Stadium: Estadio Puerto Vallarta Round: 14 Ground: Hardcourt outdoor
| 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 M15 Ithaca | 2021/11/06 13:55 | Luke Johnson v Vasil Kirkov | 6-1,6-1 |
| ITF M15 Ithaca | 2021/11/05 13:50 | Evan Bynoe v Vasil Kirkov | 1-6,1-6 |
| ITF M15 Ithaca | 2021/11/04 16:45 | Colin Sinclair v Vasil Kirkov | 3-6,4-6 |
| ITF M15 Ithaca | 2021/11/03 18:35 | John McNally v Vasil Kirkov | 7-6,2-6,1-6 |
| ITF M15 Tallahassee | 2021/10/31 14:00 | Johannes Ingildsen v Vasil Kirkov | 6-4,1-6,2-6 |
| ITF M15 Cancun | 2021/10/18 15:00 | Ivar Jose Aramburu Contreras v Juan Sebastian Osorio | 3-6,3-6 |
| ITF M15 Cancun | 2021/10/11 18:00 | Patricio Embry v Ivar Jose Aramburu Contreras | 4-6,6-4,10-6 |
| ITF M15 Cancun | 2021/10/11 14:00 | Ricardo Reyna v Ivar Jose Aramburu Contreras | 2-6,0-6 |
| ITF M15 Cancun | 2021/10/03 19:45 | Mateo Gomez v Ivar Jose Aramburu Contreras | 6-2,6-4 |
| ITF M15 Cancun | 2021/09/28 17:00 | Ivar Jose Aramburu Contreras v Matic Spec | 5-7,3-6 |
| ITF M15 Cancun | 2021/09/23 17:05 | Luis Britto v Ivar Jose Aramburu Contreras | 6-2,7-6 |
| ITF M15 Cancun | 2021/09/21 14:00 | Wulfrano M M Esdras v Ivar Jose Aramburu Contreras | 1-6,1-6 |
| UTR Pro Tennis Series Cancun | 2021/04/03 13:00 | Ivar Jose Aramburu Contreras v Zachery Foster | 5-7,6-3,4-5 |