Wednesday 18 February
| Time | Match | Score | Competition | Stadium |
|---|---|---|---|---|
| 23h00 |   O'Higgins vs Bahia | 1 - 0 | CONMEBOL Libertadores Stage : Qualification Round 2 | Estadio El Teniente |
Wednesday 25 February
| Time | Match | Score | Competition | Stadium |
|---|---|---|---|---|
| 23h00 | Bahia vs O'Higgins | 2 - 1 | CONMEBOL Libertadores Stage : Qualification Round 2 | Arena Fonte Nova |
Thursday 5 March
| Time | Match | Score | Competition | Stadium |
|---|---|---|---|---|
| 1h30 |  O'Higgins vs Deportes Tolima | 1 - 0 | CONMEBOL Libertadores Stage : Qualification Round 3 | Estadio El Teniente |
Thursday 12 March
| Time | Match | Score | Competition | Stadium |
|---|---|---|---|---|
| 1h30 | Deportes Tolima vs O'Higgins | 2 - 0 | CONMEBOL Libertadores Stage : Qualification Round 3 | Estadio Manuel Murillo Toro |
Wednesday 8 April
| Time | Match | Score | Competition | Stadium |
|---|---|---|---|---|
| 1h00 |  O'Higgins vs Millonarios | 2 - 0 | CONMEBOL Sudamericana Stage : Group stage MD1 | Estadio El Teniente |
Tuesday 14 April
| Time | Match | Score | Competition | Stadium |
|---|---|---|---|---|
| 23h00 |  Sao Paulo vs O'Higgins | 2 - 0 | CONMEBOL Sudamericana Stage : Group stage MD2 | Do MorumBIS Stadium |
Wednesday 29 April
| Time | Match | Score | Competition | Stadium |
|---|---|---|---|---|
| 3h00 |  O'Higgins vs Boston River | 2 - 0 | CONMEBOL Sudamericana Stage : Group stage MD3 | Estadio El Teniente |
Thursday 7 May
| Time | Match | Score | Competition | Stadium |
|---|---|---|---|---|
| 23h00 | O'Higgins vs Sao Paulo | 0 - 0 | CONMEBOL Sudamericana Stage : Group stage MD4 | Estadio El Teniente |
Wednesday 20 May
| Time | Match | Score | Competition | Stadium |
|---|---|---|---|---|
| 23h00 | Boston River vs O'Higgins | 3 - 2 | CONMEBOL Sudamericana Stage : Group stage MD5 | Estadio Centenario |
Tuesday 26 May
| Time | Match | Score | Competition | Stadium |
|---|---|---|---|---|
| 23h00 | Millonarios vs O'Higgins | 1 - 2 | CONMEBOL Sudamericana Stage : Group stage MD6 | El Campin Stadium |
Friday 24 July
| Time | Match | Score | Competition | Stadium |
|---|---|---|---|---|
| 1h30 |  Boca Juniors vs O'Higgins | 1 - 0 | CONMEBOL Sudamericana Stage : Round of 32 | Estadio Alberto J. Armando |
Friday 31 July
| Time | Match | Score | Competition | Stadium |
|---|---|---|---|---|
| 1h30 | O'Higgins vs Boca Juniors | 1 - 0 | CONMEBOL Sudamericana Stage : Round of 32 | Estadio El Teniente |
