| 1 | Sat 13 Aug 2016 | 13-3 v Cray WanderersCray Wanderers 3-3 Sittingbourne | Ryman League Division One South |
| 2 | Tue 16 Aug 2016 | 14-4 v Three BridgesSittingbourne 4-4 Three Bridges | Ryman League Division One South |
| 3 | Tue 18 Oct 2016 | 11-0 v Three BridgesThree Bridges 0-1 Sittingbourne | Ryman League Division One South |
| 4 | Sat 22 Oct 2016 | 11-3 v Tooting & Mitcham UnitedSittingbourne 1-3 Tooting & Mitcham United | Ryman League Division One South |
| 5 | Tue 25 Oct 2016 | 10-2 v Tonbridge AngelsTonbridge Angels 2-0 Sittingbourne | Alan Turvey Trophy Second Round |
| 6 | Tue 8 Nov 2016 | 10-3 v Herne BayHerne Bay 3-0 Sittingbourne | Ryman League Division One South |
| 7 | Sat 12 Nov 2016 | 12-1 v Godalming TownGodalming Town 1-2 Sittingbourne | Ryman League Division One South |
| 8 | Sat 19 Nov 2016 | 14-0 v Hythe TownSittingbourne 4-0 Hythe Town | Ryman League Division One South |
| 9 | Tue 22 Nov 2016 | 12-1 v RamsgateRamsgate 1-2 Sittingbourne | Ryman League Division One South |
| 10 | Sat 26 Nov 2016 | 11-0 v East Grinstead TownSittingbourne 1-0 East Grinstead Town | Ryman League Division One South |
| 11 | Sat 3 Dec 2016 | 12-2 v LewesLewes 2-2 Sittingbourne | Ryman League Division One South |
| 12 | Tue 6 Dec 2016 | 13-2 v Walton CasualsSittingbourne 3-2 Walton Casuals | Ryman League Division One South |
| 13 | Sat 10 Dec 2016 | 10-3 v Dorking WanderersDorking Wanderers 3-0 Sittingbourne | Ryman League Division One South |
| 14 | Sat 17 Dec 2016 | 10-1 v ChipsteadSittingbourne 0-1 Chipstead | Ryman League Division One South |
| 15 | Mon 26 Dec 2016 | 11-1 v Faversham TownFaversham Town 1-1 Sittingbourne | Ryman League Division One South |
| 16 | Sat 31 Dec 2016 | 12-4 v Hastings UnitedSittingbourne 2-4 Hastings United | Ryman League Division One South |
| 17 | Mon 2 Jan 2017 | 11-5 v Greenwich BoroughSittingbourne 1-5 Greenwich Borough | Ryman League Division One South |
| 18 | Sat 7 Jan 2017 | 12-2 v Carshalton AthleticCarshalton Athletic 2-2 Sittingbourne | Ryman League Division One South |
| 19 | Sat 28 Jan 2017 | 12-3 v Walton CasualsWalton Casuals 3-2 Sittingbourne | Ryman League Division One South |
| 20 | Tue 31 Jan 2017 | 13-3 v GuernseySittingbourne 3-3 Guernsey | Ryman League Division One South |
| 21 | Sat 4 Feb 2017 | 10-4 v Cray WanderersSittingbourne 0-4 Cray Wanderers | Ryman League Division One South |
| 22 | Mon 6 Feb 2017 | 13-2 v Chatham TownChatham Town 2-3 Sittingbourne | Ryman League Division One South |
| 23 | Sat 11 Feb 2017 | 10-2 v Tooting & Mitcham UnitedTooting & Mitcham United 2-0 Sittingbourne | Ryman League Division One South |
| 24 | Tue 14 Feb 2017 | 12-2 v Herne BaySittingbourne 2-2 Herne Bay | Ryman League Division One South |
| 25 | Sat 18 Feb 2017 | 12-0 v MoleseySittingbourne 2-0 Molesey | Ryman League Division One South |
| 26 | Sat 25 Feb 2017 | 11-2 v Hythe TownHythe Town 2-1 Sittingbourne | Ryman League Division One South |
| 27 | Sat 4 Mar 2017 | 12-1 v Godalming TownSittingbourne 2-1 Godalming Town | Ryman League Division One South |
| 28 | Sat 11 Mar 2017 | 12-2 v ChipsteadChipstead 2-2 Sittingbourne | Ryman League Division One South |
| 29 | Sat 18 Mar 2017 | 10-1 v Dorking WanderersSittingbourne 0-1 Dorking Wanderers | Ryman League Division One South |
| 30 | Sat 25 Mar 2017 | 10-4 v Corinthian-CasualsCorinthian-Casuals 4-0 Sittingbourne | Ryman League Division One South |
| 31 | Sat 1 Apr 2017 | 10-3 v WhyteleafeSittingbourne 0-3 Whyteleafe | Ryman League Division One South |
| 32 | Sat 8 Apr 2017 | 11-0 v Carshalton AthleticSittingbourne 1-0 Carshalton Athletic | Ryman League Division One South |
| 33 | Sat 15 Apr 2017 | 11-0 v HorshamHorsham 0-1 Sittingbourne | Ryman League Division One South |
| 34 | Mon 17 Apr 2017 | 12-1 v Faversham TownSittingbourne 2-1 Faversham Town | Ryman League Division One South |
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