Stadium: Court 6 Round: 25 Ground: Hardcourt outdoor
| ITF M15 Monastir | 2021/12/13 13:30 | Ryuki Matsuda v Luca Castagnola | 7-5,6-1 |
| ITF M15 Platja D'Aro | 2021/10/03 09:30 | Max Houkes v Luca Castagnola | 6-4,6-1 |
| ITF M25 Skopje | 2021/09/29 10:30 | Luca Castagnola v Matteo Arnaldi | 2-6,3-6 |
| ITF M25 Skopje | 2021/09/28 09:20 | Luca Castagnola v Sabit Suntic | 6-2,6-3 |
| ITF M25 Skopje | 2021/09/27 12:40 | Tomislav Jotovski v Luca Castagnola | 0-6,4-6 |
| ITF M15 Pirot | 2021/09/22 09:30 | Luca Castagnola v Dominik Palan | 0-6,2-6 |
| ITF M15 Pirot | 2021/09/21 09:15 | Luca Castagnola v Dusan Rajic | 7-6,6-1 |
| ITF M15 Pirot | 2021/09/20 08:00 | Dusan Obradovic v Luca Castagnola | 3-6,5-7 |
| ITF M25 Setubal | 2021/10/06 10:00 | Jumpei Yamasaki v Sebastian Fanselow | 6-4,4-6,4-6 |
| ITF M25 Skopje | 2021/09/29 11:50 | Aldin Setkic v Jumpei Yamasaki | 7-5,6-4 |
| ITF M15 Monastir | 2021/08/26 07:30 | Kyle Seelig v Jumpei Yamasaki | 6-0,7-5 |
| ITF M15 Monastir | 2021/08/25 07:30 | Keisuke Saitoh v Jumpei Yamasaki | 1-6,1-6 |
| ITF M15 Monastir | 2021/08/18 07:30 | Mateo Nicolas Martinez v Jumpei Yamasaki | 5-7,6-1,7-5 |
| ITF M15 Monastir | 2021/08/11 18:25 | Sho Shimabukuro v Jumpei Yamasaki | 6-3,6-2 |
| ITF M25 Decatur | 2021/08/05 17:55 | Jumpei Yamasaki v Yunseong Chung | 2-6,2-6 |
| ITF M25 Decatur | 2021/08/04 21:50 | Aleksandar Kovacevic v Jumpei Yamasaki | 4-6,6-3,3-6 |