Stadium: Center Round: 24 Ground: Hardcourt outdoor
| Challenger Lexington | 2019/08/03 19:10 | JC Aragone v Jannik Sinner | 2-6,4-6 |
| Challenger Lexington | 2019/08/02 16:35 | JC Aragone v Akira Santillan | 7-6,7-6 |
| Challenger Lexington | 2019/08/01 14:00 | Benjamin Sigouin v JC Aragone | 3-6,2-6 |
| Challenger Lexington | 2019/07/31 17:30 | Sebastian Korda v JC Aragone | 6-7,4-6 |
| Challenger Binghamton | 2019/07/24 21:30 | Maxime Cressy v JC Aragone | 7-6,4-6,6-3 |
| Challenger Winnetka | 2019/07/11 18:50 | JC Aragone v Ramkumar Ramanathan | 6-7,3-6 |
| Challenger Winnetka | 2019/07/10 20:15 | Mitchell Krueger v JC Aragone | 6-2,6-7,6-7 |
| Challenger Winnetka | 2019/07/08 18:35 | Teymuraz Gabashvili v JC Aragone | 3-6,0-6 |
| Challenger Lexington | 2019/07/31 15:25 | Evan Hoyt v Maxime Cressy | 4-6,7-6,1-6 |
| Challenger Lexington | 2019/07/29 15:40 | Evan Hoyt v Alex Rybakov | 6-2,6-7,6-2 |
| Challenger Granby | 2019/07/22 18:35 | Evan Hoyt v Skander Mansouri | 4-6,6-3,6-7 |
| Challenger Gatineau | 2019/07/16 14:00 | Evan Hoyt v Hiroki Moriya | 1-6,4-6 |
| Wimbledon | 2019/06/24 11:05 | Evan Hoyt v Rogerio Dutra Silva | 6-7,6-7 |
| Challenger Ilkley | 2019/06/17 17:45 | Soonwoo Kwon v Evan Hoyt | 6-0,6-4 |
| Challenger Nottingham | 2019/06/11 10:30 | Evan Hoyt v Mirza Basic | 4-6,6-7 |
| Challenger Surbiton | 2019/06/03 15:35 | Evan Hoyt v Yuichi Sugita | 4-6,3-6 |