| 1 | Wed 21 Sep 2016 | 180-1 v Hythe TownCray Wanderers 0-1 Hythe Town | Ryman League Division One South |
| 2 | Sat 24 Sep 2016 | 181-0 v Godalming TownGodalming Town 0-1 Cray Wanderers | Ryman League Division One South |
| 3 | Tue 27 Sep 2016 | 183-2 v HorshamHorsham 2-3 Cray Wanderers | Ryman League Division One South |
| 4 | Sat 1 Oct 2016 | 183-0 v MoleseyCray Wanderers 3-0 Molesey | Ryman League Division One South |
| 5 | Sun 9 Oct 2016 | 33-3 v Carshalton AthleticCray Wanderers 3-3 Carshalton Athletic | FA Trophy Preliminary Round |
| 6 | Sat 15 Oct 2016 | 34-1 v Carshalton AthleticCray Wanderers 4-1 Carshalton Athletic | Ryman League Division One South |
| 7 | Wed 19 Oct 2016 | 31-0 v GuernseyCray Wanderers 1-0 Guernsey | Ryman League Division One South |
| 8 | Sat 22 Oct 2016 | 32-5 v LewesLewes 5-2 Cray Wanderers | Ryman League Division One South |
| 9 | Wed 26 Oct 2016 | 33-0 v Carshalton AthleticCray Wanderers 3-0 Carshalton Athletic | FA Trophy Preliminary Round |
| 10 | Sun 13 Nov 2016 | 31-2 v WorthingCray Wanderers 1-2 Worthing | FA Trophy Second Qualifying Round |
| 11 | Sat 19 Nov 2016 | 33-2 v ChipsteadCray Wanderers 3-2 Chipstead | Ryman League Division One South |
| 12 | Wed 23 Nov 2016 | 32-2 v HorshamCray Wanderers 2-2 Horsham | Ryman League Division One South |
| 13 | Tue 29 Nov 2016 | 33-2 v Hythe TownHythe Town 2-3 Cray Wanderers | Ryman League Division One South |
| 14 | Sun 4 Dec 2016 | 35-1 v Godalming TownCray Wanderers 5-1 Godalming Town | Ryman League Division One South |
| 15 | Sat 17 Dec 2016 | 32-4 v East Grinstead TownCray Wanderers 2-4 East Grinstead Town | Ryman League Division One South |
| 16 | Mon 26 Dec 2016 | 31-3 v Greenwich BoroughGreenwich Borough 3-1 Cray Wanderers | Ryman League Division One South |
| 17 | Sat 31 Dec 2016 | 32-2 v RamsgateCray Wanderers 2-2 Ramsgate | Ryman League Division One South |
| 18 | Mon 2 Jan 2017 | 33-0 v Chatham TownCray Wanderers 3-0 Chatham Town | Ryman League Division One South |
| 19 | Sat 7 Jan 2017 | 32-1 v Hastings UnitedHastings United 1-2 Cray Wanderers | Ryman League Division One South |
| 20 | Wed 11 Jan 2017 | 31-5 v Walton CasualsWalton Casuals 5-1 Cray Wanderers | Ryman League Division One South |
| 21 | Sat 14 Jan 2017 | 31-1 v Corinthian-CasualsCorinthian-Casuals 1-1 Cray Wanderers | Ryman League Division One South |
| 22 | Wed 1 Feb 2017 | 111-0 v Herne BayHerne Bay 0-1 Cray Wanderers | Ryman League Division One South |
| 23 | Sat 4 Feb 2017 | 114-0 v SittingbourneSittingbourne 0-4 Cray Wanderers | Ryman League Division One South |
| 24 | Sat 18 Feb 2017 | 151-2 v Carshalton AthleticCarshalton Athletic 2-1 Cray Wanderers | Ryman League Division One South |
| 25 | Wed 22 Feb 2017 | 111-4 v Tooting & Mitcham UnitedCray Wanderers 1-4 Tooting & Mitcham United | Ryman League Division One South |
| 26 | Sat 25 Feb 2017 | 32-2 v ChipsteadChipstead 2-2 Cray Wanderers | Ryman League Division One South |
| 27 | Wed 1 Mar 2017 | 113-4 v Corinthian-CasualsCray Wanderers 3-4 Corinthian-Casuals | Ryman League Division One South |
| 28 | Sat 4 Mar 2017 | 33-4 v Walton CasualsCray Wanderers 3-4 Walton Casuals | Ryman League Division One South |
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