trinity | Emirates FA Cup Third Qualifying Round |
| 8 | Sat 5 Oct | 122-0 v Kettering TownKettering Town 0-2 Gainsborough Trinity | Isuzu FA Trophy Third Qualifying Round |
| 9 | Sat 12 Oct | 122-2 v Boston UnitedGainsborough Trinity 2-2 Boston United | Emirates FA Cup Fourth Qualifying Round |
| 10 | Tue 15 Oct | 124-0 v Boston UnitedBoston United 0-4 Gainsborough Trinity | Emirates FA Cup Fourth Qualifying Round Replay |
| 11 | Sat 26 Oct | 124-1 v ClitheroeClitheroe 1-4 Gainsborough Trinity | Isuzu FA Trophy First Round |
| 12 | Sat 2 Nov | 124-4 v Hednesford TownHednesford Town 4-4 Gainsborough Trinity | Emirates FA Cup First Round |
| 13 | Tue 5 Nov | 122-0 v Whitby TownWhitby Town 0-2 Gainsborough Trinity | Northern Premier League - Premier Division |
| 14 | Sat 9 Nov | 43-0 v Workington AFCGainsborough Trinity 3-0 Workington AFC | Northern Premier League - Premier Division |
| 15 | Sat 16 Nov | 41-0 v ChesterGainsborough Trinity 1-0 Chester | Isuzu FA Trophy Second Round |
| 16 | Fri 29 Nov | 120-1 v Harrogate TownHarrogate Town 1-0 Gainsborough Trinity | Emirates FA Cup Second Round |
| 17 | Sat 7 Dec | 42-1 v Rushall OlympicGainsborough Trinity 2-1 Rushall Olympic | Isuzu FA Trophy Third Round |
| 18 | Sat 14 Dec | 42-1 v Lancaster CityLancaster City 1-2 Gainsborough Trinity | Northern Premier League - Premier Division |
| 19 | Tue 17 Dec | 42-1 v Hyde UnitedGainsborough Trinity 2-1 Hyde United | Northern Premier League - Premier Division |
| 20 | Sat 21 Dec | 140-1 v Morpeth TownMorpeth Town 1-0 Gainsborough Trinity | Northern Premier League - Premier Division |
| 21 | Thu 26 Dec | 40-2 v GuiseleyGainsborough Trinity 0-2 Guiseley | Northern Premier League - Premier Division |
| 22 | Sat 4 Jan | 141-0 v York CityGainsborough Trinity 1-0 York City | Isuzu FA Trophy Fourth Round |
| 23 | Tue 14 Jan | 141-1 v FC United of ManchesterFC United of Manchester 1-1 Gainsborough Trinity | Northern Premier League - Premier Division |
| 24 | Sat 18 Jan | 40-4 v MacclesfieldGainsborough Trinity 0-4 Macclesfield | Northern Premier League - Premier Division |
| 25 | Tue 21 Jan | 41-1 v Matlock TownGainsborough Trinity 1-1 Matlock Town | Northern Premier League - Premier Division |
| 26 | Tue 28 Jan | 160-2 v Prescot CablesPrescot Cables 2-0 Gainsborough Trinity | Northern Premier League - Premier Division |
| 27 | Sat 1 Feb | 40-3 v WokingGainsborough Trinity 0-3 Woking | Isuzu FA Trophy Fifth Round |
| 28 | Sat 8 Feb | 41-1 v Hyde UnitedHyde United 1-1 Gainsborough Trinity | Northern Premier League - Premier Division |
| 29 | Tue 11 Feb | 43-1 v Warrington RylandsGainsborough Trinity 3-1 Warrington Rylands | Northern Premier League - Premier Division |
| 30 | Sat 15 Feb | 45-1 v Blyth SpartansGainsborough Trinity 5-1 Blyth Spartans | Northern Premier League - Premier Division |
| 31 | Sat 22 Feb | 40-0 v MickleoverGainsborough Trinity 0-0 Mickleover | Northern Premier League - Premier Division |
| 32 | Sat 1 Mar | 41-1 v Warrington RylandsWarrington Rylands 1-1 Gainsborough Trinity | Northern Premier League - Premier Division |
| 33 | Tue 4 Mar | 40-0 v Ilkeston TownGainsborough Trinity 0-0 Ilkeston Town | Northern Premier League - Premier Division |
| 34 | Sat 8 Mar | 42-1 v Bamber BridgeGainsborough Trinity 2-1 Bamber Bridge | Northern Premier League - Premier Division |
| 35 | Tue 11 Mar | 142-1 v Blyth SpartansBlyth Spartans 1-2 Gainsborough Trinity | Northern Premier League - Premier Division |
| 36 | Sat 15 Mar | 41-1 v Workington AFCWorkington AFC 1-1 Gainsborough Trinity | Northern Premier League - Premier Division |
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