Stadium: Court 20 Round: 26 Ground: Clay
| ITF M15 Antalya | 2021/04/20 07:00 | Tiago Cacao v Oleksii Krutykh | 6-1,4-6,6-1 |
| ITF M15 Antalya | 2021/04/14 08:40 | Andrea Basso v Tiago Cacao | 6-1,6-0 |
| Challenger Oeiras | 2021/04/09 14:55 | Goncalo Oliveira v Tiago Cacao | 7-5,6-2 |
| Challenger Oeiras | 2021/04/08 13:00 | Mischa Zverev v Tiago Cacao | 3-6,6-1,6-7 |
| Challenger Oeiras | 2021/04/06 10:35 | Tiago Cacao v Tristan Lamasine | 6-2,6-4 |
| Challenger Oeiras | 2021/04/02 12:00 | Tiago Cacao v Zdenek Kolar | 3-6,2-6 |
| Challenger Oeiras | 2021/04/01 12:00 | Mats Moraing v Tiago Cacao | 6-4,2-6,5-7 |
| Challenger Oeiras | 2021/03/30 12:35 | Duckhee Lee v Tiago Cacao | 3-6,4-6 |
| ITF M15 Antalya | 2021/04/21 08:20 | Gianmarco Ferrari v Oleksandr Ovcharenko | 3-6,2-6 |
| ITF M15 Antalya | 2021/04/20 12:00 | Dan Alexandru Tomescu v Oleksandr Ovcharenko | 6-3,4-6,6-10 |
| ITF M15 Antalya | 2021/04/19 09:00 | Federico Campana v Oleksandr Ovcharenko | 0-6,0-6 |
| ITF M15 Antalya | 2021/04/18 07:00 | Maxence Beauge v Oleksandr Ovcharenko | 3-6,2-6 |
| ITF M15 Antalya | 2021/04/11 07:00 | Oleksandr Ovcharenko v Mathys Erhard | 6-4,4-6,5-10 |
| ITF M15 Opatija | 2021/03/27 08:30 | Oleksandr Ovcharenko v Giovanni Fonio | 2-6,4-6 |
| ITF M15 Opatija | 2021/03/26 11:25 | Oleksandr Ovcharenko v Davide Galoppini | 6-7,6-1,6-4 |
| ITF M15 Opatija | 2021/03/25 09:00 | Sebastian Prechtel v Oleksandr Ovcharenko | 4-6,2-6 |