| 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 |  | ||
| 09/12/1939 | Kent RLge East | Sittingbourne | A | 5-1 | W.Hickson(2),Walsh(2),Herbert |  | ||
| 16/12/1939 | Kent RLge East | MARGATE | H | 10-0 | Hickson(5),Herbert(2),Campbell,Lee,Walsh(p) |  | ||
| 26/12/1939 | Kent RLge East | MAIDSTONE UTD | H | 5-1 | Herbert(2),Lee(2),Golding |  |