Stadium: Court 3 Round: 25 Ground: Hardcourt outdoor
| Challenger Orlando | 2021/06/06 16:10 | Adrian Andreev v Gonzalo Villanueva | 3-6,6-3,7-6 |
| Challenger Orlando | 2021/06/07 14:00 | Adrian Andreev v Stefan Kozlov | 6-4,4-6,4-6 |
| Challenger Orlando | 2021/06/06 16:10 | Adrian Andreev v Gonzalo Villanueva | 3-6,6-3,7-6 |
| ITF M25 Pensacola | 2021/05/23 17:00 | Nicolas Kicker v Adrian Andreev | 6-7,6-3,6-2 |
| ITF M25 Pensacola | 2021/05/22 16:00 | Aidan Mchugh v Adrian Andreev | 4-6,3-6 |
| ITF M25 Pensacola | 2021/05/21 14:25 | Adrian Andreev v Oliver Crawford | 6-2,6-3 |
| ITF M25 Pensacola | 2021/05/20 14:25 | Adrian Andreev v Dayne Kelly | 6-2,6-2 |
| ITF M25 Pensacola | 2021/05/19 16:30 | Adrian Andreev v Nicolas Barrientos | 6-4,6-2 |
| ITF M15 Antalya | 2021/05/09 08:50 | Alexander Erler v Adrian Andreev | 6-4,6-1 |
| Challenger Orlando | 2021/06/06 16:10 | Adrian Andreev v Gonzalo Villanueva | 3-6,6-3,7-6 |
| Challenger Little Rock | 2021/05/30 20:10 | Zachary Svajda v Gonzalo Villanueva | 6-0,5-7,6-2 |
| Challenger Salinas 2 | 2021/04/29 15:00 | Gonzalo Villanueva v JC Aragone | 2-6,2-6 |
| Challenger Salinas 2 | 2021/04/28 16:30 | Gonzalo Villanueva v Hernan Casanova | 7-5,6-0 |
| Challenger Salinas 2 | 2021/04/27 14:30 | Gonzalo Villanueva v David Poljak | 5-7,7-6,7-6 |
| Challenger - Salinas | 2021/04/19 14:30 | Gonzalo Villanueva v Nicolas Mejia | 3-6,0-6 |
| Challenger - Salinas | 2021/04/18 15:00 | Gonzalo Villanueva v Felix Corwin | 6-7,6-4,7-5 |
| ITF M15 Cordoba | 2021/04/06 12:00 | Gonzalo Villanueva v Valerio Aboian | 6-7,3-6 |