| 1 | 13/7/2019 | 12-3 v Dorking WanderersDorking Wanderers 3-2 Kingstonian | Friendly |
| 2 | 16/7/2019 | 201-4 v Walton CasualsWalton Casuals 4-1 Kingstonian | Friendly |
| 3 | 20/7/2019 | 11-3 v FarnboroughKingstonian 1-3 Farnborough | Friendly |
| 4 | 31/7/2019 | 13-5 v Grays AthleticGrays Athletic 5-3 Kingstonian | Friendly |
| 5 | 3/8/2019 | 15-1 v South ParkSouth Park 1-5 Kingstonian | Friendly |
| 6 | 10/8/2019 | 10-0 v Cray WanderersKingstonian 0-0 Cray Wanderers | BetVictor Isthmian Premier Division |
| 7 | 13/8/2019 | 11-1 v Wingate & FinchleyWingate & Finchley 1-1 Kingstonian | BetVictor Isthmian Premier Division |
| 8 | 17/8/2019 | 13-3 v MargateKingstonian 3-3 Margate | BetVictor Isthmian Premier Division |
| 9 | 24/8/2019 | 10-3 v HornchurchHornchurch 3-0 Kingstonian | BetVictor Isthmian Premier Division |
| 10 | 26/8/2019 | 10-3 v Bishop's StortfordKingstonian 0-3 Bishop's Stortford | BetVictor Isthmian Premier Division |
| 11 | 31/8/2019 | 11-0 v MersthamMerstham 0-1 Kingstonian | BetVictor Isthmian Premier Division |
| 12 | 8/9/2019 | 12-0 v Walton CasualsKingstonian 2-0 Walton Casuals | Emirates FA Cup First Qualifying Round |
| 13 | 14/9/2019 | 10-0 v Bowers & PitseaKingstonian 0-0 Bowers & Pitsea | BetVictor Isthmian Premier Division |
| 14 | 25/9/2019 | 13-0 v March Town UnitedKingstonian 3-0 March Town United | Emirates FA Cup Second Qualifying Round |
| 15 | 28/9/2019 | 11-2 v WorthingWorthing 2-1 Kingstonian | BetVictor Isthmian Premier Division |
| 16 | 30/9/2019 | 11-0 v Haringey BoroughHaringey Borough 0-1 Kingstonian | BetVictor Isthmian Premier Division |
| 17 | 5/10/2019 | 11-1 v Weston-super-MareKingstonian 1-1 Weston-super-Mare | Emirates FA Cup Third Qualifying Round |
| 18 | 8/10/2019 | 14-1 v Weston-super-MareWeston-super-Mare 1-4 Kingstonian | Emirates FA Cup Third Qualifying Round Replay |
| 19 | 12/10/2019 | 12-2 v Carshalton AthleticCarshalton Athletic 2-2 Kingstonian | BetVictor Isthmian Premier Division |
| 20 | 16/10/2019 | 15-1 v KnaphillKingstonian 5-1 Knaphill | Surrey Senior Cup First Round |
| 21 | 19/10/2019 | 13-2 v DartfordDartford 2-3 Kingstonian | Emirates FA Cup Fourth Qualifying Round |
| 22 | 23/10/2019 | 10-1 v Bognor Regis TownKingstonian 0-1 Bognor Regis Town | BetVictor Isthmian Premier Division |
| 23 | 26/10/2019 | 14-2 v Corinthian-CasualsKingstonian 4-2 Corinthian-Casuals | Buildbase FA Trophy First Qualifying Round |
| 24 | 2/11/2019 | 12-0 v Brightlingsea RegentBrightlingsea Regent 0-2 Kingstonian | BetVictor Isthmian Premier Division |
| 25 | 10/11/2019 | 14-0 v Macclesfield TownMacclesfield Town 0-4 Kingstonian | Emirates FA Cup First Round |
| 26 | 13/11/2019 | 13-0 v Blackfield & LangleyBlackfield & Langley 0-3 Kingstonian | Buildbase FA Trophy Second Qualifying Round |
| 27 | 16/11/2019 | 13-1 v LewesKingstonian 3-1 Lewes | BetVictor Isthmian Premier Division |
| 28 | 20/11/2019 | 10-0 v Enfield TownKingstonian 0-0 Enfield Town | BetVictor Isthmian Premier Division |
| 29 | 23/11/2019 | 12-1 v AFC SudburyKingstonian 2-1 AFC Sudbury | Buildbase FA Trophy Third Qualifying Round |
| 30 | 30/11/2019 | 10-2 v AFC FyldeKingstonian 0-2 AFC Fylde | Emirates FA Cup Second Round |
| 31 | 3/12/2019 | 11-1 v Folkestone InvictaFolkestone Invicta 1-1 Kingstonian | BetVictor Isthmian Premier Division |
| 32 | 7/12/2019 | 14-0 v MersthamKingstonian 4-0 Merstham | BetVictor Isthmian Premier Division |
| 33 | 11/12/2019 | 12-3 v MersthamKingstonian 2-3 Merstham | Velocity Trophy |
| 34 | 15/12/2019 | 13-1 v WokingKingstonian 3-1 Woking | Buildbase FA Trophy First Round |
| 35 | 28/12/2019 | 12-1 v Potters Bar TownPotters Bar Town 1-2 Kingstonian | BetVictor Isthmian Premier Division |
| 36 | 1/1/2020 | 12-1 v Bishop's StortfordBishop's Stortford 1-2 Kingstonian | BetVictor Isthmian Premier Division |
| 37 | 4/1/2020 | 11-3 v CheshuntCheshunt 3-1 Kingstonian | BetVictor Isthmian Premier Division |
| 38 | 11/1/2020 | 11-1 v LeamingtonKingstonian 1-1 Leamington | Buildbase FA Trophy Second Round |
| 39 | 14/1/2020 | 10-1 v LeamingtonLeamington 1-0 Kingstonian | Buildbase FA Trophy Second Round |
| 40 | 18/1/2020 | 13-3 v East Thurrock UnitedEast Thurrock United 3-3 Kingstonian | BetVictor Isthmian Premier Division |
| 41 | 21/1/2020 | 10-1 v WokingWoking 1-0 Kingstonian | Surrey Senior Cup Second Round |
| 42 | 25/1/2020 | 13-1 v Carshalton AthleticKingstonian 3-1 Carshalton Athletic | BetVictor Isthmian Premier Division |
| 43 | 29/1/2020 | 10-0 v East Thurrock UnitedKingstonian 0-0 East Thurrock United | BetVictor Isthmian Premier Division |
| 44 | 1/2/2020 | 11-1 v Bognor Regis TownBognor Regis Town 1-1 Kingstonian | BetVictor Isthmian Premier Division |
| 45 | 5/2/2020 | 11-1 v HorshamKingstonian 1-1 Horsham | BetVictor Isthmian Premier Division |
| 46 | 8/2/2020 | 12-1 v Brightlingsea RegentKingstonian 2-1 Brightlingsea Regent | BetVictor Isthmian Premier Division |
| 47 | 11/2/2020 | 11-1 v LeatherheadLeatherhead 1-1 Kingstonian | BetVictor Isthmian Premier Division |
| 48 | 15/2/2020 | 10-0 v Cray WanderersCray Wanderers 0-0 Kingstonian | BetVictor Isthmian Premier Division |
| 49 | 22/2/2020 | 10-0 v WorthingKingstonian 0-0 Worthing | BetVictor Isthmian Premier Division |
| 50 | 26/2/2020 | 13-1 v Corinthian-CasualsKingstonian 3-1 Corinthian-Casuals | BetVictor Isthmian Premier Division |
| 51 | 7/3/2020 | 12-1 v LewesLewes 1-2 Kingstonian | BetVictor Isthmian Premier Division |
| 52 | 11/3/2020 | 12-4 v CheshuntKingstonian 2-4 Cheshunt | BetVictor Isthmian Premier Division |
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