| 1 | Fri 28 Jul | 72-2 v Chesham UnitedChertsey Town 2-2 Chesham United | Friendly |
| 2 | Sat 12 Aug | 112-1 v Hanworth VillaChertsey Town 2-1 Hanworth Villa | Isthmian League - South Central Division |
| 3 | Sat 19 Aug | 113-1 v Snodland TownSnodland Town 1-3 Chertsey Town | Emirates FA Cup Preliminary Round |
| 4 | Sat 26 Aug | 110-0 v WestfieldWestfield 0-0 Chertsey Town | Isthmian League - South Central Division |
| 5 | Mon 28 Aug | 122-1 v Hartley WintneyChertsey Town 2-1 Hartley Wintney | Isthmian League - South Central Division |
| 6 | Sat 2 Sep | 111-2 v Hayes & Yeading UnitedHayes & Yeading United 2-1 Chertsey Town | Emirates FA Cup First Qualifying Round |
| 7 | Sat 9 Sep | 71-1 v Hanworth VillaHanworth Villa 1-1 Chertsey Town | Isuzu FA Trophy First Qualifying Round |
| 8 | Sat 23 Sep | 112-4 v Hythe TownChertsey Town 2-4 Hythe Town | Isuzu FA Trophy Second Qualifying Round |
| 9 | Tue 26 Sep | 122-1 v SouthallChertsey Town 2-1 Southall | Velocity Cup Second Round |
| 10 | Tue 3 Oct | 111-1 v BinfieldBinfield 1-1 Chertsey Town | Isthmian League - South Central Division |
| 11 | Sat 7 Oct | 122-1 v UxbridgeChertsey Town 2-1 Uxbridge | Isthmian League - South Central Division |
| 12 | Sat 14 Oct | 123-0 v Metropolitan PoliceChertsey Town 3-0 Metropolitan Police | Isthmian League - South Central Division |
| 13 | Sat 21 Oct | 44-2 v NorthwoodNorthwood 2-4 Chertsey Town | Isthmian League - South Central Division |
| 14 | Sat 28 Oct | 122-1 v ChipsteadChertsey Town 2-1 Chipstead | Isthmian League - South Central Division |
| 15 | Tue 7 Nov | 112-2 v WestfieldChertsey Town 2-2 Westfield | Velocity Cup Third Round |
| 16 | Tue 21 Nov | 74-1 v GuernseyChertsey Town 4-1 Guernsey | Isthmian League - South Central Division |
| 17 | Sat 25 Nov | 32-1 v SouthallChertsey Town 2-1 Southall | Isthmian League - South Central Division |
| 18 | Sat 2 Dec | 36-0 v Corinthian-CasualsCorinthian-Casuals 0-6 Chertsey Town | Isthmian League - South Central Division |
| 19 | Sat 16 Dec | 30-0 v Sutton Common RoversChertsey Town 0-0 Sutton Common Rovers | Isthmian League - South Central Division |
| 20 | Tue 26 Dec | 32-2 v Thatcham TownChertsey Town 2-2 Thatcham Town | Isthmian League - South Central Division |
| 21 | Mon 1 Jan | 123-1 v Hartley WintneyHartley Wintney 1-3 Chertsey Town | Isthmian League - South Central Division |
| 22 | Sat 27 Jan | 142-1 v Ashford Town (Middx)Chertsey Town 2-1 Ashford Town (Middx) | Isthmian League - South Central Division |
| 23 | Sat 17 Feb | 142-1 v ChipsteadChipstead 1-2 Chertsey Town | Isthmian League - South Central Division |
| 24 | Tue 27 Feb | 32-2 v Sutton Common RoversChertsey Town 2-2 Sutton Common Rovers | Surrey Senior Cup Third Round |
| 25 | Sat 9 Mar | 120-0 v NorthwoodChertsey Town 0-0 Northwood | Isthmian League - South Central Division |
| 26 | Wed 13 Mar | 126-2 v GuernseyGuernsey 2-6 Chertsey Town | Isthmian League - South Central Division |
| 27 | Tue 19 Mar | 121-0 v MarlowChertsey Town 1-0 Marlow | Isthmian League - South Central Division |
| 28 | Mon 1 Apr | 21-1 v Thatcham TownThatcham Town 1-1 Chertsey Town | Isthmian League - South Central Division |
| 29 | Sat 6 Apr | 22-1 v Hanworth VillaHanworth Villa 1-2 Chertsey Town | Isthmian League - South Central Division |
| 30 | Tue 9 Apr | 123-2 v South Park (Reigate)Chertsey Town 3-2 South Park (Reigate) | Surrey Senior Cup Fourth Round |
| 31 | Sat 13 Apr | 143-1 v Ascot UnitedChertsey Town 3-1 Ascot United | Isthmian League - South Central Division |
| 32 | Sat 20 Apr | 22-0 v Sutton Common RoversSutton Common Rovers 0-2 Chertsey Town | Isthmian League - South Central Division |
| 33 | Sat 27 Apr | 22-1 v Badshot LeaChertsey Town 2-1 Badshot Lea | Isthmian League - South Central Division |
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