Round: 44 Ground: Hardcourt outdoor
| ITF M15 Cancun | 2019/12/01 19:00 | Rodrigues, Pedro Gabriel v O'Neill, Daniel | 6-2,6-4 |
| ITF M15 Cancun | 2019/11/17 15:00 | Ortlip, Joshua v Rodrigues, Pedro Gabriel | 6-3,6-0 |
| ITF M15 Cancun | 2019/11/10 14:00 | Rodrigues, Pedro Gabriel v Moerani Bouzige | 4-6,5-7 |
| Sao Paulo, Singles M-ITF-BRA-06A | 2019/10/15 15:30 | Hinsching, Joao v Rodrigues, Pedro Gabriel | 7-5,6-4 |
| ITF M25 Rio de Janeiro | 2019/10/08 14:00 | Rodrigues, Pedro Gabriel v Iamachkine, Pedro | 1-6,2-6 |
| ITF M25 Rio de Janeiro | 2019/10/07 14:00 | Zarichanskiy, D. v Rodrigues, Pedro Gabriel | 4-6,1-6 |
| ITF - M15 Santiago | 2019/10/02 11:00 | Bruna, Esteban v Rodrigues, Pedro Gabriel | 6-3,4-6,10-3 |
| Buenos Aires, Singles Qualifying M-ITF-ARG-22A | 2019/09/15 17:00 | Rodrigues, Pedro Gabriel v Enrique Bogo | 3-6,4-6 |
| ITF M15 Cancun | 2019/12/01 19:00 | Leiva Biason, Oscar Mattias v Benjamin, Jordan | 3-6,1-6 |
| 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 |