Stadium: Court 4 Round: 25 Ground: Hardcourt outdoor
| ITF M25 Poznan | 2021/08/22 08:00 | Taiyo Yamanaka v Dominique Graf | 7-6,1-6,8-10 |
| ITF M15 Lodz | 2021/08/16 13:15 | Taiyo Yamanaka v Admir Kalender | 3-6,7-6,10-7 |
| ITF M15 Lodz | 2021/08/16 09:30 | Taiyo Yamanaka v Dawid Taczala | 6-4,6-3 |
| ITF M25 Frankfurt am Main | 2021/08/12 11:10 | Taiyo Yamanaka v Mariano Kestelboim | 2-6,2-6 |
| ITF M25 Frankfurt am Main | 2021/08/11 11:15 | Adrian Oetzbach v Taiyo Yamanaka | 5-7,5-7 |
| ITF M25 Frankfurt am Main | 2021/08/10 10:30 | Taiyo Yamanaka v Niklas Schell | 6-1,6-2 |
| ITF M25 Frankfurt am Main | 2021/08/09 14:10 | Milan Welte v Taiyo Yamanaka | 6-7,4-6 |
| ITF M15 Novi Sad | 2021/08/02 11:00 | Ivailo Keremedchiev v Taiyo Yamanaka | 6-2,6-7,10-6 |
| ITF M15 Pirot | 2021/09/20 08:00 | Dusan Obradovic v Luca Castagnola | 3-6,5-7 |
| ITF M15 Zlatibor | 2021/09/13 08:00 | Dusan Obradovic v Jasza Szajrych | 5-7,3-6 |
| ITF M15 Ulcinj | 2021/08/30 11:30 | Dusan Obradovic v Dusan Rajic | 4-6,6-3,2-10 |
| ITF M15 Ulcinj | 2021/08/30 07:30 | Dusan Obradovic v Stefan Vujic | 3-6,6-3,10-7 |
| ITF M15 Novi Sad | 2021/08/03 10:05 | Charles Broom v Dusan Obradovic | 6-4,6-2 |
| ITF M15 Novi Sad | 2021/08/02 12:30 | Aleksa Pisaric v Dusan Obradovic | 2-6,2-6 |
| ITF M15 Novi Sad | 2021/08/01 12:15 | Luka Vukovic v Dusan Obradovic | 1-6,7-6,11-13 |
| ITF M15 Novi Sad | 2021/07/25 08:15 | Tomas Jirousek v Dusan Obradovic | 6-4,7-5 |