| Date | Competition | Opponents | Venue | Score | Goalscorers | Att | Rep | Vid |
|---|
| 25/11/1939 | Kent RLge East | Canterbury Waverley | A | 7-4 | Scott(2),Walsh(2),Hickson,Lee,Piper | |  | |
| 02/12/1939 | Kent RLge East | DOVER ATHLETIC | H | 5-2 | Walsh(3),Fowler,Lee | | | |
| 26/12/1939 | Kent RLge East | MAIDSTONE UTD | H | 5-1 | Herbert(2),Lee(2),Golding | | | |
| 06/01/1940 | Kent RLge East | CANTERBURY WAVERLEY | H | 3-0 | Wilson(p),Lee,Hickson | | | |
| 17/02/1940 | Kent RLge East | SHORTS SPORTS | H | 4-3 | Jackson(2),Lee,Hickson | | | |
| 16/03/1940 | Kent RLge East | RAMSGATE GRENVILLE | H | 3-3 | Herbert(2),Lee | | | |
| 22/03/1940 | Kent RLge East | Ashford Town | A | 3-4 | Hickson(2),Herbert | | | |
| 23/03/1940 | Kent RLge East | ASHFORD TOWN | H | 6-3 | Herbert(3,2p),Lee,Golding,Hickson | | | |
| 20/04/1940 | Kent RLge East | Lloyds Paper Mills | A | 7-2 | Hickson(4),Batchelor(2),Herbert | | | |
