| 1st Team |
| Date | | Opponent | Competition | Score | |
| 17-09-1898 | H | Celtic Rangers | Friendly | 4-1 |
| 24-09-1898 | H | Kingston-on-Thames | Friendly | 0-6 |
| 01-10-1898 | A | Dulwich Hamlet | Friendly | 3-2 |
| 08-10-1898 | A | Tooting Graveney | Friendly | 0-4 |
| 15-10-1898 | A | Wingfield House | Friendly | 4-1 |
| 22-10-1898 | H | Celtic Rangers | London Junior Cup [2] | 3-1 |
| 29-10-1898 | H | Tooting Graveney | Friendly | 0-2 |
| 05-11-1898 | H | Balham Park | Friendly | 6-0 |
| 12-11-1898 | A | Penge | London Junior Cup [3] | 0-0 |
| 19-11-1898 | H | Penge | London Junior Cup [3 R] | 2-2 |
| 26-11-1898 | A | Penge | London Junior Cup [3 2R] | 2-2 |
| 30-11-1898 | N | Penge | London Junior Cup [3 3R] | 1-2 |
| 03-12-1898 | H | London & South Western Railways | Friendly | 1-0 |
| 10-12-1898 | A | Eltringham Old Boys | Clapham League | 1-1 |
| 17-12-1898 | A | East Hill Endevour | South Western Cup [2] | 2-1 |
| 24-12-1898 | A | Streatham | Clapham League | 1-0 |
| 26-12-1898 | A | Chesham Generals | Friendly | 1-1 |
| 27-12-1898 | H | Pelham | Friendly | 1-1 |
| 07-01-1899 | A | Wandsworth ('a') | South Western Cup [3] | 0-2 |
| 14-01-1899 | H | London & South Western Railways | Clapham League | 0-1 |
| 21-01-1899 | H | Merton Manor | Clapham League | 1-0 |
| 28-01-1899 | A | Wandsworth ('a') | Norwood Charity Cup [1] | 2-1 |
| 04-02-1899 | H | Dulwich Hamlet | Friendly | 0-4 |
| 11-02-1899 | H | Dulwich St. Peter's | Norwood Charity Cup [SF] | 1-0 |
| 18-02-1899 | H | Eltringham Old Boys | Clapham League | 2-2 |
| 25-02-1899 | H | Streatham | Clapham League | W/O |
| 04-03-1899 | H | Simpson's United | Friendly | 8-1 |
| 11-03-1899 | A | Tooting Graveney | Clapham League | 2-2 |
| 18-03-1899 | N | Dulwich Hamlet | Norwood Charity Cup [F] | 0-2 |
| 25-03-1899 | A | Merton Manor | Clapham League | 1-0 |
| 31-03-1899 | A | Chesham Generals (reserves) | Friendly | 1-2 |
| 01-04-1899 | A | Winslow United | Friendly | 2-6 |
| 03-04-1899 | A | Chesham Generals (reserves) | Friendly | 0-1 |
| 08-04-1899 | H | St. Mary's Recreation | Clapham League | 1-1 |
| 22-04-1899 | H | Tooting Graveney | Clapham League | 0-0 |
| 29-04-1899 | A | St. Mary's Recreation | Clapham League | 4-1 |
|
| Friendly: P15 W6 D2 L7 F31 A32London Junior Cup: P5 W1 D3 L1 F8 A7Clapham League: P10 W4 D5 L1 F13 A8South Western Cup: P2 W1 D0 L1 F2 A3Norwood Charity Cup: P3 W2 D0 L1 F3 A3Total: P35 W14 D10 L11 F57 A53 |
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