Stadium: Quadra 3 Round: 25 Ground: Clay
| Challenger - Madrid | 2023/04/09 12:30 | Alessandro Giannessi v David Jorda Sanchis | 6-3,6-7,3-6 |
| ATP - Estoril | 2023/04/03 17:50 | Alessandro Giannessi v Fabio Fognini | 2-6,1-6 |
| ATP - Estoril | 2023/04/02 11:00 | Fabian Marozsan v Alessandro Giannessi | 6-4,6-7,4-6 |
| ATP - Estoril | 2023/04/01 12:15 | Alessandro Giannessi v Oleksii Krutykh | 1-6,7-5,6-1 |
| Challenger Sanremo | 2023/03/28 10:20 | Giulio Zeppieri v Alessandro Giannessi | 6-1,6-1 |
| Challenger - Zadar | 2023/03/26 10:00 | Sebastian Ofner v Alessandro Giannessi | 4-6,7-5,6-7 |
| Challenger - Zadar | 2023/03/25 12:00 | Alessandro Giannessi v Arthur Cazaux | 6-3,6-4 |
| Challenger - Zadar | 2023/03/24 11:20 | Alessandro Giannessi v Zsombor Piros | 7-6,6-2 |
| ITF - M15 Antalya | 2023/03/24 07:30 | Juan Bautista Otegui v Gerard Campana Lee | 3-6,2-6 |
| ITF - M15 Antalya | 2023/03/23 07:30 | Juan Bautista Otegui v Arthur Gea | 5-7,6-2,7-5 |
| ITF - M15 Antalya | 2023/03/22 06:50 | Juan Bautista Otegui v Elio Jose Ribeiro Lago | 6-1,6-2 |
| ITF - M15 Antalya | 2023/03/15 10:45 | Samuele Pieri v Juan Bautista Otegui | 2-6,6-4,7-6 |
| Challenger Antalya | 2023/03/05 08:45 | Juan Bautista Otegui v Stefano Travaglia | 3-6,6-7 |
| ITF - M25 Loulé | 2023/03/01 10:30 | Juan Bautista Otegui v Lukas Rosol | 2-6,2-6 |
| ITF - M25 Faro | 2023/02/22 10:00 | Juan Bautista Otegui v Imanol L Morillo | 4-6,1-6 |
| ITF - M25 Vila Real de Santo Antonio | 2023/02/15 13:40 | Jaime Faria v Juan Bautista Otegui | 6-3,6-7,6-4 |