Stadium: Court 1 Round: 14 Ground: Hardcourt indoor
| Challenger Lisbon | 2021/09/28 12:55 | Michael Geerts v Nuno Borges | 6-4,3-6,4-6 |
| Davis Cup | 2021/09/19 16:40 | Hugo Dellien v Michael Geerts | 4-6,6-4,2-6 |
| Challenger Seville | 2021/09/07 09:00 | Michael Geerts v Jack Draper | 3-6,2-6 |
| Challenger Mallorca | 2021/09/04 16:45 | Yasutaka Uchiyama v Michael Geerts | 4-6,6-1,7-5 |
| Challenger Mallorca | 2021/09/03 17:50 | Joao Sousa v Michael Geerts | 6-2,3-6,4-6 |
| Challenger Mallorca | 2021/09/02 14:30 | Michael Geerts v Tomas Barrios Vera | 4-6,6-2,6-1 |
| Challenger Mallorca | 2021/09/01 14:00 | Michael Geerts v Tatsuma Ito | 4-6,6-2,6-1 |
| Challenger Mallorca | 2021/08/31 08:00 | Michael Geerts v Viktor Durasovic | 7-6,6-3 |
| 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 Perugia | 2021/07/05 16:30 | Salvatore Caruso v Luca Vanni | 7-6,6-4 |