Stadium: Stadium Round: 28 Ground: Hardcourt outdoor
| ITF M25 Harlingen | 2019/09/28 01:30 | Logan Smith v Adrian Andreev | 2-6,4-6 |
| ITF M25 Harlingen | 2019/09/27 00:30 | Adrian Andreev v Andrew Watson | 6-4,6-3 |
| 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 |
| ITF M25 Harlingen | 2019/09/24 14:00 | Adrian Andreev v Hunter Heck | 6-4,6-3 |
| ITF M25 Harlingen | 2019/09/23 14:00 | Adrian Andreev v Leighton Allen | 6-2,6-2 |
| ITF M15 Reggio Emilia | 2019/05/31 17:10 | Lorenzo Frigerio v Adrian Andreev | 6-3,6-4 |
| ITF M15 Reggio Emilia | 2019/05/31 13:00 | Adrian Andreev v Adrian Obert | 6-1,7-6 |
| ITF M25 Harlingen | 2019/09/28 01:00 | Alex Rybakov v Liam Caruana | 7-5,6-4 |
| ITF M25 Harlingen | 2019/09/26 15:00 | Jordi Arconada v Alex Rybakov | 6-4,4-6,7-10 |
| ITF M25 Harlingen | 2019/09/25 23:25 | Alex Rybakov v Christian Langmo | 6-2,6-3 |
| ITF M25 Houston | 2019/09/20 01:55 | Alex Rybakov v Hugo Gaston | 3-6,6-7 |
| ITF M25 Houston | 2019/09/19 01:05 | Adrian Oetzbach v Alex Rybakov | 2-6,2-6 |
| Challenger Cary | 2019/09/09 17:40 | Alex Rybakov v Michael Redlicki | 4-6,2-6 |
| US Open | 2019/08/19 15:00 | Alex Rybakov v Facundo Bagnis | 6-4,1-6,2-6 |
| Challenger Lexington | 2019/07/29 15:40 | Evan Hoyt v Alex Rybakov | 6-2,6-7,6-2 |