Bet Victor League South East Division
| Date | Fixture | ||||||
| 06/07 | FRD | Glebe | 0 | v | 3 | Cray Valley | |
| 09/07 | FRD | FC Elmstead | 2 | v | 2 | Cray Valley |  |
| 15/07 | FRD | Carshalton Athletic | 0 | v | 0 | Cray Valley | |
| 20/07 | FRD | Hailsham Town | v | Cray Valley | |||
| 23/07 | FRD | Welling Town | v | Cray Valley | |||
| 27/07 | RVC | Chatham Town | v | Cray Valley | |||
| 03/08 | FRD | Cray Valley | v | Tilbury | |||
| 06/08 | FRD | Cray Valley | v | Grays Athletic | |||
| 10/08 | FAC | Cray Valley | v | Chatham Town | |||
| 17/08 | BVL | Cray Valley | v | Hastings Utd | |||
| 26/08 | BVL | Cray Valley | v | Sevenoaks Town | |||
| 31/08 | BVL | Herne Bay | v | Cray Valley | |||
| 14/09 | BVL | Cray Valley | v | Chichester City | |||
| 17/09 | BVL | Whitstable Town | v | Cray Valley | |||
| 21/09 | BVL | Cray Valley | v | Whyteleafe | |||
| 05/10 | BVL | Ashford Utd | v | Cray Valley | |||
| 19/10 | BVL | Cray Valley | v | Faversham Town | |||
| 26/10 | BVL | Burgess Hill Town | v | Cray Valley | |||
| 02/11 | BVL | Cray Valley | v | Three Bridges | |||
| 09/11 | BVL | Ramsgate | v | Cray Valley | |||
| 16/11 | BVL | Cray Valley | v | Hythe Town | |||
| 23/11 | BVL | Cray Valley | v | Guernsey | |||
| 30/11 | BVL | Whitehawk | v | Cray Valley | |||
| 07/12 | BVL | Cray Valley | v | East Grinstead Town | |||
| 14/12 | BVL | Phoenix Sports | v | Cray Valley | |||
| 21/12 | BVL | Cray Valley | v | VCD Athletic | |||
| 01/12 | BVL | Sevenoaks Town | v | Cray Valley | |||
| 04/01/2020 | BVL | Cray Valley | v | Herne Bay | |||
| 11/01/2020 | BVL | Haywards Heath Town | v | Cray Valley | |||
| 18/01/2020 | BVL | Faversham Town | v | Cray Valley | |||
| 25/01/2020 | BVL | Cray Valley | v | Ashford Utd | |||
| 01/02/2020 | BVL | Whyteleafe | v | Cray Valley | |||
| 04/02/2020 | BVL | Cray Valley | v | Whitstable Town | |||
| 08/02/2020 | BVL | Cray Valley | v | Phoenix Sports | |||
| 15/02/2020 | BVL | East Grinstead Town | v | Cray Valley | |||
| 22/02/2020 | BVL | Cray Valley | v | Burgess Hill Town | |||
| 29/02/2020 | BVL | Three Bridges | v | Cray Valley | |||
| 07/03/2020 | BVL | Cray Valley | v | Ramsgate | |||
| 14/03/2020 | BVL | Hythe Town | v | Cray Valley | |||
| 21/03/2020 | BVL | Chichester City | v | Cray Valley | |||
| 28/03/2020 | BVL | Cray Valley | v | Haywards Heath Town | |||
| 04/04/2020 | BVL | Hastings Utd | v | Cray Valley | |||
| 11/04/2020 | BVL | Cray Valley | v | Sittingbourne | |||
| 13/04/2020 | BVL | VCD Athletic | v | Cray Valley | |||
| 19/04/2020 | BVL | Guernsey | v | Cray Valley | |||
| 25/04/2020 | BVL | Cray Valley | v | Whitehawk |
| FAC=FA Cup | LSC=London Senior Cup | FAV=FA Vase |
| KST=Kent Senior Trophy | FRD=Friendly | |
| BVL=The Bet Victor Football League | RVC=Roy Vinter Challenge Shield |
Bet Victor League U23 Development Division
| Date | Fixture | ||||||
| 06/07 | FRD | Meridian VP | 2 | v | 0 | Cray Valley | |
| 13/07 | FRD | Tudor Sports | 2 | v | 1 | Cray Valley | |
| 20/07 | FRD | Kingsdale | v | Cray Valley | |||
| 27/07 | FRD | Bermondsey | v | Cray Valley | |||
| 03/08 | FRD | Phoenix U23 | v | Cray Valley | |||
| 10/08 | FRD | Glebe U23 | v | Cray Valley |
| KIC=Kent Intermediate Cup | BVU23=Bet Victor U23 | FRD=Friendly |
Kent Youth League U13s Team
| Date | Fixture |
| KYL=Kent Youth League | KYC=Kent Youth Cup | FRD=Friendly |
SELKENT U13s Team
| Date | Fixture |
| SELKENT=League | SC=SELKENT Cup |
| FRD=Friendly | KYC=Kent Youth Cup |
Ladies Team
| Date | Fixture |
| KWP=Kent Women’s Plate | LC=League Cup |
| CC=Chairmans Cup | FRD=Friendly |
| WFAC=Womens FA Cup | SECWFL=League |