Stadium: Court 2 Round: 27 Ground: Clay
| ITF M25 Prostejov | 2021/08/18 07:55 | Alex Rybakov v Marek Gengel | 6-3,6-3 |
| ITF M25 Prostejov | 2021/08/17 09:00 | Alex Rybakov v David Poljak | 7-6,7-6 |
| ITF M25 Decatur | 2021/08/07 14:45 | Eliot Spizzirri v Alex Rybakov | 6-4,7-5 |
| ITF M25 Decatur | 2021/08/06 15:00 | Alex Rybakov v Gijs Brouwer | 7-5,6-3 |
| ITF M25 Decatur | 2021/08/05 17:40 | Sekou Bangoura v Alex Rybakov | 1-6,4-6 |
| ITF M25 Decatur | 2021/08/04 17:25 | Connor Farren v Alex Rybakov | 5-7,1-6 |
| ATP Los Cabos | 2021/07/19 00:00 | Ernesto Escobedo v Alex Rybakov | 6-2,7-6 |
| ATP Los Cabos | 2021/07/18 02:40 | Gage Brymer v Alex Rybakov | 3-6,4-6 |
| ITF M25 Prostejov | 2021/08/18 10:30 | Daniel Paty v Nick Chappell | 4-6,3-6 |
| ITF M25 Prostejov | 2021/08/17 07:55 | Robert Rumler v Nick Chappell | 0-6,4-6 |
| Challenger Segovia | 2021/07/25 14:00 | Luca Vanni v Nick Chappell | 6-1,6-2 |
| Challenger Nur-Sultan | 2021/07/23 05:00 | Oleksii Krutykh v Nick Chappell | 3-6,6-3,7-5 |
| Challenger Nur-Sultan | 2021/07/21 06:30 | Nick Chappell v Sergiy Stakhovsky | 7-6,6-4 |
| Challenger Nur-Sultan | 2021/07/19 07:05 | Grigoriy Lomakin v Nick Chappell | 3-6,6-7 |
| Challenger Nur-Sultan | 2021/07/12 08:45 | Beibit Zhukayev v Nick Chappell | 4-6,6-3,7-6 |
| ITF M25 Nur-Sultan | 2021/07/07 05:10 | Sanjar Fayziev v Nick Chappell | 6-4,6-4 |