Stadium: Court 2 Round: 25 Ground: Clay
| ITF M25 Vratislav | 2021/06/30 11:15 | Marco Bortolotti v Illya Beloborodko | 3-6,3-6 |
| Challenger Biella | 2021/05/30 10:55 | Alexey Vatutin v Marco Bortolotti | 3-6,6-4,6-1 |
| ITF M15 Prijedor | 2021/05/11 09:35 | Denis Yevseyev v Marco Bortolotti | 7-6,6-3 |
| Challenger Zadar | 2021/03/23 09:00 | Marco Bortolotti v Vít Kopřiva | 1-6,3-6 |
| Challenger Zadar | 2021/03/22 09:00 | Vladyslav Orlov v Marco Bortolotti | 6-2,6-7,6-7 |
| Challenger Zadar | 2021/03/21 13:35 | Victor Vlad Cornea v Marco Bortolotti | 1-6,3-6 |
| ITF M15 Rovinj | 2021/03/16 10:30 | Corentin Denolly v Marco Bortolotti | 6-4,6-4 |
| ITF - M15 Porec | 2021/03/10 09:00 | Marco Bortolotti v Matteo Arnaldi | 2-6,3-6 |
| ITF M25 Bolzano | 2021/08/02 13:15 | Igor Solomatin v Luca Castagnola | 6-7,2-6 |
| ITF M25 Bolzano | 2021/08/02 07:00 | Nicolo Pozzani v Luca Castagnola | 4-6,6-2,8-10 |
| ITF M15 - Antalya | 2021/06/01 09:30 | Giovanni Fonio v Luca Castagnola | 6-1,1-6,7-6 |
| ITF M15 - Antalya | 2021/05/23 07:00 | Daniil Glinka v Luca Castagnola | 6-3,3-6,10-5 |
| ITF M15 Monastir | 2021/05/10 13:30 | Luca Castagnola v Omni Kumar | 6-7,2-6 |
| ITF M15 Monastir | 2021/05/10 09:00 | Luca Castagnola v Taketo Takamisawa | 4-6,6-3,11-9 |
| ITF M15 Monastir | 2021/05/03 12:00 | Luca Castagnola v Mattia Frinzi | 2-6,6-7 |
| ITF M15 Monastir | 2021/03/30 08:00 | Luca Castagnola v Julien De Cuyper | 3-6,7-6,8-10 |