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