| Date | Competition | Opponents | Venue | Score | Goalscorers | Att | Rep | Vid |
|---|
| 26/08/1939 | SLge D1 | Tunbridge Wells Rangers | A | 2-0 | Wilson,Rowley | |  | |
| 30/08/1939 | SLge D1 | NEWPORT COUNTY RES | H | 4-3 | Rowley(3),Scott | | | |
| 02/09/1939 | SLge D1 | Worcester City | A | 0-1 | | | | |
| 04/11/1939 | Kent RLge East | Margate | A | 1-1 | Hickson | | | |
| 18/11/1939 | Kent RLge East | LLOYDS PAPER MILLS | H | 4-0 | Day(2),Campbell,Herbert | | | |
| 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 | | | |
| 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 | | | |
| 17/02/1940 | Kent RLge East | SHORTS SPORTS | H | 4-3 | Jackson(2),Lee,Hickson | | | |
| 24/02/1940 | Kent RLge East | AYLESFORD PAPER MILLS | H | 7-2 | Lee(3),Keenan(2),Wilson,Herbert(p) | | | |
| 09/03/1940 | Kent RLge East | Dover Athletic | A | 5-3 | Wilson(2),Herbert,Hickson,Lee | 1380 | | |
| 16/03/1940 | Kent RLge East | RAMSGATE GRENVILLE | H | 3-3 | Herbert(2),Lee | | | |
| 23/03/1940 | Kent RLge East | ASHFORD TOWN | H | 6-3 | Herbert(3,2p),Lee,Golding,Hickson | | | |
