Bet Victor Isthmian 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 | 0 | v | 10 | Cray Valley | |
| 23/07 | FRD | Welling Town | 0 | v | 3 | Cray Valley | |
| 27/07 | RVC | Chatham Town | 0 | v | 1 | Cray Valley | |
| 03/08 | FRD | Cray Valley | 3 | v | 1 | Tilbury | |
| 06/08 | FRD | Cray Valley | 3 | v | 1 | Grays Athletic | |
| 10/08 | FAC | Cray Valley | 2 | v | 1 | Chatham Town | |
| 17/08 | BVL | Cray Valley | 0 | v | 0 | Hastings Utd | |
| 20/08 | BVL | Sittingbourne | 1 | v | 3 | Cray Valley | |
| 24/08 | FAC | Cray Valley | 0 | v | 2 | Whyteleafe | |
| 26/08 | BVL | Cray Valley | 1 | v | 0 | Sevenoaks Town | |
| 31/08 | BVL | Herne Bay | 0 | v | 3 | Cray Valley | |
| 03/09 | VT | Cray Valley | 1 | v | 2 | Phoenix Sports | |
| 14/09 | BVL | Cray Valley | 0 | v | 2 | Chichester City | |
| 17/09 | BVL | Whitstable Town | 1 | v | 1 | Cray Valley | |
| 28/09 | VT | VCD | v | Cray Valley | |||
| 01/10 | KSC | Cray Valley | v | Whitstable Town | |||
| 05/10 | BVL | Ashford Utd | v | Cray Valley | |||
| 08/10 | VT | Cray Valley | v | Sevenoaks Town | |||
| 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 | |||
| 05/11 | VT | Sittingbourne | v | Cray Valley | |||
| 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 | BVL | Haywards Heath Town | v | Cray Valley | |||
| 18/01 | BVL | Faversham Town | v | Cray Valley | |||
| 25/01 | BVL | Cray Valley | v | Ashford Utd | |||
| 01/02 | BVL | Whyteleafe | v | Cray Valley | |||
| 04/02 | BVL | Cray Valley | v | Whitstable Town | |||
| 08/02 | BVL | Cray Valley | v | Phoenix Sports | |||
| 15/02 | BVL | East Grinstead Town | v | Cray Valley | |||
| 22/02 | BVL | Cray Valley | v | Burgess Hill Town | |||
| 29/02 | BVL | Three Bridges | v | Cray Valley | |||
| 07/03 | BVL | Cray Valley | v | Ramsgate | |||
| 14/03 | BVL | Hythe Town | v | Cray Valley | |||
| 21/03 | BVL | Chichester City | v | Cray Valley | |||
| 28/03 | BVL | Cray Valley | v | Haywards Heath Town | |||
| 04/04 | BVL | Hastings Utd | v | Cray Valley | |||
| 11/04 | BVL | Cray Valley | v | Sittingbourne | |||
| 13/04 | BVL | VCD Athletic | v | Cray Valley | |||
| 19/04 | BVL | Guernsey | v | Cray Valley | |||
| 25/04 | BVL | Cray Valley | v | Whitehawk |
| FAC=FA Cup | LSC=London Senior Cup | FAV=FA Vase |
| KSC=Kent Senior Cup | FRD=Friendly | VT=Velocity Trophy |
| BVL=The Bet Victor Football League | RVC=Roy Vinter Challenge Shield |
Bluefin Insurance U23 Development League
| 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 | Red Velvet | 5 | v | 4 | Cray Valley | |
| 31/07 | FRD | Phoenix Academy | 5 | v | 1 | Cray Valley | |
| 01/08 | FRD | Farnborough OBG | 5 | v | 3 | Cray Valley | |
| 03/08 | FRD | Phoenix U23 | 2 | v | 1 | Cray Valley | |
| 13/08 | FRD | Faversham U23 | 4 | v | 0 | Cray Valley | |
| 02/09 | FAY | Cray Valley | 2 | v | 1 | Bridon Ropes | |
| 04/09 | DEV | Ware | 4 | v | 1 | Cray Valley | |
| 12/09 | DEV | Cray Valley | 0 | v | 0 | Witham Town | |
| 18/09 | FAY | Dulwich Hamlet | 1 | v | 0 | Cray Valley | |
| 26/09 | DEV | Barking | v | Cray Valley | |||
| 13/10 | DEV | Bury Town | v | Cray Valley | |||
| 17/10 | DEV | Cray Valley | v | Hertford Town | |||
| 28/10 | DEV | Haringey Borough | v | Cray Valley | |||
| 07/11 | DEV | Cray Valley | v | Aveley | |||
| 14/11 | DEV | Cray Valley | v | Enfield Town | |||
| 18/11 | DEV | Bowers & Pitsea | v | Cray Valley | |||
| 04/12 | DEV | Witham Town | v | Cray Valley | |||
| 12/12 | DEV | Cray Valley | v | Barking | |||
| 15/12 | DEV | Cray Valley | v | Bury Town | |||
| 11/01/2020 | DEV | Hertford Town | v | Cray Valley | |||
| 16/01 | DEV | Cray Valley | v | Haringey Borough | |||
| 20/01 | DEV | Aveley | v | Cray Valley | |||
| 29/01 | DEV | Enfield Town | v | Cray Valley | |||
| 13/02 | DEV | Cray Valley | v | Bowers & Pitsea |
| KIC=Kent Intermediate Cup | BVU23=Bet Victor U23 | FRD=Friendly |
| DEV=Isthmian Development League | KYC=Kent Youth Cup | FAY=FA Youth Cup |
Kent Youth League U15N Team
| Date | Fixture | ||||||
| 08/09 | KYL | Cray Valley | 5 | v | 2 | Bridon Ropes | |
| 22/09 | KYL | Cray Valley | v | Bromley | |||
| 29/09 | KYC | Cray Valley | v | Ebbsfleet Utd | |||
| 06/10 | LC | Cray Valley | v | Phoenix Sports | |||
| 13/10 | KYL | Cray Valley | v | Greenways Aces | |||
| 20/10 | KYL | Kent Football Utd | v | Cray Valley |
| KYL=Kent Youth League | KYC=Kent Youth Cup | FRD=Friendly |
| LC=League Cup |
Kent Youth League U14N Team
| Date | Fixture | ||||||
| 08/09 | KYL | Danson Sports | 2 | v | 0 | Cray Valley | |
| 15/09 | KYL | Cray Valley | 4 | v | 0 | Bridon Ropes | |
| 22/09 | KYL | Bromley | v | Cray Valley | |||
| 29/09 | LC | Sittingbourne | v | Cray Valley | |||
| 06/10 | KYC | Cray Valley | v | Chipstead | |||
| 13/10 | KYL | Cray Valley | v | Glebe |
| KYL=Kent Youth League | KYC=Kent Youth Cup | FRD=Friendly |
| LC=League Cup |
Kent Youth League U13s Team
| Date | Fixture | ||||||
| 08/09 | KYL | Bromley | 7 | v | 1 | Cray Valley | |
| 15/09 | KYL | Cray Valley | 4 | v | 2 | Danson Sports | |
| 22/09 | KYL | Cray Valley | v | Cray Wanderers | |||
| 29/09 | KYL | Cray Valley | v | Metrogas | |||
| 06/10 | KYC | Cray Valley | v | Maidstone Utd | |||
| 20/10 | LC | Cray Valley | v | Danson Sports | |||
| 10/11 | KYL | Dulwich Village | v | Cray Valley | |||
| 24/11 | KYL | Erith & Belvedere | v | Cray Valley | |||
| 08/12 | KYL | Erith Town | v | Cray Valley |
| KYL=Kent Youth League | KYC=Kent Youth Cup | FRD=Friendly |
| LC=League Cup |
SELKENT U13s D Division
| Date | Fixture | ||||||
| 22/09 | FRD | SK Cray Valley | v | Dulwich Utd | |||
| 29/09 | FRD | SK Baldon Sports | v | Cray Valley | |||
| 06/10 | FRD | KC Cray Valley | v | Medway Utd | |||
| 13/10 | FRD | Eltham Town | v | Cray Valley |
| SELKENT=League | SC=SELKENT Cup |
| FRD=Friendly | KYC=Kent Youth Cup |
Ladies Team
| Date | Fixture | ||||||
| 15/09 | KWC | Ashford | 4 | v | 0 | Cray Valley | |
| 22/09 | SECWFL | Long Lane | v | Cray Valley | |||
| 29/09 | SECWFL | Cray Valley | v | Sittingbourne | |||
| 06/10 | SECWFL | Sittingbourne | v | Cray Valley | |||
| 13/10 | SECWFL | Cray Valley | v | Maidstone | |||
| 27/10 | SECWFL | Margate | v | Cray Valley | |||
| 24/11 | SECWFL | Meridian | v | Cray Valley |
| KWC=Kent Women’s Cup | LC=League Cup |
| CC=Chairmans Cup | FRD=Friendly |
| WFAC=Womens FA Cup | SECWFL=League |