| Davis Cup | 2017/06/15 15:00 | Alejandro Obando v Jacob Bicknell | 5-7,6-1,6-4 |
| Davis Cup | 2018/06/02 15:00 | Juan Borba v Alejandro Obando | 2-6,6-7 |
| Davis Cup | 2018/06/01 15:00 | Alejandro Obando v Dimitri Bird | 6-2,6-1 |
| Davis Cup | 2017/06/16 16:05 | Alex Diaz v Alejandro Obando | 6-2,6-7,6-4 |
| Davis Cup | 2017/06/15 15:00 | Alejandro Obando v Jacob Bicknell | 5-7,6-1,6-4 |
| Davis Cup | 2017/06/14 15:00 | Alejandro Obando v Gavin Manders | 6-3,6-2 |
| Davis Cup | 2016/07/16 14:00 | Alejandro Obando v Osmel Rivera Granja | 3-6,4-6 |
| Davis Cup | 2016/07/15 16:35 | Alejandro Obando v Pablo Nunez | 6-4,4-6,3-6 |
| ITF Chile F5 | 2015/04/19 17:00 | Alejandro Obando v David Fleming | 0-6,5-7 |
| Davis Cup | 2017/06/16 15:00 | Jacob Bicknell v Cordell Williams | 6-1,6-0 |
| Davis Cup | 2017/06/15 15:00 | Alejandro Obando v Jacob Bicknell | 5-7,6-1,6-4 |
| Davis Cup | 2017/06/13 15:00 | Sebastian Arcila v Jacob Bicknell | 7-5,6-4 |
| Davis Cup | 2017/06/12 15:00 | Jacob Bicknell v Gavin Manders | 6-3,7-5 |