Stadium: Court 2 Round: 28 Ground: Clay
| ITF - Sierre M25 | 2021/09/03 14:55 | Patrick Kypson v Jacopo Berrettini | 7-6,6-7,7-5 |
| ITF - Sierre M25 | 2021/09/02 09:30 | Patrick Kypson v Jakub Paul | 4-6,6-1,6-1 |
| ITF - Sierre M25 | 2021/09/01 10:10 | Patrick Kypson v Facundo Yunis | 6-3,6-2 |
| ITF - Caslano M25 | 2021/08/27 14:30 | Patrick Kypson v Remy Bertola | 4-6,6-4,6-7 |
| ITF - Caslano M25 | 2021/08/26 10:25 | Patrick Kypson v Mirko Martinez | 6-1,6-4 |
| ITF - Caslano M25 | 2021/08/25 10:25 | Peter Heller v Patrick Kypson | 6-3,3-6,2-6 |
| ITF - Frederiksberg M15 | 2021/08/03 09:20 | Daniel De Jonge v Patrick Kypson | 6-3,7-6 |
| ITF - Vejle M15 | 2021/07/30 13:30 | Patrick Kypson v August Holmgren | 2-6,6-3,6-7 |
| ITF - Sierre M25 | 2021/09/03 10:00 | Valentin Vacherot v Oliver Crawford | 3-6,6-7 |
| ITF - Sierre M25 | 2021/09/02 12:45 | Mirko Martinez v Oliver Crawford | 1-6,2-6 |
| ITF - Sierre M25 | 2021/09/01 13:40 | Louroi Martinez v Oliver Crawford | 3-6,4-6 |
| ITF - Trier M25 | 2021/08/25 15:00 | Henri Squire v Oliver Crawford | 3-6,6-1,6-2 |
| ITF - Ueberlingen M25 | 2021/08/20 10:00 | Ergi Kirkin v Oliver Crawford | 6-4,3-6,6-2 |
| ITF - Ueberlingen M25 | 2021/08/19 11:45 | Aliaksandr Bulitski v Oliver Crawford | 1-6,1-6 |
| Challenger Lexington | 2021/07/26 18:00 | Darian King v Oliver Crawford | 6-4,6-1 |
| Challenger Lexington | 2021/07/25 15:00 | Oliver Crawford v Aleksandar Kovacevic | 7-6,7-5 |