Stadium: Court 12 Round: 62
| ITF - M15 Ulcinj | 2021/09/24 12:15 | Rrezart Cungu v Max Houkes | 6-2,6-4 |
| ITF - M15 Ulcinj | 2021/09/23 09:30 | Max Houkes v Gianmarco Ferrari | 6-1,6-3 |
| ITF - M15 Ulcinj | 2021/09/21 07:55 | Danilo Raicevic v Max Houkes | 4-6,4-6 |
| ITF - M15 Ulcinj | 2021/09/13 12:00 | Max Houkes v Edoardo Zanada | 6-4,4-6,5-10 |
| ITF - M15 Ulcinj | 2021/09/13 08:00 | Max Houkes v Matthew Dellavedova | 6-2,6-2 |
| ITF - M15 Skopje | 2021/06/09 12:20 | Alexis Gautier v Max Houkes | 7-6,6-4 |
| ITF - M15 Skopje | 2021/06/08 09:00 | Max Houkes v Taiyo Yamanaka | 6-4,6-3 |
| ITF - M15 Skopje | 2021/06/07 09:00 | Max Houkes v Aloys J W Van Baal | 6-2,6-2 |
| 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 - M15 Pirot | 2021/09/19 07:00 | Luca Castagnola v Pavle Daljev | 6-4,6-1 |
| ITF - M15 Bad Waltersdorf | 2021/08/31 08:20 | Leonardo Taddia v Luca Castagnola | 6-2,4-6,10-6 |