Stadium: Court 1 Round: 19 Ground: Hardcourt indoor
| Challenger Roanne | 2021/11/07 12:15 | Michael Geerts v Luca Vanni | 6-7,2-6 |
| Challenger San Marino | 2021/08/08 11:10 | Pavel Kotov v Luca Vanni | 6-4,6-1 |
| ITF M25 Bolzano | 2021/08/05 07:55 | Matteo Arnaldi v Luca Vanni | 2-6,6-3,6-4 |
| ITF M25 Bolzano | 2021/08/04 10:10 | Lisandru Rodriguez v Luca Vanni | 4-6,2-6 |
| ITF M25 Bolzano | 2021/08/03 17:00 | Gianmarco Ferrari v Luca Vanni | 7-6,3-6,6-7 |
| Challenger Segovia | 2021/07/27 11:20 | Luca Vanni v Nicolas Moreno De Alboran | 4-6,3-6 |
| Challenger Segovia | 2021/07/26 11:00 | Ryan Peniston v Luca Vanni | 4-6,3-6 |
| Challenger Segovia | 2021/07/25 14:00 | Luca Vanni v Nick Chappell | 6-1,6-2 |
| 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 Lošinj | 2021/10/21 10:40 | Nerman Fatic v Georgii Kravchenko | 6-3,2-6,6-3 |
| Challenger Lošinj | 2021/10/19 11:45 | Georgii Kravchenko v Blaz Rola | 6-4,6-2 |
| Challenger Lošinj | 2021/10/18 08:00 | Georgii Kravchenko v Anirudh Chandrasekar | 6-0,6-1 |
| Challenger Lošinj | 2021/10/17 09:25 | Georgii Kravchenko v Gal Emersic Potocnik | 6-2,6-2 |
| Challenger Alicante | 2021/10/12 11:40 | Georgii Kravchenko v Mario Vilella Martinez | 3-6,2-6 |
| Challenger Alicante | 2021/10/11 09:00 | Robert Galloway v Georgii Kravchenko | 6-4,1-6,2-6 |