Stadium: Court 6 Round: 44 Ground: Hardcourt outdoor
| ITF - M15 Santiago | 2019/09/30 14:00 | Besada, Santiago v Leiva Biason, Oscar Mattias | 6-4,6-4 |
| Buenos Aires, Singles Qualifying M-ITF-ARG-22A | 2019/09/15 17:00 | Mariano Navone v Leiva Biason, Oscar Mattias | 6-1,6-1 |
| ITF M25 Lima | 2019/07/15 15:00 | Daniel Antonio Nunez v Leiva Biason, Oscar Mattias | 6-4,6-3 |
| ITF M15 Lima | 2019/07/09 14:00 | Leiva Biason, Oscar Mattias v Agustin Maria Gascia | 4-6,3-6 |
| Curitiba, Singles M-ITF-BRA-04A | 2019/06/24 18:30 | Leiva Biason, Oscar Mattias v Azevedo Pereira E Oliveira, Bernardo | 4-6,6-4,4-10 |
| Sao Jose Do Rio Preto, Singles M-ITF-BRA-03A | 2019/06/17 16:00 | Leiva Biason, Oscar Mattias v Riquelme Coppari, Agustin | 3-6,5-7 |
| Bucaramanga, Singles M-ITF-COL-01A | 2019/04/22 20:30 | Leiva Biason, Oscar Mattias v Nusdeo, Joao Marcos | 2-6,6-7 |
| ITF M15 Guayaquil | 2019/04/15 15:00 | Leiva Biason, Oscar Mattias v Nusdeo, Joao Marcos | 4-6,2-6 |
| ITF - M15 Monastir | 2019/11/13 15:45 | Benjamin, Jordan v Louis Tessa | 4-6,5-7 |
| ITF - M15 Monastir | 2019/11/06 10:50 | Benjamin, Jordan v Andrews, Max | 3-6,2-6 |
| ITF M25 Memphis | 2019/08/12 15:00 | Peck, Joshua v Benjamin, Jordan | 6-1,6-3 |
| ITF M15 Pittsburgh | 2019/07/02 14:00 | Benjamin, Jordan v Quinn Vandecasteele | 2-6,3-6 |
| ITF M15 Pittsburgh | 2019/07/01 14:00 | Fainblum, Daniel v Benjamin, Jordan | 4-6,4-6 |
| Rochester, Singles M-ITF-USA-19A | 2019/06/25 21:30 | George Goldhoff v Benjamin, Jordan | 6-1,6-2 |
| Rochester, Singles M-ITF-USA-19A | 2019/06/24 17:00 | Benjamin, Jordan v Kessler, Mcclain | 1-6,6-3,10-7 |
| ITF USA F18 | 2018/06/25 14:00 | Hamilton, Grey v Benjamin, Jordan | 6-1,6-4 |