Stadium: Court 1 Round: 14 Ground: Grass
| Challenger Rome GA | 2023/02/20 17:30 | Keegan Smith v Donald Young | 6-4,6-3 |
| Challenger Rome GA | 2023/02/19 19:25 | Donald Young v Kiranpal Pannu | 5-7,6-2,6-2 |
| Challenger Cleveland | 2023/01/29 19:20 | Donald Young v Thai-Son Kwiatkowski | 3-6,1-6 |
| Challenger Knoxville | 2022/11/07 19:25 | Donald Young v Tristan McCormick | 6-3,4-6,5-7 |
| Challenger Charlottesville | 2022/10/30 14:00 | Tristan McCormick v Donald Young | 4-6,3-6 |
| Challenger Las Vegas | 2022/10/24 17:30 | Simon Carr v Donald Young | 3-6,6-3,6-3 |
| Challenger Las Vegas | 2022/10/23 18:45 | Anton Ornberg v Donald Young | 0-6,6-4,2-6 |
| Challenger Tiburon | 2022/10/03 17:00 | Donald Young v Luke Saville | 3-6,4-6 |
| Challenger Puerto Vallarta | 2023/03/12 02:50 | Illya Marchenko v Benoit Paire | 4-6,6-4,4-6 |
| Challenger Puerto Vallarta | 2023/03/11 01:45 | Illya Marchenko v Gastao Elias | 6-7,6-3,6-0 |
| Challenger Puerto Vallarta | 2023/03/09 21:00 | Christian Langmo v Illya Marchenko | 4-6,3-6 |
| Challenger Puerto Vallarta | 2023/03/08 01:45 | Illya Marchenko v Guido Andreozzi | 6-3,6-4 |
| Challenger Puerto Vallarta | 2023/03/06 23:45 | Alex Rybakov v Illya Marchenko | 6-7,6-7 |
| Challenger Puerto Vallarta | 2023/03/05 22:05 | Nicolas Barrientos v Illya Marchenko | 1-6,3-6 |
| Challenger Waco | 2023/02/27 17:00 | Shintaro Mochizuki v Illya Marchenko | 6-3,4-6,7-6 |
| Challenger Waco | 2023/02/26 17:00 | Illya Marchenko v Daniel Rincon | 7-6,6-4 |