Stadium: Court 16 Round: 25 Ground: Hardcourt outdoor
| ITF M25 Harlingen | 2019/09/25 16:20 | Farren, Connor v Nanda, Govind | 2-6,6-1,4-6 |
| Houston, Singles Qualifying M-ITF-USA-28A | 2019/09/20 00:00 | Farren, Connor v Rapp, Austin | 5-7,6-7 |
| Houston, Singles Qualifying M-ITF-USA-28A | 2019/09/18 23:30 | Bothwell, Peter v Farren, Connor | 4-6,3-6 |
| Challenger Cary | 2019/09/10 17:25 | Aragone, JC v Farren, Connor | 6-2,7-6 |
| Challenger Cary | 2019/09/09 15:00 | Felix Corwin v Farren, Connor | 4-6,6-2,4-6 |
| ITF M15 Cancun | 2019/08/27 16:40 | Matija Pecotic v Farren, Connor | 6-1,4-6,6-2 |
| ITF M25 Edwardsville | 2019/08/07 19:20 | Farren, Connor v Nicolas Moreno De Alboran | 3-6,3-6 |
| ITF M25 Decatur | 2019/07/30 19:00 | Farren, Connor v Juan Carlos Aguilar | 4-6,5-7 |
| ITF M25 Norman | 2019/10/03 16:45 | Gray, Jonathan v Stalder, Reese | 4-6,4-6 |
| ITF M25 Norman | 2019/10/01 16:30 | Glasspool, Lloyd v Gray, Jonathan | 3-6,2-6 |
| ITF M25 Harlingen | 2019/09/27 22:00 | Nanda, Govind v Gray, Jonathan | 6-3,4-6,6-2 |
| ITF M25 Harlingen | 2019/09/26 15:00 | Gray, Jonathan v Nick Hardt | 6-3,6-4 |
| ITF M25 Harlingen | 2019/09/25 15:30 | Bothwell, Peter v Gray, Jonathan | 6-3,4-6,4-6 |
| Houston, Singles Qualifying M-ITF-USA-28A | 2019/09/18 19:00 | Gray, Jonathan v Watson, Andrew | 2-6,3-6 |
| Jakarta, Singles Main, M-ITF-INA-02A | 2019/08/22 02:30 | Gray, Jonathan v Schmid, Aaron | 4-6,7-5,2-6 |
| Jakarta, Singles Main, M-ITF-INA-02A | 2019/08/20 06:40 | Gray, Jonathan v Duan, Jia Qi | 7-6,6-2 |