| 1 | Sat 10 Aug | 162-2 v Ilkeston TownIlkeston Town 2-2 Gainsborough Trinity | Northern Premier League - Premier Division |
| 2 | Tue 13 Aug | 4 3-1 v Morpeth TownGainsborough Trinity 3-1 Morpeth Town | Northern Premier League - Premier Division |
| 3 | Tue 20 Aug | 41-2 v Hebburn TownHebburn Town 2-1 Gainsborough Trinity | Northern Premier League - Premier Division |
| 4 | Mon 26 Aug | 120-2 v Worksop TownGainsborough Trinity 0-2 Worksop Town | Northern Premier League - Premier Division |
| 5 | Sat 31 Aug | 42-1 v AFC Telford UnitedGainsborough Trinity 2-1 AFC Telford United | Emirates FA Cup First Qualifying Round |
| 6 | Sat 7 Sep | 41-2 v Lancaster CityGainsborough Trinity 1-2 Lancaster City | Northern Premier League - Premier Division |
| 7 | Tue 10 Sep | 4 2-0 v Matlock TownMatlock Town 0-2 Gainsborough Trinity | Northern Premier League - Premier Division |
| 8 | Sat 14 Sep | 42-1 v Grantham TownGainsborough Trinity 2-1 Grantham Town | Emirates FA Cup Second Qualifying Round |
| 9 | Tue 17 Sep | 40-3 v Basford UnitedGainsborough Trinity 0-3 Basford United | Northern Premier League - Premier Division |
| 10 | Sat 21 Sep | 41-1 v Stockton TownGainsborough Trinity 1-1 Stockton Town | Northern Premier League - Premier Division |
| 11 | Tue 24 Sep | 40-2 v MacclesfieldMacclesfield 2-0 Gainsborough Trinity | Northern Premier League - Premier Division |
| 12 | Sat 28 Sep | 42-1 v DarlingtonDarlington 1-2 Gainsborough Trinity | Emirates FA Cup Third Qualifying Round |
| 13 | Sat 5 Oct | 42-0 v Kettering TownKettering Town 0-2 Gainsborough Trinity | Isuzu FA Trophy Third Qualifying Round |
| 14 | Sat 12 Oct | 42-2 v Boston UnitedGainsborough Trinity 2-2 Boston United | Emirates FA Cup Fourth Qualifying Round |
| 15 | Tue 15 Oct | 44-0 v Boston UnitedBoston United 0-4 Gainsborough Trinity | Emirates FA Cup Fourth Qualifying Round Replay |
| 16 | Sat 26 Oct | 4 4-1 v ClitheroeClitheroe 1-4 Gainsborough Trinity | Isuzu FA Trophy First Round |
| 17 | Sat 2 Nov | 44-4 v Hednesford TownHednesford Town 4-4 Gainsborough Trinity | Emirates FA Cup First Round |
| 18 | Tue 5 Nov | 42-0 v Whitby TownWhitby Town 0-2 Gainsborough Trinity | Northern Premier League - Premier Division |
| 19 | Sat 9 Nov | 153-0 v Workington AFCGainsborough Trinity 3-0 Workington AFC | Northern Premier League - Premier Division |
| 20 | Tue 10 Dec | 42-1 v MickleoverMickleover 1-2 Gainsborough Trinity | Northern Premier League - Premier Division |
| 21 | Tue 17 Dec | 142-1 v Hyde UnitedGainsborough Trinity 2-1 Hyde United | Northern Premier League - Premier Division |
| 22 | Sat 21 Dec | 40-1 v Morpeth TownMorpeth Town 1-0 Gainsborough Trinity | Northern Premier League - Premier Division |
| 23 | Thu 26 Dec | 140-2 v GuiseleyGainsborough Trinity 0-2 Guiseley | Northern Premier League - Premier Division |
| 24 | Wed 1 Jan | 41-4 v Worksop TownWorksop Town 4-1 Gainsborough Trinity | Northern Premier League - Premier Division |
| 25 | Sat 4 Jan | 41-0 v York CityGainsborough Trinity 1-0 York City | Isuzu FA Trophy Fourth Round |
| 26 | Sat 11 Jan | 4 1-1 v Basford UnitedBasford United 1-1 Gainsborough Trinity | Northern Premier League - Premier Division |
| 27 | Tue 14 Jan | 41-1 v FC United of ManchesterFC United of Manchester 1-1 Gainsborough Trinity | Northern Premier League - Premier Division |
| 28 | Sat 15 Feb | 145-1 v Blyth SpartansGainsborough Trinity 5-1 Blyth Spartans | Northern Premier League - Premier Division |
| 29 | Sat 22 Feb | 90-0 v MickleoverGainsborough Trinity 0-0 Mickleover | Northern Premier League - Premier Division |
| 30 | Sat 1 Mar | 141-1 v Warrington RylandsWarrington Rylands 1-1 Gainsborough Trinity | Northern Premier League - Premier Division |
| 31 | Sat 8 Mar | 142-1 v Bamber BridgeGainsborough Trinity 2-1 Bamber Bridge | Northern Premier League - Premier Division |
| 32 | Tue 11 Mar | 42-1 v Blyth SpartansBlyth Spartans 1-2 Gainsborough Trinity | Northern Premier League - Premier Division |
| 33 | Sat 15 Mar | 141-1 v Workington AFCWorkington AFC 1-1 Gainsborough Trinity | Northern Premier League - Premier Division |
| 34 | Sat 22 Mar | 140-1 v FC United of ManchesterGainsborough Trinity 0-1 FC United of Manchester | Northern Premier League - Premier Division |
| 35 | Tue 25 Mar | 42-1 v Whitby TownGainsborough Trinity 2-1 Whitby Town | Northern Premier League - Premier Division |
| 36 | Sat 29 Mar | 40-1 v Bamber BridgeBamber Bridge 1-0 Gainsborough Trinity | Northern Premier League - Premier Division |
| 37 | Sat 5 Apr | 4 2-3 v Prescot CablesGainsborough Trinity 2-3 Prescot Cables | Northern Premier League - Premier Division |
| 38 | Sat 19 Apr | 123-1 v Hebburn TownGainsborough Trinity 3-1 Hebburn Town | Northern Premier League - Premier Division |
| 39 | Mon 21 Apr | 122-0 v GuiseleyGuiseley 0-2 Gainsborough Trinity | Northern Premier League - Premier Division |
| 40 | Sat 26 Apr | 122-1 v Leek TownGainsborough Trinity 2-1 Leek Town | Northern Premier League - Premier Division |
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