| 2023-09-23 15:00:35September 23, 2023 | Dumbarton  | 15:00:353:00 pm | Peterhead | cinch League Two | 2023 | | Preview | 7 |
| 2023-09-30 15:00:32September 30, 2023 | Dumbarton | 15:00:323:00 pm | Stranraer | cinch League Two | 2023 | | Preview | 8 |
| 2023-10-07 15:00:02October 7, 2023 | Clyde | 15:00:023:00 pm | Dumbarton | cinch League Two | 2023 | | Preview | 9 |
| 2023-10-21 15:00:50October 21, 2023 | Spartans | 15:00:503:00 pm | Dumbarton | cinch League Two | 2023 | | Preview | 10 |
| 2023-11-04 15:00:09November 4, 2023 | Dumbarton | 15:00:093:00 pm | Bonnyrigg Rose Athletic | cinch League Two | 2023 | | Preview | 11 |
| 2023-11-11 15:00:23November 11, 2023 | East Fife | 15:00:233:00 pm | Dumbarton | cinch League Two | | | Preview | 12 |
| 2023-11-18 15:00:14November 18, 2023 | Dumbarton | 15:00:143:00 pm | Elgin City | cinch League Two | | | Preview | 13 |
| 2023-12-02 15:00:42December 2, 2023 | Peterhead | 15:00:423:00 pm | Dumbarton | cinch League Two | | | Preview | 14 |
| 2023-12-09 15:00:09December 9, 2023 | Dumbarton | 15:00:093:00 pm | Stenhousemuir | cinch League Two | | | Preview | 15 |
| 2023-12-16 15:00:37December 16, 2023 | Forfar Athletic | 15:00:373:00 pm | Dumbarton | cinch League Two | | | Preview | 16 |
| 2023-12-23 15:00:55December 23, 2023 | Dumbarton | 15:00:553:00 pm | Clyde | cinch League Two | | | Preview | 17 |
| 2023-12-30 15:00:43December 30, 2023 | Stranraer | 15:00:433:00 pm | Dumbarton | cinch League Two | 2023 | | Preview | 18 |
| 2024-01-06 15:00:26January 6, 2024 | Dumbarton | 15:00:263:00 pm | East Fife | cinch League Two | | | Preview | 19 |
| 2024-01-13 15:00:30January 13, 2024 | Bonnyrigg Rose Athletic | 15:00:303:00 pm | Dumbarton | cinch League Two | 2023 | | Preview | 20 |
| 2024-01-20 15:00:27January 20, 2024 | Dumbarton | 15:00:273:00 pm | Spartans | cinch League Two | 2023 | | Preview | 21 |
| 2024-01-27 15:00:33January 27, 2024 | Elgin City | 15:00:333:00 pm | Dumbarton | cinch League Two | 2023 | | Preview | 22 |
| 2024-02-03 15:00:24February 3, 2024 | Stenhousemuir | 15:00:243:00 pm | Dumbarton | cinch League Two | | | Preview | 23 |
| 2024-02-10 15:00:06February 10, 2024 | Dumbarton | 15:00:063:00 pm | Forfar Athletic | cinch League Two | 2023 | | Preview | 24 |
| 2024-02-17 15:00:24February 17, 2024 | Clyde | 15:00:243:00 pm | Dumbarton | cinch League Two | | | Preview | 25 |
| 2024-02-24 15:00:50February 24, 2024 | Dumbarton | 15:00:503:00 pm | Stranraer | cinch League Two | 2023 | | Preview | 26 |
| 2024-03-02 15:00:32March 2, 2024 | Dumbarton | 15:00:323:00 pm | Peterhead | cinch League Two | | | Preview | 27 |
| 2024-03-09 15:00:36March 9, 2024 | East Fife | 15:00:363:00 pm | Dumbarton | cinch League Two | 2023 | | Preview | 28 |
| 2024-03-16 15:00:05March 16, 2024 | Spartans | 15:00:053:00 pm | Dumbarton | cinch League Two | 2023 | | Preview | 29 |
| 2024-03-23 15:00:54March 23, 2024 | Dumbarton | 15:00:543:00 pm | Bonnyrigg Rose Athletic | cinch League Two | | | Preview | 30 |
| 2024-03-30 15:00:27March 30, 2024 | Dumbarton | 15:00:273:00 pm | Stenhousemuir | cinch League Two | | | Preview | 31 |
| 2024-04-06 15:00:19April 6, 2024 | Forfar Athletic | 15:00:193:00 pm | Dumbarton | cinch League Two | 2023 | | Preview | 32 |
| 2024-04-13 15:00:09April 13, 2024 | Dumbarton | 15:00:093:00 pm | Clyde | cinch League Two | | | Preview | 33 |
| 2024-04-20 15:00:41April 20, 2024 | Stranraer | 15:00:413:00 pm | Dumbarton | cinch League Two | 2023 | | Preview | 34 |
| 2024-04-27 15:00:34April 27, 2024 | Dumbarton | 15:00:343:00 pm | Elgin City | cinch League Two | | | Preview | 35 |
| 2024-05-04 15:00:14May 4, 2024 | Peterhead | 15:00:143:00 pm | Dumbarton | cinch League Two | | | Preview | 36 |
