Stadium: Court 3 Round: 25 Ground: Clay
| ITF - M15 Antalya | 2022/01/13 10:45 | Umut Akkoyun v Jesse De Jager | 2-6,1-6 |
| ITF - M15 Antalya | 2022/01/13 06:30 | Jesse De Jager v Cihan Akay | 6-4,7-6 |
| UTR Pro Tennis Series - Amsterdam | 2021/12/08 08:30 | Roland Stuurman v Jesse De Jager | 6-4,0-0 |
| UTR Pro Tennis Series - Amsterdam | 2021/12/06 08:30 | Max Houkes v Jesse De Jager | 4-6,6-2,6-3 |
| ITF - M15 Sharm-el-Sheikh | 2021/10/31 08:00 | Sebastian Sorger v Jesse De Jager | 6-4,3-6,11-9 |
| ITF - M15 Sharm-el-Sheikh | 2021/10/24 12:00 | Jesse De Jager v Emiliano Maggioli | 3-6,5-7 |
| ITF M25 - Říčany | 2021/08/29 09:00 | Jesse De Jager v Noel Larwig | 3-6,6-3,4-10 |
| ITF - M25 Poznan | 2021/08/24 08:00 | Harry Wendelken v Jesse De Jager | 6-1,6-3 |
| ITF M15 - Melilla | 2021/09/21 14:30 | Benjamin Winter Lopez v Yeray A. Pastor | 6-0,6-1 |
| Challenger - Sevilla | 2021/09/07 09:00 | Alvaro Lopez San Martin v Benjamin Winter Lopez | 6-4,4-6,6-1 |
| Challenger - Sevilla | 2021/09/06 09:00 | Benjamin Winter Lopez v Carlos Sanchez Jover | 6-3,6-3 |
| Challenger - Sevilla | 2021/09/05 09:00 | Alexander Merino v Benjamin Winter Lopez | 4-6,1-6 |
| ITF M25 - Santander | 2021/08/26 10:45 | Benjamin Winter Lopez v Juan Bautista Torres | 6-1,1-6,2-6 |
| ITF M25 - Santander | 2021/08/24 10:30 | Pavlo Vivero Gonzalez v Benjamin Winter Lopez | 2-6,0-3 |
| ITF M15 - Xàtiva | 2021/08/06 15:00 | Alexis Gautier v Benjamin Winter Lopez | 6-3,7-5 |
| ITF M15 - Xàtiva | 2021/08/04 08:00 | Benjamin Winter Lopez v Kenny de Schepper | 6-4,6-4 |