stadio: Court 5 Round: 25 Ground: Hardcourt indoor
| Challenger Biel | 2021/09/20 09:00 | Tobias Simon v Jakub Paul | 4-6,4-6 |
| Challenger Biel | 2021/09/19 11:15 | Laurent Lokoli v Tobias Simon | 4-6,2-6 |
| ITF M25 Plaisir | 2021/09/15 14:05 | Jurgen Briand v Tobias Simon | 6-4,7-6 |
| Challenger Tulln | 2021/09/06 10:25 | Uladzimir Ignatik v Tobias Simon | 6-4,4-6,7-5 |
| Challenger Tulln | 2021/09/05 13:00 | Rafael Matos v Tobias Simon | 6-7,2-6 |
| ITF M25 Caslano | 2021/08/26 14:30 | Giovanni Oradini v Tobias Simon | 4-6,6-4,3-6 |
| ITF M25 Caslano | 2021/08/25 13:10 | Stefano Baldoni v Tobias Simon | 6-7,1-6 |
| ITF M25 Francoforte sul Meno | 2021/08/10 13:55 | Tobias Simon v Christian Sigsgaard | 3-6,3-6 |
| ITF M25 Falun | 2021/09/27 09:20 | Karl Friberg v Daniel Little | 1-6,2-6 |
| ITF M25 Falun | 2021/09/26 11:00 | Nikolaj Katic v Daniel Little | 6-7,4-6 |
| ITF M25 Jonkoping | 2021/09/22 09:30 | Daniel Little v Filip Bergevi | 6-7,6-2,5-7 |
| ITF M25 Jonkoping | 2021/09/21 07:30 | Daniel Little v Patrik Niklas-Salminen | 6-4,7-6 |
| ITF M25 Jonkoping | 2021/09/20 09:20 | Daniel Little v Jonathan Stenberg | 6-4,6-2 |
| ITF M25 Sintra | 2021/09/15 14:40 | Daniel Little v John Echeverria | 6-3,4-6,3-6 |
| ITF M25 Sintra | 2021/09/14 13:20 | Daniel Little v Alan F R Fierros | 4-6,6-7 |
| ITF M25 Sintra | 2021/09/13 12:00 | Daniel Little v Iago D Alvarez | 6-1,6-3 |