| 1 | Mon 25 Aug | 81-5 v Melton TownMelton Town 5-1 Deeping Rangers | United Counties League Premier Division North |
| 2 | Sat 30 Aug | 16 1-0 v Grantham TownDeeping Rangers 1-0 Grantham Town | United Counties League Premier Division North |
| 3 | Tue 2 Sep | 161-1 v Skegness TownDeeping Rangers 1-1 Skegness Town | United Counties League Premier Division North |
| 4 | Sat 6 Sep | 70-1 v Retford UnitedRetford United 1-0 Deeping Rangers | Sports Ground Development UCL Cup |
| 5 | Sat 13 Sep | 72-3 v AFC MansfieldAFC Mansfield 3-2 Deeping Rangers | United Counties League Premier Division North |
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