| Chile Tercera | 2019/06/02 00:00 | Deportes Union Companias v Deportes Linares | D | 1-1 |
| Chile Tercera | 2019/05/25 20:00 | CD Rengo Unido v Deportes Union Companias | D | 0-0 |
| Chile Tercera | 2019/05/18 16:00 | Deportes Union Companias v CD Trasandino de Los Andes | L | 1-2 |
| Chile Tercera | 2019/05/04 15:55 | Deportes Union Companias v Provincial Osorno | W | 3-0 |
| Chile Tercera | 2019/04/27 21:27 | Real Juventud San Joaquin v Deportes Union Companias | W | 2-3 |
| Chile Tercera | 2019/04/19 00:00 | Deportes Union Companias v Deportes Limache | D | 0-0 |
| World Club Friendlies | 2019/03/18 12:31 | Coquimbo Unido v Deportes Union Companias | L | 6-0 |
| World Club Friendlies | 2019/03/13 23:32 | Deportes Union Companias v La Serena | L | 0-1 |
| Chile Tercera | 2019/06/08 16:03 | Municipal Santiago v Ferroviarios de Chile | W | 3-0 |
| Chile Tercera | 2019/05/18 16:01 | Municipal Santiago v Deportes Linares | L | 1-2 |
| Chile Tercera | 2019/05/12 19:30 | CD Rengo Unido v Municipal Santiago | D | 2-2 |
| Chile Tercera | 2019/05/04 15:55 | Municipal Santiago v CD Trasandino de Los Andes | W | 2-1 |
| Chile Tercera | 2019/04/20 16:03 | Municipal Santiago v Provincial Osorno | W | 4-1 |
| Chile Tercera | 2019/04/13 21:30 | Real Juventud San Joaquin v Municipal Santiago | W | 0-2 |
| Chile Tercera | 2019/04/06 15:03 | Municipal Santiago v Deportes Limache | L | 0-1 |
| Chile Tercera | 2019/03/30 20:02 | Provincial Ovalle v Municipal Santiago | L | 2-0 |