Stadium: Central Round: 25 Ground: Hardcourt indoor
| Challenger Ortisei | 2021/11/09 10:25 | Alessandro Giannessi v Nerman Fatic | 7-6,3-6,5-7 |
| Challenger Losinj | 2021/10/23 14:35 | Alessandro Giannessi v Carlos Taberner | 4-6,3-6 |
| Challenger Losinj | 2021/10/23 10:35 | Alessandro Giannessi v Raul Brancaccio | 6-3,6-7,6-1 |
| Challenger Losinj | 2021/10/20 12:00 | Alessandro Giannessi v Franco Agamenone | 7-6,3-6,6-1 |
| Challenger Losinj | 2021/10/19 08:00 | Alessandro Giannessi v Robin Haase | 7-6,7-5 |
| Challenger Braga | 2021/09/22 09:00 | Jesper De Jong v Alessandro Giannessi | 6-3,7-5 |
| Challenger Braga | 2021/09/21 09:00 | Kaichi Uchida v Alessandro Giannessi | 4-6,1-6 |
| US Open | 2021/08/25 20:35 | Alessandro Giannessi v Hugo Dellien | 1-6,3-6 |
| Challenger Pau | 2021/11/15 10:00 | Nikolas Sanchez Izquierdo v Georgii Kravchenko | 1-6,2-6 |
| Challenger Roanne | 2021/11/10 20:25 | Hiroki Moriya v Georgii Kravchenko | 3-6,6-4,7-5 |
| Challenger Roanne | 2021/11/09 17:05 | Georgii Kravchenko v Henri Laaksonen | 6-4,6-4 |
| Challenger Roanne | 2021/11/07 12:10 | Arthur Fils v Georgii Kravchenko | 4-6,4-6 |
| Challenger Tenerife | 2021/10/31 12:55 | Vladyslav Orlov v Georgii Kravchenko | 7-6,6-2 |
| Challenger Losinj | 2021/10/21 10:40 | Nerman Fatic v Georgii Kravchenko | 6-3,2-6,6-3 |
| Challenger Losinj | 2021/10/19 11:45 | Georgii Kravchenko v Blaz Rola | 6-4,6-2 |
| Challenger Losinj | 2021/10/18 08:00 | Georgii Kravchenko v Anirudh Chandrasekar | 6-0,6-1 |