| 2021-10-02 15:00:08October 2, 2021 |   St Marys Boys vs St Anthony’s Kilcoole | 15:00:083:00 pm | B South 2021 | 2021 | Moreen Park, Sandyford | Preview | - |
| 2021-09-11 15:00:54September 11, 2021 |  Manortown Utd vs St Marys Boys | 1 - 5 | B South 2021 | 2021 | Limekiln Lane | Recap | - |
| 2021-09-04 15:00:58September 4, 2021 |  Peamount Utd (B) vs St Marys Boys | 2 - 2 | B South 2021 | 2021 | Haughan's Field | Recap | - |
| 2021-08-21 15:00:17August 21, 2021 | St Anthony’s Kilcoole vs St Marys Boys | 6 - 3 | B South 2021 | 2021 | Finn Park, Kilcoole | Recap | - |
| 2021-08-14 15:00:34August 14, 2021 |  Terenure FC vs St Marys Boys | 1 - 5 | B South 2021 | 2021 | VEC, Terenure | Recap | - |
| 2021-08-06 19:00:08August 6, 2021 | St Marys Boys vs Manortown Utd | 2 - 0 | B South 2021 | 2021 | Moreen Park, Sandyford | Recap | - |
| 2021-07-24 15:00:09July 24, 2021 |  Garden Co vs St Marys Boys | 2 - 9 | B South 2021 | 2021 | Peoples Park, Bray | Recap | - |
| 2021-07-16 19:00:21July 16, 2021 | St Marys Boys vs Peamount Utd (B) | 4 - 4 | B South 2021 | 2021 | Moreen Park, Sandyford | Recap | - |
| 2021-07-10 15:00:55July 10, 2021 |  Larkview vs St Marys Boys | 6 - 2 | B South 2021 | 2021 | Whelan Park | Recap | - |
| 2021-06-25 19:00:06June 25, 2021 | St Marys Boys vs Terenure FC | 2 - 3 | B South 2021 | 2021 | Moreen Park, Sandyford | Recap | - |
| 2020-09-12 14:00:24September 12, 2020 | St Marys Boys vs Peamount Utd (B) | 4 - 2 | C South 2020 | 2020 | Moreen Park, Sandyford | Recap | - |
| 2020-09-04 18:30:47September 4, 2020 |  Ballyfermot Utd vs St Marys Boys | 0 - 5 | C South 2020 | 2020 | Le Fanu Park | Recap | - |
| 2020-09-01 18:30:53September 1, 2020 |  St Marys Boys vs Blackforge | 1 - 4 | C South 2020 | 2020 | Walkinstown Park | Recap | - |
| 2020-08-14 19:00:00August 14, 2020 |  St Marys Boys vs Spartak Dynamo | 5 - 1 | C South 2020 | 2020 | Moreen Park, Sandyford | Recap | Friday |
| 2020-08-08 15:00:00August 8, 2020 |  Rathnew vs St Marys Boys | 2 - 2 | C South 2020 | 2020 | Shamrock Park, Rathnew | Recap | Saturday |
| 2020-07-24 19:00:00July 24, 2020 |  St Marys Boys vs Palmerstown | 3 - 1 | C South 2020 | 2020 | Moreen Park, Sandyford | Recap | Friday |
