Stadium: Court 7 Round: 14 Ground: Hardcourt outdoor
| ITF M25 Idanha-A-Nova | 2021/07/17 08:30 | Daniel Rodrigues v Zane Khan | 6-3,1-6,3-6 |
| ITF M25 Idanha-A-Nova | 2021/07/16 08:00 | Alexander Cozbinov v Zane Khan | 0-6,5-7 |
| ITF M25 Idanha-A-Nova | 2021/07/15 08:00 | Takuto Niki v Zane Khan | 2-6,3-6 |
| ITF M25 Idanha-A-Nova | 2021/07/14 09:50 | Pedro Araujo v Zane Khan | 0-6,2-6 |
| Challenger Little Rock | 2021/05/31 16:35 | Zane Khan v Mitchell Krueger | 2-6,4-6 |
| ITF M15 Tbilisi | 2021/05/21 06:00 | Zane Khan v Yanki Erel | 2-6,4-6 |
| ITF M15 Tbilisi | 2021/05/20 07:55 | Zane Khan v Julian Cash | 7-6,6-4 |
| ITF M15 Tbilisi | 2021/05/19 08:35 | Zane Khan v Alexander Cozbinov | 3-6,6-4,6-0 |
| Challenger Nur-Sultan | 2021/07/21 06:30 | Nick Chappell v Sergiy Stakhovsky | 7-6,6-4 |
| Challenger Nur-Sultan | 2021/07/20 07:20 | Benjamin Lock v Sergiy Stakhovsky | 3-6,6-3,5-7 |
| Challenger Nur-Sultan | 2021/07/15 06:00 | Sergiy Stakhovsky v Jason Kubler | 2-6,6-3,2-6 |
| Challenger Nur-Sultan | 2021/07/13 06:10 | Sergiy Stakhovsky v Pavel Kotov | 7-5,6-2 |
| Challenger Porto | 2021/07/03 10:00 | Altug Celikbilek v Sergiy Stakhovsky | 6-2,6-1 |
| Challenger Porto | 2021/07/02 12:00 | Goncalo Oliveira v Sergiy Stakhovsky | 6-7,6-7 |
| Challenger Porto | 2021/06/30 13:45 | Matteo Viola v Sergiy Stakhovsky | 2-6,6-4,5-7 |
| Challenger Porto | 2021/06/28 14:50 | Sergiy Stakhovsky v Go Soeda | 2-6,6-2,7-6 |