| 1 | 17/8/2019 | 142-1 v RomfordRomford 1-2 Canvey Island | BetVictor Isthmian North Division |
| 2 | 20/8/2019 | 62-1 v Grays AthleticCanvey Island 2-1 Grays Athletic | BetVictor Isthmian North Division |
| 3 | 26/8/2019 | 63-1 v Hullbridge SportsHullbridge Sports 1-3 Canvey Island | BetVictor Isthmian North Division |
| 4 | 31/8/2019 | 50-2 v Bury TownCanvey Island 0-2 Bury Town | BetVictor Isthmian North Division |
| 5 | 14/9/2019 | 151-3 v Coggeshall TownCoggeshall Town 3-1 Canvey Island | BetVictor Isthmian North Division |
| 6 | 17/9/2019 | 60-5 v Maldon & TiptreeMaldon & Tiptree 5-0 Canvey Island | BetVictor Isthmian North Division |
| 7 | 21/9/2019 | 60-0 v St Ives TownSt Ives Town 0-0 Canvey Island | Emirates FA Cup Second Qualifying Round |
| 8 | 24/9/2019 | 63-2 v St Ives TownCanvey Island 3-2 St Ives Town | Emirates FA Cup Second Qualifying Round |
| 9 | 28/9/2019 | 64-1 v Welwyn Garden CityWelwyn Garden City 1-4 Canvey Island | Buildbase FA Trophy Extra Preliminary Round |
| 10 | 5/10/2019 | 61-1 v Bowers & PitseaCanvey Island 1-1 Bowers & Pitsea | Emirates FA Cup Third Qualifying Round |
| 11 | 8/10/2019 | 61-1 v Bowers & PitseaBowers & Pitsea 1-1 Canvey Island | Emirates FA Cup Third Qualifying Round Replay |
| 12 | 12/10/2019 | 62-2 v Ashford Town (Middx)Ashford Town (Middx) 2-2 Canvey Island | Buildbase FA Trophy Preliminary Round |
| 13 | 5/11/2019 | 52-0 v Harlow TownHarlow Town 0-2 Canvey Island | Essex County Cup Third Round |
| 14 | 9/11/2019 | 61-2 v Haringey BoroughHaringey Borough 2-1 Canvey Island | Buildbase FA Trophy Second Qualifying Round |
| 15 | 12/11/2019 | 63-2 v Brentwood TownCanvey Island 3-2 Brentwood Town | BetVictor Isthmian North Division |
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