Estadio: Court 4 Round: 44 Ground: Hardcourt outdoor
| Challenger de Fairfield | 2019/10/09 19:00 | Felix Corwin v James Duckworth | 7-6,5-7,0-6 |
| Challenger de Fairfield | 2019/10/08 19:15 | Felix Corwin v Filip Peliwo | 6-1,6-3 |
| Challenger de Fairfield | 2019/10/07 17:00 | Martin Redlicki v Felix Corwin | 6-3,6-7,1-6 |
| ITF M25 Norman | 2019/10/03 15:00 | Felix Corwin v Hugo Gaston | 5-7,3-6 |
| ITF M25 Norman | 2019/10/02 18:00 | Felix Corwin v Alexander Lebedev | 7-6,6-1 |
| ITF M25 Harlingen | 2019/09/26 01:05 | Felix Corwin v Adrian Andreev | 3-6,3-6 |
| ITF M25 Harlingen | 2019/09/25 17:00 | Felix Corwin v Adrian Andreev | 3-6,3-6 |
| Challenger de Columbus 3 | 2019/09/16 17:55 | Felix Corwin v Alexander Ritschard | 7-5,3-6,1-6 |
| ITF M25 Harlingen | 2019/09/24 14:00 | George Goldhoff v Jaime Bendeck | 6-2,7-6 |
| ITF M25 Harlingen | 2019/09/23 14:00 | Jaime Bendeck v Noah Schachter | 6-3,0-6,10-6 |
| ITF M25 Harlingen | 2019/09/22 15:00 | Jaime Bendeck v Wally Thayne | 6-3,6-1 |
| ITF M25 Houston | 2019/09/15 14:00 | Jaime Bendeck v Noah Schachter | 1-6,6-3,6-10 |
| ITF M15 Cancun | 2019/08/19 21:00 | Logan Smith v Jaime Bendeck | 7-6,6-0 |
| ITF M15 Cancun | 2019/08/19 19:00 | Jaime Bendeck v Jack Gibbens | 6-7,6-4,10-3 |
| Copa Davis | 2019/06/21 17:05 | Jaime Bendeck v Rowland Phillips | 4-6,1-6 |
| Copa Davis | 2019/06/17 16:15 | Jaime Bendeck v Neal Towlson | 6-3,6-4 |