| 1 | Sat 23 Jul 2016 | 31-0 v LordswoodLordswood 0-1 Cray Wanderers | Friendly |
| 2 | Tue 26 Jul 2016 | 52-2 v Leyton OrientCray Wanderers 2-2 Leyton Orient | Friendly |
| 3 | Sat 20 Aug 2016 | 154-0 v Badshot LeaBadshot Lea 0-4 Cray Wanderers | Emirates FA Cup Preliminary Round |
| 4 | Sat 10 Sep 2016 | 31-2 v Dorking WanderersDorking Wanderers 2-1 Cray Wanderers | Ryman League Division One South |
| 5 | Wed 21 Sep 2016 | 170-1 v Hythe TownCray Wanderers 0-1 Hythe Town | Ryman League Division One South |
| 6 | Sat 24 Sep 2016 | 171-0 v Godalming TownGodalming Town 0-1 Cray Wanderers | Ryman League Division One South |
| 7 | Tue 27 Sep 2016 | 53-2 v HorshamHorsham 2-3 Cray Wanderers | Ryman League Division One South |
| 8 | Sun 9 Oct 2016 | 23-3 v Carshalton AthleticCray Wanderers 3-3 Carshalton Athletic | FA Trophy Preliminary Round |
| 9 | Sat 5 Nov 2016 | 160-4 v Tooting & Mitcham UnitedTooting & Mitcham United 4-0 Cray Wanderers | Ryman League Division One South |
| 10 | Wed 9 Nov 2016 | 52-2 v WhyteleafeCray Wanderers 2-2 Whyteleafe | Ryman League Division One South |
| 11 | Sun 13 Nov 2016 | 171-2 v WorthingCray Wanderers 1-2 Worthing | FA Trophy Second Qualifying Round |
| 12 | Sat 19 Nov 2016 | 53-2 v ChipsteadCray Wanderers 3-2 Chipstead | Ryman League Division One South |
| 13 | Wed 1 Feb 2017 | 161-0 v Herne BayHerne Bay 0-1 Cray Wanderers | Ryman League Division One South |
| 14 | Sat 4 Feb 2017 | 54-0 v SittingbourneSittingbourne 0-4 Cray Wanderers | Ryman League Division One South |
| 15 | Sat 11 Feb 2017 | 51-3 v LewesCray Wanderers 1-3 Lewes | Ryman League Division One South |
| 16 | Sat 18 Feb 2017 | 171-2 v Carshalton AthleticCarshalton Athletic 2-1 Cray Wanderers | Ryman League Division One South |
| 17 | Wed 1 Mar 2017 | 173-4 v Corinthian-CasualsCray Wanderers 3-4 Corinthian-Casuals | Ryman League Division One South |
| 18 | Sat 4 Mar 2017 | 173-4 v Walton CasualsCray Wanderers 3-4 Walton Casuals | Ryman League Division One South |
| 19 | Sat 18 Mar 2017 | 40-3 v South ParkCray Wanderers 0-3 South Park | Ryman League Division One South |
| 20 | Sat 25 Mar 2017 | 41-0 v WhyteleafeWhyteleafe 0-1 Cray Wanderers | Ryman League Division One South |
| 21 | Wed 29 Mar 2017 | 42-1 v Herne BayCray Wanderers 2-1 Herne Bay | Ryman League Division One South |
| 22 | Sat 1 Apr 2017 | 170-2 v Dorking WanderersCray Wanderers 0-2 Dorking Wanderers | Ryman League Division One South |
| 23 | Sun 9 Apr 2017 | 41-4 v Hastings UnitedCray Wanderers 1-4 Hastings United | Ryman League Division One South |
| 24 | Thu 20 Apr 2017 | 44-0 v Three BridgesThree Bridges 0-4 Cray Wanderers | Ryman League Division One South |
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