Stadium: Centre Court Round: 26 Ground: Clay
| Challenger - Gran Canaria | 2021/03/02 13:05 | Alessandro Giannessi v Emilio Nava | 6-2,6-3 |
| Challenger - Gran Canaria | 2021/02/24 12:00 | Steven Diez v Alessandro Giannessi | 7-6,7-6 |
| Challenger - Gran Canaria | 2021/02/23 11:00 | Stefano Napolitano v Alessandro Giannessi | 0-6,2-6 |
| Challenger - Biella | 2021/02/16 14:10 | Alessandro Giannessi v Thomas Fabbiano | 1-6,4-6 |
| Challenger - Antalya | 2021/02/05 08:00 | Alessandro Giannessi v Alejandro Tabilo | 5-7,7-5,6-1 |
| Challenger - Antalya | 2021/02/03 08:00 | Alessandro Giannessi v Mohamed Safwat | 6-3,6-4 |
| Challenger - Antalya | 2021/02/02 07:30 | Daniel Altmaier v Alessandro Giannessi | 6-7,2-6 |
| Challenger - Antalya | 2021/01/30 07:00 | Jaume Munar v Alessandro Giannessi | 3-6,6-2,6-0 |
| Challenger - Gran Canaria | 2021/03/01 15:30 | Nikolas Sanchez Izquierdo v Andrea Pellegrino | 5-7,7-5,6-3 |
| Challenger - Gran Canaria | 2021/02/22 10:00 | Alex Molcan v Nikolas Sanchez Izquierdo | 7-6,6-3 |
| Challenger - Gran Canaria | 2021/02/21 10:00 | Tomas Q Perez v Nikolas Sanchez Izquierdo | 1-6,1-6 |
| Challenger - Cherbourg | 2021/02/07 14:20 | Nikolas Sanchez Izquierdo v Sander Arends | 6-0,2-6,5-7 |
| UTR Pro Tennis Series - Barcelona | 2021/02/03 09:00 | Jaume Pla Malfeito v Nikolas Sanchez Izquierdo | 1-6,3-6 |
| UTR Pro Tennis Series - Barcelona | 2021/02/01 09:00 | Paul Cayre v Nikolas Sanchez Izquierdo | 4-6,4-5 |
| UTR Pro Tennis Series - Barcelona | 2021/01/28 12:00 | Nikolas Sanchez Izquierdo v Juan Bautista Otegui | 7-5,6-2 |
| UTR Pro Tennis Series - Barcelona | 2021/01/27 12:45 | Nikolas Sanchez Izquierdo v Quentin Folliot | 6-4,6-2 |