Stadium: Cancha La Aficion Round: 19 Ground: Hardcourt outdoor
| ITF - Tallahassee M15 | 2021/10/27 18:00 | Liam Draxl v Vasil Kirkov | 3-6,3-6 |
| Challenger Puerto Vallarta | 2021/11/21 16:00 | Vasil Kirkov v Ivar Jose Aramburu Contreras | 6-1,6-2 |
| Challenger Champaign | 2021/11/19 18:25 | Vasil Kirkov v Jeffrey John Wolf | 3-6,2-6 |
| Challenger Champaign | 2021/11/17 16:00 | Vasil Kirkov v Nick Chappell | 6-2,6-3 |
| Challenger Champaign | 2021/11/15 21:05 | Prajnesh Gunneswaran v Vasil Kirkov | 5-7,1-6 |
| ITF - Ithaca M15 | 2021/11/06 13:55 | Luke Johnson v Vasil Kirkov | 6-1,6-1 |
| ITF - Ithaca M15 | 2021/11/05 13:50 | Evan Bynoe v Vasil Kirkov | 1-6,1-6 |
| ITF - Ithaca M15 | 2021/11/04 16:45 | Colin Sinclair v Vasil Kirkov | 3-6,4-6 |
| ITF - Ithaca M15 | 2021/11/03 18:35 | John McNally v Vasil Kirkov | 7-6,2-6,1-6 |
| Challenger Puerto Vallarta | 2021/11/21 16:00 | Dennis Novikov v Liam Draxl | 3-6,1-6 |
| ITF - Fayetteville M15 | 2021/11/03 18:55 | Liam Draxl v Henry Patten | 1-6,4-6 |
| ITF - Tallahassee M15 | 2021/10/27 18:00 | Liam Draxl v Vasil Kirkov | 3-6,3-6 |
| ITF - Vero Beach M15 | 2021/10/23 17:30 | Liam Draxl v Juncheng Shang | 4-6,4-6 |
| ITF - Vero Beach M15 | 2021/10/22 15:55 | Liam Draxl v Ben Shelton | 6-1,6-7,6-4 |
| ITF - Vero Beach M15 | 2021/10/21 16:00 | Liam Draxl v Loris Pourroy | 7-5,6-4 |
| ITF - Vero Beach M15 | 2021/10/20 19:00 | Liam Draxl v Alan Kohen | 6-1,6-2 |
| ITF - Naples M15 | 2021/10/14 15:00 | Juan Manuel Benitez Chavarriaga v Liam Draxl | 6-3,6-4 |