SCEFL Team
| Date | Fixture | ||||||
| 07/07 | FRD | Greenways | 2 | v | 6 | Cray Valley | |
| 14/07 | FRD | Cray Valley | 5 | v | 1 | Sittingbourne | |
| 17/07 | FRD | Cray Valley | 0 | v | 2 | Folkstone | |
| 21/07 | FRD | Cray Valley | 1 | v | 0 | Cray Wanderers |  |
| 26/07 | FRD | Greenwich Borough | 2 | v | 2 | Cray Valley | |
| 28/07 | FRD | Rochester Utd | 0 | v | 6 | Cray Valley | |
| 01/08 | FRD | Erith & Belvedere | 0 | v | 2 | Cray Valley | |
| 07/08 | SCEFL | AFC Croydon | 1 | v | 0 | Cray Valley | |
| 12/08 | FAC | Cray Valley | 3 | v | 2 | Eastbourne Town | |
| 15/08 | SCEFL | Cray Valley | 4 | v | 4 | Punjab Utd | |
| 18/08 | SCEFL | Lordswood | 3 | v | 5 | Cray Valley | |
| 22/08 | SCEFL | Cray Valley | 5 | v | 1 | Tunbridge Wells | |
| 26/08 | FAC | Cray Valley | 4 | v | 1 | Ashford (Middx) | |
| 29/08 | SCEFL | Erith Town | 1 | v | 3 | Cray Valley | |
| 01/09 | FAV | Sutton Athletic | 1 | v | 2 | Cray Valley | |
| 08/09 | FAC | Merstham | 0 | v | 0 | Cray Valley | |
| 12/09 | FAC | Cray Valley | 3 | v | 3 | Merstham (4 - 1 pens) | |
| 16/09 | FAV | Cray Valley | 2 | v | 0 | Hailsham Town | |
| 22/09 | FAC | Oxford City | 5 | v | 0 | Cray Valley | |
| 25/09 | SCEFL | Corinthians | 1 | v | 2 | Cray Valley | |
| 29/09 | SCEFL | Crowborough Ath | 0 | v | 4 | Cray Valley | |
| 06/10 | SCEFL | Cray Valley | 7 | v | 1 | Hollands & Blair | |
| 08/10 | LSC | Erith Town | 2 | v | 1 | Cray Valley | |
| 13/10 | FAV | St Panteleimon | 1 | v | 1 | Cray Valley | |
| 17/10 | FAV | St Panteleimon | 1 | v | 3 | Cray Valley | |
| 20/10 | KST | Greenways | 2 | v | 4 | Cray Valley | |
| 24/10 | SCEFL | Cray Valley | 1 | v | 1 | K Sports | |
| 27/10 | SCEFL | Cray Valley | 2 | v | 0 | Fisher | |
| 31/10 | MLC | Cray Valley | 2 | v | 2 | Holmesdale (3 - 1 pens aet) | |
| 04/11 | FAV | Badshot Lea | 0 | v | 7 | Cray Valley | |
| 07/11 | SCEFL | Rusthall | 1 | v | 9 | Cray Valley | |
| 11/11 | SCEFL | Cray Valley | 2 | v | 3 | Corinthian | |
| 17/11 | SCEFL | Sheppey Utd | 1 | v | 3 | Cray Valley | |
| 21/11 | SCEFL | Cray Valley | 2 | v | 2 | Beckenham Town | |
| 24/11 | KST | Cray Valley | 2 | v | 2 | Holmesdale (3 - 4 pens aet) | |
| 01/12 | FAV | Sheppey Utd | 0 | v | 4 | Cray Valley | |
| 08/12 | SCEFL | Cray Valley | 2 | v | 3 | Deal Town | |
| 12/12 | SCEFL | Croydon | 0 | v | 2 | Cray Valley | |
| 15/12 | SCEFL | Tunbridge Wells | 1 | v | 1 | Cray Valley | |
| 22/12 | SCEFL | Cray Valley | 0 | v | 1 | Chatham Town | |
| 29/12 | SCEFL | Glebe | 3 | v | 5 | Cray Valley | |
| 05/01/2019 | FAV | Cray Valley | 3 | v | 1 | Baffins Milton Rovers | |
| 09/01/2019 | SCEFL | Cray Valley | 3 | v | 2 aet | Lordswood | |
| 12/01/2019 | SCEFL | K Sports | 0 | v | 5 | Cray Valley | |
| 19/01/2019 | SCEFL | Cray Valley | 2 | v | 0 | Canterbury City | |
| 23/01/2019 | SCEFL | Cray Valley | 3 | v | 0 | Lordswood | |
| 26/01/2019 | SCEFL | Deal Town | 0 | v | 2 | Cray Valley | |
| 02/02/2019 | FAV | Cray Valley | 3 | v | 1 | Abbey Rangers | |
| 09/02/2019 | SCEFL | Cray Valley | 1 | v | 0 | Rusthall | |
| 13/02/2019 | CC | MCray Valley | 2 | v | 3 aet | Corinthian | |
| 16/02/2019 | SCEFL | Fisher | 1 | v | 2 | Cray Valley | |
| 23/02/2019 | FAV | Willand Rovers | 1 | v | 3 | Cray Valley | |
| 27/02/2019 | SCEFL | Cray Valley | 3 | v | 0 | AFC Croydon Athletic | |
| 02/03/2019 | SCEFL | Beckenham Town | 0 | v | 2 | Cray Valley | |
| 05/03/2019 | SCEFL | Bearsted | 0 | v | 1 | Cray Valley | |
| 09/03/2019 | SCEFL | Cray Valley | 5 | v | 0 | Sheppey Utd | |
| 17/03/2019 | FAV | Cray Valley | 1 | v | 0 | Canterbury City | |
| 23/03/2019 | FAV | Canterbury City | 1 | v | 1 | Cray Valley (1-2 Agg) | |
| 27/03/2019 | SCEFL | Cray Valley | 3 | v | 0 | Bearsted | |
| 30/03/2019 | SCEFL | Hollands & Blair | 3 | v | 2 | Cray Valley | |
| 03/04/2019 | SCEFL | Cray Valley | 3 | v | 1 | Erith Town | |
| 06/04/2019 | SCEFL | Cray Valley | 2 | v | 1 | Crowborough Ath | |
| 09/04/2019 | SCEFL | Punjab Utd | 0 | v | 2 | Cray Valley | |
| 13/04/2019 | SCEFL | Cray Valley | 2 | v | 1 | Glebe | |
| 20/04/2019 | SCEFL | Chatham Town | v | Cray Valley | |||
| 22/04/2019 | SCEFL | Cray Valley | v | Croydon | |||
| 27/04/2019 | SCEFL | Canterbury City | v | Cray Valley |
| FAC=FA Cup | LSC=London Senior Cup |
| FAV=FA Vase | MLC=Macron League Cup |
| KST=Kent Senior Trophy | FRD=Friendly |
| SCEFL=Southern Counties East Football League |
Suburban Team
| Date | Fixture | ||||||
| 08/07 | FRD | Brockley | 3 | v | 9 | Cray Valley | |
| 18/07 | FRD | Bromlieans | 2 | v | 2 | Cray Valley | |
| 23/07 | FRD | Thamesmead Town XI | 0 | v | 5 | Cray Valley | |
| 01/08 | FRD | AFC Croydon Ath U23 | 0 | v | 2 | Cray Valley | |
| 03/08 | CS | Phoenix Sports Res | 5 | v | 0 | Cray Valley | |
| 14/08 | FRD | Lordswood Res | 2 | v | 2 | Cray Valley | |
| 25/08 | SFL | Horsham | 1 | v | 1 | Cray Valley | |
| 30/08 | SFL | Cray Valley | 1 | v | 0 | Tunbridge Wells | |
| 06/09 | SFL | Cray Valley | 2 | v | 1 | Redhill | |
| 13/09 | SFL | Chatham | 2 | v | 3 | Cray Valley | |
| 25/09 | SFL | Cray Valley | 1 | v | 0 | Fisher | |
| 29/09 | SFL | Lingfield | 7 | v | 3 | Cray Valley | |
| 06/10 | KIC | West Wickham | 1 | v | 3 | Cray Valley | |
| 17/10 | SFL | Glebe | 3 | v | 1 | Cray Valley | |
| 20/10 | SFL | Horley | 1 | v | 1 | Cray Valley | |
| 27/10 | LCC | Redhill | 2 | v | 1 | Cray Valley | |
| 01/11 | SFL | Cray Valley | 0 | v | 6 | Glebe | |
| 08/11 | SFL | Cray Valley | 2 | v | 2 | Chatham | |
| 21/11 | KIC | Glebe | 2 | v | 2 | Cray Valley (4-3pens) | |
| 08/12 | SCP | Knaphill | 5 | v | 1 | Cray Valley | |
| 13/12 | SFL | Cray Valley | 0 | v | 4 | Lingfield | |
| 10/01/2019 | SCS | Glebe | 5 | v | 2 | Cray Valley | |
| 19/01/2019 | SFL | Sevenoaks Town | 4 | v | 2 | Cray Valley | |
| 14/02/2019 | SCS | Cray Valley | 2 | v | 2 | Sutton Utd | |
| 21/02/2019 | SFL | Cray Valley | 3 | v | 0 | Tonbridge Angels | |
| 02/03/2019 | SFL | Tonbridge Angels | 4 | v | 0 | Cray Valley | |
| 07/03/2019 | SFL | Cray Valley | 0 | v | 4 | Sevenoaks Town | |
| 21/03/2019 | SFL | Cray Valley | 3 | v | 1 | Horley Town | |
| 28/03/2019 | SFL | Cray Valley | 3 | v | 1 | Horsham YMCA | |
| 13/04/2019 | SFL | Tunbridge Wells | v | Cray Valley |
| KIC=Kent Intermediate Cup | LCC=League Challenge Cup | SCP=Suburban Challenge Plate |
| CC=Challenge Shield | FRD=Friendly | SCS=Suburban Challenge Shield |
| SFL=Suburban Football League | SCC=Suburban Champions Cup | CS=Charity Shield |
U18s Team
| Date | Fixture | ||||||
| 22/07 | FRD | Whyteleafe | 3 | v | 4 | Cray Valley | |
| 28/07 | FRD | Erith & Belvedere Res | 2 | v | 5 | Cray Valley | |
| 11/08 | FRD | Kingsdale | 3 | v | 1 | Cray Valley | |
| 19/08 | FRD | Phoenix Sports | 2 | v | 2 | Cray Valley | |
| 23/08 | FRD | Cray Valley | v | Eltham Wanderers | |||
| 26/08 | FRD | Stansfeld | 1 | v | 1 | Cray Valley | |
| 03/09 | FAYC | Croydon | 3 | v | 0 | Cray Valley | |
| 09/09 | KYL | Tunbridge Wells | 2 | v | 3 | Cray Valley | |
| 16/09 | KYL | K Sports | 6 | v | 0 | Cray Valley | |
| 30/09 | KYL | Cray Valley | 1 | v | 3 | VCD | |
| 14/10 | KYL | Cray Valley | 3 | v | 1 | Greenwich Borough | |
| 04/11 | KTFCC | Cray Valley | 8 | v | 6 aet | Bearsted | |
| 15/11 | KYLIC | Cray Valley | 0 | v | 1 | VCD | |
| 25/11 | KYL | Cray Valley | 2 | v | 2 | Tun. Wells | |
| 06/01/2019 | KTFCC | Herne Bay | 0 | v | 4 | Cray Valley | |
| 13/01/2019 | KTFCC | Deal Town | 2 | v | 6 | Cray Valley | |
| 20/01/2019 | KTFCC | Cray Valley | 0 | v | 4 | Folkestone | |
| 17/02/2019 | KYL | VCD | 3 | v | 1 | Cray Valley | |
| 03/03/2019 | KYL | Cray Valley | 2 | v | 2 | Phoenix Sports | |
| 17/03/2019 | KYL | Bearsted | 0 | v | 1 | Cray Valley | |
| 31/03/2019 | KYL | Cray Valley | 1 | v | 2 | K Sports | |
| 07/04/2019 | KYL | Cray Valley | 3 | v | 1 | Bearsted | |
| 14/04/2019 | KYL | Bridon Ropes | 1 | v | 2 | Cray Valley | |
| 21/04/2019 | KYL | Whyteleafe | v | Cray Valley | |||
| 28/04/2019 | KYL | Cray Valley | v | Phoenix Sports | |||
| 05/05/2019 | KYL | Cray Valley | v | Bridon Ropes | |||
| 12/05/2019 | KYL | Cray Valley | v | Whyteleafe | |||
| 19/05/2019 | KYL | Whyteleafe | v | Cray Valley |
| KYLIC=Kent Youth League Invitational Cup | KTFCC=Kit to Fit Challenge Cup | FRD=Friendly |
| KYL=Kent Youth League | KCC=Kent County Cup | FAYC=FA Youth Cup |
U14s Team
| Date | Fixture | ||||||
| 16/09 | KYL | Cray Valley | 0 | v | 8 | Bridon Ropes | |
| 23/09 | RPC | Cray Valley | 4 | v | 0 | Thanet Colts | |
| 30/09 | KYL | Cray Valley | 1 | v | 4 | Greenwich Borough | |
| 21/10 | RPC | Bridon Ropes | 6 | v | 0 | Cray Valley | |
| 28/10 | KYL | Greenwich Borough | 6 | v | 0 | Cray Valley | |
| 04/11 | KYL | Cray Valley | 2 | v | 2 | Chatham | |
| 09/12 | KYL | Kent Football | 8 | v | 1 | Cray Valley | |
| 16/12 | KYL | Erith Town | 1 | v | 2 | Cray Valley | |
| 06/01/2019 | KYL | AFC Mottingham | 3 | v | 2 | Cray Valley | |
| 13/01/2019 | KYL | Cray Valley | 2 | v | 0 | Danson Sports | |
| 20/01/2019 | KYL | Cray Valley | 1 | v | 4 | Bridon Ropes | |
| 27/01/2019 | KYL | Phoenix Sports | 2 | v | 2 | Cray Valley | |
| 10/02/2019 | KYL | Cray Valley | 2 | v | 3 | Danson Sports | |
| 17/02/2019 | KYL | Cray Valley | 1 | v | 4 | Erith Town | |
| 24/02/2019 | KYL | Bridon Ropes | 8 | v | 0 | Cray Valley | |
| 31/03/2019 | KYL | Cray Valley | 1 | v | 5 | Kent Football Utd | |
| 14/04/2019 | KYL | Cray Valley | 0 | v | 5 | AFC Mottingham |
| KYLIC=Kent Youth League Invitational Cup | KTFCC=Kit to Fit Challenge Cup | FRD=Friendly |
| KYL=Kent Youth League | KCC=Kent County Cup | FAYC=FA Youth Cup |
| RPC=Reader & Phillips Cup |
Ladies Team
| Date | Fixture | ||||||
| 19/08 | FRD | Cray Valley | 10 | v | 2 | Foots Cray Lionesses | |
| 02/09 | SECWFL | Cray Valley | 0 | v | 1 | Glebe | |
| 09/09 | SECWFL | Cray Valley | 0 | v | 5 | Maidstone | |
| 30/09 | SECWFL | Anchorians | 5 | v | 1 | Cray Valley | |
| 07/10 | SECWFL | Cray Valley | 3 | v | 1 | Margate | |
| 21/10 | KCC | Cray Valley | 0 | v | 3 | Gillingham | |
| 28/10 | SECWFL | Cray Valley | 0 | v | 3 | Herne Bay | |
| 04/11 | LC | Hassocks | 5 | v | 0 | Cray Valley | |
| 11/11 | SECWFL | Long Lane | 0 | v | 0 | Cray Valley | |
| 25/11 | SECWFL | Margate | 2 | v | 2 | Cray Valley | |
| 09/12 | SECWFL | Glebe | 3 | v | 3 | Cray Valley | |
| 16/12 | KWP | Anchorians Development | 1 | v | 4 | Cray Valley | |
| 06/01/2019 | SECWFL | Cray Valley | 2 | v | 5 | Anchorians | |
| 13/01/2019 | SECWFL | Herne Bay | 4 | v | 0 | Cray Valley | |
| 20/01/2019 | KWP | Cray Valley | 1 | v | 3 | Glebe | |
| 27/01/2019 | SECWFL | Cray Valley | 2 | v | 1 | Tonbridge Angels | |
| 24/02/2019 | SECWFL | Cray Valley | 2 | v | 0 | Long Lane | |
| 10/03/2019 | SECWFL | Cray Valley | 2 | v | 2 | Thamesview | |
| 24/03/2019 | SECWFL | Thamesview | 2 | v | 4 | Cray Valley | |
| 31/03/2019 | SECWFL | Faversham Strike Force | 1 | v | 4 | Cray Valley | |
| 31/03/2019 | SECWFL | Cray Valley | 5 | v | 0 | Faversham Strike Force | |
| 07/04/2019 | SECWFL | Maidstone Utd | 1 | v | 2 | Cray Valley | |
| 14/04/2019 | SECWFL | Glebe | 1 | v | 4 | Cray Valley | |
| 28/04/2019 | SECWFL | Cray Valley | v | Faversham Strike Force |
| KWP=Kent Women’s Plate | LC=League Cup |
| CC=Chairmans Cup | FRD=Friendly |
| WFAC=Womens FA Cup | SECWFL=League |