First competitive appearance
St Bernard's 1–1 Dumbarton· Scottish Cup


· Scottish Cup
· Scottish Cup · Boghead Park
· Scottish Cup · Firs Park
| Date | Home | Score | Away | Competition | Result |
|---|---|---|---|---|---|
| 14 Jan 1899 | East Stirlingshire | 4–1 | Dumbarton | Scottish Cup1898-99 | L |
| 5 Nov 1898 | Renton | 3–2 | Dumbarton | Qualifying Cup1898-99 | L |
| 22 Oct 1898 | Dumbarton | 7–1 | Glasgow Uni | Qualifying Cup1898-99 | W |
| 24 Sep 1898 | Dumbarton | 6–2 | Linthouse | Qualifying Cup1898-99 | W |
| 15 Jan 1898 | Dumbarton | 1–3 | St Bernard's | Scottish Cup1897-98 | L |
| 8 Jan 1898 | St Bernard's | 1–1 | Dumbarton | Scottish Cup1897-98 | D |
| Date | Home | Score | Away | Competition | Result | Minute |
|---|---|---|---|---|---|---|
| 14 Jan 1899 | East Stirlingshire | 4–1 | Dumbarton | Scottish Cup1898-99 | L | ? |
| 15 Jan 1898 | Dumbarton | 1–3 | St Bernard's | Scottish Cup1897-98 | L | ? |