Stadium: Court 3 Round: 25 Ground: Clay
| ITF M15 Oldenzaal | 2021/08/19 11:00 | Guy Den Ouden v Lorenzo Bocchi | 3-6,0-6 |
| ITF M15 Oldenzaal | 2021/08/18 15:35 | Mattia Bellucci v Guy Den Ouden | 3-6,3-6 |
| ITF M15 Frederiksberg | 2021/08/03 10:55 | Guy Den Ouden v Sandro Kopp | 4-6,4-6 |
| ITF M15 Vejle | 2021/07/30 14:30 | Jonathan Mridha v Guy Den Ouden | 6-3,6-4 |
| ITF M15 Vejle | 2021/07/29 16:30 | Guy Den Ouden v Mick Veldheer | 6-4,6-0 |
| ITF M15 Vejle | 2021/07/28 11:50 | Sebastian Prechtel v Guy Den Ouden | 2-6,2-6 |
| ITF M15 Esch/Alzette | 2021/07/20 13:00 | Jeffrey Von Der Schulenburg v Guy Den Ouden | 6-4,3-6,7-5 |
| Challenger Amersfoort | 2021/07/11 14:00 | Guy Den Ouden v Diego Hidalgo | 3-6,6-7 |
| ITF M15 Pescara | 2021/08/19 16:30 | Alexis Gautier v Alessandro Ingarao | 6-3,6-4 |
| ITF M15 Pescara | 2021/08/18 12:15 | Biagio Gramaticopolo v Alessandro Ingarao | 0-6,5-7 |
| ITF M15 Telavi | 2021/08/04 06:30 | Alessandro Ingarao v Oleg Prihodko | 0-6,5-7 |
| ITF M15 Telavi | 2021/08/03 04:30 | Alessandro Ingarao v Yurii Dzhavakian | 6-2,6-2 |
| ITF M25 Telavi | 2021/08/01 06:00 | Alessandro Ingarao v Alexandar Lazarov | 2-6,2-6 |
| ITF M25 Telavi | 2021/07/31 13:05 | Alessandro Ingarao v Yanki Erel | 6-3,6-2 |
| ITF M25 Telavi | 2021/07/31 08:40 | Michal Dembek v Alessandro Ingarao | 2-6,1-6 |
| ITF M25 Telavi | 2021/07/30 06:30 | Saba Purtseladze v Alessandro Ingarao | 4-6,3-6 |